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  • Cottage at Lobster Cove by Sea Maine
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    Cottage at Lobster Cove by Sea Maine

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Step into the serenity of coastal living at The Cottage at Lobster Cove! With its quaint charm of Lobster Cove, this del ...

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    Details
  • Recently Renovated Home Minutes from Ocean Point
    From $355 per night (USD)

    Expedia

    Recently Renovated Home Minutes from Ocean Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Bay Ridge Cottage is in picturesque East Boothbay, just across Ocean Point Road from beautiful Linekin Bay. A short driv ...

    From $355 per night (USD)

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    Details
  • Stunning Ocean Front Estate with a Private Dock
    From $1277 per night (USD)

    VRBO

    Stunning Ocean Front Estate with a Private Dock

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Relax and unwind in this spacious and peaceful oceanfront setting just minutes from fine dining, hiking trails, shopping ...

    From $1277 per night (USD)

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  • Beautiful Summer Cottage on Iconic Ocean Point
    From $495 per night (USD)

    Expedia

    Beautiful Summer Cottage on Iconic Ocean Point

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Ocean Point, East Boothbay, Maine. Ocean Point is a friendly community of seasonal, rental and year-round fa ...

    From $495 per night (USD)

    Expedia

    Details
  • Lakefront house on Damariscotta Lake, perfect getaway
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    Lakefront house on Damariscotta Lake, perfect getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Loon Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

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  • Just one block from the Ocean!
    From $382 per night (USD)

    Expedia

    Just one block from the Ocean!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Coastal cottage sits one block from the ocean and a short walk from the community center where there are tennis, pickleb ...

    From $382 per night (USD)

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  • Charming Waterfront Cottage
    From $323 per night (USD)

    VRBO

    Charming Waterfront Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Keepers Cove is located just over the swing bridge on Barters Island. Here, the salty Back River tidal waters meet the ...

    From $323 per night (USD)

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  • Lovely Home On the Water within Walking Distance Of Town
    From $488 per night (USD)

    Expedia

    Lovely Home On the Water within Walking Distance Of Town

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Step into a slice of paradise with this breathtaking oceanfront 2-bedroom haven, meticulously transformed in 2014 to exu ...

    From $488 per night (USD)

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  • Cozy Cottage and Bunkhouse right at the Water's Edge
    From $431 per night (USD)

    VRBO

    Cozy Cottage and Bunkhouse right at the Water's Edge

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Ocean’s Edge sits up on a hill overlooking the Atlantic Ocean and Inner Heron Island in East Boothbay. It is an old cott ...

    From $431 per night (USD)

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  • Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay
    From $309 per night (USD)

    Expedia

    Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    An old fashioned cottage located in Bayville. Bayville is a small community in Boothbay Harbor that sits at the head of ...

    From $309 per night (USD)

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  • Stunning Views with Walks to the Beach and a short walk to pay and play tennis
    From $637 per night (USD)

    VRBO

    Stunning Views with Walks to the Beach and a short walk to pay and play tennis

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    8

    Located in East Boothbay on breathtaking Ocean Point sits this traditional cottage with three porches. Enjoy the view fr ...

    From $637 per night (USD)

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  • A Sweet Little Guest Cottage
    From $138 per night (USD)

    Expedia

    A Sweet Little Guest Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tucked away on Southport Island is this little guest house for two. Located just across the swing bridge from Boothbay H ...

    From $138 per night (USD)

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    Details
  • Spacious Farmhouse on Davis Stream to Damariscotta Lake with 5 bedrooms
    From $391 per night (USD)

    VRBO

    Spacious Farmhouse on Davis Stream to Damariscotta Lake with 5 bedrooms

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Introducing your ideal 2025 getaway! Nestled overlooking the tranquil Davis Stream, this charming 5-bedroom, 2.5-bath ho ...

    From $391 per night (USD)

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  • Charming Cottage on Ocean Point
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    Charming Cottage on Ocean Point

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Your ideal Maine vacation begins in this classic cottage at Ocean Point. Sage Cottage welcomes you with open ocean view ...

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  • Waterfront. Private. Perfect.
    From $833 per night (USD)

    VRBO

    Waterfront. Private. Perfect.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    OPEN FOR BOOKINGS (book early as our reservations for prime season fill early) 2024 Guest Review: Something Really Spe ...

    From $833 per night (USD)

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    Details
  • Sweeping Sheepscot River views in newly renovated 200 year old Wiscasset home
    From $712 per night (USD)

    Expedia

    Sweeping Sheepscot River views in newly renovated 200 year old Wiscasset home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Sheepscot River Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...

    From $712 per night (USD)

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  • Samoset Cottage - 3 BR Water View Home, Boothbay Harbor
    From $410 per night (USD)

    VRBO

    Samoset Cottage - 3 BR Water View Home, Boothbay Harbor

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Riverside Retreat – Spacious, Peaceful Home with Water Views & Private Dock! Settle into comfort and tranquility at thi ...

    From $410 per night (USD)

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  • Appalachee Ocean View by Chill Vacation Rentals
    From $406 per night (USD)

    VRBO

    Appalachee Ocean View by Chill Vacation Rentals

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Appalachee Oceanview! Situated between Linekin Bay and Appalachee Pond, this beautiful cottage allows you the ...

    From $406 per night (USD)

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    Details
  • Laughton House @ Pemaquid Beach
    From $468 per night (USD)

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    Laughton House @ Pemaquid Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to your coastal Maine retreat in the heart of Pemaquid Beach Village. Just a three‑minute walk (0.2 mi) from the ...

    From $468 per night (USD)

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  • Ebb Tide Cabin @ Pemaquid Beach
    From $289 per night (USD)

    Expedia

    Ebb Tide Cabin @ Pemaquid Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Less than 400 yards from Pemaquid Beach State Park! Ebb Tide is a 1 bedroom seasonal wooded cabin with king size bed, s ...

    From $289 per night (USD)

    Expedia

    Details
  • Ocean Breeze Cabin @ Pemaquid Beach
    From $339 per night (USD)

    VRBO

    Ocean Breeze Cabin @ Pemaquid Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Ocean Breeze is a 2-bedroom, seasonal guest cottage is located less than 400 yards from Pemaquid Beach State Park. It fe ...

    From $339 per night (USD)

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  • Exclusive oceanfront home, private sandy beach, expansive view, stunning sunsets
    From $713 per night (USD)

    Expedia

    Exclusive oceanfront home, private sandy beach, expansive view, stunning sunsets

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Make lifetime memories on your family vacation at Seaward, an exclusive and very private property situated at the end of ...

    From $713 per night (USD)

    Expedia

    Details
  • POOLSIDE The Moorings, ocean views, close to Pemaquid beach!
    From $248 per night (USD)

    VRBO

    POOLSIDE The Moorings, ocean views, close to Pemaquid beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    PLEASE NOTE Pool and Hot tub are only open July-Sept each year The Poolside has decks facing north, south, east and wes ...

    From $248 per night (USD)

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  • Waterfront Condo: Walk to Downtown Boothbay Harbor
    From $275 per night (USD)

    Expedia

    Waterfront Condo: Walk to Downtown Boothbay Harbor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cove Views | Breakfast Nook | WFH Friendly | Ground-Floor Unit | 4 Mi to Coastal Maine Botanical Gardens A serene coast ...

    From $275 per night (USD)

    Expedia

    Details
  • Simple and private
    From $206 per night (USD)

    VRBO

    Simple and private

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a small private apartment. This is fully furnished with a beautiful deck where you can enjoy a cocktail and list ...

    From $206 per night (USD)

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  • Local Charm / Panoramic Harbor Views / Cozy Maine Cottage / 10 Min Walk Downtown
    From $514 per night (USD)

    Expedia

    Local Charm / Panoramic Harbor Views / Cozy Maine Cottage / 10 Min Walk Downtown

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    10

    Quintessential Maine Harbor Cottage with local charm and plenty of cozy nooks to relax and unwind. The home is decorated ...

    From $514 per night (USD)

    Expedia

    Details
  • Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
    From $693 per night (USD)

    VRBO

    Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Welcome to this modern architectural gem tucked among the spruces on Southport Island, serenely peaceful and yet just a ...

    From $693 per night (USD)

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  • Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
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    Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Enjoy the spectacular natural beauty of Cozy Harbor and delight in watching all the harbor activity from the privacy of ...

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  • Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
    From $554 per night (USD)

    VRBO

    Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Let it all go! Come here for peace and respite. Welcome to quintessential Maine summer living! Enjoy stunning ocean v ...

    From $554 per night (USD)

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  • Riverfront Sanctuary
    From $336 per night (USD)

    Expedia

    Riverfront Sanctuary

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sweet historic rambling brick cape with extensive frontage on the Eastern River. Fishing, Kayaks, Paddleboards awaiting ...

    From $336 per night (USD)

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    Details
  • Spacious 1 Bedroom Cottage Close to Everything 3
    From $138 per night (USD)

    VRBO

    Spacious 1 Bedroom Cottage Close to Everything 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this one bedroom cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has bee ...

    From $138 per night (USD)

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    Details
  • Spacious 1 Bedroom Cottage Close to Everything 1
    From $153 per night (USD)

    Expedia

    Spacious 1 Bedroom Cottage Close to Everything 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this one bedroom cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has bee ...

    From $153 per night (USD)

    Expedia

    Details
  • Sheepscot River House
    From $271 per night (USD)

    VRBO

    Sheepscot River House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Adorable 1900's post office turned cottage located at the water's edge where the Sheepscot and the Dyer rivers meet. Enj ...

    From $271 per night (USD)

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  • Cozy Waterfront Cottage on Montsweag Bay!
    From $310 per night (USD)

    Expedia

    Cozy Waterfront Cottage on Montsweag Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Prepare for a getaway filled with exciting days on the water and relaxing evenings at home when staying at this 3-bedroo ...

    From $310 per night (USD)

    Expedia

    Details
  • Spacious 1 Bedroom Close to Everything 4
    From $142 per night (USD)

    VRBO

    Spacious 1 Bedroom Close to Everything 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape the city to this one bedroom cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has bee ...

    From $142 per night (USD)

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    Details
  • Spacious 1 Bedroom Cottage Close to Everything 2
    From $144 per night (USD)

    Expedia

    Spacious 1 Bedroom Cottage Close to Everything 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this one bedroom cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has bee ...

    From $144 per night (USD)

    Expedia

    Details
  • Cheerful Cottage Close to Everything 12
    From $114 per night (USD)

    VRBO

    Cheerful Cottage Close to Everything 12

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this studio cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has been res ...

    From $114 per night (USD)

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    Details
  • Spacious 1 Bedroom Cottage Close to Everything 5
    From $141 per night (USD)

    Expedia

    Spacious 1 Bedroom Cottage Close to Everything 5

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this one bedroom cottage in the historic town of Edgecomb Maine. This beautiful 1950s cottage has bee ...

    From $141 per night (USD)

    Expedia

    Details
  • Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
    From $408 per night (USD)

    VRBO

    Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Mill Cove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $408 per night (USD)

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  • Cheerful Cottage Close to Everything 13
    From $124 per night (USD)

    Expedia

    Cheerful Cottage Close to Everything 13

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the city to this glorious cottage in the historic town of Edgecomb. This beautifully-restored 1950s Cottage behol ...

    From $124 per night (USD)

    Expedia

    Details
  • Cheerful Cottage with Loft Close to Everything 6
    From $160 per night (USD)

    VRBO

    Cheerful Cottage with Loft Close to Everything 6

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape the city to this studio cottage with a sleeping loft in the historic town of Edgecomb Maine. This beautiful 1950s ...

    From $160 per night (USD)

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  • Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina!
    From $274 per night (USD)

    Expedia

    Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    THIS HOME RENTS WITH A 3-NIGHT MINIMUM, JUNE - SEPTEMBER Cottage Connection is proud to offer one of the most unique va ...

    From $274 per night (USD)

    Expedia

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  • OAK POINT CABIN | WATERFRONT | 2 Bed, 1 Bath
    From $380 per night (USD)

    VRBO

    OAK POINT CABIN | WATERFRONT | 2 Bed, 1 Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    THIS HOME RENTS WITH A 4-NIGHT MINIMUM Stay for a week for a special rate! Get away from it all at this traditional Ma ...

    From $380 per night (USD)

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  • Dog-friendly home with central AC & washer/dryer - steps from Boothbay Harbor
    From $460 per night (USD)

    Expedia

    Dog-friendly home with central AC & washer/dryer - steps from Boothbay Harbor

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bees Knees House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $460 per night (USD)

    Expedia

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  • \The Lobster Trap\ 🦞 Downtown Boothbay Harbor, Maine
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    \"The Lobster Trap\" 🦞 Downtown Boothbay Harbor, Maine

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    BEAUTIFUL BoothBay Harbor, Maine 🦞 Perfect escape for a couple ! Beautifully decorated and spacious (king bed) bedr ...

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  • A Beautiful Get Away on the Coast of Barter's Island
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    A Beautiful Get Away on the Coast of Barter's Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located at the end of a private road on Barter's Island with the ocean on three sides sits this oasis of a retreat. To t ...

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    Expedia

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  • Coastal Maine Cozy Farmhouse for Family Vacations & Wedding Ceremonies
    From $453 per night (USD)

    VRBO

    Coastal Maine Cozy Farmhouse for Family Vacations & Wedding Ceremonies

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Charming, renovated Farmhouse on 300 acres. Enjoy countless trails or sitting by the fire pit. Relax inside by gas firep ...

    From $453 per night (USD)

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    Details
  • Pemaquid Point Retreat - New Listing 2023!
    From $545 per night (USD)

    VRBO

    Pemaquid Point Retreat - New Listing 2023!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This large year-round home offers all anyone would need for your Maine vacation. Situated on an acre of land off of the ...

    From $545 per night (USD)

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    Details
  • Beautiful farmhouse on the Boothbay Peninsula! Leaf peeping and Gardens Aglow!
    From $907 per night (USD)

    VRBO

    Beautiful farmhouse on the Boothbay Peninsula! Leaf peeping and Gardens Aglow!

    Bedrooms:
    1
    Bathrooms:
    6
    Sleeps:
    14

    Ask about our winter monthly discount! Situated in the midst of the "Napa Valley of Oysters", the home is just a coupl ...

    From $907 per night (USD)

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    Details
  • Sheepscot Harbour Studio #308
    From $205 per night (USD)

    Expedia

    Sheepscot Harbour Studio #308

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Romantic riverside Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Sheepscot Harbour Vill ...

    From $205 per night (USD)

    Expedia

    Details
  • Sheepscot Harbour Studio #205
    From $230 per night (USD)

    VRBO

    Sheepscot Harbour Studio #205

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Waterfront ground floor condo. Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Sheepscot ...

    From $230 per night (USD)

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    Details
  • Sheepscot Harbour Studio #215
    From $203 per night (USD)

    Expedia

    Sheepscot Harbour Studio #215

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Riverside with balcony. Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Sheepscot Harbour ...

    From $203 per night (USD)

    Expedia

    Details
  • Sheepscot Harbour Studio #211
    From $276 per night (USD)

    VRBO

    Sheepscot Harbour Studio #211

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Spacious riverfront with balcony. Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Sheepsc ...

    From $276 per night (USD)

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    Details
  • Sheepscot Harbour Studio #210
    From $1347 per night (USD)

    Expedia

    Sheepscot Harbour Studio #210

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Riverfront 2nd floor with balcony. Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Sheeps ...

    From $1347 per night (USD)

    Expedia

    Details
  • Sheepscot Harbour Studio #207
    From $210 per night (USD)

    VRBO

    Sheepscot Harbour Studio #207

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    First floor comfort and convenience. Sheepscot Harbour Vacation Club is comprised of 7 units and is located within Shee ...

    From $210 per night (USD)

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    Details
  • Sheepscot Harbour Cottage #19
    From $464 per night (USD)

    Expedia

    Sheepscot Harbour Cottage #19

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Cute and inviting cottage in Edgecomb. Sheepscot Harbour Vacation Club is comprised of 7 units located within Sheepscot ...

    From $464 per night (USD)

    Expedia

    Details
  • Hilltop 5BR Retreat, 3 showers, BBQ, Fire Pit, Decks & Space to Gather
    From $567 per night (USD)

    VRBO

    Hilltop 5BR Retreat, 3 showers, BBQ, Fire Pit, Decks & Space to Gather

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    Hilltop Retreat – Spacious, Private & Perfect for Groups... Escape to this serene 5-bedroom hilltop Victorian retreat j ...

    From $567 per night (USD)

    VRBO

    Details
  • Tailwinds - Upscale Oceanfront! Stunning Views!
    From $618 per night (USD)

    VRBO

    Tailwinds - Upscale Oceanfront! Stunning Views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Tailwinds in East Boothbay, where you will enjoy stunning sunsets over Linekin Bay from the comfort of this b ...

    From $618 per night (USD)

    VRBO

    Details
  • Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
    From $343 per night (USD)

    VRBO

    Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Brand new ranch style duplex, 2 bedrooms, 2 bath, nestled in the woods, yet very close to downtown and Harbor area. Mode ...

    From $343 per night (USD)

    VRBO

    Details
  • Renovated waterfront home with gorgeous view, water access & pellet stove
    From $282 per night (USD)

    Expedia

    Renovated waterfront home with gorgeous view, water access & pellet stove

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Back River Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $282 per night (USD)

    Expedia

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  • Quintessential Maine Cabin / Great Location / Extensive Water Views / Privacy
    From $261 per night (USD)

    VRBO

    Quintessential Maine Cabin / Great Location / Extensive Water Views / Privacy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    The Night sky is amazing for Stargazing. The Quiet of Night is Startling! The Cabin was built by an English Publisher fo ...

    From $261 per night (USD)

    VRBO

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  • BOLD OCEANFRONT RETRO GUESTHOUSE IN MID-COAST MAINE!\n3/1 WITH PRIVATE DECK.
    From $351 per night (USD)

    VRBO

    BOLD OCEANFRONT RETRO GUESTHOUSE IN MID-COAST MAINE!\n3/1 WITH PRIVATE DECK.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    If you like the sound of the crashing surf and raw ocean, this is the place! Fabulous Guesthouse with bold ocean frontag ...

    From $351 per night (USD)

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  • Downtown Boothbay Harbor, 2-Story Cottage
    From $310 per night (USD)

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    Downtown Boothbay Harbor, 2-Story Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming and spacious 2-story cottage located at 40 Oak Street in Boothbay Harbor (you can google map the location and s ...

    From $310 per night (USD)

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  • Peaceful home with forest views & great yard - minutes to town
    From $323 per night (USD)

    Expedia

    Peaceful home with forest views & great yard - minutes to town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Wiscasset Woodlands Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...

    From $323 per night (USD)

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  • Saltaire: Classic Maine Charm on Linekin Bay with Private Dock & Pond Access!
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    Saltaire: Classic Maine Charm on Linekin Bay with Private Dock & Pond Access!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE FALL. STAY THE WEEK FOR A ...

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  • Waterfront Bliss on Pleasant Cove Boothbay Maine
    From $352 per night (USD)

    Expedia

    Waterfront Bliss on Pleasant Cove Boothbay Maine

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Pleasant Cove in beautiful Boothbay Maine! This gorgeous waterfront home sits right above the cove off the Da ...

    From $352 per night (USD)

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    Details
  • Welcome to Morning View!
    From $462 per night (USD)

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    Welcome to Morning View!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy beautiful water views from this spacious, recently renovated home. With 2 living areas, 4 bedrooms and a wonderful ...

    From $462 per night (USD)

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  • Salty Acre Oceanside Home - Pet Friendly
    From $580 per night (USD)

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    Salty Acre Oceanside Home - Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Oceanside 3 Bedroom Dog Friendly home near Boothbay Harbor Water, water everywhere and what a place for a drink! About ...

    From $580 per night (USD)

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  • Unforgettable Waterfront Retreat: Featured on PBS, Perfect for Families & Friends!
    From $1282 per night (USD)

    VRBO

    Unforgettable Waterfront Retreat: Featured on PBS, Perfect for Families & Friends!

    Bedrooms:
    3
    Bathrooms:
    8
    Sleeps:
    16

    THIS PROPERTY RENTS WITH A 4 NIGHT MINIMUM ______________________________________________________________ WELCOME TO C ...

    From $1282 per night (USD)

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  • PINE CLIFF DWELLER | 2 Bed, 2 Bath
    From $539 per night (USD)

    Expedia

    PINE CLIFF DWELLER | 2 Bed, 2 Bath

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY ...

    From $539 per night (USD)

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  • Harbor Edge: Shorefront home in Round Pond with spectacular ocean views & access
    From $340 per night (USD)

    VRBO

    Harbor Edge: Shorefront home in Round Pond with spectacular ocean views & access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Our listing is new and we are looking for parties wishing to enjoy a stay on the coast of Maine and write up a review af ...

    From $340 per night (USD)

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  • Sea breeze and summer flowers out on the deck
    From $217 per night (USD)

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    Sea breeze and summer flowers out on the deck

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    On the ground floor of Green Gables, visitors can cook out on a 500-square foot deck and feel the breeze coming in from ...

    From $217 per night (USD)

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  • Unforgettable Oceanfront: Panoramic Ocean Views Await at Ledgemere Cottage
    From $858 per night (USD)

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    Unforgettable Oceanfront: Panoramic Ocean Views Await at Ledgemere Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER _________________________________________________________ ...

    From $858 per night (USD)

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  • Water view from a luxury loft
    From $158 per night (USD)

    VRBO

    Water view from a luxury loft

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The loft level of Green Gables is local attraction in its own right. This level was recently retrofitted by a ship's car ...

    From $158 per night (USD)

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  • Ebb And Flow | 4 Bed, 2 Bath
    From $484 per night (USD)

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    Ebb And Flow | 4 Bed, 2 Bath

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    THIS HOME RENTS WITH A 4-NIGHT MINIMUM. WEEKLY SPECIAL AVAILABLE! Looking for a great spot for a family get-together wi ...

    From $484 per night (USD)

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  • LAZY ACRES COTTAGE | LAKEFRONT | 2 Bed, 1 Bath
    From $391 per night (USD)

    Expedia

    LAZY ACRES COTTAGE | LAKEFRONT | 2 Bed, 1 Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    THIS HOME RENTS WEEKLY, FRIDAY-FRIDAY, JUNE - SEPTEMBER 4 NIGHT MINIMUM IN THE SHOULDER SEASON. WEEKLY SPECIAL AVAILABL ...

    From $391 per night (USD)

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  • Unwind by the Bay: Pet-Friendly and Linekin Bay Views!
    From $644 per night (USD)

    VRBO

    Unwind by the Bay: Pet-Friendly and Linekin Bay Views!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    THIS HOME RENTS WITH A 4-NIGHT MINIMUM. WEEKLY SPECIAL AVAILABLE! ______________________________________________________ ...

    From $644 per night (USD)

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  • Piffi Biff: Watch Whales & Lobster Boats from This Classic Oceanfront Gem!
    From $708 per night (USD)

    Expedia

    Piffi Biff: Watch Whales & Lobster Boats from This Classic Oceanfront Gem!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY THE ...

    From $708 per night (USD)

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  • Secret Midcoast Maine - the Napa Valley of Oysters - in a cool Scandi-style home
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    Secret Midcoast Maine - the Napa Valley of Oysters - in a cool Scandi-style home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Kick back and relax in the Midcoast by laying on a white sand beach, write your novel, practice yoga on the patio surrou ...

    Click For Pricing

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  • Coastal Cottage - Panoramic Views - Pond & Nature
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    Expedia

    Coastal Cottage - Panoramic Views - Pond & Nature

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to our family's favorite Maine coastal cottage! Although small in size, 600 SF - Gull Cottage is overflowing w ...

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  • Year Round Ocean Front Home In Christmas Cove
    From $506 per night (USD)

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    Year Round Ocean Front Home In Christmas Cove

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Modern/traditional home with 20 foot ceilings, architectural features, all amenities, select maple floors, 17foot tall f ...

    From $506 per night (USD)

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  • Oceanfront
    From $543 per night (USD)

    VRBO

    Oceanfront

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy waterfront coastal vibes while having the convenience of in-town living of BoothBay Harbor! Fabulous opportunity ...

    From $543 per night (USD)

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  • A SLICE OF HEAVEN | 4 Bed, 3 Bath
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    A SLICE OF HEAVEN | 4 Bed, 3 Bath

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    THIS PROPERTY RENTS WEEKLY, FRIDAY - FRIDAY, JUNE, JULY, AND SEPTEMBER ONLY ___________________________________________ ...

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  • Linekin Log Cabin: Dog-Friendly Log Cabin with Private Deep-Water Dock & Bay Views!
    From $640 per night (USD)

    Expedia

    Linekin Log Cabin: Dog-Friendly Log Cabin with Private Deep-Water Dock & Bay Views!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    THIS PROPERTY RENTS WEEKLY, FRIDAY - FRIDAY, JUNE - SEPTEMBER 4 NIGHT MINIMUM IN SHOULDER SEASON. WEEKLY SPECIAL AVAILAB ...

    From $640 per night (USD)

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  • The Waldoboro Inn Room 1
    From $354 per night (USD)

    VRBO

    The Waldoboro Inn Room 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Room 1 has high tin ceilings, huge wooden parlor doors and south and west facing windows that let in gorgeous natural li ...

    From $354 per night (USD)

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  • The Waldoboro Inn Room 5
    From $323 per night (USD)

    Expedia

    The Waldoboro Inn Room 5

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Room 5 is on the second floor of the mansion with views of Main Street below. The en suite bathroom has a clawfoot tub a ...

    From $323 per night (USD)

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  • The Waldoboro Inn Room 3
    From $343 per night (USD)

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    The Waldoboro Inn Room 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Room 3 is on the second floor of the mansion with views of the Medomak River at head of tide. The en suite bathroom has ...

    From $343 per night (USD)

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  • Lilypad on Damariscotta Lake by Rocky Coast Rentals
    From $428 per night (USD)

    Expedia

    Lilypad on Damariscotta Lake by Rocky Coast Rentals

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Newly renovated ! If you’re looking for the perfect family retreat away from the hustle of downtown yet close enough to ...

    From $428 per night (USD)

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  • The Entire Waldoboro Inn
    From $1275 per night (USD)

    VRBO

    The Entire Waldoboro Inn

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    3

    The Waldoboro Inns Rooms 1, 3 and 5 can be rented as a block for groups traveling together.  These 3 rooms are the bedro ...

    From $1275 per night (USD)

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  • Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
    From $1049 per night (USD)

    VRBO

    Ocean front cottage on a drive-on island in Boothbay Harbor, Maine

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Exquisitely maintained 5 bedroom/2 bathroom cottage right on the ocean. Family owned since 1891. Step back in time into ...

    From $1049 per night (USD)

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  • Peaceful Home With a View & Water Access, Edgecomb
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    Peaceful Home With a View & Water Access, Edgecomb

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sit on the deck with the ocean breeze floating up to you and enjoy the sunset over the water. Unwind with a book on the ...

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  • Oceanfront with private dock and float. Three bedroom, two bathroom cottage on Linekin Bay
    From $549 per night (USD)

    Expedia

    Oceanfront with private dock and float. Three bedroom, two bathroom cottage on Linekin Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The perfect waterfront retreat, Linekin Lodge offers a cozy and inviting atmosphere that will make you feel right at hom ...

    From $549 per night (USD)

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  • New cottage in an established vacation spot on Linekin Bay Boothbay Harbor
    From $218 per night (USD)

    VRBO

    New cottage in an established vacation spot on Linekin Bay Boothbay Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape to historic Bayville Village in Boothbay Harbor, a restful community founded in 1911 and stay in our charming ne ...

    From $218 per night (USD)

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  • Tree-lined home with screened porch & perfect Midcoast location
    From $336 per night (USD)

    Expedia

    Tree-lined home with screened porch & perfect Midcoast location

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nature's Nook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $336 per night (USD)

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  • Super-Private Waterfront Home with incredible sunsets Avail first 2 weeks July
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    Super-Private Waterfront Home with incredible sunsets Avail first 2 weeks July

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Private, Peaceful Waterfront Home - Your getaway this summer! Celebrate each day and enjoy every evening gazing at the ...

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  • Quaint & Cozy 1830s Cape- Central Location!
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    Expedia

    Quaint & Cozy 1830s Cape- Central Location!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a stylish experience at this centrally-located historic home. This 1830s cape is classic coastal Maine with lots o ...

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  • Vintage Maine Cottage -- Water Views and Water Access
    From $291 per night (USD)

    VRBO

    Vintage Maine Cottage -- Water Views and Water Access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Clean and comfortable cottage in a quiet neighborhood on a dead-end road overlooking the water. Enjoy the open farmer' ...

    From $291 per night (USD)

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  • Beautiful spacious vacation rental home with views of the Sheepscot River
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    Expedia

    Beautiful spacious vacation rental home with views of the Sheepscot River

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    51 West Island Way Water View House is very modern and comfortable for the whole family Vacation Stay. Relax with the wh ...

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  • Cottage 56 is a beautiful modern property with direct views of Sheepscot River.
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    Cottage 56 is a beautiful modern property with direct views of Sheepscot River.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This two bedroom cottage offers lovely views and all the comforts of home. With a full kitchen, living room with gas fir ...

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  • Home In Boothbay - Holiday Getaway
    From $211 per night (USD)

    Expedia

    Home In Boothbay - Holiday Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Beautiful nautical-style home in the beautiful town of Boothbay. The home is just 5 minutes drive from the historical se ...

    From $211 per night (USD)

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