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Results: 81 Rentals

  • Tranquility By The Ocean
    From $307 per night (USD)

    VRBO

    Tranquility By The Ocean

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Our home was brought over from Denmark in the 1980's. It has been meticulously maintained. The kitchen is a cook's deli ...

    From $307 per night (USD)

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    Details
  • Charming Stonington Studio w\/ Ocean Views!
    From $326 per night (USD)

    Expedia

    Charming Stonington Studio w\/ Ocean Views!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    - Cove Access - Furnished Porch - Propane Stove Escape to the coast and experience island life when you stay at this 1 ...

    From $326 per night (USD)

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    Details
  • Deer Isle Farmhouse - New!
    From $379 per night (USD)

    VRBO

    Deer Isle Farmhouse - New!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    The large farm house dining table is perfect for Maine-Lobster boils with friends and family. Enjoy a private screened p ...

    From $379 per night (USD)

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    Details
  • 4 Bedroom Oceanville Home w\/ Breathtaking Views- Steps from Ocean
    From $424 per night (USD)

    Expedia

    4 Bedroom Oceanville Home w\/ Breathtaking Views- Steps from Ocean

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Does the vacation you are envisioning include waking up to breathtaking views of schooners passing by as you sip your ho ...

    From $424 per night (USD)

    Expedia

    Details
  • Contemporary Shorefront Home on Quiet Cove
    From $358 per night (USD)

    VRBO

    Contemporary Shorefront Home on Quiet Cove

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is a stunning house with beautiful views of the Deer Isle Thoroughfare. The main living area is a true great room w ...

    From $358 per night (USD)

    VRBO

    Details
  • Geary House at Fifield Point
    From $340 per night (USD)

    Expedia

    Geary House at Fifield Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Privately situated saltwater farmhouse on the narrow peninsula of Fifield Point, capturing both easterly and westerly vi ...

    From $340 per night (USD)

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    Details
  • Dorsey Cottage - On a quiet cove
    From $223 per night (USD)

    VRBO

    Dorsey Cottage - On a quiet cove

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Dorsey Cottage is situated on a quiet cove that is just off the popular sailing lanes of Eggemoggin Reach (a mile wide b ...

    From $223 per night (USD)

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    Details
  • Sweet Grass Cove Cottage
    From $270 per night (USD)

    Expedia

    Sweet Grass Cove Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sweet Grass Cottage is a cozy log cabin located right at the water's edge. With one bedroom on the main floor and anot ...

    From $270 per night (USD)

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    Details
  • Sea Green Cottage - Delightful tidal oceanfront camp
    From $192 per night (USD)

    VRBO

    Sea Green Cottage - Delightful tidal oceanfront camp

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sitting on the waters' edge of Greenlaw Cove in a peaceful, serene setting, this delightful, well-kept and immaculate ca ...

    From $192 per night (USD)

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    Details
  • Pat's Place - Peacefull & charming cottage
    From $243 per night (USD)

    Expedia

    Pat's Place - Peacefull & charming cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This peaceful and quiet cottage on Greenlaw Cove has an open floor plan and pine walls adding warmth and coziness to you ...

    From $243 per night (USD)

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    Details
  • Gulls Ledge, Stonington Harbor!
    From $491 per night (USD)

    VRBO

    Gulls Ledge, Stonington Harbor!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    One of the most unique properties in Stonington, Maine. Located within a 5 minute walk to downtown Stonington, this rece ...

    From $491 per night (USD)

    VRBO

    Details
  • House At The Point - Rustic Cottage on Ocean's Edge
    From $239 per night (USD)

    Expedia

    House At The Point - Rustic Cottage on Ocean's Edge

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this simple, OFF THE GRID rustic cabin that sits just 50 feet from the ocean between Burnt Cove and Crockett Cove. ...

    From $239 per night (USD)

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    Details
  • Blue House - Private Location
    From $248 per night (USD)

    VRBO

    Blue House - Private Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Blue House is located in a private setting on Dow Road just outside of Deer Isle village and close to Lily Pond, a favor ...

    From $248 per night (USD)

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    Details
  • A+ on Harbor w\/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
    From $661 per night (USD)

    Expedia

    A+ on Harbor w\/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Old charm in this beautiful historic (1910) home on Stonington Harbor w/ stunning views over Maine's largest lobstering ...

    From $661 per night (USD)

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    Details
  • Cottage for Six on the Waters of Eggemoggin Reach
    From $382 per night (USD)

    VRBO

    Cottage for Six on the Waters of Eggemoggin Reach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Classic all-season shingle cottage with three bedrooms, 18 acres of woods (spruce, pine, oak, birch, ash, etc.), large p ...

    From $382 per night (USD)

    VRBO

    Details
  • Oceanfront  apartment with private beach!
    From $136 per night (USD)

    Expedia

    Oceanfront apartment with private beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Eggemoggin Reach is home to some of the most ardent sailors around. From the front yard, you can watch the yatchs as wel ...

    From $136 per night (USD)

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    Details
  • Custom-designed waterfront vacation home on 18+ acres of pristine natural beauty
    From $645 per night (USD)

    VRBO

    Custom-designed waterfront vacation home on 18+ acres of pristine natural beauty

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    With 1000 feet of shoreline, Blue Arches is a beautiful contemporary 4 bedroom 2264 sq ft home on a private cove with sp ...

    From $645 per night (USD)

    VRBO

    Details
  • Cozy in-town cottage at harbor's edge w\/ garden, 4 kayaks, walk to downtown.
    Click For Pricing

    Expedia

    Cozy in-town cottage at harbor's edge w\/ garden, 4 kayaks, walk to downtown.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax literally cove side in this adorable and cozy cottage with close up views of Stonington Harbor, distant islands, a ...

    Click For Pricing

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    Details
  • Secluded Cottage with Stunning Ocean Views
    From $262 per night (USD)

    VRBO

    Secluded Cottage with Stunning Ocean Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Privately situated at the end of a winding wooded lane, The Cottage is nestled at the edge of a 115 acre wooded setting, ...

    From $262 per night (USD)

    VRBO

    Details
  •  Coastal Shorefront Home, Tidal Beach\/Views  Major Discount:1-2 person, Multiwk
    From $434 per night (USD)

    Expedia

    Coastal Shorefront Home, Tidal Beach\/Views Major Discount:1-2 person, Multiwk

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Waterfront tidal shore property. Cottage style post & beam 4 season year-round house with inviting wrap-around deck, sou ...

    From $434 per night (USD)

    Expedia

    Details
  • Secluded Oceanfront Home, with private beach and pier
    From $1276 per night (USD)

    VRBO

    Secluded Oceanfront Home, with private beach and pier

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Granite Shores is a spacious waterfront home set on over 10 secluded acres, and surrounded by many more acres of conserv ...

    From $1276 per night (USD)

    VRBO

    Details
  • Waterfront Home with Spacious 50ft x 10ft Deck Overlooking Water
    From $353 per night (USD)

    Expedia

    Waterfront Home with Spacious 50ft x 10ft Deck Overlooking Water

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax in a renovated, 3-bedroom, 2 bath home located on a 1.4-acre elevated waterfront lot in Deer Isle. A master bedroo ...

    From $353 per night (USD)

    Expedia

    Details
  • Historic Maine Summer Cottage with private beach, 8BR, 3BA
    From $1643 per night (USD)

    VRBO

    Historic Maine Summer Cottage with private beach, 8BR, 3BA

    Bedrooms:
    3
    Bathrooms:
    8
    Sleeps:
    12

    The Frederick Law Olmsted Summer Home, also known as Felsted, is a historic house located on the west side of Deer Isle, ...

    From $1643 per night (USD)

    VRBO

    Details
  • Apt 1 Studio apartments in downtown Stonington
    From $208 per night (USD)

    Expedia

    Apt 1 Studio apartments in downtown Stonington

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apt 1 studio apartment in the fishing village of Stonington, Maine. Located in the heart of the village. Walk to all t ...

    From $208 per night (USD)

    Expedia

    Details
  • Secluded Rustic Cabin in the Woods with Distant Water View
    From $235 per night (USD)

    VRBO

    Secluded Rustic Cabin in the Woods with Distant Water View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A peaceful cabin in the woods for your family to get away from the cares of the world. The reviews from all of our gue ...

    From $235 per night (USD)

    VRBO

    Details
  • Shipshape, next door to Sand Beach in Stonington
    From $257 per night (USD)

    Expedia

    Shipshape, next door to Sand Beach in Stonington

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Shipshape is a one-level waterfront cottage located in one of the best locations in Stonington. Cozy, charming and unpre ...

    From $257 per night (USD)

    Expedia

    Details
  • 'Beautiful Secluded Coastal Maine  Island cottage Rental' Four Season
    From $229 per night (USD)

    VRBO

    'Beautiful Secluded Coastal Maine Island cottage Rental' Four Season

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Discover this uniquely located and beautifully furnished cottage nestled in the woods on an Island off the Coast Of Main ...

    From $229 per night (USD)

    VRBO

    Details
  • Secluded house just minutes away from Deer Isle\/Stonington villages and beaches!
    From $253 per night (USD)

    Expedia

    Secluded house just minutes away from Deer Isle\/Stonington villages and beaches!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    A Stone's Throw house is situated 3/4 mile from the main road on a small peninsula. Enjoy the peacefulness, the sunny ya ...

    From $253 per night (USD)

    Expedia

    Details
  • Eggemoggin Reach Oceanfront Contemporary Home With Mooring
    From $602 per night (USD)

    VRBO

    Eggemoggin Reach Oceanfront Contemporary Home With Mooring

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Contemporary shingle style cottage on Thompson Cove located on the world-class sailing lanes of Eggemoggin Reach. Grey L ...

    From $602 per night (USD)

    VRBO

    Details
  • Heron Watch - Quintessential Oceanfront Home Sited at the Head of a Cove
    From $354 per night (USD)

    Expedia

    Heron Watch - Quintessential Oceanfront Home Sited at the Head of a Cove

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Heron Watch is a gorgeous privately sited oceanfront home positioned at the head of a tidal cove featuring expansive vie ...

    From $354 per night (USD)

    Expedia

    Details
  • The Grace Bailey - Inn on the Harbor
    From $175 per night (USD)

    VRBO

    The Grace Bailey - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Grace Bailey is a cozy 1st-floor room with two twin beds, a full bath, a ...

    From $175 per night (USD)

    VRBO

    Details
  • J & E Riggins - Inn on the Harbor
    From $179 per night (USD)

    Expedia

    J & E Riggins - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Inn on the Harbor - Stonington: The J & E Riggins is a gorgeous 2nd-floor village street-side room perfect f ...

    From $179 per night (USD)

    Expedia

    Details
  • The Isaac Evans - Inn on the Harbor
    From $162 per night (USD)

    VRBO

    The Isaac Evans - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Inn on the Harbor - Stonington: The Issac Evans is a lovely 1st-floor room on the village side of the inn wit ...

    From $162 per night (USD)

    VRBO

    Details
  • The Lewis R. French- Inn on the Harbor
    From $164 per night (USD)

    Expedia

    The Lewis R. French- Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Inn on the Harbor - Stonington: The Lewis R. French is a lovely room on the 1st-floor village side of the inn ...

    From $164 per night (USD)

    Expedia

    Details
  • The Roseway - Inn on the Harbor
    From $241 per night (USD)

    VRBO

    The Roseway - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Roseway is a cozy 2nd-floor room perfect for two with a queen bed, full ...

    From $241 per night (USD)

    VRBO

    Details
  • The Timberwind - Inn on the Harbor
    From $154 per night (USD)

    Expedia

    The Timberwind - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Timberwind is a lovely 2nd-floor room perfect for two with a queen bed, ...

    From $154 per night (USD)

    Expedia

    Details
  • The Angelique - Inn on the Harbor
    From $153 per night (USD)

    VRBO

    The Angelique - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Angelique is a lovely 1st-floor room perfect for two with a king bed, fu ...

    From $153 per night (USD)

    VRBO

    Details
  • The Stephen Taber - Inn on the Harbor
    From $187 per night (USD)

    Expedia

    The Stephen Taber - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Stephen Taber is a stunning 1st-floor room converted from what was once ...

    From $187 per night (USD)

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    Details
  • The Victory Chimes - Inn on the Harbor
    From $207 per night (USD)

    VRBO

    The Victory Chimes - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Victory Chimes is an adorable 1st-floor room perfect for two with a king ...

    From $207 per night (USD)

    VRBO

    Details
  • The Mary Day - Inn on the Harbor
    From $166 per night (USD)

    Expedia

    The Mary Day - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Mary Day is a 1st-floor room perfectly suited for two with a king bed, f ...

    From $166 per night (USD)

    Expedia

    Details
  • The Nathaniel Bowditch - Inn on the Harbor
    From $145 per night (USD)

    VRBO

    The Nathaniel Bowditch - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Nathaniel Bowditch is a gorgeous 2nd-floor corner room with a queen bed, ...

    From $145 per night (USD)

    VRBO

    Details
  • The American Eagle - Inn on the Harbor
    From $222 per night (USD)

    Expedia

    The American Eagle - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one q ...

    From $222 per night (USD)

    Expedia

    Details
  • The Heritage - Inn on the Harbor
    From $214 per night (USD)

    VRBO

    The Heritage - Inn on the Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Inn on the Harbor - Stonington: The Heritage is a lovely 2nd-floor room perfect for two with a king bed, ful ...

    From $214 per night (USD)

    VRBO

    Details
  • The Carriage House at Spruce Harbor
    From $191 per night (USD)

    VRBO

    The Carriage House at Spruce Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Come explore the captivating Spruce Harbor on Deer Isle, where retreating glaciers left behind a beautiful landscape of ...

    From $191 per night (USD)

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    Details
  • LUXURIOUS OCEANFRONT & PRIVATE BEACH: 6\/23 to 6\/28 and 9\/6 to 9\/12 STILL AVAIL.
    From $1051 per night (USD)

    VRBO

    LUXURIOUS OCEANFRONT & PRIVATE BEACH: 6\/23 to 6\/28 and 9\/6 to 9\/12 STILL AVAIL.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Stinson Point Retreat is a luxurious, oceanfront property with 300 feet of private beach. Stinson Point Retreat has ...

    From $1051 per night (USD)

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    Details
  • Dow Road Waterfront - Privately situated
    From $198 per night (USD)

    Expedia

    Dow Road Waterfront - Privately situated

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Privately situated cottage on 3+ acres with steps leading down to the 300 feet of shore frontage and beach. Excellent v ...

    From $198 per night (USD)

    Expedia

    Details
  • New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat
    From $245 per night (USD)

    VRBO

    New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful quiet cottage in the woods. Great place to get away from the cares of the world. Comfortable family get-away ...

    From $245 per night (USD)

    VRBO

    Details
  • Spectacular Salt Water Farm on Penobscot Bay
    From $2725 per night (USD)

    Expedia

    Spectacular Salt Water Farm on Penobscot Bay

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    14

    Classic salt water farm situated on 85 acres with 1500' of spectacular Penobscot Bay shorefront. Includes dock, 18th cen ...

    From $2725 per night (USD)

    Expedia

    Details
  • Waterfront Getaway Near Acadia w\/ Spectacular View
    From $446 per night (USD)

    VRBO

    Waterfront Getaway Near Acadia w\/ Spectacular View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Retreat to this coastal Maine getaway just steps away from your own private ocean front while roasting marshmallows by t ...

    From $446 per night (USD)

    VRBO

    Details
  • Spacious family retreat on a quiet cove with dock access
    From $374 per night (USD)

    Expedia

    Spacious family retreat on a quiet cove with dock access

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Wine and cheese on the deck, take a swim or launch your kayak. Enjoy an evening in front of a grand stone fireplace in a ...

    From $374 per night (USD)

    Expedia

    Details
  • Sunlit Cottage on Crockett Cove
    From $341 per night (USD)

    VRBO

    Sunlit Cottage on Crockett Cove

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Open, airy and light filled cottage at the head of Crockett Cove’s tidal estuary. It is a very private and serene settin ...

    From $341 per night (USD)

    VRBO

    Details
  • Cozy Cottage on Cat Cove w\/ Wraparound Deck!
    From $283 per night (USD)

    Expedia

    Cozy Cottage on Cat Cove w\/ Wraparound Deck!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Leave your worries behind for the beauty of coastal Maine when you escape to this Stonington vacation rental! The 3-bedr ...

    From $283 per night (USD)

    Expedia

    Details
  • Renovated 1854 Sea Captain's House w\/Harbor Views in Deer Isle Village<br>
    From $456 per night (USD)

    VRBO

    Renovated 1854 Sea Captain's House w\/Harbor Views in Deer Isle Village<br>

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    The Pickering House is an old sea captain's house with over 3000 sq feet of relaxing Down East charm. This property off ...

    From $456 per night (USD)

    VRBO

    Details
  • 2 BR Shorefront Shingled Classic  Pristine Long Water
    From $301 per night (USD)

    Expedia

    2 BR Shorefront Shingled Classic Pristine Long Water

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    15% discount 6 nt stay june 22-28 Wonderful getaway! An enchanted seaside classic with ex ...

    From $301 per night (USD)

    Expedia

    Details
  • Charming restored 1830s cape Deer Isle
    From $506 per night (USD)

    VRBO

    Charming restored 1830s cape Deer Isle

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Full of light with thoughtful touches throughout this sunny 200 year old home is perfect for your quintessential Maine g ...

    From $506 per night (USD)

    VRBO

    Details
  • Bayview House 1br 2ba Stunning Harbor Views
    From $286 per night (USD)

    Expedia

    Bayview House 1br 2ba Stunning Harbor Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpl ...

    From $286 per night (USD)

    Expedia

    Details
  • A Victorian Gem on Deer Isle - Walkable to beaches and local shops
    From $294 per night (USD)

    VRBO

    A Victorian Gem on Deer Isle - Walkable to beaches and local shops

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Come and stay in the heart of Deer Isle. This victorian gem will embrace you with the charm and warmth only a home built ...

    From $294 per night (USD)

    VRBO

    Details
  • Apartment 3 in Merchants Row Building in downtown Stonington.
    From $287 per night (USD)

    Expedia

    Apartment 3 in Merchants Row Building in downtown Stonington.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apartment 3 one-bedroom apartment in the fishing village of Stonington, Maine. Located in the heart of the village. W ...

    From $287 per night (USD)

    Expedia

    Details
  • Ocean Bluff, Deer Isle - Private Beach!
    From $944 per night (USD)

    VRBO

    Ocean Bluff, Deer Isle - Private Beach!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Ocean Bluff, oceanfront spacious four bedroom, 3.5 bath home with full dining room, large well-equipped kitchen with Vik ...

    From $944 per night (USD)

    VRBO

    Details
  • Secluded Stonington, Maine cottage gem with Rockefeller view of Penobscot Bay
    From $304 per night (USD)

    Expedia

    Secluded Stonington, Maine cottage gem with Rockefeller view of Penobscot Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    3

    Twin Boulders sits on a bluff with a panoramic, bold water view of the Deer Isle Thorofare meandering through islands ( ...

    From $304 per night (USD)

    Expedia

    Details
  • Enjoy gorgeous views  of Eggemoggin Reach from this waterfront home!
    Click For Pricing

    Expedia

    Enjoy gorgeous views of Eggemoggin Reach from this waterfront home!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Locals say that September is the best month of the year! Availability just opened up for Aug 24 - 31 and Sept 7 - 21. ...

    Click For Pricing

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  • Cozy quiet Cottage
    From $223 per night (USD)

    Expedia

    Cozy quiet Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful rental, in a quiet neighborhood. Sited off a side road, near the Deer Isle village. Take a morning walk, enjoy ...

    From $223 per night (USD)

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  • Waterfront Deer Isle Apartment w\/ Fire Pit
    From $360 per night (USD)

    VRBO

    Waterfront Deer Isle Apartment w\/ Fire Pit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Escape to Deer Isle, Maine, for an unforgettable coastal retreat! This vacation rental offers 2 bedrooms, 1 bathroom, a ...

    From $360 per night (USD)

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    Details
  • Ledgelawn - Amazing Views!
    From $450 per night (USD)

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    Ledgelawn - Amazing Views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to Ledgelawn! Sitting on the ocean's edge of Eggemoggin Reach in LDI, this lovely 4 bedroom 2 bathroom home was ...

    From $450 per night (USD)

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  • Eastman's Seaside Cottage with Private Beach
    From $520 per night (USD)

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    Eastman's Seaside Cottage with Private Beach

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    10

    With panoramic ocean views on a 4 acre property, this historic beachfront Deer Isle, Maine cottage -- renovated in 2021 ...

    From $520 per night (USD)

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  • Quiet, family friendly cottage
    From $223 per night (USD)

    Expedia

    Quiet, family friendly cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Wanting to be close to the coast, but the quietness of the forest? This cottage is for you! This quiet cottage is sited ...

    From $223 per night (USD)

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  • Waterfront Deer Isle Retreat w\/ Fire Pit!
    From $453 per night (USD)

    VRBO

    Waterfront Deer Isle Retreat w\/ Fire Pit!

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    6

    The beauty of coastal Maine awaits you at this charming 2-bedroom, 2.5-bathroom vacation rental in Deer Isle! This home ...

    From $453 per night (USD)

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  • Cozy Deer Isle Farmhouse Retreat
    From $268 per night (USD)

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    Cozy Deer Isle Farmhouse Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting retreat exudes a peaceful atmosphere ...

    From $268 per night (USD)

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  • Seabreeze on the Harbor - Stunning Island Retreat perched on Stonington Harbor
    From $606 per night (USD)

    VRBO

    Seabreeze on the Harbor - Stunning Island Retreat perched on Stonington Harbor

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Experience the enchantment of seaside living at Seabreeze on the Harbor, located in beautiful downtown Stonington, Maine ...

    From $606 per night (USD)

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    Details
  • Seabreeze on the Harbor 2 - Stunning Island Retreat perched on Stonington Harbor
    From $290 per night (USD)

    Expedia

    Seabreeze on the Harbor 2 - Stunning Island Retreat perched on Stonington Harbor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    *Seabreeze on the Harbor 2 is one of two units in the house. It is the entire upstairs unit and has its own door and key ...

    From $290 per night (USD)

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    Details
  • Seabreeze on the Harbor 1 - Stunning Island Retreat perched on Stonington Harbor
    From $327 per night (USD)

    VRBO

    Seabreeze on the Harbor 1 - Stunning Island Retreat perched on Stonington Harbor

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *Seabreeze on the Harbor 1 is one of two units in the house. It is the entire downstairs unit and has its own door and k ...

    From $327 per night (USD)

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    Details
  • The Pines, a Deer Isle cottage
    From $339 per night (USD)

    Expedia

    The Pines, a Deer Isle cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Pines is a classic Maine cottage that combines the charm of a 90 year old home with updated, modern amenities. Th ...

    From $339 per night (USD)

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  • Beautiful custom built home, centrally located and dog friendly.
    From $323 per night (USD)

    VRBO

    Beautiful custom built home, centrally located and dog friendly.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sunset Sisters at The Walker House is a brand new, beautiful open concept home with three bedrooms and two full baths. T ...

    From $323 per night (USD)

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    Details
  • Crystal Cove is a lovely new offering this 2023 season!  The home is quietly located in Stonington and has direct ocean access. Follow the Oceanville Road until you reach this lovely property.  The house has 4 bedrooms (3 queen rooms and a bunk room)
    From $410 per night (USD)

    Expedia

    Crystal Cove is a lovely new offering this 2023 season! The home is quietly located in Stonington and has direct ocean access. Follow the Oceanville Road until you reach this lovely property. The house has 4 bedrooms (3 queen rooms and a bunk room)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Crystal Cove is a lovely new offering! This home is quietly located in Stonington (near the end of the Oceanville Rd) a ...

    From $410 per night (USD)

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    Details
  • Oceanfront - Tranquil 4-bedroom, 3.5 bath Deer Isle home with fiber Internet, AC
    From $708 per night (USD)

    VRBO

    Oceanfront - Tranquil 4-bedroom, 3.5 bath Deer Isle home with fiber Internet, AC

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Oceanfront spacious four bedroom, 3.5 bath home with full dining room, large well-equipped kitchen with Viking refrigera ...

    From $708 per night (USD)

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    Details
  •  Light-Filled Oceanfront Home Offering Stunning Views of Penobscot Bay
    From $708 per night (USD)

    Expedia

    Light-Filled Oceanfront Home Offering Stunning Views of Penobscot Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Immerse yourself in the enchanting beauty of Deer Isle from this delightful 3-bedroom house. Nestled atop Northwest Harb ...

    From $708 per night (USD)

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    Details
  • Charming Spacious 2-bed Duplex, Water View in beautiful Stonington with AC, WiFi
    From $170 per night (USD)

    VRBO

    Charming Spacious 2-bed Duplex, Water View in beautiful Stonington with AC, WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This memorable house is the perfect home base for your trip to Stonington. Two-bedroom, one and a half bath duplex. Firs ...

    From $170 per night (USD)

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    Details
  • Quaint 2-bedroom house with WiFi in charming Stonington, just above the harbor
    From $229 per night (USD)

    Expedia

    Quaint 2-bedroom house with WiFi in charming Stonington, just above the harbor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Unwind in Stonington at this lovely little house perched right above the harbor. You can enjoy peaceful, forested surrou ...

    From $229 per night (USD)

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    Details
  • The Boathouse: cozy cottage at harbor's edge - walk to downtown Stonington
    From $190 per night (USD)

    VRBO

    The Boathouse: cozy cottage at harbor's edge - walk to downtown Stonington

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax cove side in this adorable and cozy cottage with close up views of Stonington Harbor, distant islands, and the act ...

    From $190 per night (USD)

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    Details
  • Bridge view w\/beach& boat access
    From $204 per night (USD)

    Expedia

    Bridge view w\/beach& boat access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Explore Maine from this one bedroom, duplex apartment located between Blue Hill and Stonington. Enjoy stunning views of ...

    From $204 per night (USD)

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  • Apt w\/ Views-Beach & Boat Access
    From $210 per night (USD)

    VRBO

    Apt w\/ Views-Beach & Boat Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Explore Maine from this centrally located one bedroom, duplex apartment between Blue Hill and Stonington. Enjoy stunning ...

    From $210 per night (USD)

    VRBO

    Details