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From $841 per night (USD)
VRBO
Saltwater farmhouse on 2+ acres of waterfront with private dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Hartwell House has origins in the 1770s and expanded in the 1800s and 1970s. It is in a protected cove off Ebenecook Ba ...
From $841 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Snowman Cottage -- Southport Enjoy water views of Cape Harbor and the open ocean from nearly every room in this 3-bedroo ...
From $315 per night (USD)
VRBO
From $97 per night (USD)
VRBO
Boothbay Harbor, Maine Beautiful Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This room has a personal key. Spacious Bedroom with a firm Queen Bed, a love seat, and a comfortable chair, a refrigera ...
From $97 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Charming Plumpoint Cottage On Southport Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the serenity of beautiful Southport Island in a classic Maine cottage with a peek at Decker's Cove. Walk to Robins ...
From $164 per night (USD)
VRBO
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VRBO
Pennoyer Point Cottage - 4 BR Waterfront Cottage B- Mooring Access + Shared Dock
Bedrooms:
1
Bathrooms:
4
Sleeps:
13
Ultimate Classic Maine Waterfront Cottage – Perfect for Family Fun! Welcome to the ultimate Maine vacation spot, where ...
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VRBO
From $296 per night (USD)
Expedia
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spruce Ledge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $296 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Cottage Room | Porch+HotTub+Pool | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spend a relaxing stay in our Cottage Room in Boothbay Harbor! Whether you're traveling with friends or family, our space ...
From $437 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Woodland ADA Lodge | Spa Access | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Our relaxing ADA Lodge Room in Boothbay Harbor is the perfect getaway for you! Enjoy relaxing days lounging by the outdo ...
From $501 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Bright Cottage| Porch+Waterfront | No Hidden Fees
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We can't wait to host you in our tranquil 2 Bedroom Cottage in Boothbay Harbor! Enjoy a relaxing stay with friends and f ...
From $625 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Woodland View Rm | Spa & Pool | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Escape to Boothbay Harbor for a relaxing and tranquil escape! Enjoy days kayaking, whale watching, or paddle boarding on ...
From $437 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Ocean Peek Lodge | Pool+Spa | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the rich heritage and peaceful atmosphere in Boothbay Harbor when you book a stay in our charming Lodge Room! I ...
From $408 per night (USD)
VRBO
From $408 per night (USD)
Expedia
ADA Rm | Ocean Peek+Porch+FP | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the charm and picturesque atmosphere of Boothbay Harbor when you stay in our lovely ADA Lodge Room. Spend memor ...
From $408 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Bright ADA Lodge Rm | Ocean Peek | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Book a relaxing stay in our lovely ADA Lodge Room in Boothbay Harbor! Enjoy unforgettable days whale watching, kayaking, ...
From $533 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Relaxing Lodge Rm | Ocean Peek | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ideally located between the ocean and the forest, our quiet escape is the perfect retreat for your group! Enjoy relaxing ...
From $389 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Lodge Rm | Oceanview+Spa+Porch | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whether you're traveling with friends or family, our lovely Lodge Room in Boothbay Harbor is the perfect getaway for you ...
From $431 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Beautiful Rm | Porch+HotTub+Pool | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spend a relaxing stay in our bright Lodge Room in Boothbay Harbor! Whether you're traveling with friends or family, our ...
From $438 per night (USD)
Expedia
From $164 per night (USD)
VRBO
3 Bedroom Classic Maine Cottage, Close To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Open floor plan cottage, on wooded, private lot, less than 5 minute walk to beautiful, perfect-for-kids beach. Well equ ...
From $164 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy the peaceful tranquility of this lakefront retreat just 5 minutes from the quaint seaside shops and restauran ...
From $275 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Oceanfront House on 2 acres, Sleeps 8, incredible property. Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
For June, July, and August stays of 7 nights minimum are required, with a Sunday check in, but we will try to accommodat ...
From $690 per night (USD)
VRBO
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Expedia
Historic riverfront home with boathouse & private dock - dogs OK
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Captain Kent's Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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Expedia
From $287 per night (USD)
VRBO
Stunning oceanfront cottage w/ private deck and Atlantic views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serene Newagen House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $287 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Treat yourself to a Maine Classic! East Ledge Cottage in Georgetown is a beautiful property with stunning water views fr ...
From $374 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Waterfront Cottage With An Awesome View Of Capital And Burnt Island
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Two story home, with 3 bedrooms upstairs and Bathroom down stairs.Large living area with a beautiful view of the ocean a ...
From $189 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Steamboat Landing Cottage: Water Views, Nearby Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Steamboat Landing - Southport Island, Maine. Nestled between Sheepscot Bay and Boothbay, Southport Island is connected ...
From $536 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Periwinkle by Sea Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cute-as-a-button waterfront cottage is located on Southport Island across the swing bridge from Boothbay Harbor. "P ...
From $378 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Coastal Island Retreat - Privacy and Convenience. Boat rental available.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Bird's Nest sits high on a secluded ledge immediately on the rocky shore of the mouth of the Sheepscot River. Fall is th ...
From $469 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Sea Haven at Ocean Point
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Located in the heart of the Ocean Point Colony this three-bedroom summer cottage offers the experience of a true Maine v ...
From $350 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Ocean Point home, large porch, picturesque views, beach access
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Ocean Point Cottage With Waterfront Access Our calendar is updated in real-time & our nightly rates are accurately disp ...
From $416 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Coastal bungalow with large yard, beautiful kitchen, & great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Captains Cottage on Atlantic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $339 per night (USD)
VRBO
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Expedia
A Picturesque Cottage on Capitol Island, Maine
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Capitol Island is the epitome of quintessential Maine! Capitol with a Sea cottage is situated just above the docks at t ...
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Expedia
From $907 per night (USD)
VRBO
Newly Restored 1920's Vintage Boathouse.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Impeccably restored former boathouse. Very unique property that features a spectacular view of Boothbay Harbor and the o ...
From $907 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Ocean Point, Maine Cottage Weekly Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A beautiful Ocean Point Cottage! This charming cottage, rarely rented, is privately located at the end of a long drivewa ...
From $327 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Oceanfront 2 bedroom unit on The Harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Barnacle! Located right in the heart of Boothbay Harbor and is a short walk to the downtown area. This ne ...
From $324 per night (USD)
VRBO
From $690 per night (USD)
VRBO
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
On the water with expansive views and a private deepwater dock on the property for your boat. This location cannot be be ...
From $690 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Historical New England home, outdoor shower , Dog-friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Firehouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $266 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Ocean Point Colony Home w/ Sunroom & Sweeping Ocean Views, Dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Ocean Point Colony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $614 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Romley House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $254 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Beachfront Delight with detached guesthouse, private beach access, Dog-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Deep Cove Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $487 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Oceanfront home incredible ocean views, deck & location
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tranquil Ocean Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $582 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Decker Cove Southport Paradise with Central Air Conditioning
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Brand new construction in 2019. 3 bed, 3 bath home. Partial view of Decker Cove from all bedrooms, walking distance to R ...
From $541 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Boothbay Harbor Cabin w/ Spacious Deck & Yard!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Now is the time to escape to peaceful surroundings, spend summer days hiking beneath bright blue skies, and enjoy starga ...
From $285 per night (USD)
VRBO
From $295 per night (USD)
VRBO
'Sprucewold' Boothbay Harbor Cottage w/ Deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
100
Enjoy the northeast wilderness effortlessly with this intimate 2-bed, 1-bath vacation rental. Whether you're here with f ...
From $295 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Prickly Hollow by Rocky Coast Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This pretty, shingled cottage is only minutes away from downtown Boothbay Harbor, yet so peaceful you can enjoy the soun ...
From $574 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Island Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $353 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Wiggleswick Cottage; A Dogs Welcome Certified Property! Holiday availability!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come experience the magic of Midcoast Maine at Wiggleswick Cottage on the island of Georgetown (accessible by car) owned ...
From $466 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Updated Cottage on Water’s Edge with Deepwater Boat Dock!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the water with deepwater dock for your boat - this location cannot be beat. This cottage is located on Southport Isla ...
From $272 per night (USD)
VRBO
From $174 per night (USD)
VRBO
3 one-bedroom fully equipped cottages with free WIFI /weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Dockside Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + ...
From $174 per night (USD)
VRBO
From $174 per night (USD)
Expedia
3 one-bedroom fully equipped cottages with free WIFI /weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The White Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + res ...
From $174 per night (USD)
Expedia
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VRBO
Remodeled Cottage with AC, Private W/D, Full Kitchen, and High-Speed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Little Cottage in the Woods Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
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VRBO
From $453 per night (USD)
Expedia
Water's Edge - Waterfront Cottage on Southport - Wrap-Around Porch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Charming Waterfront Cottage with Stunning Views of Townsend Gut - Southport! Nestled right on the waterfront of Townse ...
From $453 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Gorgeous Views of Harbor Entrance!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Cottage at Roads End, situated on one of the most desirable streets in all of Boothbay Harbor. This one-story ...
From $409 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Charming coastal cottage with high-speed WiFi, furnished deck, gas grill, & dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Shutters Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $267 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Oceanfront home
Bedrooms:
1
Bathrooms:
5
Sleeps:
9
Beautiful oceanfront home with large outdoor deck facing the water for dining and relaxing, Great sunsets. Private sand ...
From $547 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Harborview Perch": comfortable & inviting with spectacular, elevated views of Boothbay Harbor! "Harborview Perch" a ...
From $316 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Waterfront cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful Cottage on Southport Island with access to dock and kayaks. Cozy, the perfect getaway. Gorgeous sunsets. Priv ...
From $432 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Decker Cove Cottage, new in 2020!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our cottage is brand new, built in 2020, Radiant Heat on both 1st and 2nd floor. Enjoy the tranquility of a cozy cottage ...
From $305 per night (USD)
Expedia
From $747 per night (USD)
VRBO
Breathtaking Water Views on Southport Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The sound of the waves will greet you even before you can lay eyes on the ocean. It will call you to the front porch wh ...
From $747 per night (USD)
VRBO
From $541 per night (USD)
Expedia
SALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Morning Star Cottage is the perfect year-round Maine vacation rental! This Victorian custom-built home is situated on a ...
From $541 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sebenoa Retreat at Sprucewold Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $251 per night (USD)
VRBO
From $486 per night (USD)
VRBO
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
The moment you arrive at this bright 4-bedroom, 2-bathroom cottage you are sure to be enchanted by its historic New Engl ...
From $486 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Come and enjoy our Boothbay Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Boothbay Harbor Region is considered one of the perfect Maine destinations. Rich in history, awash in local color an ...
From $398 per night (USD)
VRBO
From $958 per night (USD)
Expedia
Sunset Lodge by Rocky Coast Rentals
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Adirondack style cabin with large logs and original art will excite you when you open the front door, but wont you be su ...
From $958 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Boothbay Harbor Maine, Beautiful private Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious Living room / kitchenet , comfy couch, Queen Ann chair, bar style table with stools seating. Refrigerator, micr ...
From $118 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on Southport Island, we are near the water, and adjacent to Capitol Island. This detached garage apartment is sp ...
From $182 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Stunning log cabin with fireplace & nature views - near shopping & dining
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Hammond Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $574 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Cozy & Pet-Friendly Log Cabin with Access to a Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Deer Creek Cabin is the best of both worlds - the cabin is close to Boothbay Harbor's wonderful restaurants and shopping ...
From $290 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Southport ME Waterfront - Cozy Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Enjoy an island getaway on a private island off Southport, ME yet only 10 minutes to Boothbay Harbor. The house sits on ...
From $381 per night (USD)
VRBO
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Expedia
Charming Waterfront Cottage with Private Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Established in 1844 and rich with history and charm, The Boathouse is the perfect little getaway spot for couples and fa ...
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Expedia
From $921 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 $921 per night (USD)
VRBO
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Expedia
The Jigger by Sea Maine
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 ...
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Expedia
From $394 per night (USD)
VRBO
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 $394 per night (USD)
VRBO
From $537 per night (USD)
Expedia
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 $537 per night (USD)
Expedia
From $141 per night (USD)
VRBO
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 $141 per night (USD)
VRBO
From $849 per night (USD)
Expedia
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 ...
From $849 per night (USD)
Expedia
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)
VRBO
From $665 per night (USD)
Expedia
Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Only 12 minutes from Coastal Maine Botanical Gardens, home of Gardens Aglow. Welcome to this modern architectural gem tu ...
From $665 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $631 per night (USD)
Expedia
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 $631 per night (USD)
Expedia
From $584 per night (USD)
VRBO
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 $584 per night (USD)
VRBO
From $717 per night (USD)
Expedia
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 $717 per night (USD)
Expedia
From $836 per night (USD)
VRBO
PINE CLIFF DWELLER | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY THE ...
From $836 per night (USD)
VRBO
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Expedia
Unforgettable Oceanfront: Panoramic Ocean Views Await at Ledgemere Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER _________________________________________________________ ...
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Expedia
From $1144 per night (USD)
VRBO
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 $1144 per night (USD)
VRBO
From $1222 per night (USD)
Expedia
A SLICE OF HEAVEN | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
THIS HOME RENTS WEEKLY, FRIDAY - FRIDAY, JUNE, JULY, AND SEPTEMBER ONLY _______________________________________________ ...
From $1222 per night (USD)
Expedia
From $1261 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 $1261 per night (USD)
VRBO
From $633 per night (USD)
Expedia
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Whale's Tale Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $633 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
North Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $353 per night (USD)
VRBO
From $2725 per night (USD)
Expedia
Oceanfront Serenity: Exclusive Waterfront Estate with Private Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Introducing a magnificent waterfront getaway presented by Legacy Properties Sotheby’s International Realty, set against ...
From $2725 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Cedar Cove was completed in 2023 and designed for tranquility: find yourself surrounded by woods and water, in a beauti ...
From $413 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps away from the ocean, across the street from the Spruce Point Inn and alongside an acre of wooded land, smell the s ...
From $332 per night (USD)
Expedia
From $916 per night (USD)
VRBO
Breathtaking Oceanfront Views, Private Dock & Osprey Nest at Merwick Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. WEEKLY SPECIAL AVAILABLE! ___ ...
From $916 per night (USD)
VRBO
From $881 per night (USD)
Expedia
NEW FOR 2024 | SEA MIST | 4 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
THIS HOME RENTS WITH A 7-NIGHT MINIMUM, JUNE-LABOR DAY 4-NIGHT MINIMUM IN FALL. STAY THE WEEK FOR A SPECIAL RATE! ____ ...
From $881 per night (USD)
Expedia
From $1526 per night (USD)
VRBO
Spacious Spruce Point Waterfront Retreat: Walk to the Inn & Enjoy Easy Access to Boothbay Harbor!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
THIS HOME RENTS WITH A 4-NIGHT MINIMUM STAY FOR A WEEK OR LONGER FOR A SPECIAL RATE! __________________________________ ...
From $1526 per night (USD)
VRBO
From $906 per night (USD)
Expedia
Edge Of The Sea | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, JUNE - SEPTEMBER ______________________________________________________________ As the name imp ...
From $906 per night (USD)
Expedia
From $1833 per night (USD)
VRBO
CLIFF COTTAGE | TOWNSEND GUT | 4 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, ALL SEASON Welcome to Cliff Cottage, located on Townsend Gut at the top en ...
From $1833 per night (USD)
VRBO
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Expedia
Beautiful Ocean Point Escape
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
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Expedia
Click For Pricing
VRBO
Beautiful Ocean Point Escape, Tennis courts and a short walk to The Wilson Chapel. Short walk to Grimes Cove for swimming.
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
Click For Pricing
VRBO
From $803 per night (USD)
Expedia
Charming Cottage with Panoramic Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our charming shingle style cottage nestled on Shore Road! As you step inside, the bright and airy atmosphere ...
From $803 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Seawood Sunset Cottage: Southport Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Seawood Sunset Cottage – Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Built by an artist ...
From $399 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
TheCottageAtFiveIslands.com The Cottage is a fully furnished 900 sq ft two bedroom with full kitchen, bathroom and livi ...
From $367 per night (USD)
Expedia

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