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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 $323 per night (USD)
Expedia
Relax over looking the quaint Five Islands Harbor in Georgetown Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This 3 bedroom cottage sits right on the picturesque harbor of Five Islands with views out to the Sheepscot River and be ...
From $323 per night (USD)
Expedia
From $782 per night (USD)
VRBO
Wiggleswick Cottage; A Dogs Welcome Certified Property!
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 $782 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Classic Maine Cottage with Ocean Views and Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Stuart Little is a wonderful place to slow down and just breathe. It's a perfect place for making summer memories. The b ...
From $497 per night (USD)
Expedia
From $406 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 $406 per night (USD)
VRBO
From $124 per night (USD)
Expedia
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 $124 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Ocean views, private beach, garden patio, red clay tennis, dock access, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover this brilliant 2-bedroom cottage in Boothbay Harbor. This fifth generation cottage features a cozy king bed and ...
From $436 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Enchantingly beautiful with views of Five Islands Harbor and Ocean
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful new home nestled in Five Islands with views of the harbor and ocean. Open concept kitchen/living room with a s ...
From $499 per night (USD)
Expedia
From $913 per night (USD)
VRBO
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Situated on the Eastside of the quintessential Maine harbor town of Boothbay Harbor, this home is just a short walk acro ...
From $913 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Boothbay Birch Cottage, close to Coastal Maine Botanical Gardens
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunny Cape Retreat Near Boothbay Harbor & Coastal Botanical Gardens This charming, sun-drenched 3-bedroom, 2-bathroom C ...
From $314 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Summer Getaway !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom gem in the highly desired Sprucewold area of Boothbay Harbor. This newly built house offers all ...
From $638 per night (USD)
VRBO
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Expedia
4 Bedroom House in Ocean Point
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to your perfect coastal escape! Nestled at the end of a private driveway, this charming 2-bedroom, 1.5-bath cott ...
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Expedia
From $350 per night (USD)
VRBO
Charming 3-Bedroom Cabin with Beach Access and Forest Views in Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to this peaceful cabin nestled in Sprucewold, Boothbay Harbor, Maine. The upstairs bedroom features a luxurious k ...
From $350 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Stunning home overlooking the water!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $593 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Adorable apartment in Boothbay Harbor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $412 per night (USD)
VRBO
From $443 per night (USD)
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 ...
From $443 per night (USD)
Expedia
From $828 per night (USD)
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 ...
From $828 per night (USD)
VRBO
From $452 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 $452 per night (USD)
Expedia
From $798 per night (USD)
VRBO
Spruce Ledge by Sea Maine
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $798 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Celestial Compass | 2 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
THIS HOME RENTS WITH A 4-NIGHT MINIMUM. WEEKLY SPECIALS AVAILABLE! Celestial Compass: Your Oceanview Escape Awaits Unwi ...
From $405 per night (USD)
Expedia
From $299 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 $299 per night (USD)
VRBO
From $399 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 $399 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Ship's Wheel - Charming Ocean View in Ocean Point!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Ship's Wheel, an awesome place to chill! Combine an authentic Maine camp with great amenities and linens, in ...
From $403 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Morning Sun | Spruce Point | 1 Bedroom | 1 Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
THIS HOME RENTS WEEKLY, JUNE-SEPTEMBER. 4 NIGHT MINIMUM IN FALL. WEEKLY SPECIAL AVAILABLE! Morning Sun: Your Cozy Carr ...
From $524 per night (USD)
Expedia
From $629 per night (USD)
VRBO
JONES COTTAGE - Town of Boothbay Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
THIS PROPERTY ONLY RENTS ON A SATURDAY TO SATURDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor: Kitchen ...
From $629 per night (USD)
VRBO
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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 ...
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Expedia
From $404 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 $404 per night (USD)
VRBO
From $375 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 $375 per night (USD)
Expedia
From $709 per night (USD)
VRBO
Sunset Lodge by Rocky Coast Rentals
Bedrooms:
3
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 $709 per night (USD)
VRBO
From $287 per night (USD)
Expedia
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 $287 per night (USD)
Expedia
From $275 per night (USD)
VRBO
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 $275 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $553 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 $553 per night (USD)
VRBO
From $506 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 $506 per night (USD)
Expedia
From $644 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 $644 per night (USD)
VRBO
From $460 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 $460 per night (USD)
Expedia
From $549 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 $549 per night (USD)
VRBO
From $498 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 $498 per night (USD)
Expedia
Click For Pricing
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, ...
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VRBO
From $534 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 $534 per night (USD)
Expedia
From $583 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 $583 per night (USD)
VRBO
From $550 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 $550 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Samoset House - Large Family Cottage - Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Spacious Family Retreat with Stunning Water Views – Sheepscot Bay & River! Bring the whole family to this large, comfo ...
From $501 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Five Islands Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $332 per night (USD)
Expedia
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VRBO
3BR Cottage | Near Main Inn | No Hidden Fees
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cardinal Cottage offers a peaceful woodland setting just behind the historic Main Inn. With three cozy bedrooms, 2.5 bat ...
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VRBO
From $492 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 $492 per night (USD)
Expedia
From $365 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 $365 per night (USD)
VRBO
From $500 per night (USD)
Expedia
WoodlandView Ldg | Porch + Garden | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the rich heritage and peaceful atmosphere in Boothbay Harbor when you book a stay in our lovely Lodge Room! Ide ...
From $500 per night (USD)
Expedia
From $974 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 HOUSE RENTS WITH A 4-NIGHT MINIMUM STAY FOR A WEEK OR LONGER FOR A SPECIAL RATE! _________________________________ ...
From $974 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Edge Of The Sea | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER __________________________________________________________ ...
From $644 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Breathtaking Oceanfront Views, Private Dock & Osprey Nest at Merwick Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. WEEKLY SP ...
From $616 per night (USD)
VRBO
From $2316 per night (USD)
Expedia
Indulge in Oceanfront Luxury: Primary Suites & Breathtaking Scenery
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
THIS HOME RENTS WITH A 4-NIGHT MINIMUM, JUNE-SEPTEMBER STAY FOR A WEEK FOR A SPECIAL RATE! ___________________________ ...
From $2316 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Charming Seaglass House/4-bedrooms/Boothbay Harbor/Close to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Seaglass House - Boothbay Harbor, ME Nooks & crannies abound! Charming, historic, 4-bedroom gem in Boothbay Harbor. Cl ...
From $427 per night (USD)
VRBO
From $177 per night (USD)
Expedia
The Puffin's Nest: Cozy 1-Bedroom Cottage in BBH
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relax and unwind in the Puffin's Nest cottage, a 1-bedroom Boothbay Harbor retreat. This beautiful cottage features a qu ...
From $177 per night (USD)
Expedia
Click For Pricing
VRBO
Moss House: A Modern Waterfront Cabin in the Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A modern cabin set above a native spruce forest, offering calm water views out to the Atlantic. Featured in Maine Home + ...
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VRBO
From $825 per night (USD)
Expedia
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 $825 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Thrush Cottage - Cozy 2BDR with Water Views -Original Spruce Point Inn Cottage!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy Harbor-View Retreat in Spruce Point Welcome to Thrush Cottage, a charming one-level getaway tucked within the desi ...
From $371 per night (USD)
VRBO
From $588 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 $588 per night (USD)
Expedia
From $389 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 $389 per night (USD)
VRBO
From $694 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 $694 per night (USD)
Expedia

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