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Holiday Homes and Apartments Squirrel Island, ME and nearby

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All 98 Rentals in the Squirrel Island Area
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The following rentals are within 10 kilometres of Squirrel Island, Maine.

From
$1,426
Per Night
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1 / 35
Boothbay
8 Bedrooms, 3 Bathrooms, Sleeps 16
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From
$305
Per Night
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1 / 12
Boothbay
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$674
Per Night
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1 / 31
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$544
Per Night
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1 / 31
East Boothbay
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THE VILLA Views, views and more views are what make this cottage so popular. Everywhere you look you see ocean. From the kitchen, the dining room, the living room, the bedrooms, the screened in porch. is there for you as you lay in bed and look out the windows, prepare dinner in the kitchen, while... View all property information
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5 of 5 stars Reviewed 19 July 2014
This cottage is has panoramic views of the beautiful Maine coast. Large enough for three families and children, this is a well stocked home with loads of amenities. One whole...
2 of 5 stars Reviewed 13 August 2013
Although we knew that this property was old, we did not expect it to be dirty and lacking in some of the commonly provided amenities, like toilet paper. The bedroom carpeting is...
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From
$275
Per Night
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1 / 10
Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THREE SEAS Perfectly located on McKown’s Point and part of the Juniper Point Association this beautifully quaint little two bedroom cottage is the perfect family retreat for your summer vacation! Enjoy views of Mouse and Squirrel Island from the living room windows and grassy yard. Open the windows... View all property information
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5 of 5 stars Reviewed 29 September 2014
We love comming to this cottage. It is one of the most relaxing places on earth. It has all the conviences of home with none of the stress. Close enought to loads of attractionsto...
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From
$246
Per Night
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1 / 7
Boothbay
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The family who own's Crow's Nest have enjoyed spending many happy vacations here and cherish the simplicity of the cottage as a way to get away from the hustle and bustle of their busy lives. The main cottage is undergoing renovations and new photos will be posted as available. The Guest Cottage... View all property information
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From
$352
Per Night
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1 / 24
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Imagine sunrise breakfast, sunset dinners, and in between, life on the edge...the oceans edge! Our quaint Captains Cottage has all the warmth and comforts of home with an everchanging view! The first level includes, livingroom, 2 bedrooms, fully equipped kitchen, diningroom and bathroom. Off the... View all property information
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From
$484
Per Night
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1 / 23
Boothbay Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
LAZY DAYS For boaters, Spruce Point is the entrance to Boothbay Harbor. Lazy Days is the perfect spot to watch the ‘commuters’ come and go! From your private water-side deck, you have one of the best views around. Relax with a cocktail as the sun goes down for spectacular sunsets, swim from the... View all property information
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4 of 5 stars Reviewed 11 August 2013
This was our second stay at this house? It is a great house for our family with four children and a dog. They loved being able to swim right outside at the small cove. They...
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From
$5,764
Per Week
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1 / 27
Bayville
6 Bedrooms, 4 Bathrooms, Sleeps 14
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This historic cottage, once used to house visitors who arrived at the steam ship landing nearby, now offers a fantastic spot for a large family get-away. The large house boasts enough space to sleep 14 people while offering the most wonderful outdoor accommodations! The living room opens up to a... View all property information
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From
$146
Per Night
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1 / 19
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Boothbay
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Are you visiting the Coastal Maine Botanical Gardens or the Mid Coast of Maine? If so rent this beautiful, 100 year old New England Farmhouse. It is one mile from the Coastal Maine Botanical Gardens, the largest botanical garden on the east coast and a must see while visiting the Boothbay area.... View all property information
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5 of 5 stars Reviewed 11 November 2014
Four related older ladies stayed at the Ladybug House for 5 days in October for a little family reunion. The house is on a quiet country road, not too far from Boothbay Harbor...
5 of 5 stars Reviewed 25 May 2014
I love Maine and I love this place. Ladybug is the perfect place to go and get away from it all. When I am there I forget about all the craziness of work and relax. Beautiful...
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From
$320
Per Night
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1 / 65
Boothbay
10 Bedrooms, 9 Bathrooms, Sleeps 20
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Children's Pool
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Come away from it all--catch your breath. Six miles from the bustle of Boothbay Harbor is a peaceful 15 acre river-front retreat, set among rolling lawns, meandering stone walls, apple orchards and richly colored perennial gardens. The estate consists of four New England-style buildings: one... View all property information
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5 of 5 stars Reviewed 4 September 2014
We were 5 couples visiting for Labor Day weekend (3 nights) and we all had more than enough room to amble around in this very spacious and homey farm house. Melissa is very...
5 of 5 stars Reviewed 26 August 2014
The Farmhouse is a fantastic house. Truly a home away from home. My teenage daughter exclaimed, "this place is awesome!" Everyone was very comfortable and happy with their own...
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From
$167
Per Night
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1 / 14
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Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Nestled up on a hill peeking over Boothbay Harbor you will find this cozy two bedroom cottage. The two bedrooms have twin and full size beds. The living room has a sleeper sofa, gas fireplace, tv, DVD and wifi. The Kitchen is fully equipped with a 4 burner gas stove and dishwasher. In addition a... View all property information
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5 of 5 stars Reviewed 23 July 2014
Loved cozy cottage, especially enjoyed morning coffee on the porch with its harbor views. It was great to be able to walk down the hill and cross the footbridge to the shops and...
5 of 5 stars Reviewed 23 July 2014
There is no better place on this earth to be than Boothbay Harbor in the summertime. The Cozy Cottage was ideal. Comfortable, charming, and so inviting. The front porch was a...
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From
$370
Per Night
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1 / 22
East Boothbay
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THE HAVEN Once owned by local author Dr. A. Power Davies, this Classic Maine vacation cottage is where another noted author, Thomas Wolfe, edited “Look Homeward Angel”. In the collection of his personal writings he mentions his stay here in Ocean Point in letters to his mother. Facing Negro Island... View all property information
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From
$1,921
Per Week
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1 / 22
Boothbay Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
An On the Water in Maine 'Top 10' property, this classic 1907 cottage is a perfect combination of traditional Maine charm and modern amenities. The Jones cottage had a major kitchen renovation in 2014, and has undergone upgrades including new furnishings, two remodeled bathrooms, modern appliances,... View all property information
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4 of 5 stars Reviewed 16 August 2014
Nice cabin feel with plenty of room inside and a nice big fenced in porch. The building was built in the early 1900's and still retains the old visible knob and tube wiring which...
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From
$560
Per Night
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1 / 35
Southport
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
PIFFI BIFF Piffi Biff is a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. With incredible views of the Atlantic Ocean, Squirrel Island, Boothbay Harbor, Burnt Island, you will also see porpoises, whales, migratory shore birds, sailboats, yachts and lobster... View all property information
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From
$155
Per Night
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1 / 19
Payment Protection
South Bristol
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Cottage overlooking picturesque harbor in the authenic Maine community of South Bristol. Perfect for small family or couple who enjoy waterviews and easy access to provisions and fresh lobster. Good location for walks to picnic spots and Christmas Cove, as well as short drives to Pemaquid,... View all property information
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5 of 5 stars Reviewed 25 August 2014
The cottage is located in a quaint, quintessential Maine community. It is a pretty, sleepy town with limited resources, but you can find anything you might need in the three...
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From
$890
Per Week
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1 / 14
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Boothbay Harbor
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen Tv. Dining Room has table with 4 chairs, fully... View all property information
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5 of 5 stars Reviewed 21 September 2014
My husband and I are return visitors to Boothbay Harbor. Our choice of the 1890 House could not have been a better one! Karen P, our host, went out of her way to make our stay...
5 of 5 stars Reviewed 21 October 2013
My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B, which...
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From
$2,242
Per Week
View Details
1 / 11
Boothbay Harbor
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bayville Cottage is a furnished 3 bedroom, 1.5 bath vacation rental home on the shores of the quiet and picturesque Linekin Bay in Bayville, Maine, just minutes from the buzzing little downtown of Boothbay Harbor, where you can take in Lobster, drinks at McSeagull's, stroll through several art... View all property information
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5 of 5 stars Reviewed 25 September 2014
It's not often you find a perfect vacation home. There's always something missing, a less than perfect view, noisy neighbors or an inconvenient location. NOT HERE! There are 3...
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From
$173
Per Night
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1 / 10
Payment Protection
East Boothbay
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Oceanfront 2-bedroom cottage in East Boothbay with large deck overlooking water. This quintessential Maine cottage features a panoramic view of the water, of sunrises, and of the moon reflecting on the water. Built in the 1950s, this 2 bedroom cottage sleeps 6 (queen bed, full bed and pull-out... View all property information
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5 of 5 stars Reviewed 4 September 2014
A comfy and clean cottage .Has a large deck with a spectacular view of the water. My sister and I spent our evenings sipping wine and listening to the waves lap against the rocks...
4 of 5 stars Reviewed 8 July 2014
Nice ocean view. Great location, not far from Boothbay Harbor, Pemaquid Lighthouse, and other main harbors and sights. Nice setup for a quick getaway. Clean and pet...
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From
$543
Per Night
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1 / 16
Boothbay Harbor
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
JOHN’S COTTAGE Floor to ceiling widows with views of Mouse and Squirrel Islands and a wrap-around porch with sections that are screened, glassed and open air! Beautifully tended grounds. 100 feet of shoreline. Access to Association beach, dock and float. McKown Point is one of the most beautiful... View all property information
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From
$256
Per Night
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1 / 24
Payment Protection
Boothbay Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and bathroom. We have a fully... View all property information
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4 of 5 stars Reviewed 3 September 2014
We found the cabin extremely quaint and accommodating. We enjoyed morning coffee on the screened in porch and made use of comfortable living room in the evenings. The owner was...
5 of 5 stars Reviewed 6 August 2014
This was our second year renting from the Taylors in their gorgeous cedar log cabin in Boothbay Harbor. It was great to be familiar with it, and to anticipate all that we were...
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From
$320
Per Night
View Details
1 / 26
Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Ever wonder what it would be like to live on the edge of a true working waterfront? To watch a thriving harbor community go about everyday life and feel like you’re a part of it? You can – by spending your vacation in the heart of Boothbay Harbor, Maine! Wake to the rising sun on the front porch... View all property information
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From
$210
Per Night
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1 / 12
Boothbay Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (11) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Portside is a year-round luxury condo with the charm of a cottage in the heart of historic Boothbay Harbor, Maine. The cottage is in the town center and yet you will find tranquility and privacy inside. We share a dock and float with the other two Back Bay Cottage units and have our own deck on the... View all property information
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5 of 5 stars Reviewed 3 July 2014
My family recently spent the week in the Portside condo and had such a fabulous time. The condo is beautifully furnished and maintained and right on the water. It is within...
5 of 5 stars Reviewed 18 June 2014
This lovely waterfront condo was cozy, comfortable, beautifully furnished, and very well equipped. It was so convenient to the shops and restaurants in the Boothbay Harbor area. A...
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From
$1,665
Per Week
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1 / 37
South Bristol
5 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (5) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Sea captain's house on harbor in South Bristol.Maine, 75 feet from the water complete with porches, gardens, and chickens. The house is ideal for multi-generational groups with its first floor bedroom and bath, separate from the main part of the house. Private yard with vegetable and ornamental... View all property information
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From
$190
Per Night
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1 / 18
East Boothbay
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
SECOND MATE Explore Linekin Bay by kayak or canoe. Didn’t bring your own? Rent locally! Have a guide meet you at the association dock & float, pack a lunch and enjoy exploring the ins and outs of this craggy stretch of coastal Maine! Get your land-legs back with a round of golf at the Boothbay... View all property information
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From
$423
Per Night
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1 / 22
Boothbay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A FAIRVIEW Location, location, location! Close to the water with an amazing, unobstructed westerly view, the cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairview is an easy drive to grocery... View all property information
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5 of 5 stars Reviewed 21 September 2014
We rented this wonderful cottage at the very last minute when another rental fell through. And to be honest, I'm so glad the other rental fell through! This home was perfect for...
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From
$192
Per Night
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1 / 27
Boothbay Harbor
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (37) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
At Sunny Woods House, the living and dining space, kitchen, dedicated office, media room, 2-3 bedrooms and 2 full bathrooms are all on one level—no stairs! You will find everything you'd expect to find in a modern year-round house: fully-equipped kitchen (including a dishwasher), washer and dryer,... View all property information
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5 of 5 stars Reviewed 9 October 2014
We rented Lakeside Cottage for a week's holiday. It was a perfect location, with a beautiful lake at the front door, and the ocean behind us. Easy drive to town and in fact to all...
5 of 5 stars Reviewed 3 July 2014
We stayed in the Lake View Cottage. The description doesn't do it justice and we loved it up there. Our son was especially excited that the beach was right across the way and that...
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From
$487
Per Night
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1 / 21
Boothbay Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
SALTAIRE Head down to the ocean from your front porch and enjoy your private dock and float right on Linekin Bay. Or, head to the end of your driveway and enjoy a shared sandy beach at the freshwater Appalachee Lake! Saltaire is the perfect location for the best of both worlds. With all that water,... View all property information
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5 of 5 stars Reviewed 28 July 2014
This was our 2nd time here at Saltaire - and loved it again!! We were here 2 yrs ago with our 11 month old, and this time traveled with our 1yr and 3yr old children. A wonderful...
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From
$480
Per Night
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1 / 15
East Boothbay
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
DASH INN A beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that will steal your heart and keep you coming back year after year. You won't want to 'dash' anywhere after you arrive at this incredible cove-side retreat. The wall of windows draws the outside in.... View all property information
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5 of 5 stars Reviewed 12 August 2013
3 bedrooms and 2 baths on two floors. A very private master suite on the bottom floor. Two fireplaces kept us cozy.
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From
$256
Per Night
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1 / 20
Payment Protection
South Bristol
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
South Bristol/Christmas Cove Cottage Classic cottage in picturesque Christmas Cove on Rutherford Island has new amenities yet retains its charm as a shipbuilding captain's home built in the 1840's. The home has recently been remodeled and updated with a large eat-in gourmet kitchen and... View all property information
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From
$640
Per Night
View Details
1 / 18
Boothbay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newagen Cove Cottage is a three-bedroom cottage with a guest house (called Camp David) on Southport Island in the village of Cape Newagen. Built in 1928, this two-story, 2,500 square foot home is light and bright with lots of windows, a living room with cathedral ceiling and panoramic views. With... View all property information
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From
$553
Per Night
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1 / 15
Boothbay
5 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
ISLAND VIEW From the water, the giant sunroom stretched across the front of this beautiful home is a recognizable landmark! From inside the home, it is pure indulgence! Bringing the spectacular views of ocean and islands into the home, you will fall in love this amazing cottage, aptly named Island... View all property information
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From
$293
Per Night
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1 / 17
Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Beautiful oceanfront property at the head of the harbor. Bright open concept kitchen/living/dining room with abundant natural light. Two cheery bedrooms, with nautical themes and one convertible sofa sleep up to six. One and a half baths include a new stackable washer and dryer. A balcony off the... View all property information
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4 of 5 stars Reviewed 15 September 2013
We spent a week in August at this property, We enjoyed the ability to walk to the shops and for meals to the local restaurants just a short distance away. Absolutely loved the...
2 of 5 stars Reviewed 4 July 2012
I have stayed in several rental properties year after year and I have never quite had an experience like this one - in fact all my other experiences have been positive. The condo...
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From
$336
Per Night
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1 / 12
Boothbay Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Perched hillside, this updated older two story home is just a short walk to downtown Boothbay Harbor, with all of its restaurants, shops, and activities. Rent a kayak to explore the Harbor or go on a Whale Watch. Go deep sea fishing or sail on one of the windjammers, all accessible by foot! No... View all property information
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1 of 5 stars Reviewed 3 September 2014
This rental was the worst. I have rented all over the United States, from condos, houses, to rooms within a house. This was the worst value in my experience. The check-in and...
2 of 5 stars Reviewed 14 September 2013
As timeshare owners, my husband and I travel often and stay at many beautiful resorts. Our trip to Maine was a family affair and we did not have a timeshare in Boothbay, Maine so...
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From
$1,537
Per Week
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1 / 32
East Boothbay
5 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located near the Ocean Point area of East Boothbay, and on the Little River, Rip's View is in a quiet cove just off the bold Atlantic Ocean. Renovated in 2014, Rip's View has a new master bathroom, new carpets, and new bedding. Down a long private driveway - Rip's View sits high above the cove with... View all property information
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From
$471
Per Night
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1 / 20
Boothbay Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This year-round house has 500 feet of waterfront on 1 acre at the head of one-mile-long West Harbor Pond - a fresh water lake right on Boothbay Harbor. Less than a mile to salt water coves, lobster wharves and it's close to town, this home offers water views from every room! Enjoy the large rear... View all property information
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1 of 5 stars Reviewed 28 October 2014
When I inquired about this rental for two weeks, I was given the price for one week. I stopped looking for rentals at that point , even though I had several other houses I liked...
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From
$2,562
Per Week
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1 / 4
Payment Protection
East Boothbay
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This Cotttage is located on Ocean Point, Mane. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. It's up to you if you want to launch or just kick back. Great place for a family getaway or couples retreat, just bring yourself and your imagination. View all property information
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From
$1,217
Per Week
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1 / 5
Payment Protection
Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)... View all property information
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From
$1,729
Per Week
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1 / 15
Payment Protection
Boothbay
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New for 2015 PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy the sunrise and loons on the water swimming by, or the enjoy sunsets as you lounge... View all property information
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From
$302
Per Night
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1 / 44
Payment Protection
Boothbay Harbor
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ocean Views
  • Private Fishing...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This lovely revolutionary war era cape-style house has a large central chimney, original pine floors, exposed beams and other period details. Electric wiring and indoor plumbing were added sometime in the last century -- this house is simple, authentic and quaint, not modern or luxurious. With... View all property information
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From
$961
Per Week
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1 / 7
Payment Protection
Boothbay Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Lakeside Cottage Lakeside Cottage is a compact bright and cheery one bedroom cottage overlooking Appalachee Lake. Grill dinner on the deck while enjoying the sunset over the lake. Relax in the open living/dining/kitchen area and be taken in by the lake views from the extensive windows. Watch... View all property information
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From
$1,313
Per Week
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1 / 26
Boothbay Harbor
3 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A perfect home right in the heart of Boothbay Harbor. This bright cottage is the ideal spot to unpack, kickback and relax on the second floor deck that overlooks Boothbay Harbor and it’s boating activity. Step in from the deck and enjoy the 2nd floor family room that offers fantastic sunlight, and... View all property information
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From
$229
Per Night
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1 / 7
East Boothbay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Grill
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This classic turn of the century winterized cottage is situated on the beautiful shores of Linekin Bay. East Boothbay is just three miles from the town of Boothbay Harbor but a century apart in terms of hustle and bustle. The Cottage is on Paradise Point Road which is a very private setting on... View all property information
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From
$160
Per Night
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1 / 13
Payment Protection
Boothbay Harbor
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Balcony
  • Grill
  • Housekeeping...
  • Internet Access
  • Safe
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Harbor has to offer--shops,... View all property information
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1 / 16
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Early 1800's Maine home on Cosy Harbor with a shared dock and float. You are welcome to share our 2 kayaks when available. The dock is tidal, but has water around it most of the tide(8'at high tide). Walk to the Southport Yacht Club, Beaches, or the General Store for ice cream. The yacht club... View all property information
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From
$421
Per Night
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1 / 7
Payment Protection
Boothbay Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This will be filled in later View all property information
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From
$1,153
Per Week
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1 / 12
Payment Protection
Southport
2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
the cottage is on a 50 foot bluff, western exposure facing the atlantic ocean. it has a low water beach. its a comfortable cottage with all the amenties 2 bedrooms - 4 twin beds, 2 beds per room kitchen stove, refrigerator, microwave dining room living room fireplace, tv, radio... View all property information
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From
$224
Per Night
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1 / 9
Payment Protection
Boothbay Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Two bedroom log cabin: Cable TV, DVD Player, Sterio CD player, wireless internet, mini bar, washer+dryer, picnic table, barbecue grills. If you wanna book right away please call: 207-215-7098 Anytime, thank you for you booking, see you soon. View all property information
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From
$1,217
Per Week
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1 / 20
Boothbay
3 Bedrooms, 1 Bathroom, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A comfortable cottage nicely furnished- The Gulls Cottage was selected for purchase by owner's looking for a cottage that defined their idea of a perfect Maine vacation destination. They selected a kayaker's dream location - a place where one can explore protected coastal hideaways among lobsterman... View all property information
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From
$585
Per Night
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1 / 22
Payment Protection
Southport
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Coveside House, a Sea Captain-style home overlooking Decker's Cove,is located on beautiful Southport Island on the coast of Maine, just an hour's drive from Portland, and minutes from Boothbay Harbor. This coastal home is approximately 140 years old having gone through several transformations and... View all property information
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