We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Squirrel Island

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €239 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Squirrel Island area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 10 kilometers of Squirrel Island, Maine.

    1 / 15
    5 of 5 bubbles (6) Excellent
    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 13
    4.5 of 5 bubbles (8) Very good
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 33
    5 of 5 bubbles (21) Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 16
    5 of 5 bubbles (4) Excellent
    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Washer
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This historic home embodies the charm of "Old Maine!" Nooks & crannies abound; lots of character & original details mixed with modern amenities.There is a queen bedroom downstairs, as well as a queen bedroom upstairs, making this home perfect for two couples sharing who'd like some privacy. It's... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    4 of 5 bubbles Reviewed 18 August 2016
    Very nice people to deal with! Friendly and accessible. Great cottage with everything you might need.
    5 of 5 bubbles Reviewed 31 July 2016
    East Boothbay is a ***quiet *** hamlet just a few miles from the tourist center of Boothbay Harbor. There's a post office, a shore restaurant, and the General Store, which offers...
    See all reviews
    1 / 17
    East Boothbay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Cotttage is located on Ocean Point, Maine. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. In the evenings, take a walk, enjoy the stars and the cozy up to a fire. It's up to you ! Great place for a family getaway or couples retreat, just bring yourself... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 15
    5 of 5 bubbles (4) Excellent
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Housekeeping...
    • Secure Parking
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    4 of 5 bubbles Reviewed 13 September 2016
    We enjoyed this accommodation. The location in town was excellent, convenient and on a quiet street. We loved the spacious interior. We disliked the shades, many of which could...
    5 of 5 bubbles Reviewed 20 July 2016
    This was a lovely home. So close to town and yet so very quiet at night. The yard was a wonderful place to sit and eat. There was also a picnic table as well as garden seating...
    See all reviews
    1 / 18
    5 of 5 bubbles (5) Excellent
    Southport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Waterfront
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    The Cottage at 40 Town Landing is a beautiful 520 sq. foot 1-bedroom cottage that has spectacular views of the ocean and Cuckolds Lighthouse. The cottage sits atop a natural ledge at the southern tip of Southport Island with expansive views and beautiful surroundings. It includes all your linens,... View all property information
    Location Information
    Southport, Mid Coast Maine 04576
    5 of 5 bubbles Reviewed 2 October 2016
    My husband and I spent a week at 40 Town Landing in September 2016. We loved it. The cottage is beautifully designed and furnished and just the right size for two people. The...
    5 of 5 bubbles Reviewed 19 September 2016
    40 Town Landing is a beautiful and peaceful property perfect for a couple to getaway and relax. Leslie and Geoff are the perfect hosts who seem to appear from nowhere when you...
    See all reviews
    1 / 15
    5 of 5 bubbles (2) Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Secure Parking
    • Wi-Fi
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 20 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 bubbles Reviewed 20 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...
    See all reviews
    1 / 14
    5 of 5 bubbles (2) Excellent
    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Porch
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 22 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...
    See all reviews
    1 / 12
    5 of 5 bubbles (14) Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Washer
    • Sauna
    • Central Heating
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 1 March 2017
    We enjoyed a week at Portside so much last summer that we decided this would be the perfect place to celebrate our 38th wedding anniversary in February. We took champagne and...
    5 of 5 bubbles Reviewed 13 July 2016
    If I could only use one word it would be 'Perfect'. The location was awesome. We parked our car and walked to everything. The house sits on the water, next to restaurants and 1/4...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 20
    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Porch
    • Ocean Views
    • DVD Player
    • Washer
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Maine Home is located on a beautiful stretch of Maine's mid-coast area. Conveniently located in Boothbay minutes from Boothbay Horbor , the house is set in a very private area,on a dirt waterfront road. The custom built Post and Beam home is an ideal vacation home for a family or a couple... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04537
    1 / 21
    4.5 of 5 bubbles (2) Very good
    South Bristol
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Porch
    • Satellite TV
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 lobster co-ops, picnic spots, and Christmas Cove, as well as short drives to... View all property information
    Location Information
    South Bristol, Mid Coast Maine 04568
    5 of 5 bubbles Reviewed 24 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...
    See all reviews
    1 / 30
    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    CLEARVIEW COTTAGEis designed to take full advantage of the spectacular westerly views of open ocean and Fisherman's Island. Clearview is located just an easy walk along the Shore Road to Grimes Cove Beach for swimming, sunning on the large rocks or just enjoy walking along the ocean. Bring your... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 24
    5 of 5 bubbles (19) Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Waterfront
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world famous Cabbage... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 11 September 2016
    The cottage and location are ideal, I wanted to first talk about the location, but I do think it's unique-- - You're close enough to Boothbay Harbor that walking is no problem...
    5 of 5 bubbles Reviewed 26 September 2015
    We have just returned from spending 10 peaceful and wonderful days at this lovely little cottage, right by the water off Lobster Cove in Boothbay Harbor. The cottage is just right...
    See all reviews
    1 / 16
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Rustic and charming 1920's vintage summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/double bed, one bedroom w/bunk beds, sleeping nook on front porch w/3/4 futon, bath with shower (no tub), fully equipped kitchen with separate dinette, fireplace in LR w/gas insert,... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 37
    5 of 5 bubbles (1) Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Parking
    • Washer
    • Satellite TV
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Planning a vacation with another family or for your own small family reunion? If so, this beautiful New England home is for you. Enjoy the outdoor firepit, dog-friendly accommodations, and immediate beach access with this lovely property that offers two separate homes for one price. Located on the... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 9 June 2015
    I took a family of 8 being adults and it was located in a great area across from a park with great views. We walked to boothbay harbor which was very convenient. The place was...
    See all reviews
    1 / 27
    4 of 5 bubbles (1) Very good
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Patio
    • Grill
    • DVD Player
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Comfy and charming, this Boothbay Harbor vacation rental has everything you'd need in a coastal getaway. An eat-in kitchen and woodland view makes for a tranquil escape for anyone seeking refuge from the every day. This three-bedroom home is not far from area sites such as the Maine State Aquarium,... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    4 of 5 bubbles Reviewed 31 July 2016
    Location is at south western end of Boothbay Harbor. Five minutes north to Main Harbor area with shops, restaurants, and piers for boat trips and kayaking. Five minutes further...
    See all reviews
    1 / 24
    Southport
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Southport, Mid Coast Maine 04576
    1 / 31
    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Immaculate and cozy, this pet-friendly Boothbay Harbor vacation rental epitomizes cabin-chic comfort with warm, knotted pine-paneled walls that glow in the natural light. Perfect for a family of four to escape for a memorable stay in vacationland, this rustic rental is equipped with WiFi, allowing... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 21
    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    QUIET SPOT Quiet Spot is all about the views. Looking west across Linekin Bay to Spruce Point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The craggy rocks and seaweed can be seen at low tide... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    Get the List
    1 / 20
    5 of 5 bubbles (1) Excellent
    Southport
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Guests arrivals and departures are scheduled for Saturdays at this home. Spectacular Ocean Views from almost every room of this Island Cottage! Ocean, islands, boats of all kinds and a sandy beach, make it the perfect spot for a Maine Oceanfront Vacation. Unpack your car, change into your bathing... View all property information
    Location Information
    Southport, Mid Coast Maine 04576
    1 / 13
    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Looking for a great spot for a family get together but have some space? These two cozy cottages provide the together time, but the private space as well. Take a short walk to the water and enjoy the dock and float and views of the Damariscotta River. Sit out on the open deck and enjoy the beauty of... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 14
    5 of 5 bubbles (1) Excellent
    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    EDGE OF THE SEA As the name implies this three bedroom cottage sits at the edge of sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner. This cottage is located at the desirable Ocean... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    5 of 5 bubbles Reviewed 10 August 2016
    Lighthouses, lobster boats, Monhegan Island & Ram Island, sea gulls, fog horns and more are all experienced from this perfect location. A large picture window entices one to sit...
    See all reviews
    1 / 14
    East Boothbay
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This classic log cabin, with its new private deep water dock and float great for putting in the 2 kayaks that come with this rental, faces west and overlooks Linekin Bay. The cabin welcomes you with patches of day lilies and other wild flowers. Enjoy the views while dining from a screened porch or... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 19
    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    THE LEDGE Listen to the gulls keen. Watch the Cormorants and osprey dive. Smell the salty tang in the air. Feel the pounding of the surf come up through the ledge on which you stand taking it all. Imagine the taste of the yummy lobster dinner planned for tonight! The Ledge will excite your senses... View all property information
    Location Information
    Newagen, Southport 04576
    1 / 21
    South Bristol
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Ocean Views
    • Waterfront
    • Parking
    • Wi-Fi
    • Grill
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful new build cottage (2015) on Rutherford Island looking out onto John's Bay. The "Boathouse" has two spacious bedrooms upstairs along with a bathroom with tub. There is also a nice little reading nook on the landing separating the two bedrooms. The building itself is approximately 15 years... View all property information
    Location Information
    South Bristol, Mid Coast Maine 04568
    1 / 10
    5 of 5 bubbles (1) Excellent
    Southport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Southport, Mid Coast Maine 04576
    5 of 5 bubbles Reviewed 28 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...
    See all reviews
    1 / 33
    East Boothbay
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Terrace
    • Balcony
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    LINEKIN BREEZE Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from inside as you relax in the sitting area facing the water. This four bedroom, two bath cottage has been recently renovated in a nautical decor to ensure visitors have a great... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 11
    East Boothbay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Our Maine Getaway Come by yourself or with your spouse/partner and enjoy this comfortable studio waterfront unit. Enjoy the spectacular sunsets over Linekin Bay. Rent a kayak and explore the Bay, or enjoy a walk through Linekin Preserve and the Burley Loop located just across the way from Water's... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 13
    East Boothbay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    PINE CLIFF DWELLER Pine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maximized the view with tons of windows, covered and uncovered decks and indoor... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 27
    3.5 of 5 bubbles (3) Average
    Boothbay Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Central Heating
    • Satellite TV
    • Balcony
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    4 of 5 bubbles Reviewed 14 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...
    See all reviews
    1 / 15
    5 of 5 bubbles (1) Excellent
    East Boothbay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Guests arrivals and departures are scheduled for Saturdays during the summer months but there is some flexibility in the shoulder seasons. This is a newer constructed 2 bedroom cottage on the ocean. This cottage has a private setting with its own sandy/pebbly beach, as well as a water dock and... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    5 of 5 bubbles Reviewed 15 September 2013
    We had a wonderful relaxing vacation at the Lobster House. The property was secluded and quiet. The house was comfortable. The only things I would fix would be 1) the screen...
    See all reviews
    1 / 31
    Boothbay Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Classic updated saltwater farmhouse on Southport Island, with 1 acre of private lovely grounds, gardens, stone walls, and a child's playhouse, all surrounded by trees. Waterfront on Decker Cove. Private dock with a double kayak provided. Large back deck with gas grill, dining table and chairs, and... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04576
    1 / 15
    5 of 5 bubbles (2) Excellent
    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    DASH INN is 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... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    5 of 5 bubbles Reviewed 11 August 2013
    3 bedrooms and 2 baths on two floors. A very private master suite on the bottom floor. Two fireplaces kept us cozy.
    See all reviews
    1 / 9
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    LA CABINITA, or "Little Cabin," is nestled among the spruces, pines and hardwood trees in a picturesque setting that is often the image evoked when dreaming of a Maine vacation. The open floor plan living/dining/kitchen allows for everyone to participate in conversation, or sit and enjoy the piano.... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 29
    East Boothbay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Waterfront
    • Patio
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A retreat at this rustic, clapboard New England cottage makes for the perfect, relaxing waterfront family vacation for up to eight guests. Perched in the quiet community of Ocean Point, just steps from the rocky shore and within walking distance to the community center for Ping-Pong, tennis, and a... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 35
    5 of 5 bubbles (1) Excellent
    East Boothbay
    8 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    NOTE: For groups of 12 and under, see Note Tab for special pricing. . CAPTAIN’S QUARTERS ON LINEKIN BAY Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 24
    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    SPRUCE ROCK COTTAGE Relax and enjoy the spectacular ocean views and sunsets from this Maine vacation rental. Wake to the sounds of the ocean just outside your door. This classic log cabin is nestled among the pines. You are just a short walk from the Newagen Inn for dinner or drinks, swimming or... View all property information
    Location Information
    Newagen, Southport 04576
    1 / 26
    5 of 5 bubbles (2) Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    5 of 5 bubbles Reviewed 20 July 2015
    My wife and I loved this cottage and the beautiful view! I was disappointed that TripAdvisor didn't have all the details included that the local rental company, Cottage...
    5 of 5 bubbles Reviewed 27 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...
    See all reviews
    1 / 16
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    The tiny house cottage is very well appointed using a nautical theme. There is a half bath in the cottage. Then a few steps away is the enclosed kitchen and shower. Parking is very convenient and the shore, dock and kayaks are within site of the tiny cottage. Walking to the town center,... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 26
    Southport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Come spend your vacation at the edge of the sea. Ledgemere Cottage provides you with spectacular 180 degree views of the Atlantic Ocean, Fisherman's Island, Ram Island, Squirrel Island, Entrance to Boothbay Harbor, and Cuckolds Lighthouse - not to mention the boats you will enjoy watching. Walk... View all property information
    Location Information
    Southport, Mid Coast Maine 04576
    1 / 17
    Southport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    MOLLY’S CAPEis the perfect place for an active family or those wanting to soak up some sun on the beach. Located on the west side of Southport Island, Molly’s Cape provides the perfect out-of-the-way location with easy access to Boothbay Harbor. An open-air deck and plush green lawns provide plenty... View all property information
    Location Information
    Southport, Mid Coast Maine 04576
    1 / 15
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Rustic and comfortable summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/two twin beds, sleeping porch w/one twin bed, full bath, fully equipped kitchen, fireplace in LR w/gas insert, color TV w/DVD, WiFi, enclosed front porch + large deck for entertaining.... View all property information
    Location Information
    East Boothbay, Boothbay 04544
    1 / 35
    Boothbay Harbor
    7 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Step back in time when you stay at this historic Boothbay Harbor home, a seven-bedroom cottage with a large front porch, a wonderful location, and an abundance of atmospheric Maine charm. Built in 1909, this two-level home sits at the highest point in Boothbay, just a quarter-mile from the two... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 18
    Boothbay Harbor
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    SPRUCE POINT ESTATE Wow! This house has it all! The perfect location, right on the ocean, beautiful gardens surrounding the newly renovated estate. Professional kitchen, master bed & en suite bath on the main level along with another bedroom with en suite off the kitchen. Second master suite with... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 6
    Boothbay Harbor
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in the 1800's we have extensively renovated our home. Previously a bed & breakfast , our home has three rooms w / 3 private baths located on the second floor. We are within walking distance to the harbor & all the activities in the area. Don't feel like driving? take the free trolley to &... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 15
    Southport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    BARNACLES COTTAGE is a classic Maine summer cottage and is the perfect setting for a memorable holiday. Rocky coastline, open ocean, and small private beach are just a few of the natural wonders at Barnacles. The cottage features hand-hewn beams and wide boards, original to the structure circa... View all property information
    Location Information
    Southport, Mid Coast Maine 04576
    1 / 35
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    With ocean views, a wonderful harbor-facing location, and space for five guests and one dog, this three-bedroom Boothbay Harbor home is a perfect escape for families, couples, and vacationers who want to experience one of Maine's most popular coastal towns. Built in 1864, this historic two-level... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    1 / 12
    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This house is a 2 floor, open floor plan with a full walk out basement. It has a living room, dining room and full kitchen. The very large porch and open deck are a bonus. Both are great for reading cocktails breakfast and relaxation. we have a small association beach with a swim float and dock.... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04537
    1 / 9
    Boothbay Harbor
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Porch
    • Wi-Fi
    • Housekeeping...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Large family suite, suitable for all ages located on the second floor of our private home. Separate entrance, within walking distance to the waterfront and all activities Boothbay Harbor has to offer....if you are tired hop the trolley and enjoy a leisurely ride throughout town. Enjoy the front... View all property information
    Location Information
    Boothbay Harbor, Mid Coast Maine 04538