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.

Vacation rentals in Harpswell, ME

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}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
    All 33 Rentals in Harpswell
    loading...
    Sort by
    From
    $1,123
    / Week
    Payment Protection
    View Details
    1 / 8
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    From
    $343
    / Night
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $312
    / Night
    View Details
    1 / 14
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $312
    / Night
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    PETS WELCOME HERE Secluded and quiet, Windrift sits above Stover's Cove and provides the ideal location for families that like to walk, relax, swim, and enjoy the loveliness of the Maine 'Down East' shoreline. With four large, comfortable bedrooms and two bathrooms, there is room for a large... View all property information
    Make Enquiry
    From
    $218
    / Night
    View Details
    1 / 14
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Ocean Views
    • Private Fishing...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Small house on the ocean's edge. Very private setting in a quiet neighborhood of mostly retirees. Small boat launch on property. View all property information
    Make Enquiry
    5 of 5 stars Reviewed 10 October 2014
    We have been so busy this last year that we sadly did not get around to writing this review. However it reminds me that there must be a way to escape the busyness in life -- to...
    5 of 5 stars Reviewed 19 September 2013
    My wife and I stayed here in September 2013 as it was lobster season and still quiet hot back in Texas. The pictures understate the view of the river. It was very peaceful...
    See all reviews
    From
    $2,246
    / Week
    View Details
    1 / 15
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Imagine overlooking a wide view of Casco Bay and out to open ocean, so close that you can almost dangle your feet in the gentle surf. Imagine a bright and cheerful cottage, renovated with the finest of materials and a decorator's eye. Imagine strolling down the road to the lobster dock and one of... View all property information
    Make Enquiry
    From
    $312
    / Night
    View Details
    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy spectacular sunsets from this waterfront cottage overlooking Casco Bay. Water laps at the edges of the property, ensuring a private beach full of sand, pebbles, ledges and tide pools to delight kids of all ages. Picture yourself on the deck, watching the kids explore beach nooks and crannies.... View all property information
    Make Enquiry
    From
    $321
    / Night
    View Details
    1 / 11
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This waterfront family home has it all! Admire gorgeous, expansive views of scenic Gun Point Cove from multiple decks including a wrap-around deck on the second level, and private balcony off the third floor bedroom. A beautiful private lot, surrounded by trees, with a level grassy lawn, volleyball... View all property information
    Make Enquiry
    From
    $343
    / Night
    View Details
    1 / 12
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located at the end of a private 1/4 mile road, Harbor Watch offers unmatched privacy, large living spaces, and expansive bay views. With 4 bedrooms, dining seating for up to 20, 3 full bathrooms, over 450' of deck space, and 2 living/family rooms each with large flat screens. . . there is ample... View all property information
    Make Enquiry
    From
    $499
    / Night
    View Details
    1 / 26
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    New in 2015, we are pleased to offer this comfortable, 4 bedroom, 3 bath, home located in Harpswell. Enjoy panoramic views of Harpswell Sound from this stylish home, with 300 feet of oceanfront and a four season heated solarium. The house has a casual and relaxed feel to it with its coastal decor.... View all property information
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $3,119
    / Week
    View Details
    1 / 27
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This property is on the tip of Basin Point in Harpswell Maine. This Casco Bay Victorian is as classic as you can get. Built in 1912 it has remained in the same family from generation to generation. There are many aspects of the property that is still original. Such as the bathroom with the claw... View all property information
    Make Enquiry
    From
    $1,872
    / Week
    View Details
    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Down a private road and through the trees comes Compass Rose. This newly renovated, 3-bedroom ranch located in Harpswell, Maine sits among forest and grassland with views of the opening of Quahog Bay. In front of the house enjoy the brand new deck to lounge and enjoy the tranquility or family... View all property information
    Make Enquiry
    From
    $321
    / Night
    View Details
    1 / 1
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This beautiful year-round home offers stunning Easterly water views, complete with picturesque sunrises. Enjoy your time outside on the large waterview deck, complete with plenty of patio furniture for all your outdoor needs. This home offers great amenities with its granite kitchen, massive stone... View all property information
    Make Enquiry
    From
    $250
    / Night
    View Details
    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy spectacular sunsets and a private beach from this waterfront cottage overlooking Casco Bay. This charming cottage is full of character and offers a comfortable living space, kitchen with all the necessities, three bedrooms, and washer/dryer. It features expansive water views from the upper... View all property information
    Make Enquiry
    From
    $3,119
    / Week
    View Details
    1 / 33
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Eagles Nest offers you endless opportunities for fun with its prime location. This bright, spacious home is situated on protected Middle Bay. Enjoy the coves calm waters, sip a drink from the floating dock or dine on the deck. The westerly view will have you home before the sun goes down. The... View all property information
    Make Enquiry
    From
    $134
    / Night
    View Details
    1 / 5
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Cozy ranch style home, located on a quiet, waterfront peninsula. Enjoy beautiful ocean views from the front of the cottage, and scenic coastal sunsets from the back deck. Walk down to the rocky beach area, which is also a great spot to launch a kayak. Other amenities include two Franklin Wood... View all property information
    Make Enquiry
    From
    $156
    / Night
    View Details
    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview 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
    Charming ocean front cottage with beautiful views of Gurnet Cove. Cottage has 2 bedrooms and a sleep sofa to accommodate 6 guests comfortably. Enclosed screen porch and outside deck for relaxing enjoying the ocean air with a cup of coffee or a meal watching a glorious sunset. Cottage offers a full... View all property information
    Make Enquiry
    From
    $2,371
    / Week
    View Details
    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to Heron's Perch, a family home that is open, comfortable and has access to the water from a shared dock. On the end of a dead end road you are sure have the privacy and quietness you desire. As you walk in the door there is a open first floor the kitchen, dining and living area facing the... View all property information
    Make Enquiry
    From
    $160
    / Night
    View Details
    1 / 7
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A bright and welcoming Antique Cape, centrally located in the heart of Bailey Island. Offering 3 bedrooms, 3 bathrooms, wood floors, brightly colored rooms, cozy living room fireplace, and a dining room surrounded by walls of window looking out over the two coves. Meticulously maintained flower... View all property information
    Make Enquiry
    From
    $284
    / Night
    View Details
    1 / 1
    2 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    With enough beds to sleep 7 everyone can come on vacation. The kitchen is newly updated and the house has all the amenities you could want. Sit out on the deck in the sun for the afternoon or hide away on the covered porch and watch the sunset. The pebbly beach is just steps from your door. Search... View all property information
    Make Enquiry
    Get the List
    From
    $276
    / Night
    View Details
    1 / 8
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Nestled on a lightly wooded lot is this well-kept waterfront home conveniently located only 7 miles from Bowdoin College and Brunswick amenities. Easy one story living with gorgeous sunset views over Middle Bay. Immaculate interior with recently remodeled kitchen, gorgeous fireplace, three adorable... View all property information
    Make Enquiry
    From
    $168
    / Night
    View Details
    1 / 7
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Nestled on Quahog Bay is this crisp, clean, and accommodating waterfront home. Unobstructed Easterly views to admire daily photogenic morning sunrises. Enjoy fishing and boating from your spacious dock, or a sunny afternoon on the deck with friends and family. You and your guests will enjoy... View all property information
    Make Enquiry
    From
    $624
    / Night
    View Details
    1 / 11
    5 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Wake up to the sounds and smells of the Atlantic Ocean with open ocean views over Maine's rugged coastline. This high-end New England style home is a perfect romantic getaway for a couple, or a gathering of families and friends. Including a gourmet kitchen with brick oven, exposed beams in the... View all property information
    Make Enquiry
    From
    $125
    / Night
    View Details
    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This classic Maine cottage sits in a quiet neighborhood near Stover's Point in Harpswell. Inside is charming with a long living room full of windows to enjoy the view of Stover's Cove. The new deck is the perfect spot to sit and enjoy a cup of coffee while watching the colors of the sunrise or an... View all property information
    Make Enquiry
    From
    $312
    / Night
    View Details
    1 / 8
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2500 square foot post & beam home boasts admirable finishings and impressive craftsmanship. This spacious home offers a place for everyone to retreat to, while still enjoying the luxury of vacationing as a group. Numerous decks and balconies, as well as walls of windows and sliders bring the... View all property information
    Make Enquiry
    From
    $284
    / Night
    View Details
    1 / 1
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This adorable three bedroom cottage is located at the end of Tondreau's Point on Great Island; a charming, quiet peninsula. On the East side of the cottage you will find the pebbly beach and beautiful views of the bay. On the Western side of the cottage is the private dock perfect for boating,... View all property information
    Make Enquiry
    From
    $196
    / Night
    View Details
    1 / 1
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This cozy home sits right on the water's edge in Cundy's Harbor. Enjoy the views of the water from most rooms in the house. The inside of this two bedroom, two bathroom house is newly renovated with beautiful new floors, new kitchen, updated bathrooms that help you feel like you are at home.... View all property information
    Make Enquiry
    From
    $276
    / Night
    View Details
    1 / 1
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This spacious two-story, year round, home offers 4 bedrooms, 2.5 bathrooms and sweeping Easterly open ocean views. Enjoy fantastic ocean frontage, and the rocky beach area located right off the deck. If you are looking for spectacular sunrises this is a great spot! This house is located on a quiet... View all property information
    Make Enquiry
    From
    $267
    / Night
    View Details
    1 / 7
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Harbor Lights is a magnificent waterfront cottage with sweeping views of the open ocean, rugged islands and Cundy's Harbor, a lovely fishing village with its own lobster dock. This newly renovated bright and airy home is off the beaten path in Cundy's Harbor, yet it is less than 15 minutes to... View all property information
    Make Enquiry
    From
    $177
    / Night
    View Details
    1 / 1
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This property has over 200 feet of prime shoreline directly on Stover's Cove. It is a beautiful setting for vacationers who plan to boat, kayak, swim or relax and enjoy the scenery. The house can very comfortably sleep 8. The outdoor seating areas are beautiful for entertaining and the horse shoe... View all property information
    Make Enquiry
    From
    $196
    / Night
    View Details
    1 / 1
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This charming Ranch style home is private, sunny, and centrally located only 6 miles to Brunswick. Sit on the east facing porch and watch the lobstermen haul traps, or watch as the beautiful yachts sail by on their way to the Great Island Boat Yard just up the way! This property has a nice dock to... View all property information
    Make Enquiry
    From
    $284
    / Night
    View Details
    1 / 8
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Gull Perch is an architectural delight, that sits on the waters edge of Gun Point Cove on a narrow peninsula. An abundance of Spruce and Fir trees create a nice sense of privacy. Expansive views to watch the beautiful coastal sunsets and the ever changing colors of the rippling, tidal waters. Watch... View all property information
    Make Enquiry
    From
    $231
    / Night
    View Details
    1 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Come and stay in the Cottage by the Sea. A relaxing place you’ll love to be. Located on beautiful Tondreau Point, Mill Cove side You’ll be content weather it’s low or high tide. Savor your morning coffee on the deck in the sun. Our lovely ocean views are second to none. Your days may be spent... View all property information
    Make Enquiry