Family-friendly holiday rentals in Harpswell

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Harpswell

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

28 Mar – 4 Apr

₹12,890 per night

Guest favourite

Guest house in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

22–29 Oct

₹11,440 per night

Guest favourite

Flat in Orr's Island

4.91 out of 5 average rating, 109 reviews

Shore House, Posey Unit - Ocean Front Property

On top of the world in this second level unit of a multi-unit house. Lovely views from the scenic deck over looking a working wharf on Garrison Cove and Casco Bay. The unit has 2 bedrooms (additional accommodations to sleep up to 6), one bath, and a full kitchen and breath taking sunsets Dogs allowed upon approval. Must not be big barkers and well behaved pets. We want to be courteous of all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

25 Nov – 2 Dec

₹14,827 per night

Superhost

Cottage in Harpswell

4.9 out of 5 average rating, 124 reviews

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

3–10 Oct

₹40,992 per night

Guest favourite

Flat in Lisbon falls

4.95 out of 5 average rating, 383 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

19–26 Mar

₹8,272 per night

Guest favourite

Treehouse in Georgetown

4.98 out of 5 average rating, 404 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

14–21 Dec

₹28,248 per night

Guest favourite

Guest suite in Brunswick

4.93 out of 5 average rating, 314 reviews

Art House Gallery guest suite

Welcome come stay at our 2 Bedroom guesthouse/duplex convenient to everything,walking distance to downtown 15 minutes to Freeport 25 minutes to Portland.smoke-free,private entrance ,WiFi,washer/dryer,full kitchen,pet friendly,40"TV smart tv with Netflix and Hulu, 5 minutes to Bowdoin College! Free eggs from our chickens included! And while in season help yourself to our vegetable garden. Fire pit area grill and outdoor dining area. We recycle and compost!

24–31 Mar

₹9,709 per night

Guest favourite

Flat in Freeport

4.91 out of 5 average rating, 195 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

This very spacious and light filled apartment has beautiful views of a marsh and the headwaters of the Harraseeket River. It is also across the street from a 100+ acre bird sanctuary. There is a queen bed in the bedroom, a twin in the large living room, and a twin in a small nook under the eaves off of the kitchen. You can put kayaks in across the street and it is a short 20 minute walk into downtown Freeport. Great year-round location.

8–15 Nov

₹9,257 per night

Guest favourite

Flat in Brunswick

4.98 out of 5 average rating, 142 reviews

Garden view near Bowdoin College

Bedroom, full bathroom and laundry facility with private entrance. We are located in one of Brunswick’s most desirable neighborhoods: two blocks from the center of town, a 10 minute walk from Bowdoin campus. Historic downtown Brunswick. This is a perfect nightly rental for parents of Bowdoin athletes coming to catch the home game of their son or daughter.

17–24 Aug

₹13,162 per night

Guest favourite

Guest house in Topsham

4.97 out of 5 average rating, 206 reviews

Brunswick Riverfront Garden Cottage

Facing Brunswick across the river, Bowdoin College, ocean beaches, fishing, kayaking, canoeing, restaurants. Love how it is situated, among beautiful gardens, on the river. And the two room post and beam cottage, contemporary and antique furniture. New kitchenette, new bath. Two wonderful bedrooms. Deck, barbecue, picnic table. In historic district.

10–17 Oct

₹10,834 per night

Guest favourite

Home in Brunswick

4.93 out of 5 average rating, 212 reviews

A cozy, cute and comfortable house.

Cute and comfortable, 5 min. walk to restaurants, fast food, coffee shop, groceries and shopping centers. Also, bowling alley, miniature golf, driving range and cinema. Minutes by car to The Brunswick Executive Airport Downtown Brunswick Bowdoin College Maine State Music Theater Mid Coast Hospital Bailey Island Historic town of Bath

29 Sep – 6 Oct

₹12,458 per night

Superhost

Flat in Harpswell

4.83 out of 5 average rating, 240 reviews

Sunny Apartment on the Ocean.

Sunny one bedroom apartment above a 2 car garage with ocean views from both windows. Breakfast bar with 4 burner stove and small refrigerator. Large living room with an additional single bed and pull out sofa. Property is on Casco Bay. Patio and fire pit by the water. Great for kayaking and other water sports.

20–27 Nov

₹9,518 per night