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Family-friendly vacation rentals in South Bristol

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in South Bristol

  • Total vacation rentals

    Explore 100 vacation rentals in South Bristol

  • Nightly prices starting at

    South Bristol vacation rentals start at G$23,012 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of South Bristol vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Bristol rentals

  • 4.9 Average rating

    South Bristol stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in South Bristol

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

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Top guest favorite
A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.
Guesthouse in South Bristol

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)

KitchenFamilyParks

4.98 out of 5 average rating, 466 reviews
Top guest favorite
A bright living area features wooden walls and natural light from two large windows. A dining table with four chairs is central, accompanied by a coffee table and two floral-patterned sofas. A wall-mounted television is visible, alongside an air conditioning unit.
Cottage in South Bristol

Cottage on an island on the end of a peninsula N

This is one of four, two bedroom cottages located on Rutherfords Island in South Bristol, Maine. These cottages are next to each other.Our electricity is provided by our grid tied solar array. We are a five minute walk from the Atlantic Ocean, the Damariscotta River, and John's Bay. South Bristol is a small town 14 miles from Damariscotta,where the closest grocery store is located. We are a working fishing village, and lobsters and fresh fish are readily available at the local lobster pounds.

Indoor spacesKitchenBathroom

4.93 out of 5 average rating, 154 reviews
Top guest favorite
The exterior of the guest house is shown, featuring a light-colored facade with large front windows. A wooden deck is accessible via steps on one side, while two garage doors are visible at the ground level. Surrounding greenery and a well-maintained lawn contribute to the inviting environment.
Home in South Bristol

Hermit Thrush House

The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

FamilyIndoor spacesCheck-in

4.97 out of 5 average rating, 119 reviews
Guest favorite
The cottage exterior features a welcoming front porch with white railings and blue steps. A red door is flanked by blue shutters and adorned with vintage-style lanterns. Lush green plants and vibrant flowers enhance the inviting atmosphere, while a small blue bistro set provides a cozy spot for outdoor seating.
Cottage in Bristol

POST OFFICE COTTAGE Pemaquid Point

We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

Indoor spacesKitchenHeating

4.77 out of 5 average rating, 120 reviews
Top guest favorite
Treehouse in Pownal

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

FamilyIndoor spacesHiking

4.99 out of 5 average rating, 192 reviews
Top guest favorite
The cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.
Cottage in Boothbay Harbor

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 496 reviews
Top guest favorite
A serene two-story studio cabin is surrounded by lush greenery and vibrant wildflowers. Tall trees provide shade, and a balcony is visible, accentuated by green awnings. The structure features a rustic wood exterior, harmonizing with the natural landscape of rural Maine.
Apartment in South Bristol

Serenity, Privacy, Clean and Bright

This large studio can be rented by the week only June - September. A high ceiling, many windows and skylights give this space a feeling of spaciousness. On a private road. A short walk takes you to the Damariscotta River. Perfect for artists, writers and those looking for a retreat space. 10 miles away are great cafes, stores, a movie theater, a health food store "better than Whole Foods", a lighthouse and a beautiful beach. Close by are countless spectacular walking trails.

Indoor spacesKitchenCheckout

5.0 out of 5 average rating, 134 reviews
Top guest favorite
A dark blue oval sign displaying the name 'West Winds at Pemaquid' features an anchor design, indicating a nautical theme. The sign is framed in silver and includes the establishment year '2016,' suspended by a chain against a backdrop of green trees.
Apartment in Bristol

Welcome to "West Winds at Pemaquid"

Take a moment to unwind with a leisurely walk along the natural pathway leading to Coombs Cove off John's Bay. Sit quietly and watch the tide ebb and flow, or lose yourself in that book you've been meaning to read. It's an ideal retreat for couples seeking breathtaking scenery and tranquil solitude. Built in 2017, West Winds features two bedrooms, a full bathroom, a cozy living room, an eat-in kitchen, laundry facilities, and WiFi—everything you need for a relaxing getaway.

FamilyIndoor spacesCheck-in

5.0 out of 5 average rating, 176 reviews
Guest favorite
Townhouse in Boothbay

Captain Fuller House: Boat Builders Retreat - Main

Wake up to sweeping views of Linekin Bay at this pet-friendly coastal retreat . Nestled in a quiet neighborhood, the home sleeps 6–8 guests with three bedrooms and two full bathrooms, perfect for families or small groups. Enjoy peaceful waterfront scenery, fresh ocean air, and easy access to Boothbay Harbor. Modern comforts include an on-site EV charger, while classic Maine charm makes it an ideal place to relax, recharge, and enjoy life by the bay—paws included.

Indoor spacesFamilyAccess

4.78 out of 5 average rating, 132 reviews
Top guest favorite
The exterior of a rustic mid-century cabin is framed by lush greenery, featuring a screened-in porch and wooden deck. Stairs lead up to the entrance, and natural stone accents create a seamless blend with the surrounding landscape.
Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 284 reviews
Guest favorite
A serene inlet is depicted, with calm waters reflecting boats and docks. The surrounding greenery features vibrant yellow wildflowers, and lush trees line the waterfront, creating a peaceful atmosphere. Several boats are anchored, while the calm water reflects the sky and nearby structures.
Home in South Bristol

Rustic Waterview Maine Cottage

Our place is close to great views, historic Rutherford Island, 20 minutes from Damariscotta shopping, dining, and small town charm, the beach, the best antiquing, and quintessential Maine in the summer. You’ll love it because of the view, the charm of an original 200 year old home, the friendly neighbors, the great local food and flavor, the peace and stillness, and “the gut" fishing inlet.

Indoor spacesFamilyHiking

4.85 out of 5 average rating, 168 reviews
Guest favorite
A fire pit area features a circular arrangement of brightly colored chairs on a well-maintained lawn. The ocean view is visible in the background, framed by trees. Gentle waves can be seen at a distance, enhancing the tranquil outdoor space.
Cottage in New Harbor

Captains View at Pemaquid Point

Brand New Construction 2021!! Sitting on almost 3 acres on Pemaquid Point with ocean view, beautiful sunsets, pounding surf, white sand beach, tidal pools, and your own cathedral forest to play in , have a picnic or whatever you want- Captains View is part of Cottages at the Point and is the sister cottage to Arch Angel. Rent one or both!

FamilyIndoor spacesLayout

4.97 out of 5 average rating, 104 reviews

Popular amenities for South Bristol family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
The tree dwelling is elevated among sturdy trees, featuring a wraparound balcony surrounded by foliage. Large windows invite natural light, offering views of the lush surroundings. A rope bridge connects to another elevated structure, enhancing the unique treehouse experience.
Treehouse in Georgetown

Modern Treehouse w/Water Views+Cedar Hot Tub

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 467 reviews
Top guest favorite
A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.
Place to stay in Owls Head

A comforting sweet off grid cabin near the beach!

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 307 reviews
Top guest favorite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Indoor spacesKitchenWifi

5.0 out of 5 average rating, 209 reviews
Top guest favorite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

Indoor spacesKitchenView

4.99 out of 5 average rating, 389 reviews
Guest favorite
Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesFamilyValue

4.9 out of 5 average rating, 145 reviews
Top guest favorite
Two Adirondack chairs are positioned on a rocky area overlooking a serene waterfront. Trees frame the scene, with the sky displaying soft hues of pink and orange during sunset. The calm water reflects the natural beauty of the surroundings.
Home in Phippsburg

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

FamilyIndoor spacesComfort

4.97 out of 5 average rating, 116 reviews
Top guest favorite
Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

KitchenIndoor spacesGrill

4.98 out of 5 average rating, 173 reviews
Guest favorite
A modern A-frame structure is nestled within a wooded setting, featuring a dark exterior with wooden accents. Adjacent, a spacious gazebo is set on a gravel patio, furnished with a dining table and a comfortable seating area, surrounded by trees offering a sense of privacy.
Tiny home in Wiscasset

Tiny A-Frame Romantic Getaway

KitchenIndoor spacesCheckout

4.91 out of 5 average rating, 169 reviews

Family- and pet-friendly home rentals

Guest favorite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb

Charming Cottage With Spectacular Water View

KitchenFamilyCleanliness

4.97 out of 5 average rating, 381 reviews
Top guest favorite
Home in Georgetown

Cottage on Todd Bay

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 154 reviews
Top guest favorite
A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.
Home in Friendship

Maine Waterfront Hideaway

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 130 reviews
Top guest favorite
The two-story cottage features a welcoming front porch with a green roof and an American flag. A gravel driveway leads to the house, surrounded by trees and green lawns, offering a peaceful and private setting.
Home in Bristol

Coastal Maine Retreat · Fire Pit · Walk to Harbor

KitchenFamilyHospitality

4.96 out of 5 average rating, 105 reviews
Top guest favorite
The exterior of the cottage features a welcoming wooden deck with seating underneath a blue umbrella, surrounded by green grass and blooming flowers. A fire pit and two Adirondack chairs are positioned on the lawn, providing a cozy outdoor gathering space.
Cottage in Boothbay

Cottage in the woods on Ocean Point

Indoor spacesKitchenValue

5.0 out of 5 average rating, 136 reviews
Guest favorite
The front entrance showcases a vibrant red door framed by two sconces, inviting guests inside. Steps lead up to a spacious deck, which is flanked by decorative flower pots. The house features a classic shingle exterior, accented by charming dormer windows.
Home in Boothbay Harbor

Renovated home with amazing waterfront views

Indoor spacesKitchenParking

4.92 out of 5 average rating, 166 reviews
Guest favorite
A three-story cottage is nestled on a hillside, showcasing large bay windows and a charming balcony adorned with decorative elements. Lush greenery surrounds the home, complementing its gentle color scheme against a clear blue sky.
Home in Southport

Maine Cottage/Your Year-Round Destination

Indoor spacesKitchenAmenities

4.92 out of 5 average rating, 106 reviews
Guest favorite
Cottage in Harpswell

Quaint & Peaceful Designer's Oceanfront Cottage

KitchenIndoor spacesCheck-in

4.87 out of 5 average rating, 239 reviews

Family-friendly home rentals with a pool

Top guest favorite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

FamilyKitchenBathroom

4.99 out of 5 average rating, 245 reviews
Guest favorite
Home in South Thomaston

Large private area, close to Rockland

Indoor spacesFamilyPets

4.94 out of 5 average rating, 113 reviews
Top guest favorite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

KitchenIndoor spacesCheckout

4.97 out of 5 average rating, 174 reviews
Top guest favorite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

FamilyKitchenQuiet

5.0 out of 5 average rating, 113 reviews
Guest favorite
The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.
Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

Indoor spacesKitchenNearby

4.95 out of 5 average rating, 700 reviews
Top guest favorite
Apartment in Portland

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

KitchenIndoor spacesLocation

4.97 out of 5 average rating, 518 reviews
Guest favorite
The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.
Guest suite in Portland

Resort-like 2 bed/1 bath - seasonal pool/hot tub

KitchenFamilyAmenities

4.93 out of 5 average rating, 145 reviews
Guest favorite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth

Portland & Beach & Lighthouses! Romantic! Lovely

KitchenFamilyValue

4.87 out of 5 average rating, 611 reviews

When is the best time to visit South Bristol?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$63,180 GYDG$60,669 GYDG$60,669 GYDG$66,108 GYDG$52,301 GYDG$66,108 GYDG$62,761 GYDG$65,272 GYDG$58,159 GYDG$57,740 GYDG$64,435 GYDG$65,481 GYD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Destinations to explore