Family-friendly holiday rentals in Southwest Harbor

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Top-rated family-friendly rentals in Southwest Harbor

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

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Top guest favourite
The interior of the tiny house features wood-paneled walls and high ceilings with exposed beams. Natural light floods the space through multiple windows. A small kitchenette with a two-burner gas stove and a sink is visible, alongside a dining area with two chairs positioned near a window.
Tiny home in Southwest Harbor
4.98 out of 5 average rating, 284 reviews

Rustic Manset Tiny House

Experience living tiny in this lovingly built small scale space that includes everything you need for a cozy getaway. Return from a day of hiking in Acadia National Park to soak in the clawfoot tub or relax on the tiny deck, with a glimpse of the ocean. This 20ft x 8ft tiny home is situated in a backyard, a short walk from Manset Town Dock and Peter Trout Tavern, and a five-minute drive from Southwest Harbor and parts of Acadia National Park (about 20 min to longer hikes and the loop road).

Top guest favourite
A charming cottage is nestled among trees, featuring a stone fireplace and a covered porch. The light-colored exterior blends harmoniously with the natural surroundings. Two chairs are placed on the porch, inviting relaxation while offering views of the nearby water.
Cottage in Swans Island
4.98 out of 5 average rating, 101 reviews

Quaint Oceanfront Island Cottage, off Bar Harbor

Feel the stress melt away at Barnacle Hall, a peaceful, romantic getaway w/ stunning water views, just steps to the sea. This snug & welcoming cottage is tucked away in tranquil Burnt Coat Harbor, with its own private rocky beach and a bluff with radiant Maine island sunsets. Truly unwind, stepping into a by-gone era in this quaint cottage, w/ a charming stone fireplace w/ woodstove. Rustic-feeling, with full services. Families welcome! Wifi now available. [NOTE: Not a great option for Acadia]

Top guest favourite
A newly constructed yurt is surrounded by tall trees in a forest setting. It features a green exterior with large windows and a welcoming front porch. The structure is elevated on a wooden deck, providing access to the serene lawn area shaded by scattered trees.
Yurt in Southwest Harbor
4.99 out of 5 average rating, 143 reviews

Old Acadia Ranger Yurt at Long Pond

Newly Constructed. Old Acadia Ranger Yurt, a 25 ft. Yurt nestled in the pine and maple forest 1/4 mile from Long Pond and Acadia National Park hiking trails. New construction includes a full bath with a large walk-in shower, kitchen with gas stove/oven, microwave, refrigerator, dinette table w/ seating. Bedding includes, 1 Queen sized bed, 1-fold down double couch, Queen bed in loft, and 1 rollaway cot. Towels and bedding provided. Four (4) guests only (no exceptions). Pets are not permitted.

Superhost
Home in Southwest Harbor
4.87 out of 5 average rating, 206 reviews

Quiet side ranch home SW Harbor. Prime MDI locale

This comfortable home named the Autumn Lodge located in the lively picturesque village of Southwest Harbor can be enjoyed year round. Classic ranch home with open updated design and decorated with the colors of fall. Fully equipped kitchen with granite counters, dishwasher, and informal kitchen dining on the bar. Gas log fireplace. Private outdoor space. Harbor frontage on opposite side of the street. In town location walkable to restaurants & shops. Check out my other listing.

Guest favourite
A fire pit area is surrounded by four Adirondack-style chairs, set on a grassy patch. Views of the harbor and surrounding trees provide a tranquil backdrop, with the cottage’s red exterior visible in the corner of the image. The scene captures a peaceful outdoor gathering space.
Cottage in Southwest Harbor
4.97 out of 5 average rating, 156 reviews

Southwest Harbor Cottage

Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Top guest favourite
The exterior of a cedar cottage is showcased, featuring a welcoming porch with white rocking chairs. Bright red flowers and lush greenery surround the entrance, while solar panels are installed on the roof. A stone path leads to the steps, inviting guests to explore.
Home in Southwest Harbor
4.99 out of 5 average rating, 203 reviews

Evergreen Hill in Acadia National Park

Evergreen Hill is a cheery cedar cape set up on a private half acre of fir and native blueberry. Just a mile from Acadia trails and beaches, this humble cottage has a peaceful island vibe, relaxing family spaces, a fenced yard, and great front porch, with no dog or cleaning fee. Eat lobster year round, visit Bar Harbor, take the family on a boat ride to see Mount Desert Island's 26 peaks from the water. Come in winter to work and play, hike the snow covered mountains, ice skate and XC ski.

Top guest favourite
The charming A-frame cabin is framed by lush trees, featuring a sloped roof and a welcoming red door. The front deck hosts two seating areas, complemented by vibrant seasonal flowers in terracotta pots, creating a serene outdoor space.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 229 reviews

Poet's Cabin - Year-round Acadia A-Frame Getaway

If you're looking for a beautiful cabin in the woods on the Quietside of Mount Desert Island, you've found it! A perfect spot for couples, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, DW & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach, & more!

Guest favourite
A cozy cottage is nestled on a waterside deck, surrounded by lush greenery. The scene features a calm harbor reflecting the blue sky and fluffy clouds, with rocky shores and distant homes visible along the waterfront.
Cottage in Southwest Harbor
4.91 out of 5 average rating, 136 reviews

Seaside Cottage, Southwest Harbor & Acadia

Our cozy family cottage on the "Quiet Side" of Mount Desert Island has panoramic views of Southwest Harbor and the Cranberry Islands. Watch the tide and boats come and go from your bed! High tide splashes below the cantilevered deck. Quaint downtown shopping & dining is just 3/10 mile along a sidewalk. Several access points to Acadia National Park less than 5 miles away; downtown Bar Harbor is a 25 minute drive. The cottage is ideal for couples or families with supervised children.

Top guest favourite
A rustic cabin is nestled among trees, featuring a wraparound deck with sliding glass doors and multiple windows. The outdoor area includes a seating arrangement around a fire pit and a mix of stone and paved pathways, with natural landscaping enhancing the serene environment.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 108 reviews

Seawall Cabin - Peaceful woods retreat in Acadia

Enjoy the peace, tranquility, and solitude of your private and secluded luxury cabin tucked into the woods and just minutes away from the ocean and some of Acadia's best oceanside views and hikes. A true nature retreat. Listen to the ocean waves and the clang of buoy bells around the fire pit at night. The charming town of Southwest Harbor is 7 minutes away. Walk to the legendary Charlotte's Lobster Pound at the end of the road. Easy and beautiful 25 minute drive to Bar Harbor.

Guest favourite
A bright and airy sunroom features large windows allowing natural light to fill the space. An inviting wooden bench sits against the wall, complemented by a colorful rug. Bar stools are positioned along the counter, enhancing the open design of the room.
Cottage in Southwest Harbor
4.94 out of 5 average rating, 127 reviews

Cheerful 3-Bedroom Cottage moments from ocean

Mimi's Cottage is your getaway home located in the heart of Mount Desert Island. Acadia National Park is next door, as well as lighthouses, the ocean, and many outdoor activities for the whole family. We offer a welcoming rental experience for large and small groups. We are within moments of the ocean and our quaint little village of Southwest Harbor. Mimi's Cottage is thoughtfully furnished for young and old, and offers the perfect space for your Downeast Maine adventures.

Guest favourite
A serene view of the ocean is captured through tall pine trees, with sunlight reflecting on the water. A vibrant patch of purple flowers is visible in the foreground, complemented by green grass. Two striped chairs are placed, suggesting a tranquil outdoor space.
Home in Tremont
4.8 out of 5 average rating, 101 reviews

The Barnacle Cottage near Acadia

Charming tidal shore front, simple cottage located in very quiet area on desirable Lopaus Point, in the fishing village of Bernard. Lovely ocean views with spectacular sunsets. Great place to use your kayak, canoe, wading boots & bicycle. Full bathroom with shower. Open concept downstairs with kitchen/dining/living room and a grand piano, with a library of nice books. SECOND LEVEL: Half bath. 2 bedrooms with 1 double bed and 1 single bed each. Alcove with a youth bed.

Top guest favourite
The exterior view of a charming two-story building features blue and white striped awnings above large windows. The façade is painted in crisp white with a blue base, offering a welcoming appearance. A well-maintained sidewalk extends in front of the structure, bordered by a small parking area.
Flat in Southwest Harbor
4.95 out of 5 average rating, 293 reviews

Sea Breeze

This is a two bedroom and one and a half bath upstairs apartment. It is located in the center of downtown Southwest Harbor. Surrounded by restaurants, boutiques and art galleries. Walk downstairs to enjoy all Southwest Harbor has to offer. The apartment is walking distance to a working waterfront harbor where you can watch the fishing boats come and go. Mount Desert Island is surrounded by Acadia National Park all within a short drive from the apartment.

Popular amenities for Southwest Harbor family-friendly rentals

When is the best time to visit Southwest Harbor?

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Avg. price$303 SGD$288 SGD$303 SGD$302 SGD$383 SGD$453 SGD$558 SGD$550 SGD$448 SGD$462 SGD$303 SGD$320 SGD
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Quick stats about holiday rentals that are family-friendly in Southwest Harbor

  • Total holiday rentals

    Explore 330 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 17,250 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    330 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

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