
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.

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 couple's getaways, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, dishwasher & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall, Bass Harbor Light, Echo Lake Beach & more.

"Schoolhouse," a Boutique Home & Writer's Studio
Formerly a schoolhouse on the "quietside" of MDI, this home was redesigned by a NYC architect (Wake), and sits a block from the harbor in Manset, home of Acadia National Park. An additional exterior dwelling accommodates guests who desire an "away space" for work or solitude between hikes and al fresco dining. Bosch and Cafe appliances, local original art, Ann Sacks tiles, the finest linens & custom woodwork celebrate this home in a Scandinavian modern vibe. Vespa charging. Room for 1-2 cars.

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).

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.

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.

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!

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.

The Seamist Cottage - Converted Historic Barn
Cozy, fully converted historic barn within easy walking distance to the rocky shore of Bass Harbor, a busy lobstering port. An ideal, pet friendly, home base while exploring Acadia National Park. The Seamist is located on "the quietside" of the island. Six minutes from Southwest Harbor and thirty minutes to Bar Harbor, the Seamist also offers guests private hot tub access! Two guests maximum, not a suitable space for children. Please keep allergies in mind when booking. No smoking.

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.

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.

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.

Otter Creek Retreat hosted by Elaine & Richard
Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.
Popular amenities for Southwest Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Belfast Ocean Breeze

Cute Midcoast Cottage w Hot Tub

Beachfront Guest Cottage - Year-round Hot Tub!

11 Cute 1Br Acadia Cottage Open Hearth Inn

Secluded Retreat w/ Luxe Hot Tub & Forest Views

A comforting sweet off grid cabin near the beach!

Unique, Colorful Off-Grid Cabin

A waterfront home on the rugged Maine coast.
Family- and pet-friendly home rentals

Modern Tiny House Coastal Retreat (Private Sauna)

Cozy cottage in Orland Village-Penobscot Bay area

Quiet 2-bedroom house on Acadia's doorstep.

Large adorable 1 bedroom loft with ocean frontage

Camp Ottah' Knot Rustic Camping Cabin 2

NEH Estate: Walk to town, shops and harbor

Your Mount Desert Island Base Camp

On the water. Walk to Southwest Harbor
Family-friendly home rentals with a pool

Lovely 1 bedroom loft above garage, with big yard.

Deluxe Cabin A at Wild Acadia

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

The Jarvis Homestead | Historic Maine Mansion

Lawn Cottage - Newly Renovated 2024

Loon Sound Cottage, On the Water

Park Place in the Heart of Bar Harbor

Ocean View Retreat with Pool / Hot Tub
Quick stats about holiday rentals that are family-friendly in Southwest Harbor
Total rentals
340 properties
Nightly prices starting at
$184 AUD before taxes and fees
Total number of reviews
17K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Wi-Fi availability
340 properties include access to Wi-Fi
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- Acadia National Park
- Northeast Harbour Golf Club
- Samoset Resort
- Hermon Mountain Ski Area
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Kebo Valley Golf Club
- Farnsworth Art Museum
- Spragues Beach
- Lighthouse Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- The Camden Snow Bowl
- North Point Beach
- Hero Beach
- Rockland Breakwater Light
- Hunters Beach
- Billys Shore
- Gilley Beach
- Sweetgrass Farm Winery and Distillery