Family-friendly vacation rentals in Southwest Harbor

4.91 out of 5 average rating, 243 reviews

A two-story cottage is surrounded by snow, featuring a colorful display of buoys on one side. A deck with glass railing overlooks the winter landscape from the upper level, while the lower floor has a vibrant turquoise door amidst greenery.

Cottage in Tremont

Cottage near Lighthouse, Trails, Ocean & Seafood

'Big Moose' is a bright, airy cottage in the woods of Bass Harbor just down the street from the famous picturesque Bass Harbor Lighthouse. Enjoy the large tub/shower after a day of hiking and sight seeing. Outdoor grill and fire pit. Minutes to several of Acadia's hikes and sites, restaurants, the quaint seaside towns of Bass Harbor and Southwest Harbor, and a scenic 30 minute drive to Bar Harbor! We're happy to allow pets upon request for a $150 fee paid separately through Airbnb after booking.

Cabin in Southwest Harbor

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.

4.95 out of 5 average rating, 215 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 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.

A modern living area is highlighted by a blue sofa adorned with decorative pillows and a wooden coffee table. A cozy stove rests in the corner, providing warmth. Light enters through a nearby window, illuminating artwork on the walls and creating a calm atmosphere.

4.98 out of 5 average rating, 107 reviews

"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.

4.99 out of 5 average rating, 139 reviews

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

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.

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.

4.97 out of 5 average rating, 153 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!

Superhost

A light-filled living area features a comfortable couch draped with a quilt. A rustic wooden coffee table sits on a soft area rug, while a simple TV stand holds an entertainment console. A staircase leads to the upper level, complemented by nautical decor.

Barn in Tremont

4.88 out of 5 average rating, 323 reviews

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.

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.

4.91 out of 5 average rating, 133 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.

Cabin in Southwest Harbor

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.

4.95 out of 5 average rating, 103 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.

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.

4.95 out of 5 average rating, 122 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.

Apartment in Southwest Harbor

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.

4.94 out of 5 average rating, 268 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.

4.99 out of 5 average rating, 189 reviews

A bright living area features large windows that allow ample natural light, with a view of the outdoors. A comfortable sofa and a small coffee table are positioned on a light carpet, while decorative lamps provide additional lighting. Colorful curtains adorn the windows.

Apartment in Tremont

Duck Cove Apartment

Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;