Cottage vacation rentals in Southwest Harbor

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Top-rated cottage rentals in Southwest Harbor

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
A view of a traditional cottage set against a backdrop of trees and the ocean. The cottage features a grey shingle roof and light-colored siding. Beyond the house, sailboats can be seen on the water, framed by the greenery of the surrounding landscape.
Cottage in Southwest Harbor
4.95 out of 5 average rating, 102 reviews

Harborside~Seaglass Beach~Dock~5 min to Acadia

Harborside on Main is a lovingly restored, traditional coastal New Englander cottage located on the hillside above beautiful Southwest Harbor, just 1 mile from Quietside Acadia’s best oceanfront hiking trails. Steps outside the maritime village of SW Harbor with semi-private ocean access, seaglass beach, dock, firepit, and a short walk to all village amenities: the town pier, local bars, restaurants with live outdoor music overlooking the marina, & a private charter on a wooden Friendship sloop.

Guest favorite
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
4.9 out of 5 average rating, 252 reviews

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.

Top guest favorite
The one-story cottage is surrounded by trees, situated on a grassy area. A gravel path leads up to the front door, which is flanked by a small porch. Two lawn chairs are positioned nearby, inviting relaxation in the tranquil setting.
Cottage in Bar Harbor
4.97 out of 5 average rating, 351 reviews

Ledgewood Grove Cottage in Bar Harbor

Year-round! This tidy cottage comes fully equipped for a pleasant stay in Bar Harbor. The perfect location, tucked off the main road with easy access, puts guests a 10 min. drive from downtown Bar Harbor, and a 6 min. drive from the Acadia National Park entrance and visitor center. This property is located just a few minutes walk from the Free Acadia Shuttle bus route(seasonal). Ledgewood Grove includes a full-size washer/dryer, WIFI, TV, outdoor gas grill, & much more! Rental Lic.#: VR1R25-165

Guest favorite
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!

Guest favorite
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.

Guest favorite
A charming converted barn stands in a natural setting. The exterior features a sloped roof and two prominent doors flanked by large windows, all painted in a crisp white. A wooden deck with white railings offers an inviting entry, surrounded by a gravel driveway and trees.
Cottage in Southwest Harbor
4.95 out of 5 average rating, 165 reviews

The Carriage House

The Carriage House is a charming converted barn in Southwest Harbor within walking distance of downtown. Multiple Acadia National Park access points are within 2 miles of the Carriage House. Bar Harbor and the Park Loop Road are 20 minutes away. A perfect hideaway for 2 people looking for a quaint retreat. The Carriage House was recently renovated and air conditioning recently added. The perfect spot for a getaway. 3 night minimum stay unless otherwise indicated on the calendar.

Guest favorite
Cottage in Blue Hill
4.86 out of 5 average rating, 252 reviews

Brand new cottage close to downtown Blue Hill

The cottage is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of Blue Hill Bay. This is an edge wood retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bears down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is a 50 min drive from here. Oh man, you are free!

Guest favorite
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.

Top guest favorite
A charming red cottage exterior is framed by lush greenery and tall trees. Steps lead to the entrance, which features decorative accents and an American flag. Potted plants adorn the porch, adding touches of color to this welcoming entryway.
Cottage in Ellsworth
4.99 out of 5 average rating, 114 reviews

Gateway Cottage Acadia National Park Bar Harbor

Keep life simple at this cozy, peaceful and private little "cottage in the woods". Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, Lobster Fishing tours. Less than 5 minutes from local Ellsworth restaurants, unique shops, gas stations and supermarkets. The enclosed sunroom is perfect for morning coffee, winding down at the end of the day with a glass of wine or curling up with a good book on the boat bed.

Top guest favorite
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.
Cottage in Southwest Harbor
4.98 out of 5 average rating, 111 reviews

"Schoolhouse," a Boutique Home & Writer's Studio

A former schoolhouse reimagined by NYC architect Wake Design, this Scandinavian-modern retreat sits a block from the harbor on the serene "quietside" of Mount Desert Island. A separate exterior dwelling offers guests a private escape for work or solitude. Inside, Bosch and Café appliances, Ann Sacks tiles, custom woodwork, original local art, and the finest linens reward every glance. Vespa charging and parking for two.

Top guest favorite
A modern kitchen is featured, adorned with wooden cabinets and a countertop. Stainless steel pots and utensils are neatly arranged on the stove. A small dining table is set with a bottle of wine and fresh fruit. Natural light floods the space through a window.
Cottage in Mount Desert
4.98 out of 5 average rating, 484 reviews

Cottage by Acadia National Park

Located by the Giant Slide Trail and bordering Acadia National Park the nature enthusiast will enjoy the comfort and central location of this cottage on Mt. Desert Island. Making touring in Acadia easy with trails, sites, and Bar Harbor within easy access. Walk right from the cottage to access the carriage roads and the Giant Slide Trail which leads up Sargeant Mountain.

Top guest favorite
A bright living space features large panoramic windows that offer views of the serene ocean and nearby village. A dining table with four chairs stands beside a beige area rug. A white sofa is placed adjacent to the windows, with natural light illuminating the room.
Cottage in Tremont
4.99 out of 5 average rating, 102 reviews

Oceanfront Acadia Cottage With Private Beach

Enjoy this charming oceanfront cottage with its expansive panoramic windows. With 175 feet of private oceanfront beach at your doorstep, you'll enjoy unparalleled views of Bass Harbor. Located on the serene "Quiet Side" of Mount Desert Island, this cottage serves as an ideal home base for your exploration of Acadia National Park.

Popular amenities for Southwest Harbor cottage rentals

When is the best time to visit Southwest Harbor?

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Avg. priceﺩ.ﺇ1,168ﺩ.ﺇ845ﺩ.ﺇ845ﺩ.ﺇ1,028ﺩ.ﺇ959ﺩ.ﺇ1,212ﺩ.ﺇ1,179ﺩ.ﺇ1,157ﺩ.ﺇ1,080ﺩ.ﺇ1,120ﺩ.ﺇ834ﺩ.ﺇ962
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Quick stats about cottage rentals in Southwest Harbor

  • Total vacation rentals

    Explore 50 vacation rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Southwest Harbor vacation rentals include wi-fi 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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