Cottage holiday rentals in Southwest Harbor

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Top-rated cottage rentals in Southwest Harbor

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Top Guest favourite
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
4.96 out of 5 average rating, 99 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 favourite
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 favourite
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

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.

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
A cozy cottage exterior is featured, with a gravel area in front surrounded by greenery. A fire pit with an inviting flame sits at the center, accompanied by five Adirondack chairs. The cabin showcases charming wooden siding and is adorned with festive lights, enhancing the outdoor ambiance.
Cottage in Bernard
4.98 out of 5 average rating, 127 reviews

Spruce cottage, minutes to Acadia, cozy cabin

New home, cozy cabin in Bernard, a lovely fishing village on Mount Desert Island “the quietside”. Take a short 5-min walk to the ocean or drive to Acadia National Park 10 minutes away. The local area offers plenty of restaurants, stores, hiking, and outdoor activities. Located 10 minutes to Southwest Harbor and 30 minutes from Bar Harbor. ✔ Fully Equipped Kitchen ✔ 2 queen beds & 1 twin bed will accommodate 5 ✔ Outdoor Area (Porch, dining, fire pit) ✔ High-Speed Wi-Fi ✔ 850 sq ft home

Top Guest favourite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 437 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Guest favourite
A modern guest house is nestled among trees, showcasing natural materials and a welcoming entrance. The surrounding ground is covered in autumn leaves, with greenery present in the foreground. A gazebo structure is visible in the background, enhancing the tranquil outdoor environment.
Cottage in Lamoine
4.94 out of 5 average rating, 350 reviews

Lamoine Modern Guest House

Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows looking out to the woods. Close enough to Bar Harbor / Acadia National Park (45 minutes) but removed from the hustle & bustle. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

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.

Guest favourite
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 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.

Top Guest favourite
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, 482 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 favourite
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. price$526 NZD$380 NZD$380 NZD$463 NZD$432 NZD$546 NZD$531 NZD$521 NZD$486 NZD$504 NZD$375 NZD$433 NZD
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Quick stats about cottage rentals in Southwest Harbor

  • Total holiday rentals

    Explore 50 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $165 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Southwest Harbor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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