Cottage holiday rentals in Southwest Harbor

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Southwest Harbor

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

1 of 1 pages1 / 1
Top Guest favourite
Cottage in Southwest Harbor
4.95 out of 5 average rating, 106 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 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
Cottage in Ellsworth
4.99 out of 5 average rating, 121 reviews

Gateway Cottage Inn Acadia Natl Park Bar Harbor

Keep life simple at this cozy, peaceful and private little "cottage in the woods" that feels more like an Inn with little surprises around every corner. 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, shops, gas stations and supermarkets. The sunroom is perfect for morning coffee, winding down with a glass of wine or curling up with a good book on the boat bed.

Top Guest favourite
Two green Adirondack chairs are positioned on a wooden deck, facing a scenic view of the ocean and surrounding greenery. A small glass table sits between the chairs, while the expansive landscape features grass and trees under clear blue skies.
Cottage in Tremont
4.89 out of 5 average rating, 103 reviews

Sealport Cottage: Full week Saturday-Saturday only

Sealport Ocean Cottage is a magical place with sparkly days and starry nights! Beautiful ocean views of Seal Cove, Blue Hill Bay on the "Quietside" of this island. Rustic, family owned for 60+ years, this comfy, quiet summer only cottage is all yours to enjoy sunsets, days on the porch, woods and seashore near Acadia National Park. Weekly rentals Saturday to Saturdays only: check-in 4pm or later, check-out 10am, with 5 safety hours between guests for professional cleanings, relax & enjoy!

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, 138 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.

Top Guest favourite
An outdoor space presents a manicured lawn with a picnic table and chairs. A hammock is suspended between two trees, while a propane grill is positioned nearby. The cottage features a welcoming entrance with vibrant seating and flower pots adding a touch of greenery.
Cottage in Tremont
4.97 out of 5 average rating, 223 reviews

Evergreen | ♥Romantic Retreat | Cozy & quiet+ WiFi

Retreat to the cozy cottage in Bernard, a lovely fishing village on Mount Desert Island “the quiet side”. Take a short 5-min walk to the ocean or drive to Acadia National Park, only 10 min 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 ✔ Comfy BR w/ Queen Bed ✔ Outdoor Area (Porch, Seating, fire pit, propane grill) ✔ High-Speed Wi-fi

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, 130 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
The A-Frame house is positioned among lush greenery, showcasing an expansive deck among tall trees. The exterior features a sloped roof and charming windows, blending harmoniously with the natural surroundings.
Cottage in Tremont
4.93 out of 5 average rating, 107 reviews

Sunny and Spacious A-Frame

Welcome to your home away from home! Attention to detail and quality amenities will have you wishing your stay was longer. The A-Frame offers the serenity of nature year-round, whether you enjoy the expansive sunny deck in the summer or cozying up by the fire when the snow nestles into the surrounding fir trees. You’ll find everything you need inside for comfort and convenience, and the adventure of Acadia and the ocean await you just minutes from your doorstep.

Guest favourite
A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.
Cottage in Deer Isle
4.89 out of 5 average rating, 158 reviews

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

The Ferrykeeper’s Cottage is a light filled oasis, surrounded by water, meadows & views of the famous Eggemoggin Reach. Our cottage offers handcrafted counters, stone sinks, & oceanic tile to create a unique setting. 3 houses to the beach. Borrow a kayak & explore our shore. Property borders Scott’s Landing - a treasure trove of birds, sand dollars, porpoises, seals & a family of foxes. *Queen bed + flip down sofa (latter suitable for 1 adult OR 2 small kids)

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, 113 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.

Guest favourite
A row of rustic cottages is set against a backdrop of lush greenery and tall trees. Each cottage features a red door with window shutters and picnic tables positioned on a gravel path, inviting guests to enjoy the outdoors.
Cottage in Trenton
4.92 out of 5 average rating, 154 reviews

11 Cute 1Br Acadia Cottage Open Hearth Inn

Cottage 11 is a quaint rustic cottage with one king bed, a full bath with shower, A/C, mini-fridge, cable, television, iron/ironing board, hairdryer, coffee pot, microwave, and free Wi-Fi. Guests can enjoy our new communal outdoor kitchen—with a grill, Blackstone griddle, air fryer, hot plate, and plenty of seating. Please note that the hot tub and shared indoor amenities are no longer available.

Popular amenities for Southwest Harbor cottage rentals

When is the best time to visit Southwest Harbor?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$428 NZD$542 NZD$526 NZD$477 NZD$445 NZD$562 NZD$547 NZD$537 NZD$501 NZD$520 NZD$387 NZD$446 NZD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

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 $204 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,110 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, 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!

Destinations to explore