Cottage holiday rentals in Southwest Harbor

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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 $237 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,300 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!

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 favourite
A cozy porch is featured at the entrance, highlighted by rustic wooden beams and comfortable seating. Surrounding greenery and distant crops create a serene countryside backdrop, enhancing the peaceful setting of the cottage.
Cottage in Trenton
4.99 out of 5 average rating, 746 reviews

Cottage by the River 10mi to Acadia: Fireplace+Pit

Whitetail by the River- 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 &cozy for more Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Top Guest favourite
A serene view of the calm bay is presented, with sunlight reflecting on the water's surface. Two adirondack chairs are positioned on the lush grassy area, accompanied by a picnic table nearby. Surrounding vegetation provides a natural border to the peaceful landscape.
Cottage in Trenton
4.97 out of 5 average rating, 105 reviews

Acadia Beach shipwreck cottage Bar Harbor

This is Maine coastal living at its best. Enjoy Kayaking, swimming and campfires on your own sand and pebble beach or wait for low tide to find sea stars, crabs, shell fish and more. All new Maine Cabin Master like renovation of 1800s historical beach cottage tastefully appointed with antique features and retro styled appliances and furniture. After exploring nearby Acadia and Bar Harbor, come home to a quiet seaside retreat surrounded by nature and enjoy incredible sunsets over the calm bay.

Top Guest favourite
Aerial view of a charming cottage surrounded by lush greenery and water. A spacious rooftop deck offers panoramic views. The landscape includes rocky cliffs and forested areas, while a winding bike path is seen in the distance, highlighting proximity to outdoor activities.
Cottage in Gouldsboro
4.97 out of 5 average rating, 106 reviews

Stylish ocean-view home on Acadia's Schoodic Loop

This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.

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
4.99 out of 5 average rating, 142 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

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
4.9 out of 5 average rating, 109 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!

Top 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, 378 reviews

Lamoine Modern Guest House

Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows (without coverings) looking out to the woods. Close enough to Bar Harbor/Acadia National Park (45 min) but removed from the chaos. 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 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, 172 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
4.93 out of 5 average rating, 138 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
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, 162 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
Cottage in Ellsworth
4.99 out of 5 average rating, 144 reviews

Gateway Cottage Acadia Natl Park Bar Harbor

Keep life simple at this TINY, cozy, peaceful "cottage in the woods" with little surprises and big charm around every corner. Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching and 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
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, 123 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 favourite
A view from above captures the cottage set amidst a grassy area, surrounded by trees. In the background, the ocean extends towards the horizon, with hints of shoreline visible. The structure is positioned to showcase its proximity to nature.
Cottage in Lamoine
4.97 out of 5 average rating, 130 reviews

Meadow Point Cottage

Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Popular amenities for Southwest Harbor cottage rentals

When is the best time to visit Southwest Harbor?

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Avg. price$350 AUD$444 AUD$431 AUD$379 AUD$365 AUD$425 AUD$448 AUD$439 AUD$410 AUD$425 AUD$317 AUD$365 AUD
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