Cottage vacation rentals in Southwest Harbor

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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 G$25,094 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,110 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!

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
Cottage in Southwest Harbor
4.95 out of 5 average rating, 109 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 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 favorite
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, 105 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 favorite
Cottage in Ellsworth
4.99 out of 5 average rating, 131 reviews

Gateway Cottage Inn Acadia Natl Park Bar Harbor

Keep life simple at this TINY, cozy, peaceful and private "cottage in the woods" that feels more like an Inn with little surprises and big charm around every corner. Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, 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.

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, 141 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, 168 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 favorite
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, 232 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 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, 133 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 hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.
Cottage in Deer Isle
4.94 out of 5 average rating, 419 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

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, 118 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 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, 128 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.

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, 501 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.

Popular amenities for Southwest Harbor cottage rentals

When is the best time to visit Southwest Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,488 GYDG$66,499 GYDG$64,617 GYDG$58,552 GYDG$54,579 GYDG$69,008 GYDG$67,126 GYDG$65,871 GYDG$61,480 GYDG$63,780 GYDG$47,469 GYDG$54,788 GYD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

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