Holiday rentals in Southwest Harbor

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Top-rated holiday rentals in Southwest Harbor

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Top guest favourite
The charming A-frame cabin is framed by lush trees, featuring a sloped roof and a welcoming red door. The front deck hosts two seating areas, complemented by vibrant seasonal flowers in terracotta pots, creating a serene outdoor space.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 228 reviews

Poet's Cabin - Year-round Acadia A-Frame Getaway

If you're looking for a beautiful cabin in the woods on the Quietside of Mount Desert Island, you've found it! A perfect spot for couple's getaways, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, dishwasher & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall, Bass Harbor Light, Echo Lake Beach & more.

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.

Top guest favourite
A newly constructed yurt is surrounded by tall trees in a forest setting. It features a green exterior with large windows and a welcoming front porch. The structure is elevated on a wooden deck, providing access to the serene lawn area shaded by scattered trees.
Yurt in Southwest Harbor
4.99 out of 5 average rating, 143 reviews

Old Acadia Ranger Yurt at Long Pond

Newly Constructed. Old Acadia Ranger Yurt, a 25 ft. Yurt nestled in the pine and maple forest 1/4 mile from Long Pond and Acadia National Park hiking trails. New construction includes a full bath with a large walk-in shower, kitchen with gas stove/oven, microwave, refrigerator, dinette table w/ seating. Bedding includes, 1 Queen sized bed, 1-fold down double couch, Queen bed in loft, and 1 rollaway cot. Towels and bedding provided. Four (4) guests only (no exceptions). Pets are not permitted.

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!

Guest favourite
A light-filled living area features a comfortable couch draped with a quilt. A rustic wooden coffee table sits on a soft area rug, while a simple TV stand holds an entertainment console. A staircase leads to the upper level, complemented by nautical decor.
Barn in Tremont
4.88 out of 5 average rating, 335 reviews

The Seamist Cottage - Converted Historic Barn

Cozy, fully converted historic barn within easy walking distance to the rocky shore of Bass Harbor, a busy lobstering port. An ideal, pet friendly, home base while exploring Acadia National Park. The Seamist is located on "the quietside" of the island. Six minutes from Southwest Harbor and thirty minutes to Bar Harbor, the Seamist also offers guests private hot tub access! Two guests maximum, not a suitable space for children. Please keep allergies in mind when booking. No smoking.

Top guest favourite
A spacious bed is positioned centrally in the room, featuring a dark patterned comforter and decorative pillows. Two bedside tables, each with a lamp, flank the bed, providing soft lighting. The room is well-lit with neutral walls and modern flooring.
Serviced apartment in Southwest Harbor
4.96 out of 5 average rating, 108 reviews

Manset apartment near Acadia

Manset is on the "quiet" side of the island and we love being here! Our apartment is situated in a larger building with another apartment upstairs and a commercial space—presently occupied by us. A neighborhood with boat building history and current activity. A short walk down to Manset (rocky) shore. Seawall picnic area is not far away via car/bicycle down the main road as are Wonderland and Ship Harbor trails. Update for 2025: Now with a king bed, desk and washer/dryer combo unit!

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 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 cozy seating area is presented, featuring a patterned rug beneath a wooden coffee table and cushioned seating. The walls are adorned with various framed artworks, while natural light enters through a set of French doors that lead outside.
Guest suite in Mount Desert
4.95 out of 5 average rating, 312 reviews

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

Top guest favourite
A wooden deck features two white wicker chairs surrounded by potted flowers. A small table is positioned nearby, and a sliding door leads into the apartment. The setting is encircled by lush greenery, providing a sense of privacy.
Flat in Southwest Harbor
4.91 out of 5 average rating, 200 reviews

The Bird's Nest

The Bird's Nest is an elevated efficiency apartment with views of Somes Sound, Southwest Harbor, and the mountains of Acadia. There is a small efficiency kitchen and a sunny second floor deck to enjoy the view while having a peaceful breakfast or evening meal. While the property is secluded and private, we do have our own private wooded trail that drops right into town, where you can enjoy Southwest Harbor's restaurants and shops, or catch the free Island Explorer bus.

Guest favourite
The main living area is designed with an open concept, featuring large windows that provide sweeping views of the harbor. A comfortable sofa and a coffee table are present, alongside a modern television. The kitchen and dining area are visible in the background.
Apartment in Southwest Harbor
4.88 out of 5 average rating, 130 reviews

2BR Condo Downtown SWH + Ocean Views [Driftwood]

This newly renovated 4th Floor Condo was completed in 2022. Enjoy a private deck and your view of Southwest Harbor! The open concept design of the main living space of the home is great for groups to enjoy together! **In 2023 we switched from Window A/C Units to Portable A/C Units to reduce noise from road in bedrooms** Location Highlights: -4min Drive to Bass Harbor -18min Drive to Acadia National Park [Hulls Cove Entrance] -20min Drive to Downtown Bar Harbor

Top guest favourite
A bright living area features large windows that allow ample natural light, with a view of the outdoors. A comfortable sofa and a small coffee table are positioned on a light carpet, while decorative lamps provide additional lighting. Colorful curtains adorn the windows.
Flat in Tremont
4.99 out of 5 average rating, 193 reviews

Duck Cove Apartment

Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;

Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

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Avg. price$258 SGD$232 SGD$243 SGD$258 SGD$327 SGD$386 SGD$419 SGD$429 SGD$385 SGD$358 SGD$265 SGD$260 SGD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Southwest Harbor?

    Stays near the downtown area, around the harbor, and in peaceful neighborhoods are often praised for walkable dining, shops, and scenic views. You can find vacation rentals and cozy inns with easy access to local attractions.

  • What are the best things to do in Southwest Harbor with kids?

    Engage kids with outdoor adventures, visit tide pools, enjoy boat rides on the harbor, or try interactive exhibits at local maritime centers. Community parks and ice cream stands provide easy family-friendly fun.

  • What are some of the best things to do in Southwest Harbor?

    Explore harborfront paths, browse local galleries, and join guided tours highlighting maritime history. Hiking, kayaking, and sampling regional seafood are frequently suggested ways to connect with the area’s coastal character.

  • How is the weather in Southwest Harbor?

    Southwest Harbor has cold, snowy winters around 9–35°F (-13–1°C), and milder, pleasant summers ranging from 53–80°F (11–27°C). Rain is possible year-round, so packing waterproof layers is helpful.

  • When is the best time to visit Southwest Harbor?

    Late spring through early fall is frequently suggested for milder weather and outdoor activities, with temperatures reaching 66–80°F (19–27°C) in summer. Fall draws visitors for colorful foliage and quieter streets.

  • What are the best places to visit in Southwest Harbor?

    Visit the small downtown area for local shops and galleries, explore nearby trails in Acadia National Park, and take in the scenery from local piers. Maritime museums and boatyards highlight the area’s seafaring traditions.

  • What are some hiking trails in Southwest Harbor?

    You can explore family-friendly paths like Wonderland Trail, try Ship Harbor Trail for coastal views, or venture into Acadia National Park for a variety of forest and shoreline hikes. Trails often wind through spruce woods and rocky shores.

  • What are some family activities we can do in Southwest Harbor?

    Families can explore nature trails, join boat tours on the harbor, visit local maritime museums, or enjoy picnics at community parks. Seasonal ice cream shops, playgrounds, and interactive exhibits also appeal to a range of ages.

  • What are some of the best day trip ideas from Southwest Harbor?

    Explore Acadia National Park for hiking or scenic outlooks, wander historic Bar Harbor’s shops, or visit local lighthouses on neighboring peninsulas. You can also join wildlife-watching excursions along the coast.

  • Are there any pet friendly accommodations available in Southwest Harbor?

    Pet-friendly accommodations can be found in various Southwest Harbor neighborhoods, including rentals near the waterfront and forested areas. Many hosts provide information on nearby trails and parks suitable for pets.

  • What are some local tips for visiting Southwest Harbor?

    Reserve popular boat tours and dining spots ahead during summer, bring layers and rain gear for changing weather, and explore quieter trails during early mornings. Chatting with local shop owners can lead to insider recommendations.

  • What is Southwest Harbor known for?

    Southwest Harbor is known for its harbor views, maritime heritage, and being a gateway to outdoor activities near Acadia National Park. The town draws many for laid-back coastal living and traditional boatbuilding.

  • What are the best hidden gems to explore in Southwest Harbor?

    Discover quieter coves, secret picnic areas, and pocket beaches near the harbor, along with lesser-known art galleries. Locally owned bookstores and small seafood shacks often provide a distinct taste of the town’s character.

  • What are the best foods to try in Southwest Harbor?

    Locally caught lobster, seafood chowder, blueberry pie, and fresh baked goods are frequently suggested in Southwest Harbor. Many restaurants highlight New England traditions using regional ingredients.

  • What should I bring for a trip to Southwest Harbor?

    Pack layers for shifting weather, sturdy shoes for trails, rain gear, and a hat for sun protection. A camera can capture harbor views and hiking memories, while reusable water bottles suit outings in nature.

  • What is the nightlife in Southwest Harbor like?

    Southwest Harbor has relaxed nightlife with welcoming pubs, local bars, and spots where you can enjoy live music, conversation, and regional brews. Many venues highlight a friendly, laid-back atmosphere typical of coastal Maine towns.

  • What are the most popular events or festivals in Southwest Harbor?

    Southwest Harbor has annual traditions such as holiday parades, art fairs, and maritime celebrations, especially around summer and autumn weekends. Community events often feature local crafts, live music, and seasonal food.

  • Are there family friendly vacation rentals in Southwest Harbor?

    Southwest Harbor has many family-friendly vacation rentals, with options near parks, the harbor, and quiet neighborhoods. These homes typically include kitchens and open living spaces suited for group gatherings.

Quick stats about holiday rentals in Southwest Harbor

  • Total holiday rentals

    Explore 510 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 28,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    330 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    500 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Southwest Harbor