Holiday houses in Southwest Harbor

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Top-rated holiday 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
4.95 out of 5 average rating, 102 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
The cabin features a charming exterior with a combination of wood and stone elements. Surrounded by tall trees, it showcases a sloped roof and a screened porch, providing a welcoming entryway. The natural landscape complements the cozy cabin aesthetic.
Cabin in Southwest Harbor
4.89 out of 5 average rating, 189 reviews

Michael's Cabin

Newly built/designed cabin on the 'quietside' of Mount Desert Island (in the town of Southwest Harbor). A short drive to downtown, this one bedroom with loft cabin is warm and cozy. With gas fireplace, AC unit, and all the amenities one would need to begin and end a perfect day in Acadia National Park, it is situated close to nearby hikes, water access for boating, sailing, and ocean kayaking. Southwest Harbor has many wonderful restaurants, lobster pounds, coffee shops, galleries, and shopping.

Guest favourite
A bright living area features a blue sofa with accent pillows, paired with a wooden coffee table. A decorative area rug with floral patterns adds color to the floor. Light flows through the doorway, highlighting the warm yellow walls and framed artwork.
Apartment in Southwest Harbor
4.79 out of 5 average rating, 14 reviews

Top Deck Quarters!

Keep it simple at this peaceful and centrally-located place. Our Capt. Mayo's Top Deck quarters is the top floor apartment next to our historic 1850's captain's house. This apartment features a king sized bed, double shower, 2-sliding glass doors to a private deck overlooking Southwest Harbor and a beautiful shared garden space. It has a full size living room with a kitchenette off the side for those meals at home. Just a 4-5 minute walk to our charming village and it's delightful shops & eats!

Top Guest favourite
The interior of the tiny house features wood-paneled walls and high ceilings with exposed beams. Natural light floods the space through multiple windows. A small kitchenette with a two-burner gas stove and a sink is visible, alongside a dining area with two chairs positioned near a window.
Tiny home in Southwest Harbor
4.98 out of 5 average rating, 284 reviews

Rustic Manset Tiny House

Experience living tiny in this lovingly built small scale space that includes everything you need for a cozy getaway. Return from a day of hiking in Acadia National Park to soak in the clawfoot tub or relax on the tiny deck, with a glimpse of the ocean. This 20ft x 8ft tiny home is situated in a backyard, a short walk from Manset Town Dock and Peter Trout Tavern, and a five-minute drive from Southwest Harbor and parts of Acadia National Park (about 20 min to longer hikes and the loop road).

Top Guest favourite
The exterior of a unique home is presented, featuring a combination of grey shingles and blue siding. Colorful buoys are adorned on the facade, complemented by window boxes filled with greenery. A welcoming entrance is flanked by a bright flag, set amidst a wooded backdrop.
Home in Southwest Harbor
5 out of 5 average rating, 120 reviews

Southwest Harbor Hideaway in the Woods of Acadia

This eclectic buoy wonderland is the perfect hub for your vacation! Great for families & groups. 2 primary suites w/ king beds, king-bunk room & A/C throughout, nestled in the woods on the Quietside of Mount Desert Island! Amazing backyard entertaining area. Tons of amenities: kayaks, paddleboards, bikes, cornhole, & large firepit w/ firewood! Private yet convenient - close to the ocean, hikes, downtown SW Harbor, 5min to Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach & more.

Top Guest favourite
A charming entrance features a pale pink door with multiple small panes, framed by a decorative gable. Colorful flower pots with purple and blue blooms are placed on either side, enhancing the welcoming appearance of the white exterior wall.
Apartment in Tremont
5 out of 5 average rating, 244 reviews

Nest:a place of rest, retreat, or lodging

The NEST is located in a small community on the "quiet side" of Mount Desert Island, home of Acadia National Park. This beautiful, light filled, fully equipped apartment is available year round for guests. With it's own private entrance and sliding door to an east facing 2nd story deck, it has views of the mountains and clear night skies. Located on a small "farmette". Easy access to the beach, hiking trails and restaurants. This apartment is a perfect retreat for the off-season. (Read on)

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!

Superhost
The exterior of the cottage features a light grey facade with white trim, showcasing a balcony supported by a wooden railing. A staircase leads to the second level, framed by lush green grass and shrubs, while a blue door adds a pop of color among the natural surroundings.
Apartment in Southwest Harbor
4.73 out of 5 average rating, 11 reviews

Seabrook in Acadia National Park

Welcome to Seabrook, an adorable, restored barn in the heart of the village of Southwest Harbor. This downstairs unit has one large bedroom, a comfortable living /dining area, modern kitchen, bathroom with shower and a washer/dryer. Glass doors open onto a small deck and there is an easy path to the harbor for beachcombing and a swim spot for the pup. The upstairs unit Seaview is available to rent as well. The “Quietside” is the perfect home base for exploring Acadia National Park and MDI.

Top Guest favourite
A cozy cabin exterior features a screened porch with a front door, flanked by wooden railings. Stacked firewood is neatly arranged to one side, while a picnic table and grill are positioned on a gravel area. Surrounding trees provide a natural backdrop.
Cabin in Southwest Harbor
5 out of 5 average rating, 164 reviews

Southwest Harbor Cozy Cabin #2

Perfectly situated between Acadia National Park and downtown Southwest Harbor, this cozy cabin is ideal for a weekend trip or a longer stay on beautiful Mount Desert Island. Enjoy your morning coffee on the screened porch before heading out for a hike around Long Pond, a swim at Echo Lake, or a walk into town for the weekly Farmer’s Market, shops and restaurants - all a mile or less away! End your day around the outdoor fire pit, roasting marshmallows or enjoying an evening cocktail.

Top Guest favourite
A view of Bass Harbor is captured, featuring a fishing boat docked in the calm waters. Surrounding trees display autumn foliage, while the horizon reveals a distant outline of land under a soft, overcast sky.
Guesthouse in Tremont
4.92 out of 5 average rating, 201 reviews

Fairview Cottage

DOGS WELCOME. Our guest home is best suited for a family of 4. Come enjoy the fresh air and beautiful blue skies of Maine. Sunny, charming two story home with views of the Atlantic Ocean from Bass Harbor. The Bass Harbor/Swan Island Ferry is located at the end of our driveway. Bas Harbor is a working harbor so there is always something to watch. Close to Bass Harbor Head Lighthouse, Acadia NP. We have 5G Wifi. Your guest house is completely private with a private entrance.

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.

Guest favourite
A grassy area is featured with two blue adirondack chairs and a small side table facing the harbor view. The background includes boats on the water, along with trees and shrubs, creating a peaceful outdoor setting.
Apartment in Southwest Harbor
4.97 out of 5 average rating, 78 reviews

Oceanview in Southwest Harbor

Enjoy a harbor ocean view right from the comfort of home. Admire the ships as they come and go and take in the beautiful sunsets right from your patio. An oceanfront property located in a peaceful neighborhood. Has beach access right from your front door. Within walking distance to downtown Southwest Harbor shops and restaurant's. Less than a 5 minute drive to Acadia National Park walking/hiking trails and beaches. A great place to relax after a day in the park.

Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

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Avg. price$281 AUD$253 AUD$266 AUD$281 AUD$357 AUD$422 AUD$457 AUD$468 AUD$421 AUD$422 AUD$309 AUD$317 AUD
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 $42 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    500 of Southwest Harbor holiday rentals include Wi-Fi 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!

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  5. Southwest Harbor