Holiday houses in Southwest Harbor

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Top-rated holiday rentals in Southwest Harbor

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Top Guest favourite
Cottage in Southwest Harbor
4.95 out of 5 average rating, 108 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.

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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, 297 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).

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Guest favourite
A well-lit interior view showcases a wooden staircase leading to the loft bedroom. The walls are adorned with light colors, and a refrigerator is visible in the background. A glimpse of the outdoor space can be seen through the open door, enhancing the airy ambiance.
Cottage in Southwest Harbor
4.95 out of 5 average rating, 55 reviews

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

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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!

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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, 241 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 couples, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, DW & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach, & more!

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Guest favourite
A quaint cabin features a welcoming entrance with wooden steps leading to a screened porch. Natural wood accents and railings complement the rustic charm. Potted plants and outdoor seating hint at a cozy outdoor space, surrounded by trees and gravel landscaping.
Cabin in Southwest Harbor
4.91 out of 5 average rating, 173 reviews

Southwest Harbor Cozy Cabin #1

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.

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Top Guest favourite
A view of a charming residential area, featuring a well-maintained road lined by two houses, one with a porch and another with a pitched roof. Lush green grass surrounds the homes under a clear blue sky, with mature trees providing gentle shade.
Apartment in Southwest Harbor
4.97 out of 5 average rating, 180 reviews

Artist Studio in Acadia, 5 minute walk into town!

The Artist Studio is just a 5 minute walk into the heart of downtown Southwest Harbor. We are a 5 minute drive to an Acadia Park entrance, a 20 min drive to Bar Harbor. Close to restaurants, Echo Lake for swimming, and a 5 minute walk to the Clark Point Town Dock for ferry boat rides to explore the islands! You’ll love my place because of the comfy beds, the high ceilings, the modern kitchen and island. My place is good for couples, solo adventurers, business travelers, and families.

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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.

FamilyValueCleanliness

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.
Apartment in Southwest Harbor
4.91 out of 5 average rating, 202 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.

FamilyValueHospitality

Top Guest favourite
The two-story residential home features a wooden exterior with a welcoming porch adorned with pumpkins. A gravel driveway leads up to the house, which is surrounded by trees and a landscaped yard under a clear blue sky.
Home in Tremont
4.96 out of 5 average rating, 109 reviews

“Drop Anchor” a cheerful and spacious residence

Drop Anchor is a 2 bedroom spacious residential home on the “Quietside” of Mount Desert island. You will be 5 minutes from Acadia National park. Bass Harbor headlight, Ship Harbor, Wonderland, and Seawall picnic area. Bar harbor is a 20 minute drive. Nearby is Archies lobster pound, Hansen’s seaside takeout (both walkable) and by car Thurstons lobster pound. And Seafood ketch. There are many other options in the neighboring town of Southwest Harbor.

ValueFamilySleep quality

Top Guest favourite
A small cabin is nestled among tall trees, showcasing a wooden exterior with a red roof. Sturdy stairs lead to a welcoming porch, which features a front door framed by windows. The surrounding area is characterized by lush greenery and forest undergrowth.
Tiny home in Southwest Harbor
4.88 out of 5 average rating, 188 reviews

The Hideaway in Acadia

The Hideaway is a small summer cabin, which is great for 2 people, located on a family compound of 8 acres, just a 5 minute walk into the heart of downtown Southwest Harbor. We are a 5 minute drive to an Acadia Park entrance, and 20 min drive to Bar Harbor. Close to restaurants, family activities, Echo Lake for swimming, and public transport. You’ll love our place because of the coziness. Good for couples, or solo adventurers. It is a small open plan cabin.

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Guest favourite
Cottage in Southwest Harbor
4.9 out of 5 average rating, 58 reviews

Harborside Comfortable Cottage! [Mermaid Cottage]

The PERFECT location in Bass Harbor to enjoy all the sights and smells of a real Harbor in Maine! Located right on the edge of the water in downtown Bass Harbor, this unit is a perfect place to relax as you explore Acadia! The windows in the living room open to the water for amazing views! Location Highlights: -6 min Drive to Downtown Southwest Harbor -25 min Drive to Acadia National Park [Cadillac Mountain Entrance] -30 min Drive to Downtown Bar Harbor

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Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$315 AUD$321 AUD$305 AUD$285 AUD$362 AUD$427 AUD$463 AUD$474 AUD$426 AUD$427 AUD$313 AUD$321 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 520 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 27,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 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

    510 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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  4. Hancock County
  5. Southwest Harbor