Holiday houses in Southwest Harbor

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Top-rated holiday rentals in Southwest Harbor

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Top Guest favourite
A vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Apartment in Hancock
4.98 out of 5 average rating, 307 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Superhost
Home in Southwest Harbor
4.87 out of 5 average rating, 206 reviews

Quiet side ranch home SW Harbor. Prime MDI locale

This comfortable home named the Autumn Lodge located in the lively picturesque village of Southwest Harbor can be enjoyed year round. Classic ranch home with open updated design and decorated with the colors of fall. Fully equipped kitchen with granite counters, dishwasher, and informal kitchen dining on the bar. Gas log fireplace. Private outdoor space. Harbor frontage on opposite side of the street. In town location walkable to restaurants & shops. Check out my other listing.

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!

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 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!

Top Guest favourite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 440 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

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, 337 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.

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 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, 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.
Condo 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
The exterior of Summit Bungalow features a dark-shingled facade with large windows adorned with flower boxes. A welcoming porch leads to the entrance, flanked by green grass and a stone pathway, while a mature tree provides shade nearby.
Bungalow in Mount Desert
4.99 out of 5 average rating, 111 reviews

Delightful Bungalow - Northeast Harbor & Acadia

Welcome to Northeast Harbor and Acadia National Park! SUMMIT BUNGALOW is a cozy home that is a block away from water views and within easy walking distance to town. Hiking, carriage trail walks and biking, time spent on the water, and restaurants, are ready for you to enjoy! Within town is a library, public tennis courts, and numerous shops to explore. Begin your mornings with coffee on the porch swing and end the day over-looking the spacious backyard.

Top Guest favourite
A spacious bed with crisp white bedding is positioned against a rustic wooden backdrop featuring a vintage Appalachian Trail sign. Flanking the bed are two bedside tables with wall-mounted lamps. Antique maps hang on the walls, adding character to the cozy atmosphere.
Apartment in Bar Harbor
4.98 out of 5 average rating, 665 reviews

Private Downtown Bar Harbor Studio

Charming cabin-inspired efficiency apartment on a quiet side street in the heart of downtown Bar Harbor. Just a stone's throw (literally) from Main St and a minute walk down the street to the ocean and Bar Harbor's famous Shore Path. High speed wifi, SmartTV with Netflix provided (HBO, Hulu, Amazon, etc. are available to use with your own account), washer/dryer, large closet, hair dryer, assorted supplies, Bose bluetooth player, and snacks.

Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$282 AUD$254 AUD$267 AUD$282 AUD$359 AUD$424 AUD$459 AUD$470 AUD$422 AUD$424 AUD$311 AUD$318 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!

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