Holiday rentals in Southwest Harbor

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Quick stats about holiday rentals in Southwest Harbor

  • Total holiday rentals

    Explore 590 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 29,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    370 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    580 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!

Top-rated holiday rentals in Southwest Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Tremont
5 out of 5 average rating, 6 reviews

Evergreen Cabin Ocean Front Acadia A Frame Studio

The Evergreen Cabin is a brand new luxury A frame Cabin with ocean views and ocean access on the "Quiet Side" of Mount Desert Island. This is a new listing from a Superhost. Acadia is minutes away - Bass Harbor Lighthouse, the Wonderland and Ships Harbor trails in particular. The town of Southwest Harbor is a 5 minute drive. The cabin is located on a 6 acre subdivision made up of 4 A frame cabins and a historic home. You have access to 200 feet of beach, a pier and a deep water mooring.

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, 244 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 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.
Flat in Southwest Harbor
4.97 out of 5 average rating, 187 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.

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
4.89 out of 5 average rating, 361 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
4.92 out of 5 average rating, 142 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.

Top 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.
Flat in Southwest Harbor
4.98 out of 5 average rating, 91 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.

Guest favourite
Cottage in Southwest Harbor
4.9 out of 5 average rating, 62 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

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, 115 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
Home in Southwest Harbor
4.97 out of 5 average rating, 149 reviews

Sweetwater - Bright, Airy, Modern

Named for its sweet views of the ocean inlet just beyond the front patio, Sweetwater is a serene Scandinavian-modern retreat nestled on the "quiet side" of Mount Desert Island — home to the beloved Acadia National Park. Whether you're gathering family or escaping with friends, this thoughtfully designed cottage offers everything you need for a restorative Maine getaway, just minutes from the Park's most cherished trails, swimming holes, and hidden gems

Guest favourite
The interior showcases exposed wooden beams and a brick pillar adorned with a ship's wheel. A flat-screen TV and a decorative sailboat are visible. The full kitchen includes wooden cabinets and modern appliances, with sunlight streaming through the skylights and windows.
Cottage in Southwest Harbor
4.91 out of 5 average rating, 32 reviews

Pilot house

This ocean-view, historic stand alone cottage is a family friendly retreat! It has a full living room, full kitchen, gas fireplace+baseboard heat, TV, screened porch, bedroom with queen bed, small single room with trundle bed, jetted bathtub+shower. This cottage's jetted tub does not have rails, is not walk-in accessible, and is not a hot tub. This cottage has multiple skylights. No A/C. All rates based on double occupancy Beach access all year!

Top guest favourite
An exterior view of a charming building located next to a landscaped area. The building features white siding, large windows, and air conditioning units. Nearby, stone pathways and bare trees create an inviting sense of space, leading toward the main entrance.
Flat in Southwest Harbor
4.94 out of 5 average rating, 261 reviews

Coastal Wind

Enjoy a stylish experience at this centrally-located apartment. Located in the heart of downtown southwest harbor. This apartment is located within walking distance to many wonderful restaurants and boutiques. A short drive to all Acadia National Park has to offer. This is an open studio apartment with a king size bed and beautiful walkin shower. All brand new furniture. It has only a microwave no other form for cooking.

Top guest favourite
A traditional wooden cabin is framed by lush greenery, featuring a spacious deck with seating. The exterior walls are painted in a deep green, complemented by a sloped roof with wooden accents. A gravel pathway leads to the entrance.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 162 reviews

Treehouse cabin in Acadia, 5 minute walk into town

Charming 2 bedroom traditional wooden cabin situated on 8 acres in Southwest Harbor. Walk into town easily for restaurants, galleries and boutiques. Or walk to the town dock for an adventure to another island. Ferries leave daily to explore outer areas. Acadia easily explored from here, with parts of Southwest Harbor National park land. Ask Marc for a hiking map to explore Acadia.

Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

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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.