Holiday rentals in Southwest Harbor

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.

"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.

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).

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!

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.

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.

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

Sea Breeze

This is a two bedroom and one and a half bath upstairs apartment. It is located in the center of downtown Southwest Harbor. Surrounded by restaurants, boutiques and art galleries. Walk downstairs to enjoy all Southwest Harbor has to offer. The apartment is walking distance to a working waterfront harbor where you can watch the fishing boats come and go. Mount Desert Island is surrounded by Acadia National Park all within a short drive from the apartment.

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.