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.

Anny's Treetop on the Quietside Mt Desert Island

Annys’s Treetop on the Quietside, Mt Desert Island Acadia Anny’s Treetop is a Second Floor fully equipped 1 bedroom private entrance Apartment. 'Sink into Softness’ can best describe Treetop. It also has full sized sofa bed with a memory foam mattress. It accommodates 4 people.The kitchen is fully equipped.There is a washer and dryer. We are located 1.5 miles from Southwest Harbor, 15+ minutes from the Bar Harbor and Entrance to Acadia National Park,and a few minutes from the Park on this side.

Old Acadia Ranger Yurt at Long Pond

Newly Constructed. Old Acadia Ranger Yurt, a 25 ft. Yurt nestled in the pine and maple forest 1/4 mile from Long Pond and Acadia National Park hiking trails. New construction includes a full bath with a large walk-in shower, kitchen with gas stove/oven, microwave, refrigerator, dinette table w/ seating. Bedding includes, 1 Queen sized bed, 1-fold down double couch, Queen bed in loft, and 1 rollaway cot. Towels and bedding provided. Four (4) guests only (no exceptions). Pets are not permitted.

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.