Holiday houses in Southwest Harbor

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.

The Cabins at Currier Landing Cabin 2: Meadow

Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

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!

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom, two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

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.

The Carriage House

The Carriage House is a charming converted barn in Southwest Harbor within walking distance of downtown. Multiple Acadia National Park access points are within 2 miles of the Carriage House. Bar Harbor and the Park Loop Road are 20 minutes away. A perfect hideaway for 2 people looking for a quaint retreat. The Carriage House was recently renovated and air conditioning recently added. The perfect spot for a getaway. 3 night minimum stay unless otherwise indicated on the calendar.

On Island Time - Southwest Harbor - Acadia

This spacious 2 bedroom, 2nd floor apartment has all the amenities of home and is located right in the heart of Southwest Harbor! Walk out the door to many wonderful restaurants, galleries and shopping. We are a short walk to the harbor and marina. Across the street is the stop for Island Explorer bus with free seasonal transportation to all over the island and Acadia National Park. The apartment rents Friday to Friday during July & August. Parking available for 1 vehicle.

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.

"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

"Schoolhouse," a Boutique Home & Writer's Studio

A former schoolhouse reimagined by NYC architect Wake Design, this Scandinavian-modern retreat sits a block from the harbor on the serene "quietside" of Mount Desert Island. A separate exterior dwelling offers guests a private escape for work or solitude. Inside, Bosch and Café appliances, Ann Sacks tiles, custom woodwork, original local art, and the finest linens reward every glance. Vespa charging and parking for two.