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.

Garage, a Modern Oasis

An architectural gem in Acadia, designed with soaring ceilings, walls of glass, and effortless indoor-outdoor flow. From elaborate landscaping to finest interior finishes, every element was chosen with intention. Interiors are appointed like a boutique hotel: premium furnishings, curated local art, and the finest bedding. Multiple living areas and a shaded deck, an enclosed carport alongside ping-pong, and a basketball half-court. EV charging on-site. As featured in Fine Homebuilding, June 2023.

Cozy Black and Grey Home for Two

Our cozy cabin is simply peaceful! Visitors can enjoy an efficiently equipped and furnished abode to enjoy quality time together. Centrally located in the heart of Southwest Harbor, visitors can enjoy brief walks to downtown shops offering arts & crafts by local artisans. Experience hikes, trails and well known sites. Venture 13 miles to Bar Harbor. Our guests receive a 10% discount at Jersey Café during their stay. Looking forward to your visit and as our Maine slogan states, “Welcome Home.”

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!

SW Harbor: Hiker’s Rest-Magical, Modern Cottage

Barely a mile from charming Southwest Harbor, Hiker’s Rest is the perfect place to land after a long day of exploring Acadia trails and lakes. Away from the crowds, this new cottage is nestled in the woods, but enjoys every modern amenity. National Park trailheads, Long Pond, Echo Lake, and Southwest Harbor are within minutes. Watch the sun set from the patio, cook a meal at home, or enjoy a walk from your door. Experience life as a local while you fall in love with the Quiet Side of MDI.

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 10 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

Driftwood Ocean Front Cabin With Beach and Dock

The Driftwood Cabin is a luxury A frame cabin hosted by a SuperHost and located on 200 feet of spectacular cobblestone beach overlooking Blue Hill Bay, deep water frontage with private mooring and a new 150' pier with float/dock. This unique property enjoys southern exposure with amazing sunsets and island views from nearly every vantage point. "Quiet Side" of Mount Desert Island. Acadia is minutes away - Bass Harbor Lighthouse, the Wonderland and Ships Harbor trails in particular.

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.

Duck Cove Get Away

Unwind in this serene, stylish retreat. The property boasts a private lot ideal for a secluded getaway. With private access to Duck Cove from the patio, featuring a fire pit, this home is perfect for relaxing evenings. Following recent renovations, the property now offers modern amenities including an updated kitchen & bathroom. Twelve-foot doors seamlessly connect the bedroom & living room to the expansive deck, showcasing breathtaking views of Duck Cove.

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