Holiday rentals 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.

Osprey Nest: Elevated ocean views, walk to town

Locally owned by an Island family of several generations, Osprey Nest is the 2nd story apartment of a duplex with private deck. Located on an elevated property across the marina, offering wonderful views of Southwest Harbor and across to the Cranberry Isles. Walk into town and enjoy shopping & dining in the village of Southwest Harbor and leaving your car behind. Acadia National Park and more than a dozen trailheads are within a 5 min. drive from the house with a bus stop across the street.

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!

Rustic Retreat on MDI

Classic and charming 1915 camp with modernized amenities (2020) to host groups of up to 6 for minimum one-week getaways to Acadia/ Downeast Maine. Everything you need for your adventure right here at our location in the heart of Southwest Harbor. Open-plan kitchen/dining area to feast after a full day in Acadia National Park, just minutes away. Cozy fire in the stove. Sleep soundly after exploring nearby islands in one of four bedrooms: 2 queens, 1 full, and a bunk room with two twins.

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.

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.

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.

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

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

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.