Vacation 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.

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.

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Peaceful & pet friendly acre near Acadia in natural, wooded setting. Fast WiFi, view to Ripples Pond (a wildlife sanctuary), & fenced in backyard. Big 1 bed cottage has comfy King mattress + 2 sleeper futons. The Cabin (only open May 1-Oct 31) has kitchenette, bathroom & Queen bed. A backyard path to hammock & chill spot by Ripples (view only, but 1/2 mile away is Long Pond for swimming, canoe/kayak rental). Grill. Firepit. Tranquility! NOTE: Cabin open May-Oct + has ceiling+box fans but no A/C

Cabin In The Woods: Magic Moose

Situated on the edge of 5 acres of forest 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 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.

SW Harbor: Salt in the Pines-Modern, Magical Oasis

Barely a mile from charming Southwest Harbor, Salt in the Pines will set the bar for your Acadia vacation rental experience. Away from the crowds, this brand-new home is nestled in the woods but enjoys every modern amenity. National Park trailheads, Long Pond, Echo Lake, and Southwest Harbor Village are within minutes. Relax surrounded by trees and the lovely perennial garden after a hike or take a siesta in the hammock. Experience life as a local and fall in love with the Quiet Side of MDI.

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.

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

Harbor View 2 BR New Listing

Take in the beautiful Harbor view directly from your living room. Wake up to the sound of Seabirds and sip your morning coffee on the deck as lobster boats pass by. A cozy peaceful location, just a short walk to charming downtown shops and some of the best local seafood Maine has to offer. Only minutes away from Acadia National Park. Great for couples or small families. The perfect place to unwind and take in the sunset after a day of exploring Acadia.

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.

Treehouse cabin in Acadia, 5 minute walk into town

Charming 2 bedroom traditional wooden cabin situated on 8 acres in Southwest Harbor. Walk into town easily for restaurants, galleries and boutiques. Or walk to the town dock for an adventure to another island. Ferries leave daily to explore outer areas. Acadia easily explored from here, with parts of Southwest Harbor National park land. Ask Marc for a hiking map to explore Acadia.

Cottage by Acadia National Park

Located by the Giant Slide Trail and bordering Acadia National Park the nature enthusiast will enjoy the comfort and central location of this cottage on Mt. Desert Island. Making touring in Acadia easy with trails, sites, and Bar Harbor within easy access. Walk right from the cottage to access the carriage roads and the Giant Slide Trail which leads up Sargeant Mountain.