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.

Family · Location · Barbecue

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.

Value · Location · Barbecue

New! Centrally located on MDI, near Lakes/Acadia

This beautiful newly built loft has three bedrooms and two full bathrooms. Inside, you’ll find a clean and cozy retreat that sleeps up to six. Step outside to the patio and unwind by the fire pit, or relax on the inviting front porch—perfect for morning coffee and birdwatching. We are centrally located on MDI - close to ponds, lakes and the Atlantic, hiking in Acadia as well as near coffee shops, restaurants and shopping. This home is the perfect spot for soaking up all our island has to offer.

Family · Location · Amenities

Pilot House

Named for a boat shipwrecked on its shore nearly a century ago, Pilot House boasts gorgeous views of the working harbor and outlying islands. The oceanfront house on spacious grounds is comfortable and up-to-date, with water views from the large high-end kitchen, open-plan living and dining areas, master bedroom, lower-level guest room, and upper deck. Outside spaces include front and back gardens and a small waterside platform for watching the boat traffic. Town center is a short walk away.

Family · Location · Air conditioning

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.

Family · Value · Comfort

Evergreen Hill in Acadia National Park

Evergreen Hill is a cheery cedar cape set up on a private half acre of fir and native blueberry. Just a mile from Acadia trails and beaches, this humble cottage has a peaceful island vibe, relaxing family spaces, a fenced yard, and great front porch, with no dog or cleaning fee. Eat lobster year round, visit Bar Harbor, take the family on a boat ride to see Mount Desert Island's 26 peaks from the water. Come in winter to work and play, hike the snow covered mountains, ice skate and XC ski.

Family · Location · Barbecue

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 couples, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, DW & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach, & more!

Family · Location · Quiet

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.

Value · Location · TV

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.

Family · Location · Laundry

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

Family · Location · Cleanliness

Manset Rock Cottage:A Coastal Retreat on Mt Desert

Nestled on Mount Desert Island’s Quietside, Manset Rock Cottage offers breathtaking views of Acadia National Park, Southwest Harbor, and the Western Way. This charming 4 bedroom home features a spacious great room with a fireplace, a full kitchen, and a large deck with woodland and ocean views. Stroll the private nature trail to the pebble beach and relax as sailboats drift by. Perfect on its own or rented with the Main House—your coastal escape awaits!

Family · Location · Shared spaces

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

Family · Location · Kitchen