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.

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.

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.

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

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.

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. No Cleaning Fee!!!

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

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!

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

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.