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.

Cozy Causeway Escape -Quiet Condo in SWH- Acadia

Welcome to Cozy Causeway Escape, a charming condo retreat just a short walk from downtown Southwest Harbor—the quiet side of Mount Desert Island. This up-and-coming town offers a peaceful escape while keeping you in the heart of Acadia National Park! Whether you love hiking, biking, kayaking, or sightseeing, you’ll find endless outdoor adventures right at your doorstep. Just 20 minutes from Bar Harbor-the famed gateway to Acadia- where more stunning beaches, hiking, dining, and adventures await!

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.

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.

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!

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

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.

The Fernald Point Carriage House

Tucked away in the woods, this charming post-and-beam carriage house apartment offers both seclusion and easy access to nearby national park trails, village shops and dining options. Enjoy serenity in a prime location with a fully equipped kitchen, a cozy queen bedroom, and a comfortable living space. The dining area seats four, and there's a small, private deck with a gas grill for outdoor meals. Tastefully furnished throughout, this one-of-a-kind getaway is perfect for any season.

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.

Oceanview in Southwest Harbor

Enjoy a harbor ocean view right from the comfort of home. Admire the ships as they come and go and take in the beautiful sunsets right from your patio. An oceanfront property located in a peaceful neighborhood. Has beach access right from your front door. Within walking distance to downtown Southwest Harbor shops and restaurant's. Less than a 5 minute drive to Acadia National Park walking/hiking trails and beaches. A great place to relax after a day in the park.

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