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.

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.

Cabin In The Woods: Little Loon

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.

Manset apartment near Acadia

Manset is on the "quiet" side of the island (as compared to Bar Harbor), but it’s an active neighborhood and we love being here! Our apartment is situated in a larger building with another apartment upstairs and a commercial space—with a baker who just occupied it recently . A neighborhood with boat building history and current activity.. A short walk down to Manset (rocky) shore. Seawall picnic area is not far away via car/bicycle down the main road as are Wonderland and Ship Harbor trails.

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.

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!

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.

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read “other details”, we are on an island.

Sunset Oceanfront Cabin with Sauna, Beach and Dock

The Sunset Cabin is a brand new luxury A frame Cabin located on 200 feet of spectacular cobblestone beach overlooking Blue Hill Bay, deep water frontage with mooring and a new 150' pier with float/dock. This unique property enjoys southern exposure with amazing sunsets and island views from nearly every vantage point. "Quiet Side" of Mount Desert Island. Acadia is minutes away - Bass Harbor Lighthouse, the Wonderland and Ships Harbor trails in particular.

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

Port Deck Cottage (Ocean View)

Take in the beautiful Harbor view directly from your doorstop. 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.