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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.

Rustic Manset Tiny House

Experience living tiny in this lovingly built small scale space that includes everything you need for a cozy getaway. Return from a day of hiking in Acadia National Park to soak in the clawfoot tub or relax on the tiny deck, with a glimpse of the ocean. This 20ft x 8ft tiny home is situated in a backyard, a short walk from Manset Town Dock and Peter Trout Tavern, and a five-minute drive from Southwest Harbor and parts of Acadia National Park (about 20 min to longer hikes and the loop road).

Quiet side ranch home SW Harbor. Prime MDI locale

This comfortable home named the Autumn Lodge located in the lively picturesque village of Southwest Harbor can be enjoyed year round. Classic ranch home with open updated design and decorated with the colors of fall. Fully equipped kitchen with granite counters, dishwasher, and informal kitchen dining on the bar. Gas log fireplace. Private outdoor space. Harbor frontage on opposite side of the street. In town location walkable to restaurants & shops. Check out my other listing.

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Bright Quietside Chalet Near Acadia

Emerald Pines Chalet sits on Mount Desert Island’s Quietside, known for its quieter pace and easy access to Acadia. Under 5 minutes from Beech Mountain, Acadia Mountain, and Flying Mountain trailheads, with Jordan Pond and Cadillac Mountain a short drive away. Two bedrooms, two full baths, fully equipped kitchen, and a bright open living space with high ceilings and forest views. New in 2026: mini-split AC in both bedrooms. Less than a mile to Southwest Harbor village and restaurants.

Artist Studio in Acadia, 5 minute walk into town!

The Artist Studio is just a 5 minute walk into the heart of downtown Southwest Harbor. We are a 5 minute drive to an Acadia Park entrance, a 20 min drive to Bar Harbor. Close to restaurants, Echo Lake for swimming, and a 5 minute walk to the Clark Point Town Dock for ferry boat rides to explore the islands! You’ll love my place because of the comfy beds, the high ceilings, the modern kitchen and island. My place is good for couples, solo adventurers, business travelers, and families.

CLEAN, spacious, each BR has private full bathroom

This 3 bedroom 3.5 bath home (each bedroom with its own full bathroom) is situated in a private, wooded setting on the edge of Southwest Harbor's bustling village. All on one level, it offers sophisticated yet comfortable furnishings in an open floor plan design. Each bedroom has a full bath. It’s close to several Acadia National Park access points (Long Pond and Echo Lake are both within a 5 minute drive). This home offers extra wide doorways accomodating those with mobility issues.

"Yellow Door”

The Yellow Door | A Quietside Retreat Skip the Bar Harbor traffic and settle into the "Quietside" of the island. Yellow Door is a high-end, 2-bedroom apartment in Southwest Harbor, designed and built by one of the area's most respected local builders. It’s got that clean, custom craftsmanship that feels less like a rental and more like a home. The Layout: Bedroom 1: 1 King Bed Bedroom 2: 1 Queen Bed Bath: 1 Full Bath The Vibe: Exquisitely decorated with a focus on local design.

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!!!

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