House holiday rentals in Southwest Harbor

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 · Family · Cleanliness

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Peaceful & pet friendly acre near Acadia in natural, wooded setting. Fast WiFi, view to Ripples Pond (a wildlife sanctuary), & fenced in backyard. Big 1 bed cottage has comfy King mattress + 2 sleeper futons. The Cabin (only open May 1-Oct 31) has kitchenette, bathroom & Queen bed. A backyard path to hammock & chill spot by Ripples (view only, but 1/2 mile away is Long Pond for swimming, canoe/kayak rental). Grill. Firepit. Tranquility! NOTE: Cabin open May-Oct + has ceiling+box fans but no A/C

Location · Family · Walkability

Southwest Harbor Hideaway in the Woods of Acadia

This eclectic buoy wonderland is the perfect hub for your vacation! Great for families & groups. 2 primary suites w/ king beds, king-bunk room & A/C throughout, nestled in the woods on the Quietside of Mount Desert Island! Amazing backyard entertaining area. Tons of amenities: kayaks, paddleboards, bikes, cornhole, & large firepit w/ firewood! Private yet convenient - close to the ocean, hikes, downtown SW Harbor, 5min to Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach & more.

Family · Value · Kitchen

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.

Location · Value · Sleep quality

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.

Location · Family · Air conditioning

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.

Location · Value · Decor

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.

Value · Location · Cleanliness

Renovated Bar Harbor Cottage just blocks from town

Acadia and Bar Harbor await you as does this sparkling clean, renovated cottage on one of Bar Harbor's favorite streets. Your vacation home on Ledgelawn Avenue is just blocks from town. Walk to restaurants, shops, and the ocean. Whether you're here to stroll the island or hike/bike/run, Cedar Cottage has all you need. Relax with your coffee in the sunroom, sitting area, or on the deck; make great meals in the well-stocked kitchen; sleep soundly on Puffy and Casper beds!

Value · Location · Checkout

“Drop Anchor” a cheerful and spacious residence

Drop Anchor is a 2 bedroom spacious residential home on the “Quietside” of Mount Desert island. You will be 5 minutes from Acadia National park. Bass Harbor headlight, Ship Harbor, Wonderland, and Seawall picnic area. Bar harbor is a 20 minute drive. Nearby is Archies lobster pound, Hansen’s seaside takeout (both walkable) and by car Thurstons lobster pound. And Seafood ketch. There are many other options in the neighboring town of Southwest Harbor.

Value · Location · Hot tub

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 · Condition

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

Value · Location · Laundry

Carriage House in Acadia, Level 2 EV Charger

Our 4 bedroom, 2 bathroom cottage is located on a family compound of 8 acres, just a 5 minute walk into the heart of downtown Southwest Harbor. We are a 5 minute drive to an Acadia Park entrance, and 20 min drive to Bar Harbor. Close to restaurants, family activities, Echo Lake for swimming, and public transport. Good for couples, solo adventurers, business travelers, and families. No pets.

Family · Value · Check-in