House holiday rentals in Southwest Harbor

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Top-rated house rentals in Southwest Harbor

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Guest favourite
The exterior of a modern single-story home is showcased, featuring wood siding and large windows. The entrance includes a small staircase and porch with planters. Surrounding greenery provides a natural setting, with blue skies and sunlight illuminating the façade.
Home in Southwest Harbor
4.91 out of 5 average rating, 117 reviews

The Farm-- A Lovely Place and a High-End Space!

TAKE ADVANTAGE OF OUR APRIL2025 DISCOUNT! This upscale and modern home was fully renovated in 2020 with your comfort in mind! Nestled in the woods and just steps from the Seal Cove entrance to the National Park, “The Farm” is also just 1.5 miles to downtown SW Hbr’s bustling village. It features a high-end kitchen, 3 well-appointed bedrooms, 2 full baths, an expansive game room with card and puzzle table, air hockey, and a unique screened-in porch w/cathedral ceiling and wood burning fireplace!

Superhost
Home in Southwest Harbor
4.87 out of 5 average rating, 206 reviews

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.

Top guest favourite
A charming pathway made of stone meanders through lush greenery, leading to a yellow cottage. The entrance is framed by vibrant flower pots and a welcoming garden, creating a serene atmosphere that invites exploration.
Home in Bar Harbor
5 out of 5 average rating, 113 reviews

In town retreat close to Acadia

This cozy one bedroom retreat is ideally located for walking to downtown or a stroll into Acadia. Secluded off of a residential street and with off street parking, the house has a private courtyard for you to enjoy, a full kitchen, washer/dryer and AC/heat. The park's loop road with access to Sand Beach, Ocean Drive, Champlain mountain and a huge network of trails are just down the street while restaurants, the village green, shops, shore path and an active waterfront are a 15 min. walk away.

Top guest favourite
The exterior of a unique home is presented, featuring a combination of grey shingles and blue siding. Colorful buoys are adorned on the facade, complemented by window boxes filled with greenery. A welcoming entrance is flanked by a bright flag, set amidst a wooded backdrop.
Home in Southwest Harbor
5 out of 5 average rating, 120 reviews

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.

Top guest favourite
The exterior of a cedar cottage is showcased, featuring a welcoming porch with white rocking chairs. Bright red flowers and lush greenery surround the entrance, while solar panels are installed on the roof. A stone path leads to the steps, inviting guests to explore.
Home in Southwest Harbor
4.99 out of 5 average rating, 202 reviews

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.

Top guest favourite
The exterior of the cottage showcases a modern design with gray metal siding and warm wooden accents. A small deck area is furnished with two chairs and a grill, surrounded by trees that provide a sense of privacy. Large windows allow natural light into the space.
Home in Mount Desert
5 out of 5 average rating, 297 reviews

The Arthaus, an eclectic retreat for two

Located on Mount Desert Islands, "Quietside". The cottage features high ceilings and an open floor plan, with a small deck looking into the woods The walls are decorated with original art work by the owner. Our location is central to the island, situated just outside the village of Somesville; 15 minutes to Bar Harbor, 10 minutes to Southwest Harbor by car. Hiking and swimming opportunities are just 5 minutes away by car. The Arthaus is not suitable for pets, despite our love for them.

Top guest favourite
The exterior of a renovated cottage is showcased, featuring a light grey facade with white trim. A welcoming front porch is furnished with two chairs, and a spacious lawn surrounds the house, complemented by mature trees and vibrant greenery.
Home in Mount Desert
4.91 out of 5 average rating, 112 reviews

Quiet, Comfortable, Renovated Cottage near Acadia

Freshly renovated home with modern amenities, including new appliances and furniture, and a cozy patio with a lawn for outdoor relaxation. Three bedrooms offer various sleeping arrangements, perfect for families. Situated in the quiet village of Northeast Harbor, it's a short walk to the ocean and downtown amenities like restaurants, bars, a gas station, and the grocery store. Acadia National Park trails are less than 5 minutes away by car, while Bar Harbor is a quick 20-minute drive.

Top guest favourite
A charming cottage exterior is displayed, featuring traditional shingled siding and a light blue front door. Two gable dormers top the structure, while flower planters with colorful blooms line the entryway, complemented by clear blue skies overhead.
Home in Bar Harbor
4.99 out of 5 average rating, 206 reviews

Hulls Cove Cottage

Settled right outside Hulls Cove Village and its entrance to Acadia National Park, this lovely, cozy cottage is minutes from downtown Bar Harbor and its shopping, restaurants, kayaking and other activities. A classic New England shingled cape, you'll feel right at home in the updated living space, with an upstairs queen bedroom, loft with twin beds, and private backyard. Centrally located to take advantage of everything Mt. Desert Island has to offer! Registration #VR1R25-047

Guest favourite
A cozy seating area features a beige sofa adorned with patterned throw pillows and a rustic wooden coffee table. A blue armchair provides additional seating. Natural light enters through a nearby window, illuminating the wooden walls and enhancing the warm atmosphere of the space.
Home in Southwest Harbor
4.82 out of 5 average rating, 128 reviews

Honeymoon Retreat - Private and Quiet

Surrounded by spectacular scenery, privacy and quiet, the Tree House is the ideal place to start your adventure exploring the riches of MDI and Acadia. The house is perched up high with limited views of Western Way and Cranberry Island from the deck. Relax to the endless chatter of birds and the sounds of boats traveling by. Walk to the oceans edge. Perfect place for two to rekindle and relax. ** The only entrance is via exterior spiral staircase as pictured in photos. **

Guest favourite
A serene view of the ocean is captured through tall pine trees, with sunlight reflecting on the water. A vibrant patch of purple flowers is visible in the foreground, complemented by green grass. Two striped chairs are placed, suggesting a tranquil outdoor space.
Home in Tremont
4.8 out of 5 average rating, 101 reviews

The Barnacle Cottage near Acadia

Charming tidal shore front, simple cottage located in very quiet area on desirable Lopaus Point, in the fishing village of Bernard. Lovely ocean views with spectacular sunsets. Great place to use your kayak, canoe, wading boots & bicycle. Full bathroom with shower. Open concept downstairs with kitchen/dining/living room and a grand piano, with a library of nice books. SECOND LEVEL: Half bath. 2 bedrooms with 1 double bed and 1 single bed each. Alcove with a youth bed.

Top guest favourite
The two-story residential home features a wooden exterior with a welcoming porch adorned with pumpkins. A gravel driveway leads up to the house, which is surrounded by trees and a landscaped yard under a clear blue sky.
Home in Tremont
4.96 out of 5 average rating, 108 reviews

“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.

Guest favourite
A single-story cottage features light blue wood shingles and multiple gabled roofs. Large windows provide views of the surrounding greenery, including ferns and wildflowers. A brick chimney is centrally positioned on the roof, complementing the natural landscape under a blue sky with scattered clouds.
Home in Southwest Harbor
4.88 out of 5 average rating, 103 reviews

Manset Rock Cottage: A Coastal Retreat on MDI

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 4BR 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!

Popular amenities for house rentals in Southwest Harbor

When is the best time to visit Southwest Harbor?

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Avg. price$350 SGD$350 SGD$350 SGD$350 SGD$416 SGD$498 SGD$626 SGD$605 SGD$484 SGD$484 SGD$318 SGD$323 SGD
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Quick stats about house rentals in Southwest Harbor

  • Total holiday rentals

    Explore 220 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    220 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

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