Holiday rentals in Southwest Harbor

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Top-rated holiday rentals in Southwest Harbor

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Guest favourite

Cabin in Southwest Harbor

4.96 out of 5 average rating, 128 reviews

Poet's Cabin - Year-round Acadia A-Frame Getaway

If you're looking for a beautiful cabin in the woods of Acadia on the Quietside of Mount Desert Island, you've found it! A perfect spot for couple's getaways, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is Hygge-inspired & newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, dishwasher & microwave. Serene porch to relax on. Private yet convenient setting - close to the ocean, downtown Southwest Harbor, Seawall Beach, Bass Harbor Light & Echo Lake.

21–28 Dec

$282 SGD per night

Guest favourite

Tiny home in Southwest Harbor

4.98 out of 5 average rating, 183 reviews

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).

22–29 Jun

$515 SGD per night

Guest favourite

Flat in Ellsworth

4.99 out of 5 average rating, 112 reviews

Roomy 2nd Fl 1-bedroom apt in downtown Ellsworth

Cozy, comfy, clean and convenient access to roads leading to Acadia National Park (18 miles), Bar Harbor, & Schoodic or Blue Hill peninsulas! Roomy, recently updated 2nd floor 1-bedroom apt of 1875 home w/private entrance. 15 inside steps; hallway unfinished. Note: Bed is full-size. Walking/biking trail just steps away, 4/10 mile to downtown Ellsworth for shopping dining, and pubs. Or relax and cook at home in your full size kitchen! Check in 3 p.m. or later. One night stays welcome. Enjoy!

11–18 Oct

$141 SGD per night

Guest favourite

Home in Southwest Harbor

4.98 out of 5 average rating, 123 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 pet 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.

18–25 Oct

$620 SGD per night

Guest favourite

Cottage in Southwest Harbor

4.98 out of 5 average rating, 122 reviews

Southwest Harbor Cottage

Enjoy unparalleled views of bustling SW Harbor and the beauty of Acadia National Park from the comfort of a newly renovated cottage. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll to the village where you'll find plenty of shops and restaurants. Access to the water is easy for those who don't mind a little clamoring down the bluff. End your days on the deck and keep your eyes peeled for seals!

28 Oct – 2 Nov

$465 SGD per night

Guest favourite

Cabin in Southwest Harbor

5.0 out of 5 average rating, 109 reviews

Southwest Harbor Cozy Cabin #2

Perfectly situated 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 the screened 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.

1–8 May

$259 SGD per night

Guest favourite

Guest house in Orland

4.99 out of 5 average rating, 103 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

6–13 Jan

$134 SGD per night

Guest favourite

Guest suite in Mount Desert

4.97 out of 5 average rating, 149 reviews

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

5–12 Dec

$203 SGD per night

Guest favourite

Guest house in Sedgwick

4.96 out of 5 average rating, 235 reviews

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

15–22 Apr

$190 SGD per night

Guest favourite

Flat in Southwest Harbor

4.94 out of 5 average rating, 119 reviews

The Snuggery - Downtown Southwest Harbor - Acadia

This bright and very comfortable studio apartment is located in the heart of downtown Southwest Harbor. Park your car and walk to all the downtown businesses and restaurants or hop a ride on the free Island Explorer bus to explore the rest of Mt. Desert Island. This studio apartment has a small kitchen with full size refrigerator, dish washer and counter top induction burners for cooking. It has a king size bed, private bathroom & private parking for 1 vehicle.

6–13 Mar

$205 SGD per night

Guest favourite

Flat in Bar Harbor

4.99 out of 5 average rating, 141 reviews

Huckleberry Suite - Intown Bar Harbor

This 1 bedroom, second floor apartment, located on a quiet residential cul-de-sac in downtown Bar Harbor, is perfect for a couple or small family. Bar Harbor’s waterfront, our downtown, Bar Island, and the Island Explorer Bus service are only a few blocks away. The Explorer provides free access to parts of Acadia National Park. Huckleberry is available by the week, June - September with a Saturday check in. October - May, our Town requires a 4 night minimum stay.

6–13 Feb

$188 SGD per night

Guest favourite

Flat in Southwest Harbor

4.94 out of 5 average rating, 173 reviews

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.

26 Mar – 2 Apr

$389 SGD per night