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.

4–11 Dec

$288 SGD per night

Guest favourite

Tiny home in Southwest Harbor

4.98 out of 5 average rating, 185 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

$522 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!

9–16 Oct

$144 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.

16–23 Nov

$436 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

$475 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!

10–17 Dec

$143 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.

27 May – 3 Jun

$383 SGD per night

Guest favourite

Loft in Bar Harbor

4.98 out of 5 average rating, 250 reviews

Bar Harbor Suite Under The Eaves

Our 1847 farmhouse is centrally located on Mt.Desert Island. A private entrance leads to an upstairs, sunlit, suite with a queen bedroom, living room with futon, private bath, and kitchenette with microwave, refrigerator, toaster, coffeemaker. The house and stable, which once served the livery needs of Mt. Desert, are located on one of the major island roads. Acadia NP, Bar Harbor, Southwest Harbor and the 'Quiet Side' of MDI are all close by, but be prepared for summer traffic.

31 Oct – 7 Nov

$232 SGD per night

Guest favourite

Flat in Southwest Harbor

4.97 out of 5 average rating, 149 reviews

On Island Time - Southwest Harbor - Acadia

This spacious 2 bedroom, 2nd floor apartment has all the amenities of home and is located right in the heart of Southwest Harbor! Walk out the door to many wonderful restaurants, galleries and shopping. We are a short walk to the harbor and marina. Across the street is the stop for Island Explorer bus with free seasonal transportation to all over the island and Acadia National Park. The apartment rents Friday to Friday during July & August. Parking available for 1 vehicle.

22 Feb – 1 Mar

$303 SGD per night

Guest favourite

Guest suite in Mount Desert

4.97 out of 5 average rating, 151 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.

6–13 Dec

$207 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.

1–8 Apr

$194 SGD per night

Superhost

Guest house in Tremont

4.89 out of 5 average rating, 87 reviews

Adorable Quietside Cabin

Welcome to the Quiet side of Mount Desert Island, With the same easy access to all of the wonders Acadia National Park has to offer. Why not stay on the less commercialized and more peaceful side of the island. This cozy small guest cabin is fully separate from the Main House. It has a private bathroom, kitchenette/dining area, and ample parking space. The main house is occupied by the owner, and they are happy to help with suggestions on activities etc.

12–19 Jan

$118 SGD per night