
Cottage vacation rentals in Winter Harbor
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Top-rated cottage rentals in Winter Harbor
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Edgewater Cabins #2
Edgewater is centrally located off of Route 1 (Schoodic Scenic By-way) in Sullivan Harbor. You can enjoy our beach and picnic tables on the wharf while surrounded by amazing views. You will find a tennis court just a short walk up our driveway. Nearby there are restaurants, local hiking trails, and Acadia National Park (20 min to Schoodic Point and 35 min to Acadia on Mount Desert Island). Boat rides around Frenchman's Bay are available from our dock. There's a 3 night minimum stay in Cabin 2.

Southwest Harbor Cottage
Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Lamoine Modern Guest House
Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows looking out to the woods. Close enough to Bar Harbor / Acadia National Park (45 minutes) but removed from the hustle & bustle. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

Shore Haven - Oceanfront Home in Corea by the Sea
New gas fireplace insert of fall 2025** Peak season- Jun 14 to Sep 13, 2026- weekly bookings only with arrival/departure on Sunday***. This cedar shingled cottage home boasts 1850 sq ft of living space on one level. It has open concept Kitchen/Dining/Living/Sun room with spectacular ocean views; 3 bedrooms; 2 baths; and a library/reading room with a double bed. The property is nicely landscaped with a gently sloping lawn to 240 ft. of bold oceanfront.

Craney "Tree" House near Acadia
Craney House is a comfortable place with character—good for couples, solo adventurers, business travelers, and families (with kids). We affectionately call it our "tree house" because of the jungle that used to obscure the house. We love Otter Creek for its quieter access to what Acadia has to offer—close to the Park Loop Rd, carriage and hiking trails, but it's also only about 5 miles away from Bar Harbor and 10 miles to Seal Harbor.

14 1Br Cottage in Bar Harbor Open Hearth Inn
Cottage 14 is a quaint rustic cottage with one king bed, a full bath with shower, A/C, mini-fridge, cable, television, iron/ironing board, hairdryer, coffee pot, microwave, and free Wi-Fi. As with all guests who join our Ohana, there is full access to the indoor kitchen downstairs in the main building, the outdoor kitchen and grill, full access to the common use hot tub, and the bonfire pit on the back lawn.

Meadow Point Cottage
Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Cottage by Acadia National Park
Located by the Giant Slide Trail and bordering Acadia National Park the nature enthusiast will enjoy the comfort and central location of this cottage on Mt. Desert Island. Making touring in Acadia easy with trails, sites, and Bar Harbor within easy access. Walk right from the cottage to access the carriage roads and the Giant Slide Trail which leads up Sargeant Mountain.

Oceanfront Acadia Cottage With Private Beach
Enjoy this charming oceanfront cottage with its expansive panoramic windows. With 175 feet of private oceanfront beach at your doorstep, you'll enjoy unparalleled views of Bass Harbor. Located on the serene "Quiet Side" of Mount Desert Island, this cottage serves as an ideal home base for your exploration of Acadia National Park.

320 Ft Of Private Beachfront w/ Stargaze Platform!
🌊 Welcome To Compass Point Cottage 🌊 Placed Below A Winding Driveway At The Edge Of Compass Point, Our Beachfront Cottage Rests 20 Feet From The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance!

Islesboro Boathouse
The Boathouse is on Gilkey Harbor with western views over the Camden Hills and spectacular sunsets. Full use of dock directly in front of the boathouse. Full beachfront access & many acres to explore! LGBT friendly. Harbor tour can be arranged at an additional cost.
Popular amenities for Winter Harbor cottage rentals
Cottage rentals with a hot tub

Lakeview Cottage

Waterfront Great Pond Cottage w/ Hot Tub & Deck!

11 Cute 1Br Acadia Cottage Open Hearth Inn

Penobscot Bayview Fireplace Hot tub

Beach cottage on Penobscot Bay

Nashport on the Penobscot

Open Hearth Inn Cottage 12 - 10 min to Acadia!

Megunticook Retreat
Pet-friendly cottage rentals

Stonington Harbor Cottage

Lakefront Cottage on Tracy Pond

Chic Farmhouse Cottage, WiFi, Private Beach, A/C

Lakefront, near Bar Harbor, ME

Modern cottage with hummingbirds

Harbor views + stylish interior + boat lounge

Cozy cottage close to Acadia National Park!

Katy's Seaside Cottage
Private cottage rentals

Cobblestone Beach Cottage

Camp Tranquility @ Rock Cove

Harborside Comfortable Cottage! [Mermaid Cottage]

Oceanfront Island: Hiker & Honeymooner’s Paradise

Sleep next to the ocean in Gouldsboro!

Loon Sound Cottage, On the Water

Secluded Acadia waterfront cottage on Taunton Bay!

Little Gem - Ocean Cottage near Schoodic Peninsula
Quick stats about cottage rentals in Winter Harbor

Total vacation rentals
Explore 10 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at € 215 per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Wi-Fi availability
10 of Winter Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Harbor rentals

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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