
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.

Bayview Cottage on the Atlantic
Nestled at the head of Pigeon Hill Bay, our cottage is surrounded by 20 acres of fields, marshland, private walking paths, and a private pebble beach on the ocean with views of the Atlantic. Acadia National Park is nearby (1 hour plus) or take the ferry (20 minutes away) to BarHarbor. Acadia Park Schoodic Point is a must see (20 minutes). Enjoy our kayaks, our recommended day trips, blueberry picking, visiting white-tailed deer. For a full week stay we serve a lobster shore dinner for two.

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

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.

Cozy Seal Harbor Cottage
We request anyone who stays on our property be fully vaccinated. Thank you for helping to keep our community healthy! This stand along cottage is on the same property as owner's home and includes 1 parking space. 2 bedrooms with full bath, laundry, and a fully stocked kitchen. House abuts Acadia National Park; Seal Harbor Beach and carriage roads are easy walking or biking distance! Only 12 minutes to Bar Harbor and 5 to Northeast 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.

Beachfront Christmas Cottage w/ Firepit!
🌊 Welcome To Rocky Beach Cottage 🌊 Perched On Coastal Waters and Tucked Into The Woods, Our Cottage Sits On 120 Feet Of Private Shoreline For You To Explore. A True Maine Beachfront Cottage Only 20 Minutes Drive to the Quiet Side of Acadia National Park...The Schoodic Peninsula! 🎅 Ho, Ho Ho...Tis The Season 🎅 Rocky Beach Cottage Will Be Decorated For The Holidays Through December!

Quiet lakefront cottage on Graham Lake
Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

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.

Driftwood Cottage
This is the million dollar view on the Schoodic Peninsula. Sit on your private deck and private beach, sipping wine, while gazing across Frenchman Bay as the sun sets over Cadillac Mountain. Watch lobster boats crisscross the bay while eagles soar overhead.

Mainestay Cottage - 4 Season Waterfront Retreat
Welcome to Mainstay Cottage! A private waterfront getaway ideally located between Bar Harbor/Acadia and Schoodic. This cozy, well-stocked home provides ample space to relax and recharge in a quintessential Downeast Maine setting.
Popular amenities for Winter Harbor cottage rentals
Cottage rentals with a hot tub

Lakeview Cottage

Beachfront Guest Cottage - Year-round Hot Tub!

11 Cute 1Br Acadia Cottage Open Hearth Inn

10 1BR Acadia Cottage w/AC Open Hearth Inn

Canoe House Bungalow and Spa Retreat ,Searsport

Beach cottage on Penobscot Bay

Nashport on the Penobscot

Open Hearth Inn Cottage 12 - 10 min to Acadia!
Pet-friendly cottage rentals

Stonington Harbor Cottage - Vacation / Remote Work

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Modern cottage with hummingbirds

Modern RV on Tracy Pond

Harbor views + stylish interior + boat lounge

Sunny and Spacious A-Frame
Private cottage rentals

Camp Tranquility @ Rock Cove

Oceanfront Island: Hiker & Honeymooner’s Paradise

Private Waterfront Home with Kayaks and Firepit

Sleep next to the ocean in Gouldsboro!

Ledgewood Grove Cottage in Bar Harbor

Cheerful 3-Bedroom Cottage moments from ocean

Loon Sound Cottage, On the Water

East of Acadia - A Spacious Waterfront Cottage
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 ﺩ.ﺇ881 per night before taxes and fees

Verified guest reviews
Over 460 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

5 Average rating
Winter Harbor stays are highly rated by guests—averaging 5 out of 5!
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- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Lighthouse Beach
- Wadsworth Cove Beach
- Kebo Valley Golf Club
- Spragues Beach
- Narrow Place Beach
- Islesboro Town Beach
- Driftwood Beach
- Three Island Beach
- North Point Beach
- Hero Beach
- Billys Shore
- Hunters Beach
- Gilley Beach
- Cellardoor Winery
- Asper Beach
- Penobscot Valley Country Club
- Echo Lake Beach
- Bartlett Maine Estate Winery and Distillery




