
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!

NEW Whitetail Cottage, Acadia National Park 7m
NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

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.

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.

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! 🎅 Ho, Ho Ho...Tis The Season 🎅 Compass Point 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!

Waterfront Great Pond Cottage w/ Hot Tub & Deck!

Canoe House Bungalow and Spa Retreat ,Searsport

Penobscot Bayview Fireplace Hot tub

Beach cottage on Penobscot Bay

Nashport on the Penobscot

Megunticook Retreat
Pet-friendly cottage rentals

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Modern cottage with hummingbirds

Harbor views + stylish interior + boat lounge

Modern RV on Tracy Pond

Sunny and Spacious A-Frame

Fall Foliage 2025 Waterfront! Hi-Speed Wifi
Private cottage rentals

Lions Maine Waterfront Cottage close to ACADIA

Camp Tranquility @ Rock Cove

Oceanfront Island: Hiker & Honeymooner’s Paradise

Sleep next to the ocean in Gouldsboro!

Acadia area cove with canoes! Sun-Sun weekly!

Oceanfront Cottage Near Acadia Nat'l Park

Cheerful 3-Bedroom Cottage moments from ocean

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 € 208 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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- Cottage rentals Hancock County
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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
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Spragues Beach
- Narrow Place Beach
- North Point Beach
- Driftwood Beach
- Three Island Beach
- Islesboro Town Beach
- Hero Beach
- Gilley Beach
- Billys Shore
- Hunters Beach
- Cellardoor Winery
- Echo Lake Beach
- Penobscot Valley Country Club
- Bartlett Maine Estate Winery and Distillery
- Asper Beach




