
Cottage vacation rentals in Winter Harbor
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Top-rated cottage rentals in Winter Harbor
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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

Fall Foliage 2025 Waterfront! Hi-Speed Wifi
Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ⪠At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Lillebo
Lillebo is set near the end of a dead end road with a five minute walk yielding views over Frenchman's bay with Sorrento in the near view and Winter Harbor and Bar Harbor in the long view. This homey house is set about 200 feet from the road with no neighbors in direct view. Thereâs a screen porch on one end of the house and a garage on the other. In the garage there is a ping pong table, corn hole, darts and bikes. There are three adult bikes, one youth bike and one kids bike.

Hoover's Cottage Retreat
Nested near the shores of the Jordan Tidal River, private and yet close to Bar Harbor, Acadia and all other places of interest. Full kitchen and spacious decks offers plenty of outdoor enjoyments. Private access to the water, so bring your kayaks. Ellsworth, Frenchman's Bay, Golf Course and Lamoine State Park are all nearby. Acadia National Park is a short drive away. Excellent wireless internet without service interruptions, excellent access, yet very private setting.

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.

Shore Haven - Oceanfront Home in Corea by the Sea
*** 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.

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.

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.

320 Ft Of Private Beachfront w/ Stargaze Platform!
đ Welcome To Compass Point Cottage đ 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

Beachfront Guest Cottage - Year-round Hot Tub!

Waterfront Great Pond Cottage w/ Hot Tub & Deck!

11 Cute 1Br Acadia Cottage Open Hearth Inn

Canoe House Bungalow and Spa Retreat ,Searsport

Penobscot Bayview Fireplace Hot tub

Beach cottage on Penobscot Bay

Lawn Cottage - Newly Renovated 2024
Pet-friendly cottage rentals

Stonington Harbor Cottage - Vacation / Remote Work

Ferry Keeperâs Cottage: Deer Isle (Waterviews)

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

Lakefront Cottage on Tracy Pond

Modern RV on Tracy Pond

Harbor views + stylish interior + boat lounge

Lakefront Stargazing Haven w/Loons, 45 Min Acadia

Camp on private Beach / Bears Den / Graham Lake
Private cottage rentals

Camp Tranquility @ Rock Cove

Lions Maine Waterfront Cottage close to ACADIA

Harborside Comfortable Cottage! [Mermaid Cottage]

'Tugwassa' On Down East Jones Pond- poet's cottage

Quiet, cozy, oceanfront cottage with two masters

Sleep next to the ocean in Gouldsboro!

Acadia area cove with canoes! Sun-Sun weekly!

Cheerful 3-Bedroom Cottage moments from ocean
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- Rentals with a washer and dryer Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Rentals with a patio Winter Harbor
- Rentals with beach access Winter Harbor
- Waterfront rentals Winter Harbor
- House rentals Winter Harbor
- Cottage rentals Hancock County
- Cottage rentals Maine
- Cottage rentals United States
- Acadia National Park
- Northeast Harbour Golf Club
- Sandy Point Beach
- Sand Beach
- Kebo Valley Golf Club
- Bear Island Beach
- Lighthouse Beach
- Spragues Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Three Island Beach
- Narrow Place Beach
- Hero Beach
- Islesboro Town Beach
- North Point Beach
- Hunters Beach
- Billys Shore
- Gilley Beach
- Cellardoor Winery
- Penobscot Valley Country Club
- Bar Harbor Cellars
- Catherine Hill Winery
- Bartlett Maine Estate Winery and Distillery
- Pebble Beach