
Waterfront holiday rentals in Winter Harbor
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Top-rated waterfront accommodation in Winter Harbor
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Flanders Bay Cabins (Cabin 9 - 1BR)
Located on the Schoodic Scenic Byway in Acadia/Bar Harbor region, our rustic pet-friendly 1BR cabins offer spectacular views. Features include one double bed with kitchen and bathroom. Simple, clean accommodations serve as your home base for exploring the beautiful property, shoreline and the bounties of our scenic local region. All cabins come equipped with basic provisions for a comfortable stay. Leave the distractions of modern day behind as you return to the way vacations were meant to be.

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!

Water's Edge-Oceanfront with Stellar View
Water’s Edge offers panoramic coastal water views in a 2-Bedroom+Loft, 1-Bath vacation cottage located feet from the shore. Ideally located between Acadia National Park’s Schoodic Peninsula and Mt Desert Island, your serene cottage has private access to the coast with wonderful views of Frechman Bay and Cadillac Mountain. Explore all the beauty of Acadia National Park, climb local mountains, kayak the Mt Desert Narrows or just watch the tides and mountains from your private deck!

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.

Duck Cove Apartment
Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;

Waterfront near Acadia | Hot Tub| Kayaks| Bay View
Welcome to the 'Maine Squeeze'- where morning coffee tastes better on your private waterfront deck and every sunset over Hog Bay feels like a personal show just for you. Located just 40 minutes from Acadia National Park, this cozy coastal retreat offers the perfect blend of adventure and relaxation. Imagine kayaking right from your backyard, soaking in the hot tub under a canopy of stars, and falling asleep to the gentle sounds of the bay.

The Tiny House with the Enormous View of Acadia
The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Great Timbers Retreat Minutes from Schoodic Park
This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

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.

The Reach Retreat
Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!

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

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!
Popular amenities for Winter Harbor waterfront rentals
Waterfront apartment accommodation

Canal View|DTWN Bangor|Steps to great Restaurants

Tapley Farm Waterfront Apartment, Acadia, Pets

Beautiful Waterfront Home Close to Trails & Acadia

Union River Retreat Private Apartment

Downtown waterfront Belfast with amazing views.

2 bedroom furnished apartment

Parisian apartment in downtown Belfast, Maine

Oddfellows Hall-Second Floor
Waterfront house rentals

Ocean cottage w/ AC, WiFi, fire pit, sunrise views

Amazing Views- Central to Acadia

The Chandler House with private waterfront.

Beautiful Oceanfront Estate

Pilot House

Lakefront Log Cabin on Pleasant Lake

Magnificent Oceanfront Modern, 8 Guests 4 Bedrooms

Beachy Watering Cove Cottage
Waterfront condo accommodation

Harbor Heights

Marina side Stern condo

Toddy Haven: A Lakeside Condo Near Acadia.

Cozy 2BR in Downtown Bar Harbor! [Agamont Cottage]

Best views on MDI 2 bdrm 2 bth condo waterfront

2BR Condo + Ocean Views in Downtown SW [Seaglass]

Harbor View Cottage Unit A 2 bedroom downtown

Secluded 2BR with Beach Access! [Carriage House]
Quick stats about waterfront rentals in Winter Harbor

Total holiday rentals
Explore 40 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at $75 AUD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Winter Harbor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winter Harbor rentals

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Winter Harbor
- House rentals Winter Harbor
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- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Rentals with beach access Winter Harbor
- Family-friendly rentals Winter Harbor
- Pet-friendly rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Waterfront rentals Hancock County
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