
House holiday rentals in Winter Harbor
Find and book unique houses on Airbnb
Quick stats about house rentals in Winter Harbor

Total holiday rentals
Explore 70 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Winter Harbor holiday rentals include wifi 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!
Top-rated house rentals in Winter Harbor
Guests agree: these houses are highly rated for location, cleanliness and more.

Maine Country Home Young
Take it easy at this unique and tranquil getaway. This little country home sits in town in the fishing village of Winter Harbor, Maine. Explore Schoodic Point, a part of Acadia National Park, while hiking, fishing, bicycling, kayaking, and picnicking at Frazer Point.Several area restaurants are within walking distance and serve up Maine traditional fare.Want to enjoy Bar Harbor as well? Take the ferry from the marina and experience sea life such as dolphins, seals, or a bald eagle on your trip.
4.81 out of 5 average rating, 113 reviews
Oceanfront Home on 5 Acres w/ Private Beach & Cove
Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.
4.93 out of 5 average rating, 134 reviews
The Adventure House
The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.
4.92 out of 5 average rating, 196 reviews
Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.
4.94 out of 5 average rating, 265 reviews
Captain Guptill House views of Acadia & lighthouse
Captain Guptill House overlooks Frenchman Bay, with views of Acadia National Park Schoodic and Mark Island Lighthouse. Watch the lobster boats haul their traps and return with their catch. Relax on your front porch, stargazing or just breathing in the ocean air. Walk 1/2 mile up to the Village of Winter Harbor with it's quaint shops and restaurants. If hiking, biking or walking is your thing, the Park has miles of trails. Or do what people come to Maine to do - eat lobster fresh off the boat.
5.0 out of 5 average rating, 39 reviews
Cozy & Walkable Winter Harbor Home next to Acadia
Walk everywhere in Winter Harbor while enjoying picturesque Downeast Maine right next to the most peaceful section of Acadia National Park on the Schoodic Peninsula. This vintage cottage has everything you need to relax in a quintessential fishing village. Walk to coffee shops, restaurants, bars, a grocery store, the Bar Harbor Ferry and gorgeous harbor views. Avoid the traffic and congestion of Bar Harbor and come experience Downeast Maine's best kept secret! Sorry no dogs allowed.
4.88 out of 5 average rating, 138 reviews
Schoodic Peninsula, in Town, short walk to Ocean
Escape to a quiet, quaint, safe & friendly small town! This is a spacious and family-friendly condo, in a charming fishing village on the stunning Maine Coast. Winter Harbor is part of the Schoodic Peninsula Acadia (40 miles) a 1 hour drive to Bar Harbor, Acadia! This home offers the perfect base for outdoor enthusiasts and nature lovers! Enjoy the rugged coastline of Winter Harbor, by driving the Schoodic Loop Road with its entrance close to this home. Be ready for breathtaking views!
4.94 out of 5 average rating, 17 reviews
Wonderful Winter Harbor Retreat!
Relax with the whole family at this charming and peaceful home. Located in central Winter Harbor, walking distance to restaurants, shops and beautiful water views. Bike or drive the 6-mile Acadia National Forest Park loop, which is just 3 miles away. The scenic view around the park is spectacular. Great hiking. Short ferry ride to Bar Harbor, running 4-5 times daily from late May to Columbus Day. Free Island Explorer provides shuttle service in the area and all over Bar Harbor.
5.0 out of 5 average rating, 19 reviews
Sunrise Over Schoodic Mountain
Located within 40 minutes of the Acadia Bar Harbor entrance this small private home offers quiet peaceful mountain views and tons of wildlife. Brand new custom built home comfortably sleeps 4. A wall of glass faces 3 mountains. Home is located 200’ from the Donnell Pond Rd and offers access to the Downeaster Rails to Trails for Atv’s. Donnell Pond offers great kayaking,boating ,swimming and fishing. Great sand beaches surrounded by the mountains you see from the house.
4.96 out of 5 average rating, 124 reviews
Home away from Home
Nestled in a quiet location! Screened in balcony to enjoy the view! Cleared path to the oceanfront to enjoy sun bathing or sea glass hunting Not far from Schoodic Acadis National Park which offers some serene hiking and biking paths Two ferries located in Winter Harbor to go exploring in Bar Harbor There are several fantastic Restaurants I have left plenty of local information at the property
4.88 out of 5 average rating, 145 reviews
Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).
4.89 out of 5 average rating, 111 reviews
Anchor Down at Schoodic Point
Anchor Down in this nautically inspired salt box home in the quaint seaside town of Winter Harbor, Maine. Comfortably furnished and well equipped for your vacation getaway. At Anchor Down you will be conveniently located across the road from the entrance to Acadia National Park's Schoodic Penninsula with hiking and biking trails and gorgeous views of the ocean.
4.97 out of 5 average rating, 134 reviewsPopular amenities for house rentals in Winter Harbor
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
4.97 out of 5 average rating, 368 reviews
Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
5.0 out of 5 average rating, 22 reviews
Large MDI house w/pool perfect for groups+families
4.71 out of 5 average rating, 51 reviews
Acadia get away.! With pool and hot tub
4.98 out of 5 average rating, 41 reviews
Gorgeous house with a view
5.0 out of 5 average rating, 44 reviews
Bar Harbor, near Acadia with seasonal dock & pool
5.0 out of 5 average rating, 4 reviews
New Boho Cape with Pool! Fenced yard, pet friendly
4.96 out of 5 average rating, 75 reviews
Peaceful 4 Bedroom Maine Retreat with Private Pool
4.82 out of 5 average rating, 11 reviewsWeekly house rentals

*New* Wharf house w/Hot Tub, Sauna, Harbor Views
5.0 out of 5 average rating, 13 reviews
The Happy Heron: Walk to Shops, Dining & Ferry
5.0 out of 5 average rating, 8 reviews
Cozy *Newly Renovated* 3BR Home
5.0 out of 5 average rating, 31 reviews
A By the Bay: Modern Outdoor Serenity
5.0 out of 5 average rating, 29 reviews
Magnificent Oceanfront Modern, 8 Guests 4 Bedrooms
5.0 out of 5 average rating, 45 reviews
Waterfront Coastal Retreat 4BR3BA w/ Private Cove
4.91 out of 5 average rating, 34 reviews
Enchanting waterfront home on serene 15 acres
4.93 out of 5 average rating, 81 reviews
Downeast Oceanside Escape
4.89 out of 5 average rating, 19 reviewsPrivate house rentals

Beautiful Oceanfront Estate
4.89 out of 5 average rating, 37 reviews
Schoodic Lodge located on the Schoodic Peninsula!
5.0 out of 5 average rating, 7 reviews
Corea Cottage | Walk to Lobster Docks & Beach
4.88 out of 5 average rating, 8 reviews
Coastal Retreat
5.0 out of 5 average rating, 27 reviews
3-bedroom 1798 Farmhouse
5.0 out of 5 average rating, 46 reviews
Harbor View House
4.93 out of 5 average rating, 60 reviews
Schoodic Seaside Duplex
4.96 out of 5 average rating, 25 reviews
Bywater - Gorgeous Oceanfront Views in Corea, ME
5.0 out of 5 average rating, 31 reviewsDestinations to explore
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