House holiday rentals in Winter Harbor

Find and book unique houses on Airbnb

Top-rated house rentals in Winter Harbor

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A single-story country home is framed by lush greenery, featuring a wooden deck that leads to the entrance. The exterior showcases a dark wood siding with a stone foundation. Surrounding grassy areas create a peaceful setting.
Home in Winter Harbor
4.79 out of 5 average rating, 102 reviews

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.

Top guest favourite
The modern cabin is set against a backdrop of trees at dusk, showcasing large windows that emit a warm glow. The structure's unique angled roof adds interest, while the surrounding area features a grassy yard with outdoor seating and a path leading towards the entrance.
Home in Surry
4.84 out of 5 average rating, 572 reviews

Modern Maine Beach House

Welcome to our 1970’s modern architecture house meets rustic cabin. Nestled along the coast, this property offers breathtaking ocean walks and serene atmosphere. The house boasts an open concept layout with sunken living room. Featuring expansive windows that flood the space with natural light and invite the beauty of the outdoors in. Art lovers will appreciate our curated collection thoughtfully selected to enhance the mid-century modern design. Deeded beach access; 300 feet to the ocean

Guest favourite
A deck overlooks a spacious green lawn surrounded by trees showcasing vibrant fall foliage in shades of orange and yellow. The peaceful outdoor space is ideal for relaxation and enjoying the natural beauty of the landscape.
Home in Gouldsboro
4.93 out of 5 average rating, 181 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.

Top guest favourite
An open living area features large glass doors that allow natural light to flood the space. A unique wooden table with high chairs is positioned next to a modern kitchen, while a cozy seating area includes a chair and decorative accents against a backdrop of greenery.
Home in Gouldsboro
4.95 out of 5 average rating, 246 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.

Guest favourite
A vintage cottage is set against a bright blue sky with scattered white clouds. The house features a light yellow exterior, surrounded by a well-manicured lawn and a flowering tree. A wooden deck provides access to the entrance, adding charm to the welcoming facade.
Home in Winter Harbor
4.9 out of 5 average rating, 124 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.

Top guest favourite
The kitchen features modern cabinetry in a deep blue hue, paired with light wood countertops. Open shelving displays dishware and plants, while stainless steel appliances line one side. Natural light enters through a window above the sink, complemented by decorative light fixtures.
Home in Franklin
4.97 out of 5 average rating, 101 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.

Top guest favourite
The exterior of a charming house is visible, featuring a sloped roof and weathered wooden siding. Decorative elements include American flags and potted plants. A staircase leads to the entrance, surrounded by landscaped gardens and greenery.
Home in Gouldsboro
4.87 out of 5 average rating, 134 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

Top guest favourite
The rustic wooden exterior of the salt box home is illuminated by the evening sun. A balcony with blue adirondack chairs overlooks a grassy area. The entrance is framed by large windows, inviting natural light into the space.
Home in Winter Harbor
4.97 out of 5 average rating, 121 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.

Top guest favourite
A bright dining area is positioned beside large windows, offering views of the water outside. A wooden table surrounded by four chairs is complemented by a vase of flowers. Natural light floods the space, reflecting off the water and illuminating the warm tones of the decor.
Home in Sullivan
5 out of 5 average rating, 182 reviews

Plovers Cottage, Waterfront

Plovers Cottage on Taunton Bay near Bar Harbor and Acadia Ntl Park provides waterfront living to enjoy swimming, kayaking, and nature up close! Shorefront home with fireplace for cool evenings, spectacular sunset views, all 1linens, kitchen, laundry..... type this in to Youtube search box for arial video! -q9pfaODbcY.

Top guest favourite
Two red Adirondack chairs are positioned on a grassy area overlooking a tranquil cove. A fire pit made of stones is nearby, surrounded by a peaceful natural setting of trees and water. Cloudy skies reflect a serene atmosphere.
Home in Hancock
4.95 out of 5 average rating, 241 reviews

Acadia's Cove Cottage - near Bar Harbor

Our Enchanting, hexagonal, waterfront Cottage will steal your heart, is pet friendly and includes use of a kayak. A Magical setting facing west across the bay, views of Acadia Island skyline a short kayak away. Fabulous sunsets from cove. A ''little'' gem!

Top guest favourite
A charming cottage exterior shows a wooden deck furnished with two white adirondack chairs and a small round table topped with a flower vase. An umbrella provides shade, while large windows reflect the surrounding greenery and sky.
Home in Winter Harbor
4.99 out of 5 average rating, 139 reviews

Steps from Acadia National Park

Newer cottage with timeless feel. Crisp and airy. Everything you could possibly need. Walk to the ocean and enjoy coffee along the shore in Acadia National Park. At night, marvel at the stars you feel like you could reach out and touch.

Guest favourite
A charming two-story house is situated at the end of a dead-end street, surrounded by lush greenery. A stone path leads to the front door, framed by windows adorned with flower boxes. The property features a large yard, inviting relaxation and unwinding.
Home in Winter Harbor
4.84 out of 5 average rating, 189 reviews

Lovely Cape Style Home near Acadia

Our cool and comfortable two bedroom house is the last home on a dead end street. If you want to unwind and relax, this is the house for you. Our home is two blocks from the ocean and a ten minute walk to the center of town!

Popular amenities for house rentals in Winter Harbor

Quick stats about house rentals in Winter Harbor

  • Total holiday rentals

    Explore 60 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 2,170 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

    30 properties have a dedicated workspace

  • Wifi availability

    60 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!

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Winter Harbor
  6. House rentals