Waterfront vacation rentals in Winter Harbor

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Top-rated waterfront rentals in Winter Harbor

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Guest favorite

A rustic fire pit area features four blue Adirondack chairs arranged around a stone circle, set within a grassy space. A small table sits nearby, and a serene tidal cove is visible through the trees in the background.

Camper/RV in Sorrento

4.88 out of 5 average rating, 104 reviews

Long Cove Hideaway

Newly upgraded to 2018 RV! Escape the tourist madness of Bar Harbor at your own private tidal cove. Camp with the comforts of home, water, power and Wifi. Outdoor grill, awning and lobster cooker for the complete Maine experience. After a hard day of hiking relax by fire pit. The Schoodic National Scenic Byway is on the far side of Long Cove, and you can hear some traffic noise from outside the RV, but for complete silence check out my other two places by looking at "about me" on my profile.

Superhost

A collection of rustic cabins is set amidst a grassy field. Lush greenery from surrounding trees forms a natural backdrop, with clouds drifting overhead. The cabins’ simple design harmonizes with the landscape, creating a serene and peaceful retreat.

Cabin in Sullivan

4.86 out of 5 average rating, 109 reviews

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.

Top guest favorite

A charming exterior view of the property showcases a well-maintained home surrounded by lush greenery. The landscaping features neatly trimmed bushes and trees, with a spacious driveway leading to the entrance. Sunlight illuminates the scene, enhancing the sense of tranquility.

Apartment in Ellsworth

4.93 out of 5 average rating, 130 reviews

Union River Retreat Private Apartment

Experience comfort and natural beauty in this private one-bedroom, one-bathroom apartment with spectacular sunset views of the Union River. Featuring a well-equipped kitchen, cozy bathroom, and high-speed WiFi, it has a private entrance leading to a small deck. The living room’s large windows offer stunning river views. Guests can use kayaks and life jackets to explore the river. With quick access to Acadia National Park, Bar Harbor, and Schoodic Point, it's perfect for adventure or relaxation.

Guest favorite

The rustic cottage features a charming wooden exterior with a sloped roof, surrounded by lush greenery and colorful flowers. Large windows allow natural light to fill the space. The entryway leads to a welcoming atmosphere, complemented by ample outdoor seating nearby.

Cottage in Gouldsboro

4.93 out of 5 average rating, 205 reviews

The Cottage

A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short walking trail brings you from the cottage to the salt water. We grow organic mixed vegetables, herbs and flowers, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. We have a farm store that is open everyday except Tuesdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh water.

Top guest favorite

A game of Connect Four is positioned on a woven placemat, set against a backdrop of large windows. The serene view displays the water of Flat Bay and surrounding trees, illuminated by golden sunlight from the setting sun.

Cottage in Milbridge

4.97 out of 5 average rating, 200 reviews

Spring 2025 Waterfront Getaway! Hi-Speed Wi-Fi

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.

Top guest favorite

The exterior of a rustic barn reveals weathered wooden siding and three dormer windows above. Colorful flowers and tall sunflowers are seen in the foreground, while a backdrop of trees provides a natural setting. The barn features double doors, enhancing its inviting charm.

Barn in Gouldsboro

5 out of 5 average rating, 54 reviews

Serene Nature Retreat near Acadia National Park

Secluded and tranquil, near the sea on the Schoodic Peninsula of Acadia NP—Saltgrass Barn is a perfect place to unplug. Close to hiking, biking, kayaking, beaches, and exploring islands or small lobster villages. Drive to Acadia and Bar Harbor in 50 minutes, or relax on the ferry ride. A queen bed, cozy window seat and full kitchen provide the comforts of home. Look out your window at sensational sunsets, tons of wildlife. See it all, or just take a Slow Life Holiday.

Guest favorite

The exterior of The Boathouse is showcased, featuring a light-colored building with green trim. The structure sits close to the water's edge, surrounded by a well-maintained lawn and a few trees. In the background, the serene bay extends towards a line of distant homes.

Home in Winter Harbor

5 out of 5 average rating, 8 reviews

The Boathouse on the ocean

The Boathouse is steps from the ocean. Relax to the sounds and smell of the sea. Watch lobster boats hauling their traps and returning with their catch. Views of Acadia National Park and Mark Island Lighthouse. A true Maine Experience. Walk to the quaint village of Winter Harbor with shops and restaurants. If hiking and biking are your thing, there are trails in the Schoodic section of Acadia National Park. Or just kick back on the sofa and enjoy the views.

Top guest favorite

Large windows frame a scenic view of the waterfront, with the ocean visible in the distance. The window area is adorned with a colorful valance, adding a touch of charm. Natural light floods the room, creating a bright and airy atmosphere.

Apartment in Tremont

5 out of 5 average rating, 165 reviews

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;

Top guest favorite

The image captures the rocky shoreline at sunset, with vibrant shades of purple and orange reflected on the water's surface. To the right, the cabin's A-frame design is highlighted, featuring large windows that offer a view of the surrounding trees.

Cabin in Steuben

4.97 out of 5 average rating, 192 reviews

*Stunning Views* Oceanfront Chalet

Oceanfront cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, and wildlife abounds. Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS , we're allergic :-(

Top guest favorite

A modern tiny house features large glass doors opening to a spacious wooden deck. Adirondack chairs are placed near a table under a black umbrella, surrounded by flower pots filled with colorful blooms. Lush greenery is visible in the background, framed by a partly cloudy sky.

Tiny home in Trenton

5 out of 5 average rating, 180 reviews

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.

Guest favorite

A rustic log cabin with a steep gabled roof and large front windows is set among trees. The textured wooden walls exhibit natural logs, while stone accents add character. A gravel path leads to the entrance, framed by flower pots beneath the windows.

Chalet in Gouldsboro

4.93 out of 5 average rating, 300 reviews

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

Top guest favorite

A cozy living area features large sliding glass doors opening to a view of the lawn and ocean. Natural light fills the space, highlighting the wooden walls. A comfortable armchair and a dark rocking chair provide seating, alongside a television mounted on the wall.

Cottage in Lamoine

4.96 out of 5 average rating, 111 reviews

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.