Vacation rentals with outdoor seating in Winter Harbor

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Winter Harbor

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A row of brightly colored Adirondack chairs is arranged along the water's edge, set against a serene backdrop of Frenchman's Bay and distant blue mountains. The green lawn stretches towards the shoreline, enhancing the peaceful outdoor setting.
Cottage in Hancock
4.94 out of 5 average rating, 109 reviews

Hancock, Frenchman's Bay Cottage

Frenchmans Bay is just outside your window. With spectacular 180 degree views of Frenchman's Bay and Mt. Desert Island, it is the perfect spot to enjoy the best of Maine. Located in the famous community of Hancock Point, it offers easy access to Acadia National Park and other attractions, in a peaceful, quiet and beautiful setting. Go hiking, biking, sailing, kayaking or just sit and watch the ever-changing view from the picture windows. This cottage has an open living/dining/kitchen area. Two large sliding glass doors look out onto the water. The kitchen has a full-sized refrigerator, stove with microwave oven, kuerig, double sink, and ample counter space. There are plenty of pots and pans, kitchen gadgets, glassware, silverware, cutlery and dinnerware, gas grill.The master bedroom has a comfortable king sized bed, ample closet space and a full bathroom with walk-in shower. The second bedroom has 2 twin beds, (day bed with trundle), that are suitable for children or adults. Linens are supplied. NO smoking please. There is a TV with a blu-ray player, no cable and no wifi. If needed, there is a window AC unit. We recently added an outdoor shower with hot water. Because of the rock wall, (10' drop) this cottage may not be suitable for toddlers and younger children. ACADIA NATIONAL PARK: Park Loop Road (31.2 miles), Cadillac Mountain (33.3 miles), Bass Harbor Head Light (33.7 miles), Schoodic Peninsula (25.1 miles), Thunder Hole (34.3 miles), Jordan Pond House and Nature Trail (24.5 miles) BAR HARBOR: Frenchman Bay (26.0 miles), Village Green (29.1 miles), Atlantic Brewing Company (28.9 miles), Bar Harbor Cellars (21.8 miles), Mount Desert Island Oceanarium (19.5 miles), Abbe Museum (29.1 miles), Agamont Park (29.1 miles), Mount Desert Island Farmers Market (20.9 miles) AIRPORT: Bangor International Airport (44.2 miles)

Guest favorite
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, 101 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 favorite
A comfortable living space is complemented by large windows offering expansive views of the surrounding countryside. A gas fireplace adds warmth, and a ceiling fan provides airflow. The seating includes a leather chair and a sofa adorned with decorative pillows, set over a soft area rug.
Guesthouse in Winterport
5 out of 5 average rating, 113 reviews

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

Guest favorite
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 favorite
A modern home with a sloped roof is situated on a lush green lawn by the water's edge. Trees frame the property, and a sandy beach is visible along the shoreline. Outdoor seating is arranged on a spacious patio overlooking the tranquil cove.
Home in Lamoine
4.97 out of 5 average rating, 111 reviews

Timber Point – Secluded Waterfront Oasis

Timber Point has beautiful coastal views and water access in a modern air conditioned 4-Bedroom+2-Bath home. Gorgeous water views from every room. Ideally located minutes from Acadia National Park. Walk to Lamoine Beach or launch your boat at nearby Lamoine State Park. This secluded home has private access to an unspoiled coast with wonderful views of Racoon Cove. Explore all the beauty of Acadia National Park, kayak the sheltered cove, or just watch the birds and tides from your patio!

Guest favorite
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 favorite
A rustic cabin is nestled among trees, featuring a wraparound deck with sliding glass doors and multiple windows. The outdoor area includes a seating arrangement around a fire pit and a mix of stone and paved pathways, with natural landscaping enhancing the serene environment.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 108 reviews

Seawall Cabin - Peaceful woods retreat in Acadia

Enjoy the peace, tranquility, and solitude of your private and secluded luxury cabin tucked into the woods and just minutes away from the ocean and some of Acadia's best oceanside views and hikes. A true nature retreat. Listen to the ocean waves and the clang of buoy bells around the fire pit at night. The charming town of Southwest Harbor is 7 minutes away. Walk to the legendary Charlotte's Lobster Pound at the end of the road. Easy and beautiful 25 minute drive to Bar Harbor.

Guest favorite
A cozy waterfront home is set against a backdrop of lush greenery. A spacious deck spans across the front, leading to a circular fire pit area surrounded by Adirondack chairs, inviting relaxation and outdoor gatherings.
Home in Franklin
4.95 out of 5 average rating, 129 reviews

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.

Top guest favorite
Cottage in Gouldsboro
4.91 out of 5 average rating, 161 reviews

Shore Haven - Oceanfront Home in Corea by the Sea

New gas fireplace insert of fall 2025** Peak season-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.

Top guest favorite
The log home's exterior features a large, angled window surrounded by tall trees. A wooden deck is visible, and natural stone landscaping with patches of vibrant foliage is present in the foreground, capturing the home's serene connection to the forest.
Chalet in Gouldsboro
4.94 out of 5 average rating, 341 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
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 favorite
The cottage is situated along a rocky shoreline, surrounded by vibrant autumn foliage. The water reflects sunlight, enhancing the serene environment. The landscape features a blend of greenery and colorful leaves, framing the inviting coastal setting.
Cottage in Gouldsboro
5 out of 5 average rating, 131 reviews

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 outdoor seating rentals

When is the best time to visit Winter Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,631 GYDG$47,071 GYDG$41,631 GYDG$42,677 GYDG$49,372 GYDG$53,137 GYDG$67,782 GYDG$67,991 GYDG$61,715 GYDG$59,832 GYDG$52,301 GYDG$49,163 GYD
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Quick stats about vacation rentals with outdoor seating in Winter Harbor

  • Total vacation rentals

    Explore 70 vacation rentals in Winter Harbor

  • Nightly prices starting at

    Winter Harbor vacation rentals start at G$20,920 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Winter Harbor vacation rentals include wi-fi 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!