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Holiday rentals in Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor

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

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Top guest favourite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 259 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Top guest favourite
An A-frame cabin is set amidst lush trees, featuring a spacious deck with a railing and steps leading to the exterior. Large windows reflect natural light, and the rustic wood facade is complemented by greenery surrounding the property.
Cabin in Susquehanna
4.98 out of 5 average rating, 159 reviews

Quill Creek Aframe

Welcome to our charming A-frame retreat near Elk! At 101 Longacre Rd, Susquehanna, PA! This cozy cabin features 2 bedrooms, 1 bathroom, a spacious deck, back patio, and a fire pit. Perfect for couples, families, or friends, our cabin offers a serene escape with modern comforts. Enjoy the stunning surroundings, unwind by the fire, or explore the beauty of Susquehanna. Ideal for those seeking tranquility and adventure. Book your stay today and create lasting memories at our lovely A-frame cabin!

Superhost
A charming cottage is nestled among lush greenery, featuring a large deck with seating and an American flag hanging by the enclosed porch. The exterior showcases a light-colored facade, framed by numerous trees, creating a serene outdoor environment.
Cabin in Ouaquaga
4.64 out of 5 average rating, 11 reviews

Cindy's waterfront cottage

Come relax on the Susquehanna river at this peaceful, quiet cottage located on a dirt back road. Inside is a full kitchen, open living/dining room, bedroom, bathroom (located in the bedroom) and enclosed porch with daybed and dining area. Most rooms have views of the river. The main living space is adorned with antiques and deer heads. Outside there is a large deck for entertaining, fire pit, steps down to the river and a large grassy area for all the outdoor activities you can think of.

Top guest favourite
A cozy canvas tent is set among the trees, featuring a wooden deck with two porch chairs and a small table. The surrounding area is lush with greenery and adorned with wildflowers, inviting a sense of peace and tranquility.
Tent in Harpursville
5 out of 5 average rating, 20 reviews

The Porch at Alchemized Acres

Nestled in the woods, The Porch is a peaceful, private retreat—a cozy canvas tent with two porches and an outdoor shower beneath the trees. Located on 5 acres shared with a family homestead, it’s surrounded by wildflowers, gardens, and a roadside farmstand out front. Enjoy optional add-ons like farm tours, U-pick harvest baskets, and photoshoots. Evenings glow under string lights with a fire pit and games. Overlooking the Susquehanna River, canoe/kayak access just a couple a minutes away.

Top guest favourite
The exterior of the lake house is shown, featuring a gray facade with large windows and a welcoming front porch. Two black chairs are positioned on the porch, overlooking the serene lake and surrounding greenery, with a view of a paddleboat and other outdoor activities in the distance.
Cabin in Windsor
4.92 out of 5 average rating, 37 reviews

Halekulani is Beaver Lake

Enjoy this newly renovated Hawaiian style lake house at Beaver Lake with great views and charm of a cabin in the woods. This 2-bedroom property sleeps 6, has internet and WiFi with 2 Roku TVs, A/C, full kitchen, full bath, 3 eating areas, paddleboat, kayaks, and fire pit on a great fishing lake. Whether you are looking for a peaceful place to get away, a time to mix work with play, or just a change in scenery, the Halekulani is sure to meet your needs. Dogs are allowed for extra fee.

Guest favourite
A serene river view is framed by lush trees, with a grassy area leading to the water's edge. A gravel driveway provides access to the property, while power lines are visible against the sky. The scene conveys a peaceful outdoor setting suitable for relaxation.
Home in Windsor
4.81 out of 5 average rating, 69 reviews

Waterfront Vacation Rental

The property is a hidden gem, a private, relaxing, peaceful, cozy, quiet, fun getaway with a country setting, and access to the river for Kayaking, fishing, tubing & swimming. Grilling/Cookouts, & fire pits. Centrally located to Cole Park & State Park. Biking, hiking. Animal adventure, zoo, drive-in movies, restaurants, golfing, Chucksters family fun, skate estate, midway lanes, and fun zone, Our area is known for, wineries @ the 5 Great Lakes, spiedies sandwiches, maple syrups.

Top guest favourite
Home in Deposit
5 out of 5 average rating, 120 reviews

Couples Escape-Sauna-Cold Plunge-HotTub-eBikes

Enjoy a serene escape at the Scandi Farmhouse! Relax in the Finnish sauna, take a plunge in an antique cold tub. Snuggle by the bedroom gas fireplace. Melt away stress in the Hot Tub. Cruise a country road on an eBike. Enjoy a roaring campfire in the Solo Stove. Paddle on a nearby lake. Unwind to the sound of the tumbling brook and enjoy the wildlife. Spin vintage vinyl on the turntable, or strum an Ovation guitar. Enjoy a well equipped kitchen with a Sous Vide & quality cookware.

Guest favourite
A comfortable living area is depicted, featuring a brown couch paired with a light-colored loveseat. A coffee table sits in the center on a soft area rug. Large windows allow natural light to fill the space, complemented by decorative lamps and wall art.
Home in Susquehanna
4.93 out of 5 average rating, 73 reviews

Susquehanna Home - Next to Priesthood Restoration

Escape to your own charming retreat in this newly renovated 3-bedroom house in Susquehanna, PA. Perfect for families or groups, this modern and cozy home, thoughtfully designed for Airbnb guests, is a minute's walk from the Priesthood Restoration Site and Penn Can Speedway. Prepare a delightful meal in the fully equipped kitchen, enjoy the huge yard and field, relax on the patio, and experience the peace and quiet of the countryside. Elk Mountain is a scenic 30-minute drive away.

Guest favourite
Home in Harpursville
4.92 out of 5 average rating, 63 reviews

Hillside Haven w/ Great Views-King Bed-Pool Table

Relax with the whole family at this peaceful place to stay. This tasteful gem is newly remodeled top to bottom, and is perched on a hillside overlooking the beautiful Susquehanna River valley. Challenge your friends to a game of pool in the game room, or relax on the huge deck and enjoy the view. (up to 15 miles on a clear day!) This property is located a quick 25 minutes from Binghamton, only 6 minutes from Animal Adventure Park and 9 minutes from Nathaniel Cole Park.

Guest favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 229 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Guest favourite
A spacious living area is furnished with a prominent red sectional sofa surrounding a circular coffee table. Natural light filters through the windows, illuminating the neutral-colored walls and flooring. A decorative wall art piece enhances the ambiance, while a ceiling fan adds comfort.
Flat in Ouaquaga
4.93 out of 5 average rating, 30 reviews

Rural Retreat

Relax on 4 acres of nature in a rural setting of Upstate New York. The backyard butt's up to the Susquehanna River, hop on in! Walk down the street to see the neighbors cows and horses or to the boat ramp access. Community members occasionally do sunset yoga on the walking Ouaquaga bridge (2 min walk) from the property. There's also a park close by and the zoo Animal Adventure within 3 miles. At night cozy up in the open concept apartment.

Guest favourite
A doormat featuring the words 'WELCOME TRAVELERS' in bold, black lettering. The mat is made of natural fibers with a textured surface, positioned on a wooden floor that showcases the warm tones of the flooring.
Home in Binghamton
4.91 out of 5 average rating, 432 reviews

The Milk House

Adorable little place to call your home away from home. Living room, kitchen with appliances, dishes, silverware, etc bathroom with accessories and king size bed. 2 big screen TV's with cable and WiFi. Dog and cat friendly with a fenced in yard and a dog run. Close by to Dunkin Donuts, restaurants, and grocery stores. Park is 2 minutes away if you want to get out and go for a stroll.

Popular amenities for Windsor holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Broome County
  5. Windsor