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Holiday houses 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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A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
Cabin in Downsville
4.87 out of 5 average rating, 341 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

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!

Top Guest favourite
A cozy living room features wooden beams and warm wood flooring. A comfortable dark sofa is complemented by a coffee table and a lamp. Artwork adorns the walls, while large windows allow natural light to fill the space, creating a serene atmosphere.
Home in Susquehanna
5 out of 5 average rating, 124 reviews

Olivia House

Olivia House is located in the quaint village of Steven's Point Pa. There is a large kitchen, dining & living room area and the original farm house features the family room which has been re-modeled but still retains the rustic farmhouse charm. The master bedroom has an attached bathroom with a large shower. The second bedroom is near another bathroom with a tub. There are 5 twin beds upstairs with an ajoining loft. A half bath is located in the laundry room. A BBQ grill inhabits the deck.

Top Guest favourite
A charming cabin is positioned on a grassy knoll, showcasing a wraparound porch with wicker chairs and decorative elements. The structure features a combination of stone and wood materials, with a sloped roof and large windows allowing for natural light.
Cottage in Oxford
5 out of 5 average rating, 404 reviews

Beaver Palace Studios and Estates relaxing getaway

Your total getaway from the city and/or hectic life. We offer a very private and personal space for you to unwind and relax Everything on the property is handmade/built by owners. The grounds are very private. There is an abundance of wildlife and 50+ acres of private grounds to explore. Both owners are artists and world travelers. This stay is casual, relaxing and a real get away from it all. Hosts just down the lane for any assistance. Please book accurately # of people and # of pets.

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.

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
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, 225 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.
Apartment 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.

Guest favourite
A serene pond reflects the clear blue sky, framed by lush greenery and tall grasses. A floating dock is visible on the water, surrounded by gently rolling hills and distant trees, creating a peaceful natural landscape in a countryside setting.
Bungalow in Windsor
4.89 out of 5 average rating, 112 reviews

Ernie’s Retro Retreat

Take it easy at this 1980s inspired bungalow in a peaceful country setting. The interior is beautifully decorated with retro accents and modern comforts. Enjoy beautiful views from every room of rolling hills and forests. There’s plenty to do at the half acre fishing/ swimming pond and this location is close to Hawkins Pond and hiking trails.

Popular amenities for Windsor holiday rentals

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