Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Top guest favourite
A charming cottage is framed by vibrant pink rhododendron blooms, creating a striking entrance. A pathway of circular stepping stones leads from the grassy area to the front door, surrounded by lush greenery.
Tiny home in Oxford
4.97 out of 5 average rating, 374 reviews

⭐Wildflower Country Cottage

🏡 Cozy cottage in the countryside. Gardens galore to explore! 🏘 Less than 5 minutes from town 🎟 Many local attractions including: 🦒 Animal Adventure 🏎 Northeast Classic Car Museum 🥾 State Parks, and hiking trails 🚶‍♂️Enjoy an afternoon in the gazebo or take a stroll around any of the many garden paths. 📕 See our guidebook for our favorite local attractions and eateries. ℹ️ Please check out our other listing: Lakeside Reflections https://airbnb.com/h/lakesidereflections

Guest favourite
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
4.88 out of 5 average rating, 319 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.

Guest favourite
Home in Franklin
4.89 out of 5 average rating, 139 reviews

Modern cabin in Catskills farm country

Contemporary cabin just outside the quaint village of Franklin in the heart of the West Catskill mountains. We’ve meticulously restored this country cabin with new amenities, a modern aesthetic and blazing fast Fiber optic WiFi. Franklin is an amazing location for exploring the West Catskills and includes many breweries, restaurants, hiking trails and antique shops. We’re 3 miles outside Franklin, 15 minutes from Walton NY and 30 minutes from the Baseball Hall of Fame in Cooperstown, NY.

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
5 out of 5 average rating, 215 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
A spacious living room features two comfortable gray sofas and a decorative coffee table, positioned around a large screen TV. Natural light filters in, enhancing the warm tones of the walls. A small side table with a lamp adds to the cozy ambiance.
Flat in Greene
4.98 out of 5 average rating, 185 reviews

New Downtown Greene Apartment *no cleaning fee!*

This spacious one bedroom apartment overlooks peaceful downtown Greene. A quaint little village known for its unique shops and chic restaurants. This apartment gives you 1000+ sqft of a home away from home, equipped with all the amenities: washer/dryer, full kitchen, living room, bedroom, & off-street parking. This beautifully designed, modern apartment is perfect for the business traveler or family staying for recreational purposes. One bedroom with a pullout couch & air mattress, sleeps 6.

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, 139 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!

Guest favourite
A bright living area features a comfortable leather seating arrangement, accented by teal cushions. A wooden coffee table sits in front of the seating. Large windows draped with sheer curtains allow natural light to fill the space, while a television is positioned on a low stand against the wall.
Townhouse in Binghamton
4.88 out of 5 average rating, 179 reviews

Lovely Custom Home

This is a great location to get to know the Greater Binghamton area - minutes from Binghamton University, SUNY Broome, downtown, Chenango Valley State Park. Visit with or entertain your whole family in a comfortable, safe area. Gas fireplace, large two person tub, extra basement suite w/bed+bathroom. Great to stay while you tour the colleges, visit on parent weekend, enjoy the Southern Tier at large, or just have a stopping point on a longer journey. Easily get on and off from 81, 88, and 17.

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
4.99 out of 5 average rating, 397 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.

Guest favourite
A rustic cabin with a red metal roof is situated near a tranquil pond surrounded by green foliage. A large wooden deck extends from the front, offering views of the natural landscape. Stone steps lead from the pond's edge to the cabin, enhancing the serene atmosphere.
Cabin in Vestal
4.84 out of 5 average rating, 297 reviews

324 Knight Road, Vestal, NY

This cabin is a rustic getaway with all the comforts of home. Nestled in the woods, the cabin has an abundance of hiking trails with a covered bridge, and small farm that guests are welcome to visit. From APPROXIMATELY December 1 - March 1, the property is home to a full size sheet of ice. The rink and farm are featured in the 2022 Bauer Hockey holiday catalog. Be sure to bring your skates! A travelling massage therapist may be available for private bookings with a few days notice.

Top guest favourite
Cabin in Walton
4.94 out of 5 average rating, 222 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top guest favourite
A spacious two-story home is shown from the front, featuring a well-maintained lawn and a white picket fence. A vehicle is parked in the driveway. Large windows allow natural light to brighten the exterior, with trees visible in the background.
Home in Deposit
5 out of 5 average rating, 216 reviews

The River House on the upper West Branch

Located right on the upper West branch of the Delaware River and just 1 mile from route 17 the "River house" is a fully restored and renovated 90 year old bright and open home. Great trout fishing or just relax and watch the water roll by from almost every window. The property includes 3 decks, one right at the rivers edge. The house is fully equipped to cook with spices and utensils. Keurig combo coffee pot and coffee. Bedrooms/ living room are all brand new furniture.

Top guest favourite
Home in Deposit
5 out of 5 average rating, 113 reviews

Catskill Snuggle Spot-Bedrm Fireplace-Sauna-HotTub

Enjoy a winter escape in the Scandi Farmhouse! Snuggle by the bedroom gas fireplace. Relax in the Finnish sauna, take a plunge in an antique cold tub. Melt away stress in the Hot Tub. Enjoy a roaring campfire in the Solo Stove. 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.

Popular amenities for Windsor holiday rentals

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