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Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor

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

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Top guest favorite
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
4.96 out of 5 average rating, 355 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

Top guest favorite
A spacious studio cottage is presented, featuring a comfortable bed and a cozy leather sofa. Natural light enters through two windows, complemented by decorative shelving and a lamp providing soft illumination. The carpeted floor adds warmth to the overall ambiance of the space.
Cottage in Deposit
5 out of 5 average rating, 22 reviews

Maple Creek Cottage

Unwind at our cozy studio cottage on 5 private acres with lush trails, a peaceful creek, rock sculptures, a firepit, deck, and open spaces for stargazing. We value a private setting and will be available next door in the main house if you need us. It is a short walk to a nearby farm with cows, donkeys, goats, and a fantastic farm stand (Pumpkin Patch from Sept-Oct!) Just 8 mins to Oquaga Creek State Park for hiking and swimming, 10 to Deposit for fly fishing, antiques, and other charming towns.

Guest favorite
A comfortable living area features a dark leather sofa and loveseat, accented with decorative pillows. A rectangular coffee table sits beside the sofa. A media console displaying a flat-screen TV is situated across from the seating, with large glass doors leading to the outside.
Townhouse in Binghamton
4.81 out of 5 average rating, 199 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, beautiful two person jacuzzi tub, newly renovated kitchen. 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 favorite
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.
Apartment in Greene
4.98 out of 5 average rating, 160 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 favorite
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, 114 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 favorite
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, 285 reviews

Rink Side Cabin at The Farm Rink

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.

Guest favorite
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
4.8 out of 5 average rating, 66 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 favorite
Cabin in Walton
4.94 out of 5 average rating, 196 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.

Guest favorite
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
4.98 out of 5 average rating, 45 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.

Superhost
A spacious bedroom features a king-size bed with a neutral-toned blanket and decorative pillows. Two bedside lamps on wooden nightstands provide soft lighting. Vertical blinds on the windows allow natural light to enter, enhancing the cozy feel of the room.
Home in Binghamton
4.91 out of 5 average rating, 432 reviews

Hotel Style 2 min from Downtown

Entire 2nd Floor with separate entrance. Comfortable and cozy ambiance for your comfort while you travel. Master bedroom with a full bath, spacious room with a king-size bed, closet, dresser, and armoire. Enjoy the dining/living room, or take advantage of the work station with a desk, If needed. The guest area is on the second floor of my house, private but still inside the house. Amenities, coffee, bottled water. PLEASE READ THE FULL DESCRIPTION AND RULES BEFORE BOOKING.

Guest favorite
A cozy fire pit area is surrounded by several adirondack chairs, set on a natural wood chip surface. Soft lights strung above create a relaxed atmosphere. The view captures rolling hills in the distance, with trees framing the serene landscape at twilight.
Home in Harpursville
4.92 out of 5 average rating, 50 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.

Top guest favorite
A golden sunset casts warm light on trees, illuminating their autumn leaves in shades of orange and yellow. A wooden fence separates the foreground from a serene landscape of rolling hills and greenery, inviting exploration of the natural surroundings.
Apartment in Port Crane
5 out of 5 average rating, 64 reviews

Welcome to Osborne Creek!

Something different. Country setting 23 acres and only 10 minutes to downtown Binghamton. Newly renovated spacious efficiency apartment with ALL the comforts of home, whether your staying for 1 night or many nights, our goal is to make you feel like you are on vacation. Linens, pots, pans, towels, washer/dryer provided. Offering accommodations for people traveling with horses too at some point. This is farm and farmhouse with its own private efficiency apartment.

Popular amenities for Windsor vacation rentals

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