Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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

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Guest favorite
A cozy bedroom features a spacious bed with a light-colored quilt and decorative pillows. A large artwork of vintage cars hangs above the bed. Natural light enters through two tall windows, illuminating the wooden floors and soft wall colors.
Apartment in Downtown Binghamton
4.95 out of 5 average rating, 61 reviews

Hip Dtwn Apt W/ Arcade & Gym

Enjoy a newly renovated twist on an historic property while staying in our safe, quiet & modern apt located in the heart of downtown. We welcome working professionals, families, Binghamton University parents, groups and more. Self check-in and same day check in is available. Dedicated parking available. Walkable to restaurants, bars, coffee, shopping & events with access to a full-service fitness center. Close access to bus stop & interstate highways 81, 86 & 88. Binghamton airport 15 mins.

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, 20 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 spacious wraparound front porch is lined with white railing, casting shadows on the wooden floor. Lush greenery is visible in the surrounding area, with a glimpse of the street and a fire hydrant in the distance.
Home in Binghamton
4.95 out of 5 average rating, 474 reviews

Quiet Private Apartment Park Setting West Side

Last minute? 1-2 nights? Please inquire!! This is an older home with one apartment on the first floor and a vacant apartment upstairs. Guests have the entire property to themselves. Free off-street parking. There is a small park across the street and a larger city park one block away w/carousel, pool, tennis courts, ice rink (all seasonal), amazing playground and walking paths. Three hospitals are within a 10 min drive. Close to BU. A variety of restaurants, bars, shops, antiques in the area.

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, 155 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, 111 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 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
4.82 out of 5 average rating, 65 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.

Guest favorite
Cabin in Walton
4.94 out of 5 average rating, 188 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 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, 44 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.

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, 62 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.

Guest favorite
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
4.96 out of 5 average rating, 26 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 favorite
A living room area features a gray sofa with decorative pillows, positioned near a brightly lit lamp. A marble coffee table, partially obscured by a vibrant yellow item, sits on a patterned rug. A doorway leads to an adjoining room.
Apartment in Binghamton
4.85 out of 5 average rating, 176 reviews

Spacious 2-Bedroom Apt on First Floor

Our Airbnb guests get car rental discount on 2020 Audi Q3. Additional monthly discount is available for first responders including travel nurses, police, firefighters, and their families with proof. We provide high speed internet. Subways, McDonald's, Wendy's, Popeye's, Liquor store, and Laurel Bowl are 3 mins walk. BU is 10 mins drive. Driveway parking and Self check-in are available.

Guest favorite
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, 104 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 vacation rentals

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