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

Tiny home in Oxford

4.96 out of 5 average rating, 290 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

Oct 8 – 15

ﺩ.ﺇ460 per night

Guest favorite

Chalet in Willet

4.96 out of 5 average rating, 117 reviews

Lakefront Home; private, with kayaks and canoe

Welcome to the Sunset Chalet - your serene, lakeside getaway! Gorgeous lakefront with lake access, over an acre of private land, and trails to explore! A private swimming pond & fire pits. Free use of 2 kayaks- 2 adult life jackets; and a canoe (Summer time). Rejuvenate with amazing views and hikes. We are conveniently located near Greek Peak Resort Ski Area, and Labrador Mountain. Not far from wine trails, Ithaca, and great hiking. Lots of open space. Relax, and savor the tranquility!

Oct 30 – Nov 6

ﺩ.ﺇ538 per night

Guest favorite

Home in Binghamton

4.95 out of 5 average rating, 283 reviews

Quiet Private Apartment Park Setting West Side

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 minute drive. Close to BU/SUNY. A nice variety of restaurants, bars, shops, antiques in the area. Check out the guidebook!

Nov 26 – Dec 3

ﺩ.ﺇ494 per night

Guest favorite

Home in Deposit

4.97 out of 5 average rating, 114 reviews

Deposit country home with amazing views

Enjoy a true nature retreat when you visit your getaway home in rural Deposit NY. Located 6 miles off Route 17 at the top of the catskill mountains this property is known for the endless views from sunrise to sunset. The outdoor options are many, whether you're picking fresh vegetables from the home grown seasonal garden or setting up the stone fire pit for s'mores, you'll find there is something for everyone. Great area Fishing, bird watching, and view of the stars. Pets are welcome.

Sep 18 – 25

ﺩ.ﺇ509 per night

Guest favorite

Guest suite in Montrose

4.97 out of 5 average rating, 216 reviews

Hoots Inn, (formerly Noonan's Getaway)

If you are looking to escape to the woods and a lake this is your place. We are 25 minutes from Binghamton, NY and 35 minutes to Elk Mountain PA. Our place is comfortable and is your home for the time you are here. Complete house with lake access from the yard, kayaks, canoe, paddle boats, row boat and more. There is a pavilion, firepit and BBQ grill at your disposal. Peace and quiet with no motors allowed on the lake. NO PARTIES OR EVENTS ALLOWED DUE TO COVID CONCERNS.

Sep 14 – 21

ﺩ.ﺇ458 per night

Guest favorite

Home in Warren Center

5.0 out of 5 average rating, 148 reviews

Country Tucked Inn, with pond Sauna woods hunting.

Tucked Inn is a totally remodeled house in a quiet country setting. The pond offers swimming, a dock, pedal boat and fishing. The sunroom has a sauna for 2. The owners are next door and have a 500 acre family farm with beef cattle and a maple syrup operation. Sit on the front porch or grill on the back porch and enjoy the propane fire ring. Kids can run and play. Hunting available a mile away on a State Game Lands 219. Enjoy hiking in the large woods just out your back door.

Mar 24 – 31

ﺩ.ﺇ522 per night

Guest favorite

Home in Newark Valley

4.95 out of 5 average rating, 250 reviews

Private Scenic Retreat

The entire place is yours to enjoy! Our guest house is located on a dead-end road five minutes from the town of Newark Valley and only 30 minutes from Binghamton, Cortland, and Ithaca Included is a kitchen with open common area, two bedrooms, full bath and washer/dryer within living area. A farm setting is viewable from the common area and attached deck. There is a 2 acre pond and miles of scenic trails spread over 250+ acres, with sights as far as Pennsylvania!

Dec 25 – Jan 1

ﺩ.ﺇ371 per night

Guest favorite

Cottage in Oxford

5.0 out of 5 average rating, 314 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

Jul 31 – Aug 7

ﺩ.ﺇ475 per night

Guest favorite

Home in Binghamton

4.91 out of 5 average rating, 311 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.

Sep 5 – 12

ﺩ.ﺇ463 per night

Guest favorite

Apartment in New Milford

4.89 out of 5 average rating, 146 reviews

Tingley Lake Super Suite

The house includes a master suite and 1 bedroom, 1.5 bathrooms, a full kitchen / living area. There is a walk out patio, spacious deck area and dock for swimming, canoeing, kayaking or paddleboarding in beautiful Tingley Lake.Continental breakfast (cold and hot cereal and / or pastry with coffee and fruit) is available for stays less than 3 nights. Private entrance and self-check in.

Sep 10 – 17

ﺩ.ﺇ430 per night

Guest favorite

Bungalow in Windsor

4.97 out of 5 average rating, 58 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.

Sep 15 – 22

ﺩ.ﺇ476 per night

Guest favorite

Cabin in Montrose

4.98 out of 5 average rating, 348 reviews

Renovated COZY CABIN with HOT TUB and Smores Bar!

Enjoy a getaway at our newly renovated cabin located in a quiet wooded area in Montrose, a quaint historical town nestled in the Endless Mountains of NEPA. Conveniently located just 10 minutes from I-81. About 30 mins from Binghamton and 30 mins from Scranton. Less than 10 mins to the grocery store. WE DO NOT ACCEPT ANY PARTIES

Jan 8 – 15

ﺩ.ﺇ855 per night