Windsor Vacation Rentals

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Our top choices for Windsor vacation rentals

1. Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
10.0 out of 10, Exceptional, (76 reviews)
"My family and I had a perfect weekend getaway at this beautiful property. Amy and her husband were extremely nice and helpful. We would definitely stay there again."
United States
KURT N.
The price is AED 533
AED 1,249 total
includes taxes & fees
15 Nov - 16 Nov
Waterfront Properties vacation rental

2. Fireside Cabin at Osborne Creek

Fireside Cabin at Osborne Creek
Port Crane
9.8 out of 10, Exceptional, (22 reviews)
"Great location, great host, and great property. "
United States
Matthew A.
The price is AED 413
AED 517 total
includes taxes & fees
16 Nov - 17 Nov
Fireside Cabin at Osborne Creek

3. Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta

Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta
Afton
9.6 out of 10, Exceptional, (7 reviews)
"Clean and cozy. Well-stocked and private. Really enjoyed the location and stay. Heat/air was amazing."
United States
Wes
The price is AED 511
AED 750 total
includes taxes & fees
15 Nov - 16 Nov
Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta

4. 2 Full Beds | Non-Smoking, Mini Fridge

2 Full Beds | Non-Smoking, Mini Fridge
Binghamton
8.8 out of 10, Excellent, (3 reviews)
"A calm vibe filled the room with gentle heating that wasn't harsh or chilly, just right. Internet worked steadily during my visit without interruptions or slowdowns."
United States
Anonymous traveler
The price is AED 328
AED 371 total
includes taxes & fees
15 Dec - 16 Dec
2 Full Beds | Non-Smoking, Mini Fridge

5. Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.0 out of 10, Very good, (18 reviews)
"Second time staying here, everything was great!"
United States
Chad A.
The price is AED 298
AED 386 total
includes taxes & fees
16 Nov - 17 Nov
Cozy little house in Johnson City

6. Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Binghamton
9.8 out of 10, Exceptional, (145 reviews)
"A delightful weekend getaway.Kelly the owner went out of her way to make us comfortableAs soon as you walk in the front door you can smell the cleanliness and the essential oils.We loved the sunken jacuzzi, hot tub, multiple swings and all the twinkle lightsThe free continental breakfast was a bonus "
United States
Dawn N.
The price is AED 529
AED 1,220 total
includes taxes & fees
15 Nov - 16 Nov
Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY

7. BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY

BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY
Greene
10.0 out of 10, Exceptional, (15 reviews)
"Property was beautiful would t change anything. Will definitely book again when we are in town."
United States
Lori
BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY

8. Olivia House is a old farm house that has been updated!

Olivia House is a old farm house that has been updated!
Susquehanna
10.0 out of 10, Exceptional, (54 reviews)
"We have now stayed a few times here. Every time has been nothing short of perfect!!"
United States
Anna E.
The price is AED 793
AED 1,262 total
includes taxes & fees
15 Nov - 16 Nov
Olivia House is a old farm house that has been updated!

9. Horse Motel • RV Camping • Tent Camping • Horse Experiences PET FRIENDLY!

Horse Motel • RV Camping • Tent Camping • Horse Experiences PET FRIENDLY!
Port Crane
10.0 out of 10, Exceptional, (2 reviews)
"We pitched our tent in a beautiful, grassy field on the height of land with a breathtaking view of the valley below. No road noise or light pollution. The sunset and night stars were stunning. Our dog loved the field. Terrific value. Highly recommended."
United States
Wendy W.
The price is AED 198
AED 274 total
includes taxes & fees
1 Dec - 2 Dec
Horse Motel • RV Camping • Tent Camping • Horse Experiences PET FRIENDLY!

10. Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Greene
10.0 out of 10, Exceptional, (21 reviews)
"Cozy, clean and comfortable."
United States
Lyn J.
The price is AED 459
AED 564 total
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

11. Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is AED 595
AED 944 total
includes taxes & fees
15 Nov - 16 Nov
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

12. Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is AED 569
AED 1,214 total
includes taxes & fees
15 Nov - 16 Nov
Hale Eddy

13. Hilltop, relax and enjoy the Endless Mountains views

Hilltop, relax and enjoy the Endless Mountains views
Hallstead
9.2 out of 10, Wonderful, (15 reviews)
"We needed a place to stay for the 6 of us attending the funeral of our mother and this vintage home was the perfect place for us. It offered tranquil views which was just what we needed. "
United States
Paula M.
The price is AED 867
AED 1,312 total
includes taxes & fees
15 Nov - 16 Nov
Hilltop, relax and enjoy the Endless Mountains views

14. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

Golf, Fish & Ski: Retreat w/ Game Room in Thompson
Thompson
8.0 out of 10, Very good, (1 review)
"Took a couple hours to get response from the owner the back door of the patio does not lock. I’ve tried everything overall a nice place to stay good place and good environments in the area. Wish they did more mowing."
United States
Jacob M.
The price is AED 518
AED 1,794 total
includes taxes & fees
22 Nov - 23 Nov
Golf, Fish & Ski: Retreat w/ Game Room in Thompson

15. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

Golf, Fish & Ski: Retreat w/ Game Room in Thompson
3.0 star property
Thompson
The price is AED 680
AED 1,843 total
includes taxes & fees
22 Nov - 23 Nov
Golf, Fish & Ski: Retreat w/ Game Room in Thompson

16. 1 King Bed | Non-Smoking, Mini Fridge

1 King Bed | Non-Smoking, Mini Fridge
Binghamton
10.0 out of 10, Exceptional, (3 reviews)
"We appreciated starting each day with coffee ready along with the large bed made for two people. Small things like free WiFi really boosted our experience."
United States
Anonymous traveler
The price is AED 311
AED 351 total
includes taxes & fees
1 Dec - 2 Dec
1 King Bed | Non-Smoking, Mini Fridge

17. Cozy 2b apt 25mins from All Star Village & 44mins from Cooperstown Dreams Park

Cozy 2b apt 25mins from All Star Village & 44mins from Cooperstown Dreams Park
Bainbridge
9.6 out of 10, Exceptional, (5 reviews)
"Quick, easy,, very nice and welcoming. Great place to rest, relax and enjoy some peace of life."
United States
Christopher F.
The price is AED 360
AED 617 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 2b apt 25mins from All Star Village & 44mins from Cooperstown Dreams Park

18. 2 Full Beds | Mobility Access Tub Nsmk Fridge

2 Full Beds | Mobility Access Tub Nsmk Fridge
Binghamton
10.0 out of 10, Exceptional, (1 review)
"Quiet corridors ensured no interruptions from loud doors slamming or neighbors creating noise unlike other places I've recently visited"
United States
Anonymous traveler
2 Full Beds | Mobility Access Tub Nsmk Fridge

19. 2 Queen Beds | Non-Smoking, Mini Fridge

2 Queen Beds | Non-Smoking, Mini Fridge
Binghamton
10.0 out of 10, Exceptional, (2 reviews)
"Needed just a clean place near the highway, this fit fine for one night."
United States
Anonymous traveler
The price is AED 346
AED 391 total
includes taxes & fees
1 Dec - 2 Dec
2 Queen Beds | Non-Smoking, Mini Fridge

20. Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!

Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!
Thompson
9.4 out of 10, Exceptional, (13 reviews)
"Cool place to chilaxx"
United States
Luis R.
The price is AED 595
AED 952 total
includes taxes & fees
15 Nov - 16 Nov
Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Frequently Asked Questions

Can I find a vacation rental in Windsor?

Yes, we have vacation rentals close to the most popular local attractions in Windsor, or you can choose a more secluded option if you're looking for a relaxing stay. Windsor is known for its parks and basketball games. Make sure you have time to check out the cafes and bars during your trip.

What are some of the best vacation home rentals that Windsor has to offer?

Waterfront Properties vacation rental: This Windsor vacation home rental is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Windsor?

Explore the area and cultural attractions such as Deposit Historical Museum, or visit a family-friendly sight such as Ross Park Zoo. Susquehanna River and West Branch Delaware River are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Windsor. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.