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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Windsor vacation rentals

Property grounds

1. Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
10.0 out of 10, Exceptional, (73 reviews)
"The owners were very attentive and willing to answer any question we had with very quick responses. The owners gave many recommendations for food in the area when asked. The place fit our needs perfectly. Will rent this place again if in the area again."
United States
Tyler J.
The price is SAR 469
SAR 1,213 total
includes taxes & fees
21 Aug - 22 Aug
Waterfront Properties vacation rental
Property grounds

2. Rustic 3-bedroom cottage in Windsor.

Rustic 3-bedroom cottage in Windsor.
Windsor
The price is SAR 405
SAR 926 total
includes taxes & fees
13 Sep - 14 Sep
Rustic 3-bedroom cottage in Windsor.
Property grounds

3. Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit

Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit
Nineveh
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful location, clean, host was very helpful answering questions about the property / surrounding area."
United States
Kiel P.
The price is SAR 544
SAR 1,544 total
includes taxes & fees
16 Aug - 17 Aug
Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit
Smart TV, video games

4. Fireside Cabin at Osborne Creek

Fireside Cabin at Osborne Creek
Port Crane
10.0 out of 10, Exceptional, (12 reviews)
"Our host was just wonderful! He was attentive to our needs and went above and beyond by even bringing my grandson an air mattress & showing us his horses. The cabin was beautiful and the outdoor fireplace and hammock was great. The only problem we had was the television service was spotty even after our host tried to fix it. All in all, a wonderful visit."
United States
Heidi
The price is SAR 372
SAR 505 total
includes taxes & fees
18 Aug - 19 Aug
Fireside Cabin at Osborne Creek
Exterior

5. 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 SAR 188
SAR 297 total
includes taxes & fees
9 Sep - 10 Sep
Horse Motel • RV Camping • Tent Camping • Horse Experiences PET FRIENDLY!
Property grounds

6. Peaceful 5-Acre Escape Near Animal Adventure Park with Cali~King Bed & Fire Pit

Peaceful 5-Acre Escape Near Animal Adventure Park with Cali~King Bed & Fire Pit
Afton
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful!! Very comfortable, we felt very much at home.."
United States
Alfred M.
The price is SAR 478
SAR 682 total
includes taxes & fees
18 Aug - 19 Aug
Peaceful 5-Acre Escape Near Animal Adventure Park with Cali~King Bed & Fire Pit
Exterior detail

7. Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.4 out of 10, Very Good, (15 reviews)
"Place was convenient for dropping my daughter off at SUNY Binghamton. Was updated, very well laid out with all amenities, clean, organized, thoughtful. Had kitchen, living room, bedroom, bathroom all of a nice size for two people. Liked the auto soap dispenser. Easy parking. A bit woodsy if you are not into critters but otherwise quite fantastic for price and location."
United States
Lindsay
The price is SAR 304
SAR 428 total
includes taxes & fees
17 Aug - 18 Aug
Cozy little house in Johnson City
Property grounds

8. 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, (17 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is SAR 469
SAR 854 total
includes taxes & fees
17 Aug - 18 Aug
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Smart TV, stereo

9. 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, (19 reviews)
"The host was very responsive. The property was very clean, cozy and had many amenities. "
United States
Anonymous traveler
The price is SAR 375
SAR 505 total
includes taxes & fees
16 Aug - 17 Aug
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Exterior

10. Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Binghamton
9.8 out of 10, Exceptional, (137 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 SAR 634
SAR 1,498 total
includes taxes & fees
31 Aug - 1 Sep
Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Property grounds

11. Hilltop, relax and enjoy the Endless Mountains views

Hilltop, relax and enjoy the Endless Mountains views
Hallstead
9.0 out of 10, Wonderful, (11 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 SAR 845
SAR 1,423 total
includes taxes & fees
15 Aug - 16 Aug
Hilltop, relax and enjoy the Endless Mountains views
Exterior detail

12. Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
9.8 out of 10, Exceptional, (219 reviews)
"Very clean and cozy and the hosts were very responsive. It was a great escape for a few days with a beautiful landscape."
United States
Jennifer O.
The price is SAR 503
SAR 1,326 total
includes taxes & fees
24 Aug - 25 Aug
Handcrafted Riverfront Cabin on 10 acres
House (3 Bedrooms) | Interior

13. Modern Comforts Classic Cabin- Family&fish Escape!

Modern Comforts Classic Cabin- Family&fish Escape!
3.0 star property
Deposit
10.0 out of 10, Exceptional, (1 review)
"House was great, hosts were very helpful"
United States
Ronald
The price is SAR 1,198
SAR 2,201 total
includes taxes & fees
17 Aug - 18 Aug
Modern Comforts Classic Cabin- Family&fish Escape!
1 bedroom, iron/ironing board, WiFi, bed sheets

14. 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, (14 reviews)
"Property was beautiful would t change anything. Will definitely book again when we are in town."
United States
Lori
The price is SAR 335
SAR 606 total
includes taxes & fees
13 Sep - 14 Sep
BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY
TV, books

15. Modern Comforts Classic Cabin- Family&Fish Escape!

Modern Comforts Classic Cabin- Family&Fish Escape!
Deposit
10.0 out of 10, Exceptional, (2 reviews)
"This is a great home! The rooms have comfortable beds and furniture. Extremely clean. No sulphur smell from water. Located at the end of a cul-de-sac on one of the nicest streets in Deposit. This home will not disappoint you."
United States
Mark
The price is SAR 980
SAR 2,255 total
includes taxes & fees
17 Aug - 18 Aug
Modern Comforts Classic Cabin- Family&Fish Escape!
Interior

16. Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (26 reviews)
"This is really a beautiful place to stay, we definitely will return in summer. "
United States
Paul C.
The price is SAR 568
SAR 1,281 total
includes taxes & fees
24 Aug - 25 Aug
Charming 120-year-old farmhouse by the creek
Interior

17. Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Thompson
10.0 out of 10, Exceptional, (17 reviews)
"We loved our stay here! Great place, beautiful views, wished we could’ve stayed longer. Thank you!!"
United States
T.J. E.
The price is SAR 601
SAR 1,132 total
includes taxes & fees
20 Aug - 21 Aug
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Smart TV, fireplace, books, music library

18. Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (105 reviews)
"Such a sweet space in a beautiful setting. Definitely will be back! "
United States
Rachel F.
The price is SAR 488
SAR 714 total
includes taxes & fees
19 Aug - 20 Aug
Quiet Lakefront Retreat nestled in the woods.
Property grounds

19. Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is SAR 781
SAR 1,435 total
includes taxes & fees
24 Aug - 25 Aug
Susquehanna Waterfall Haven
House, Private Bathroom, Mountain View (Angler & Nature's Delight) | Lounge

20. Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is SAR 619
SAR 1,282 total
includes taxes & fees
16 Aug - 17 Aug
Hale Eddy
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.
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Top Windsor Hotel Reviews

Colonial Brick Inn & Suites

Colonial Brick Inn & Suites

10/10 Excellent
"Comfortable and economic place"
Julio César Gutiérrez 1-night trip
Posted 1 hour ago
Colonial Brick Inn & Suites

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 Discovery Center. Susquehanna River and Oquaga Lake 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.