36+ Rental Villas and Private Getaways in Windsor |
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Windsor Vacation Rentals & One Degree Stays Homes

About Windsor Vacation Rentals

There are more than 36 vacation rentals that are available in Windsor. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Windsor, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Windsor. Places to stay near Windsor are 867.55 ftยฒ on average, with prices averaging $174 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Windsor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Windsor

Type Count
Vacation Homes 18
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Windsor

โ˜… Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windsor.

Weather in Windsor, CT

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Top Attractions Around Windsor, CT

OneDegreeStays offers a large selection of top attractions around Windsor. Research things to do on your vacation before you visit Windsor.


Northwest Park
Windsor Arts Center
Vintage Radio and Communications Museum of Connecticut
Keney Park
SS&C SummerWind Performing Arts Center
Windsor Historical Society
Oliver Ellsworth Homestead
XL Center
Six Flags New England
Xfinity Theatre
University of Hartford
Naismith Memorial Basketball Hall of Fame
Connecticut Convention Center
MassMutual Center
Trinity College
Eastern States Exposition
Wesleyan University
MGM Springfield
Lake Compounce

Other Places to Stay in Windsor, CT


SS&C SummerWind Performing Arts Center 123 Properties
Keney Park 97 Properties
Poquonock 70 Properties
Northwest Park 69 Properties
Vintage Radio and Communications Museum of Connecticut 38 Properties
Oliver Ellsworth Homestead 35 Properties
Windsor Historical Society 34 Properties
Windsor Arts Center 34 Properties

Frequently Asked Questions About Windsor?

What are the top vacation rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:

How many onedegreestays vacation rentals are available in Windsor?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 36 in the Windsor area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Windsor.โ€ฏ


People Also Ask

There are 36 Windsor, CT Vacation Rentals

Recently Booked Vacation Rentals in Windsor