396+ Rental Villas and Private Getaways in Windham |
  1. USA
  2. New York
  3. Kingston
  4. Windham

Windham Vacation Rentals & One Degree Stays Homes

About Windham Vacation Rentals

There are more than 396 vacation rentals that are available in Windham. 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 Windham.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Windham, 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 Windham. Places to stay near Windham are 1508.95 ft² on average, with prices averaging US $719 a night.

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

Show more
Show less

Top Rental Accommodation Types in Windham

Type Count
Vacation Homes 243
Holiday Apartments 19
Villas 7
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windham

★ 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 Windham.

Weather in Windham, NY

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

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

Top Attractions Around Windham, NY

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


Windham Mountain Resort
Windham Vineyards and Winery
Windham Country Club
Hunter Mountain
Catskill Mountains
Belleayre Mountain
Kaaterskill Falls
Plattekill Mountain
Copperhood Retreat & Spa
Zoom Flume
Emerson Place Kaleidoscope
Belleayre Beach at Pine Hill Lake
Bethel Woods Museum
Karma Triyana Dharmachakra Monastery
Pine Hill Community Center
Woodstock Golf Club
Woodstock Public Library
Hobart Book Village
Bailiwick Ranch and Discovery Zoo
Giant Ledge Trailhead

Other Places to Stay in Windham, NY


Windham Mountain Resort 384 Properties
Windham Country Club 358 Properties
Windham Vineyards and Winery 107 Properties
Ashland 72 Properties

Frequently Asked Questions About Windham?

What are the top vacation rentals in Windham?

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

How many vacation rentals have private pools in Windham?

There are 11 vacation rentals with private pools near Windham. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Windham are best for families?

If you are looking for a family-friendly vacation home in Windham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windham:

How many onedegreestays vacation rentals are available in Windham?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 396 in the Windham 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 Windham. 


People Also Ask

There are 396 Windham, NY Vacation Rentals

Recently Booked Vacation Rentals in Windham