Windham: Vacation Rental By Owner

Relax and enjoy time with friends and family in this beautiful mountainside retreat! Whole house is 9 bedrooms but is separated into 2 units, a 4 bedroom and a 5... ...more

This 4 bedroom, 2 full bathroom, charming tudor-style chalet was designed with an eye toward entertaining. The home has a large two and a half story great room... ...more

Welcome to your Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home has all the extras and finishing touches that will... ...more

Welcome to Morning Star Vacation Home in Windham NY. We are Nestled in the heart of the Northern Catskill Mountains, this beautiful chalet home will enchant you... ...more

Stunning Windham Log Cabin Retreat! Our spacious home has 4 bedrooms and 3 and 1/2 bathrooms. Sleeps 12 (1 King, 2 Queens, 3 bunk beds plus pull out queen... ...more

This townhome unit sleeps up to 12. There is bedroom with a double bed and a den/4th bedroom with a queen sofa bed on the ground floor. The full bathroom on this... ...more

Local wineries, delicious eateries, and all the beauty of the Catskill Mountains will be right at your fingertips at this lovely 6-bed, 3-bath family home. Along... ...more

Our charming timber frame home offers a unique aesthetic appeal - a harmonious combination of rustic warmth and modern function. This mountain retreat offers... ...more

Among the nicest properties in Windham. Lovely large home nestled quietly on 12 usable acres with bucolic bridle paths joined to hiking trails. A true feel of... ...more

Rustic cabin 1820 Farmhouse. Come walk Windham path, mountain bike or ski Windham mountain. Ski Hunter mountain or ride the zip lines. Enjoy the view of WINDHAM... ...more

Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The condo has room for 4 to relax and feel at... ...more

Get outdoors in the Catskill Mountains with a trip to this 2-bedroom, 1-bathroom Windham vacation rental! Windham Mountain sits only 2.2 miles from the cozy condo... ...more

A one-of-a-kind experience in the 'Gem of the Catskills' awaits at this spectacular Windham mansion. Spanning over 11,000 square feet, this massive vacation... ...more

Old-world charm meets modern luxury inside this 1901 converted firehouse, featuring 16-foot tin ceilings, a home theater system and a restored 1870’s Brunswick... ...more

Clear the calendar for a trip to the Catskills and stay at this spacious vacation rental property! With 5 bedrooms and 2 bathrooms, this house is perfect for... ...more

Tucked away on 110 acres of stunning Catskill Mountain landscape, this charming log cabin awaits any family looking for a mountain getaway. A beautiful and... ...more

Beautiful log home on 15 acres with amazing views of Ski Windham. This home has an outdoor hot tub and fire pit, as well as its own wine cellar on the bottom... ...more

This premium SKI-IN SKI-OUT property is located directly behind the Waffle Cabin and Ski School Meeting area with direct access to all ski lifts. Enjoy the... ...more

HIDDEN GEM IN CATSKILLS START your Fabulous Windham Mountain Week on a MONDAY . .and Receive a $50 Windham Diner coupon!!!!!!!!! A/C Mountain Fresh Air... ...more

SPACIOUS 2-STORY DOWNTOWN TOWNHOUSE; 12 ft Ceilings START your Fabulous Week in the Windham Mountains on a TUESDAY and receive a Windham Diner $50 coupon!... ...more