We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Windham, NY

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 16 Rentals in the Windham Area
loading...
From
₹11,037
Per Night
1 / 22
Payment Protection
Windham
4 Bedrooms, 2 Bathrooms, Sleeps 9
Booking
Details Reviews (1) Make Enquiry
From
₹4,352
Per Night
1 / 21
Payment Protection
Windham
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (29) Make Enquiry
From
₹23,650
Per Night
1 / 17
Windham
2 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
From
₹4,982
Per Night
1 / 23
Payment Protection
Windham
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Get away from everyday city noise and enjoy the outdoors and the beautiful Catskill Mountains region! Breathe in the fresh mountain air. If you're looking for a cute Catskills weekend cabin rental, week long getaway, or seasonal rental in the Catskill Mountains, we invite you to enjoy your vacation... View all property information
Make Enquiry
5 of 5 stars Reviewed 23 October 2014
I loved my time in the cabin away from it all during my 9 day stay this past September. This is a nice spot if you simply need some time away from the craziness of NYC. It is...
4 of 5 stars Reviewed 3 July 2014
This is a great little cabin! The rooms are comfortable, with a good sized bathroom and two decks. The area is great because you can walk to the grocery store for last minute...
See all reviews
From
₹15,767
Per Night
1 / 27
Payment Protection
Windham
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Winter season is booked up until 3/8/15, but there are still spring ski weekends available! All rentals require $80 one-time cleaning fee and $300 refundable damage deposit. 50% required upfront to reserve dates. Charming and cozy 2 bedroom/2 bathroom house with gorgeous views of Windham Mountain... View all property information
Make Enquiry
5 of 5 stars Reviewed 25 September 2014
We rented this house for the July 4th weekend and just loved it. The location is just perfect and very close to a lot of activities. The place is very comfortable and can easily...
See all reviews
From
₹22,074
Per Night
1 / 8
Payment Protection
Windham
4 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
4 bedroom chalet (upper apartment, duplex,) with 2 baths. Traditional ski chalet ready for this ski season. Very clean 4 bedrooms, two full bath, Windham Ski House. 6 beds in 4 bedrooms, 2 couches. Great for young ski families. Two bedrooms and full bath on main level and two bedrooms and bath on... View all property information
Make Enquiry
From
₹22,074
Per Night
1 / 26
Payment Protection
Windham
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Garden
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
WELCOME HOME TO YOUR OASIS AWAY FROM IT ALL! Le Chalet Montreuil is set up as a TRUE SECOND HOME FURNISHED with all that you need and want for the entire length of your stay. There is no reason to ever leave the COMFORTS & CONVENIENCES of the chalet, if you so desired to stay on the property with... View all property information
Make Enquiry
5 of 5 stars Reviewed 5 December 2014
What an amazing cottage! Whether you wanna gather around the huge rustic table to enjoy dinner and wine with friends, watch a movie while snuggling by the fire after a day of ski...
5 of 5 stars Reviewed 3 December 2014
House is absolutely incredible! Angel takes the time to ensure you are brought up to speed prior your arrival. She is super organized and very detail orientated. She is very...
See all reviews
From
₹22,074
Per Night
1 / 13
Payment Protection
Windham
5 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The Mountain House Retreat is situated on 7 beautiful acres in the Catskill mountains with panoramic views, a private fresh water pond and lovely forest landscape. This fully furnished mountain house, has an open living space with fireplace. 5 bedrooms, 2 baths, internet service, 2 outdoor decks... View all property information
Make Enquiry
From
₹12,550
Per Night
1 / 12
Payment Protection
Windham
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our comfy home has 3 downstairs bedrooms: 1 King size bedroom, 1 Queen size bedroom, 1 set of Bunk Beds. Also downstairs is 1 Full Bath and a Den with 1 Queen Sleeper Sofa. Downstairs entrance opens to a mud room perfect for ski & boot storage. Upstairs the Master bedroom has 1 King size bed. Also... View all property information
Make Enquiry
From
₹18,920
Per Night
1 / 18
Payment Protection
Windham
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The Christiansen House is located in the Northern Catskill Mountains of upstate New York. A charming destination year round, the Christiansen House features 3 bedrooms, 3 bathrooms, a fully equipped kitchen, dinning room, open living area with fireplace, over 1700+ sq. ft. in all. Enjoy the... View all property information
Make Enquiry
Get the List
From
₹15,767
Per Night
1 / 10
Windham
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Two-story townhouse overlooking Windham Mountain less than 2 miles away. Large open floor plan consisting of a fully equipped kitchen and beautifully furnished living room & dining room. Includes 2 bathrooms and 2 bedrooms + a small sleeping loft and a den sleeping 6 adults. The home has a lovely... View all property information
Make Enquiry
From
₹22,074
Per Night
1 / 9
Payment Protection
Windham
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
An upscale and contemporary suite located in the heart of the Catskills. Create you getaway weekends, weeks and season stays. The suite has a king bed, queen bed, and two twins, the great room, incorporates the living room with flat screen TV, dining room that seats 7 and granite counter seats 2... View all property information
Make Enquiry

The following rentals are within 10 kilometres of Windham, Catskill Region, New York.

From
₹4,982
Per Night
1 / 15
Payment Protection
Hensonville
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (12) Make Enquiry
Amenities & Details
  • Balcony
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Tucked away over a turn of the century barn this two bedroom rental will take you back to a simpler time and place. One comfy queen and one single bed accommodates your sleeping needs. Awaken to the rooster's crow and prepare your morning breakfast in the fully equipped kitchen. The separate... View all property information
Make Enquiry
5 of 5 stars Reviewed 5 September 2014
Me and my husband and my friend stay in Cynthia cute and cozy little house for 3 nights,Cynthia she's very good host and answer all my question..cookies was so yummy ,grill was...
5 of 5 stars Reviewed 8 July 2014
Me and my two boys and our friend and her son wanted to get out of NYC for the July fourth weekend. We found Cindy's place and totally lucked out!!! It was ideal for us and our...
See all reviews
From
₹31,534
Per Night
1 / 9
Payment Protection
Jewett
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This wonderful authentic 1700 sguare foot Log Cabin is the perfect retreat whether you are seeking to get away from it all. Spending guality time with family, partaking in best east coast sking or all the above. This beautiful cozy yet spacious cabin is located minutes from Hunter Mountain and... View all property information
Make Enquiry
From
₹28,380
Per Night
1 / 24
Payment Protection
Jewett
5 Bedrooms, 4 Bathrooms, Sleeps 18
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A renovated 5 bedroom house located on the back side of ski windham mountain . located 10 minutes from the town of windham and 12 minutes from the town of hunter . A fully furnished home with new furniture ,3 king size beds and 3 twin beds ,and a Queen size bed,all of the upstair bedrooms have... View all property information
Make Enquiry
Inquire for rates
1 / 15
Payment Protection
Windham
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Nestled on three acres of land with a panoramic view of the Catskill Mountain the Mountain Treasure Two-Bedroom Cottage is the ideal place to take in Mother Nature. Beautiful stream and an open space make this setting a truly magnificent place. This 2 level fully furnished cottage features a... View all property information
Make Enquiry
5 of 5 stars Reviewed 1 September 2014
Very pleased with my rental! Agnes was so wonderful with any questions I had and was very accommodating. She even suggested places to visit, which made my trip even better. The...
5 of 5 stars Reviewed 12 January 2014
We really loved it! Deffinitely going back! Place so cozy, clean and in the great location!!Owners the sweetest people ever!we couldn't ask for more!!!!
See all reviews
Go to map view
Book Online(14)
Use filters to find the best results!

Suitability

  • Wheelchair access (0)
  • Elder access (4)
  • Suitable for children (7)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (14)
  • Internet (13)
  • Parking (13)
  • Grill (11)
  • Washer/Dryer (10)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities