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Homes and Condos in Windham, NY

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    All 15 Rentals in Windham
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    Travelers to Windham are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    $350
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    1 / 26
    5 of 5 stars (15) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    $75
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    1 / 23
    5 of 5 stars (12) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    $69
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    1 / 21
    5 of 5 stars (29) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
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    About this property
    Cozy, two bedroom apartment, ideal for couples or family. Beds: 1 queen, two singles. Stones throw from Ski Windham, 7 miles to Hunter Mountain. Located in Hensonville (part of Windham, NY) Walking distance to grocery, diner, 4 star restaurant, bar and lounge. Off street parking. BBQ... View all property information
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    5 of 5 stars Reviewed March 27, 2015
    The cozy apartment was just that. Everything was very clean and warm and inviting. The kitchen is just right. We could either eat in or dine out within easy walking distance...
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    $199
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    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
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    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
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    5 of 5 stars Reviewed January 28, 2015
    We really enjoyed our brief stay over the Christmas break. Agnes was very accommodating by allowing us to have 7 people (as we had 3 kids). Its a cozy clean cottage and we had a...
    5 of 5 stars Reviewed August 31, 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...
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    1 / 7
    4 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Grill
    • Mountain Views
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Wake up to amazing views of Windham Mountain & enjoy the peacefulness and quietness that surrounds you. The house sits on 15 beautiful acres. You can explore on property but there is also lots of activities nearby, hiking, fishing, ziplining, antique shopping and more. On the inside, the walls are... View all property information
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveler have booked this property
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    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
    SPRING SKIING WEEKENDS STILL 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 and the best of both worlds--a 1.5 mile drive to... View all property information
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    5 of 5 stars Reviewed September 24, 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...
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Available for rent by owner is a 4 bedroom, 2 bathroom, four season country home which is about a mile from Windham mountain, and 8 miles to Hunter Mountain in the Catskill Mountains. You will find this house clean and charming, and it is especially family friendly. It is situated on a spur road... View all property information
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    5 of 5 stars Reviewed June 24, 2014
    The house was close to good resteraunts and small shops. Very close to Ski Slopes and Hiking trails. Also some good fishing not far away. Super Market was a trip, so stop on...
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    1 / 13
    5 of 5 stars (2) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    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
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    1 / 12
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    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
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    An upscale and contemporary suite located in the heart of the Catskills, above Bistro Brie & Bordeaux, on Main Street, in Windham, NY. Create you getaway weekends, weeks and season stays. The suite has a king bed, queen bed, and two twin bunk beds. The great room, incorporates the living room with... View all property information
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    1 / 8
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    traveler have booked this property
    Overview Reviews (3) Make Inquiry
    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
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    $375
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Cuomo’s Cove is located in the Majestic Catskill Mountains in Windham, N.Y. We offer 1-3 bedroom luxury suites for nightly and weekly rental. Our completely furnished suites offer the style, comfort and conveniences found only in your own home – Plus amenities such as: private hot tubs, Jacuzzi... View all property information
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    5 of 5 stars Reviewed September 7, 2014
    We wanted to get away for a few relaxing days after our wedding and we found the perfect place for a peaceful, tranquil and lovely getaway @ Cuomo's Cove. Our accomodations were...
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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
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