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Vacation Rentals in Windham, NY

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    ($315 Average)
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    $99
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    1 / 25
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 / 36
    4 of 5 stars (1) Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 14
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    1 / 21
    5 of 5 stars (30) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
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    1 / 26
    5 of 5 stars (18) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Water Park Nearby
    • Watersports Nearby
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Location Information
    Windham, Catskill Region 12496
    5 of 5 stars Reviewed 13 July 2015
    The house was exactly as illustrated and was well maintained. Angel, the owner, was most helpful in answering many questions regarding what to do and where to eat. She quickly...
    5 of 5 stars Reviewed 13 July 2015
    We went to Chalet Montreuil for the weekend in summer and it was the best idea ever! The chalet is fully equipped and instructions couldn't be clearer. We spent 2 nights, we were...
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    1 / 23
    5 of 5 stars (14) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amenities & Details
    • Internet Access
    • Grill
    • Porch
    • Mountain Views
    • Refrigerator
    • TV
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Please scroll down for RATES (NO BOOKING FEE IS ADDED WHEN YOU BOOK THIS PROPERTY, SAVING YOU 5-15% Booking Fee) 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 Catskills weekend cabin... View all property information
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    Location Information
    Windham, Catskill Region 12496
    5 of 5 stars Reviewed 12 August 2015
    Exactly what two busy people who spend a lot of time around people needed after doing a Warrior Dash race. We live only 2.5 hours away but we were able to just sit back and relax...
    5 of 5 stars Reviewed 20 July 2015
    I highly recommend this place! My 2 friends and I stayed in Ella's cottage over the weekend. It is great for the summer, we didn't even need to use the a.c. the rooms are nice...
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    $297
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other traveller has booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Washer
    • DVD Player
    • Deck
    • Internet Access
    • Fireplace
    • Dryer
    • Mountain Views
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3-day minimum all holiday weekends, please check pricing All rentals require $80 one-time cleaning fee and $250 refundable damage deposit. **PRICING DOES NOT REFLECT WINTER SKI SEASON. WE WILL BE RENTING THE HOUSE FOR THE FULL SEASON ONLY: 12/4/15-4/3/16 $9,500 all taxes included, $500 refundable... View all property information
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    Location Information
    Windham, Catskill Region 12496
    5 of 5 stars Reviewed 24 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...
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    1 / 13
    5 of 5 stars (2) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Mountain Views
    • Central Heating
    • Boat Available
    • Water Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12496
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    $263
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    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    other travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Balcony
    • Internet Access
    • Air Conditioning
    • Refrigerator
    • Deck
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12454
    5 of 5 stars Reviewed 28 January 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 31 August 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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    $231
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9
    other travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Stereo System
    • Dryer
    • Air Conditioning
    • Mountain Views
    • Washer
    • Internet Access
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12496
    5 of 5 stars Reviewed 24 June 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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    $462
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    1 / 8
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 9
    other traveller has booked this property
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Stereo System
    • Dryer
    • Internet Access
    • Washer
    • Fireplace
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12439
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    From
    $462
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Mountain Views
    • Safe
    • Skiing: Property Is...
    • Horse Riding Nearby
    • Linens Provided
    • Wi-Fi
    • Towels Provided
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2015 Ski Season rental available. Located 5 minutes from Windham Mountain Ski Resort. The apartment features 2 bedrooms, one bath, furnished with quaint country antiques, and new furniture. Spotlessly clean, convent. The kitchen is fully equiped with dishes, utensils, pots, and pans, microwave,... View all property information
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    Location Information
    Windham, Catskill Region 12496
    From
    $231
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Refrigerator
    • Dryer
    • Fireplace
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful, fully equipped and furnished home within 10 minutes to the town of Windham. The area is a four season destination with a variety of recreational activities, and cultural events. The country setting and view from the deck are both peaceful and relaxing. Wake up to amazing sunrises and... View all property information
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    Location Information
    Windham, Catskill Region 12407
    From
    $396
    / Night
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Dryer
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Washer
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Windham, Catskill Region 12496
    From
    $218
    / Night
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Central Heating
    • TV
    • Stereo System
    • Mountain Views
    • Swingset
    • Ping Pong Table
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our cozy house has 3 bedrooms with 2 baths and can comfortably accommodate 5 to 8 guests. It is conveniently located in Catskills, only 2 hours from NYC, we are close to everything that you love: Skiing/Winter Sports only 15-20 minutes (Windham or Hunter Mountain), Zoom Flume Water Park in the... View all property information
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    Location Information
    Windham, Catskill Region 12413
    From
    $396
    / Night
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    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Fireplace
    • TV
    • Dryer
    • Washer
    • Mountain Views
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Windham, Catskill Region 12424
    From
    $495
    / Night
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Deck
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Windham, Catskill Region 12496
    5 of 5 stars Reviewed 7 September 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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    From
    $330
    / Night
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    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Satellite TV
    • Central Heating
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12496