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Holiday Rentals and Homes in Windham, NY

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    All 17 Rentals in the Windham Area
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    From
    €67
    / Night
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    1 / 23
    5 of 5 stars (12) Excellent
    Windham
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (12) Make Enquiry
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    €62
    / Night
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    1 / 21
    5 of 5 stars (29) Excellent
    Windham
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (29) Make Enquiry
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    €313
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    1 / 26
    5 of 5 stars (16) Excellent
    Windham
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
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    €313
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    1 / 13
    5 of 5 stars (2) Excellent
    Windham
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    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
    From
    €178
    / Night
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    1 / 15
    5 of 5 stars (3) Excellent
    Windham
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    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 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...
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    €157
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    1 / 22
    5 of 5 stars (1) Excellent
    Windham
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    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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    1 / 8
    4.5 of 5 stars (3) Very good
    Windham
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    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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    €67
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    1 / 21
    5 of 5 stars (1) Excellent
    Windham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Outdoor Dining Area
    • TV
    • Private Fishing...
    • Refrigerator
    • Mountain Views
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Windham, Catskill Region 12439
    5 of 5 stars Reviewed 27 March 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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    €201
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    1 / 27
    5 of 5 stars (1) Excellent
    Windham
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    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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    €313
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    1 / 9
    Windham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    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
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    €268
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    1 / 25
    Windham
    4 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Grill
    • Safe
    • Wi-Fi
    • Parking
    • Mountain Views
    • Towels Provided
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Location Information
    Windham, Catskill Region 12496
    From
    €268
    / Night
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    1 / 17
    Windham
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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
    €335
    / Night
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    1 / 17
    5 of 5 stars (1) Excellent
    Windham
    2 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    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
    €224
    / Night
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    1 / 10
    Windham
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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

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

    From
    €71
    / Night
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    1 / 17
    4.5 of 5 stars (15) Very good
    Hensonville
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • DVD Player
    • Patio
    • Mountain Views
    • Internet Access
    • Playground
    • Water Park Nearby
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
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    Location Information
    Hensonville, Catskill Region 12439
    5 of 5 stars Reviewed 10 June 2015
    It reminded me on my childhood-long forgotten place of quite innocence.Me and my girlfriend loved it.
    5 of 5 stars Reviewed 19 May 2015
    Stayed here with my boyfriend for a weekend and we had a great time. The place was really clean, the bed was very comfortable, and Cynthia was very accommodating. There are...
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    €402
    / Night
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    1 / 24
    Jewett
    5 Bedrooms / 4 Bathrooms / Sleeps 17
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Housekeeping...
    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
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    Location Information
    Jewett, New York 12444
    From
    €179
    / Night
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    1 / 19
    Maplecrest
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Skiing: Property Is...
    • Dryer
    • Washer
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our chalet is perfectly located in the heart of Catskills with a tucked away feel, close to outdoors activities such as skiing, golfing, hiking, lakes, vintage shops and beautiful mountain views. Enjoy nature with loved ones in a relaxing getaway! Our lovely chalet is bright, clean, well... View all property information
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    Location Information
    Maplecrest, New York 12424