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119 timeshares
Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
Windham log cabin
1 bedroom / 1 bathroom / sleeps 2
“Best weekend ever :)” I have recently rented the bungalow and just have great things to say about it. The place is so cozy, and cute, they had everything we needed and the location couldn't be better. It's very close to any of the skii resorts and many attractions, market...It was only my boyfriend and I and the bungalow was just the perfect choice to spend a holiday weekend. Ella, the owner, was very helpful providing us any info we could need. We are already planning to go back the beggining of the year and summer for sure. Thank you so much Ella!!!
Responds fast! avg. 1 hour 32 minutes
Price per night from
$102
Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain
Windham house
2 bedrooms / 1 bathroom / sleeps 6
“Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to suggest many activities in the area as well as cute little restaurants/taverns in towns nearby. The cabin was truly like a home away from home. Ella clearly takes pride in the upkeep of the property. You are within walking distance to a grocery store, café, liquor store and a little store where you can find many necessities. This is a great get away for any time of the year. I am hoping to return sometime in the next year!
Responds fast! avg. 1 hour 32 minutes
Price per night from
$111
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$229
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$458
“Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay. It was like being on a private resort...the home had everything we needed to have fun and enjoy this long summer weekend, and we are already planning to return next year. Thank you so much for providing such an amazing spot for a long weekend getaway! And it must be noted how accommadating and easy it was to communicate with the owner and with flipkey whenever I had any questions-- 5 Stars!
Price per night from
$401
***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***
Windham house
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 27 minutes
Price per night from
$201
*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
Windham house
4 bedrooms / 2 bathrooms / sleeps 8
“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality utensils, plates, etc. Angel has literally thought of everything and organized the property to make your stay enjoyable. Also, the hot tub has very potent jets which was nice for a bunch of middle aged golfers after a long day on the course. Angel was extremely helpful and responsive throughout the entire rental process. If you are coming to Windham you will be hard pressed to find a nicer property.
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$201
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$573
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$252
Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!
Windham tented camp
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 32 minutes
Price per night from
$126
Price per night from
$229
Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental
Windham apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 1 hour 32 minutes
Price per night from
$102
Tentrr Signature Site - Pleasant Valley Maplecroft Camp
Windham tented camp
1 bedroom / 1 bathroom / sleeps 6
Price per night from
$101
Responds fast! avg. 1 hour 50 minutes
Price per night from
$915
5 Min to Windham Mtn! Luxury Retreat w/Amazing Views! Natural Swimming Pond
Windham villa
8 bedrooms / 7 bathrooms / sleeps 22
Price per night from
$3,435
Great rentals within 20 miles that match your search
“A Fabulous Place To Stay” My stay was a Great getaway. The rooms and bathroom were very clean and the owners very accomodating. Convient to alot of events and things to do..I found myself wanting to just stay on the property to just relax because it was so peaceful. If you are a bird watcher there were some amazing birds to see..I am looking forward to my next getaway back here... a place much like Heaven!
Responds fast! avg. 2 hours 16 minutes
Price per night from
$573
Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts
Woodstock house
4 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$1,060
Spectacular Ski Vacation House - Incredible Views!
Shandaken house
4 bedrooms / 3 bathrooms / sleeps 10
Responds fast! avg. 13 minutes
Price per night from
$458
Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House
Saugerties house
3 bedrooms / 2 bathrooms / sleeps 6
“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.
Price per night from
$195
Responds fast! avg. 3 hours 7 minutes
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$745
Responds fast! avg. 3 hours 52 minutes
Price per night from
$172
“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the house and it's small and not showing any fish, so wasn't able to fish on the property. I'd advise getting your fishing license before you get there. The house was clean and well kept. The frig had a fair amount of condiments in them, so check the frig before you head to town to buy anything. There were enough pots and pans to cook, but we were glad we brought two cooking knives with us. The gas grill on the deck was OUTSTANDING! I give that grill 5 stars. Quiet with a great view of the stars. We took advantage of the fire pit and picnicked while cooking hot dogs over the open fire. The wifi was intermittent, which can be a good thing if you're looking to truly get away and relax.
Responds fast! avg. 2 hours 29 minutes
Price per night from
$172
Catskill Mountain View House, Belleayre, Fire Pit!
Roxbury house
4 bedrooms / 2 bathrooms / sleeps 9
“Best house ever” The house is in a beautiful setting. So many things to do in the area from antique shopping, golf in the summer, winter skiing, hiking, really great restaurants. Once you've seen the house though, you won't want to leave. Great layout for families, group of friends, special occasions or just getting away to a special place. everything is provided for your stay. Fully equipped kitchen, comfortable beds, outdoor fire pit!!! Watch shooting stars at night. Jennifer has thought of everything. Even a playroom with toys and games! No preparation is needed on your part. Just show up for a fabulous stay.
Price per night from
$447
Windham Skiers Book Now! Cottage North Catskills
Greenville cottage
2 bedrooms / 1 bathroom / sleeps 7
Price per night from
$378
Price per night from
$287
Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk
Catskill cottage
2 bedrooms / 1 bathroom / sleeps 3
Price per night from
$258
“Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are super friendly and always tried to make you feel comfortable. Definitely would recommend this to others and I would sure be coming back.
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$298
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$572
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$229
Charming Converted Barn On 2+ Acres Walk To Town
Woodstock house
5 bedrooms / 2 bathrooms / sleeps 10
Price per night from
$487
Catskill Home for Skiing, Fishing, Hiking & biking
Fleischmanns house
6 bedrooms / 5 bathrooms / sleeps 22
Price per night from
$573
Price per night from
$1,390
3400 Sq Ft 5 Bedroom House for Rent Near Hunter/Windham mountains ,cable/WIFI
Jewett house
5 bedrooms / 4 bathrooms / sleeps 16
Price per night from
$687
“Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortable--loved it and would love to return again sometime in the future!
Responds fast! avg. 39 minutes
Price per night from
$687
Responds fast! avg. 1 hour 47 minutes
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$327
Price per night from
$134
Viewing 38 of 119
rentals in Windham
About Windham
Known to Native Americans as 'The Land in the Sky', Windham is perfect for the outdoor enthusiast. With nature and activities at the heart of the town, you'll have plenty to do and see. Book your Windham vacation rental with FlipKey today.
About Windham
Windham is a town located in Greene County and was first settled in around 1780. These days, locals gain their main source of income from the ski resort in the Windham mountains, which attracts tourists from the New York area three hours away. It features 54 trails and 12 lifts, with its highest peak at 3,100 feet.
If you fancy trekking around the rivers and streams, you'll be sure to find a large variety of fish and other wildlife, such as deer and turkeys.
What to do
As mentioned, Windham Mountain Resort is the main reason why tourists travel to this particular town in New York. With ninety-seven percent snow coverage, you'll have the best possible snow conditions to make the most of your trip. This activity would definitely be for thrill-seekers looking to add another cool activity to their bucket-list!
There's also an adventure park at Windham Mountain—another exciting experience for those looking for active pursuits. Here, you can have a go on a high zip-line, try off-road go-karting, trampolines and even test your skills at a skate park.
You may even decide to take a trip to Windham Golf Club where you can play on an 18-hole golf course. This charming course in the picturesque Catskills was designed in 1928.
While there's plenty to keep outdoors enthusiasts occupied, there's also the option to completely chill-out. The town is filled with relaxing spas which offer several treatments, so you can feel fully refreshed after a tiring day.
Top travel tips
To get around Windham, use a car—there are no major public transport. This is especially relevant if you wish to go to the Windham Mountain due to the remoteness of the area.
There are bike rentals you can hire for your vacation, which is perfect if you wish to explore more of the area.
The weather in Windham is fairly cool all year round, which is to be expected of a snow resort! In the months of January and February, temperatures can reach lows of -1 degree Fahrenheit.
Take a trip to Windham this year for an outdoor adventure you'll never forget. Packed with active pursuits and relaxing scenic views, this small town is definitely worth the visit. Book your Windham rental with FlipKey and experience it for yourself.
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