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Featured Cabin Rentals in Windham and around

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"We always live these cabins & we've been coming for years!"
The price is €152
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills

Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain

8.6 out of 10, Excellent, (14)
"We thoroughly enjoyed our stay in this cozy and charming cabin. The location is perfect for the plethora of local hikes and convenient for small town amenities and other quaint Catskills features. We enjoyed the Phoenician diner and you are a short drive from Woodstock, Kingston and many other great Catskills areas. We unwound in the hot tub after long hikes and settled in for cozy nights with the working fireplace (lucky for us since there was a burn ban prohibiting outdoor fires). Our dog and...
Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain

A-Frame of Mind

10.0 out of 10, Exceptional, (51)
"The place was just like it was pictured. Very clean and very pretty. I really enjoyed myself and did not want to leave. Nik was a great communicator and great customer service skills. I look forward to my next visit"
A-Frame of Mind

Relax In The Mountains!

9.8 out of 10, Exceptional, (74)
"Outstanding location and property. The Cabin is clean and spacious. The hosts are nothing short of amazing! We have rented this cabin before and look forward to renting again. "
Relax In The Mountains!

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

10.0 out of 10, Exceptional, (3)
"This home was very clean and updated. The view of the mountain was amazing and the location was perfect. Nothing to complain about with this rental. "
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

Stylish, Luxury Mountain House 10 Mins to Windham

10.0 out of 10, Exceptional, (2)
"Lovely weekend getaway in a beautiful, clean cozy cabin"
Stylish, Luxury Mountain House 10 Mins to Windham

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.6 out of 10, Exceptional, (20)
"Great location "
The price is €314
includes taxes & fees
27 Apr - 28 Apr
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (19)
"Everything was amazing, the house was beautiful and clean, the jacuzzi was the highlight of the day, we made a delicious BBQ and watched movies from the 00s in the huge TV in the living room. I would 100% stay at Phillips place again!"
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

10.0 out of 10, Exceptional, (91)
"second time here, great place, great host"
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

"Rocky Bottom" Cabin on the Esopus Creek

10.0 out of 10, Exceptional, (43)
"The property owner was responsive and accommodating. There was an ice storm during our stay and he checked in on us a couple times. The house was clean and well maintained. It is perfectly located a short drive to Woodstock, hiking trails, and the town of Phoenicia. We are already planning our next stay!"
"Rocky Bottom" Cabin on the Esopus Creek

Stylish + Modern Roxbury Cabin - Close to Venues, Ski, Hiking, Biking, Swimming!

9.8 out of 10, Exceptional, (29)
"We had a lovely three night stay at the Roxbury cabin. The home was about twenty minutes to Belleayre. Website was accurate and the rooms were spacious and everything was very clean. Kitchen was well equipped. We would definitely stay her again. "
Stylish + Modern Roxbury Cabin - Close to Venues, Ski, Hiking, Biking, Swimming!

Walk to Ski Lift! Charming Hunter A-Frame

10.0 out of 10, Exceptional, (9)
"Great location to enjoy Hunter. As good as pictured. Children really enjoyed uniqueness of A frame. Well stocked and maintained by host."
Walk to Ski Lift! Charming Hunter A-Frame

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

9.2 out of 10, Wonderful, (7)
"Amazing would stay there again "
Cozy Catskills Cabin - 12 Mi to Windham Mountain!

Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities

9.8 out of 10, Exceptional, (37)
"We stayed in this lovely home for a Thanksgiving trip with 10 of us. There was plenty of space for all of us and it was great to have such a full kitchen for cooking our Thanksgiving feast. The house is stunning, nicer than the photos, and in a beautiful setting. The hosts replied immediately to our queries. Thank you for a wonderful trip."
Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities

ELEGANT LOG CABIN.PRIVATE, Great wi-fi; cell phones work, QUIET and peaceful.

9.8 out of 10, Exceptional, (94)
"We had a great weekend escape from NYC and enjoyed skiing during the day and enjoying the beautiful fireplace at night. The host was extremely attentive and responsive and made sure the driveway was properly cleared so we could get in and out. Charming decoration and very cozy vibe!"
ELEGANT LOG CABIN.PRIVATE, Great wi-fi; cell phones work, QUIET and peaceful.

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

10.0 out of 10, Exceptional, (7)
"We have stayed here before and loved it. The cabin is out and clean. Has everything you need and is secluded in the beautiful mountains. Close to restaurants, hiking, skiing and more. "
Secluded Elka Park Cabin: Hot Tub & Fire Pit!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

10.0 out of 10, Exceptional, (13)
"The condo was lovely, exactly as advertised. I took two of my teens on a two day ski trip and we had a great time. The only complaint I have, and this is beyond the owner's control, is that the upstairs neighbors were stomping and running around throughout the night, until 5am when I had to find a broom and bang on the ceiling to 'ask' them to stop. Thankful to have found the broom, shouldn't have waited till 5am to use it ;)"
The price is €191
includes taxes & fees
4 May - 5 May
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Recharge

10.0 out of 10, Exceptional, (5)
"Took a quick trip up to Hunter Mountain and needed a place to stay. We found a winner, very comfortable and clean with some nice amenities! Max (the owner) was an absolute pleasure to deal with.....highly recommended. "
The price is €194
includes taxes & fees
1 May - 2 May
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Recharge

Creekside Couple's Retreat with Hot Tub, Sauna, Game Room & More!

10.0 out of 10, Exceptional, (5)
"We absolutely loved our stay here. The hot tub and sauna were wonderful and we enjoyed the game room downstairs. Host was very helpful and quick to respond. We can’t wait for our next trip!"
The price is €575
includes taxes & fees
28 Apr - 29 Apr
Creekside Couple's Retreat with Hot Tub, Sauna, Game Room & More!

Cutest Cabin Spring Skiing & Hiking it's BBQ Time!

10.0 out of 10, Exceptional, (64)
"The property was very nice and clean, very conveniently located. It faces away from the road so there's no noise. It's well heated and our stay was very comfortable. It is a studio efficiency. It was comfortable for our winter stay."
Cutest Cabin Spring Skiing & Hiking it's BBQ Time!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windham

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

Spacious 5-bedroom house in charming Windham centrally located in town.

Spacious 5-bedroom house in charming Windham centrally located in town.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the best cabins near Windham?
Ranging from small and quaint to roomy and luxurious, you have 537 cabins to take your pick of in and around Windham. Top options include Log Cabin Living On The Esopus Creek and Claryville Cabin With 1, 500 Ft Trout River In The Catskill Mountains.
Are there cheap cabins in Windham?
For an affordable escape in nature, check out our cheap cabins in Windham. Wake in the mornings to the sound of birds chirping from one of our cosy cabin rentals priced from €152 to €575 a night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Windham?
After spending your day out and about in Mother Nature, return home to the impeccable style and comfort of a Windham luxury cabin. Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing is a perfect choice if you’re in the mood to enjoy the finer things. You’ll enjoy the top amenities here, such as a deck and a spa tub. Cabin - In The Heart Of Woodstock 2bedroom With Hot Tub And Wood Fireplace is another popular stay. Take advantage of a deck, a spa tub and more.