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Compare 140 Cabin Rentals in Windham with updated reviews, rates, and availability.

NEW Modern Streamside Cabin near Hunter Mountain
10.0 out of 10, Exceptional, (24)
"This cabin was so cute and everything we needed for our weekend in the mountains. Location was perfect to hiking, Hunter mountain and Woodstock. Our hosts had perfect communication with me the whole weekend and the design of the home was my style. Looking forward to going back. "
NEW Modern Streamside Cabin near Hunter Mountain
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.6 out of 10, Exceptional, (18)
"Great location! A quiet beautiful property off the beaten path yet minutes to town and nearby attractions. Totallly recommend!"
The price is $325
includes taxes & fees
$325 per night
Nov 4 - Nov 5
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
10.0 out of 10, Exceptional, (121)
"This rental is very much as depicted in the posting. Some excellent features: there are plenty of places to unpack clothing (closets are generous and a dresser on the main floor), the loft is perfect for Pilates,yoga or most other exercise,there were plenty of tissues, toilet paper and garbage bags, many books and games (I wish I had had more time for reading!). Also worth mentioning is the lovely extra space provided by the comfortable front porch and the small screened in porch. We enjoyed...
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (40)
"Great place, communicative host, and perfect location! Will definitely return!"
The price is $318
includes taxes & fees
$307 per night
Nov 27 - Nov 28
Cozy Relaxing Retreat in Saugerties, NY
Catskills Windham Hunter Mountain Cabin Getaway
9.0 out of 10, Wonderful, (25)
"Quiet stay in the mountains in the summer."
The price is $729
includes taxes & fees
$707 per night
Nov 3 - Nov 4
Catskills Windham Hunter Mountain Cabin Getaway
Bright Tucked-Away Cabin w/ Furnished Deck + Grill
9.0 out of 10, Wonderful, (25)
"Nice time visiting our children in college "
Bright Tucked-Away Cabin w/ Furnished Deck + Grill
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (35)
"Host Bob was awesome!! We were there to hike and the location was perfect. We will be sure to come back in the future."
Updated Cabin on the Esopus
Sauna Belleayre Cozy Cabin
9.6 out of 10, Exceptional, (108)
"Beautiful surroundings, perfect time of year! Cozy...just what was needed! "
The price is $260
includes taxes & fees
$256 per night
Nov 4 - Nov 5
Sauna Belleayre Cozy Cabin
Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
9.8 out of 10, Exceptional, (61)
"hope to stay here again "
Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
Saugerties Cabin Rental w/ Fire Pit & Creek Access
9.4 out of 10, Exceptional, (9)
"The cabin is updated, clean, quiet and equal distance to Woodstock and Saugerties. Great stay! "
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Relax In The Mountains!
9.8 out of 10, Exceptional, (73)
"Beautiful property, quiet, very comfortable, excellent stay"
Relax In The Mountains!
New! Catskills Mountain Cozy 2 BED Cabin Getaway.
The price is $329
includes taxes & fees
$329 per night
Dec 1 - Dec 2
New! Catskills Mountain Cozy 2 BED Cabin Getaway.
Luxurious Serene Loft Cabin with Hot-Tub in the Heart of the Catskills
10.0 out of 10, Exceptional, (17)
"the cabin is private once you are inside you face the woods but it is off route 32, if you use the hot tub you are facing woods which gives you privacy. I wanted a quiet weekend to celebrate my girlfriend's Bday which the cabin did suit that purpose otherwise not much to do in the local town of Cairo you blink you'll miss it. Overall as I said for a romantic getaway of just staying in it was good and the place is clean and Kitchen well stocked.. I wouldn't rent in summer because I didn't find...
Luxurious Serene Loft Cabin with Hot-Tub in the Heart of the Catskills
Stylish + Modern Roxbury Cabin - Close to Venues, Ski, Hiking, Biking, Swimming!
9.8 out of 10, Exceptional, (26)
"Clean, great location. Perfect for our family ski trip"
Stylish + Modern Roxbury Cabin - Close to Venues, Ski, Hiking, Biking, Swimming!
Updated/Pet-Friendly Cabin By Hikes and Woodstock!
9.4 out of 10, Exceptional, (38)
"The keypad at the door is slightly confusing (but probably mostly b/c I rarely interact with these) but beyond that this was an easy, clean, comfortable rental. "
Updated/Pet-Friendly Cabin By Hikes and Woodstock!
Spectacular 40 Acre Log Home
10.0 out of 10, Exceptional, (13)
"My family and I had an amazing time. The property was beautiful and the house was wonderful. So close to belleayre mountain. We will definitely look into staying again in the warmer months."
Spectacular 40 Acre Log Home
Pet friendly cabin 2 bedrooms 2 bathrooms
2.0 out of 10, (1)
"We ended up not staying. The description says it is a cabin, it is an old manufactured home (mobile home). When we pulled in there was items scattered around the yard, the grass hadn’t been mowed. When we got to the first step the wood need to be replaced. There were holes in the soffit. Once inside the couches looked old and dingy. The inside needed to be spruced up. I contacted the property owner and told her our concerns. Her response was “Things and furnitures are as in the pictures posted...
Pet friendly cabin 2 bedrooms 2 bathrooms
High Peak Heaven: Cozy Log Cabin on 1 Acre!
10.0 out of 10, Exceptional, (9)
"It was a cozy place to stay with family and a great getaway destination from busyness of everyday life."
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Charming Hunter A-Frame: Walk to Ski Lift!
10.0 out of 10, Exceptional, (6)
"This home is every bit as charming as the pictures! My 10 year old really enjoyed the basket of goodies, activities and coloring. My kids also enjoyed playing in the yard and the badminton set. The upstairs deck was perfect for relaxing and star gazing. The location is great with an easy walk into town for breakfast or dinner. We thoroughly enjoyed our stay!"
Charming Hunter A-Frame: Walk to Ski Lift!
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
10.0 out of 10, Exceptional, (3)
"We come up to Windham every year for a big family reunion. This house was perfect for my family since we had 9 of us this year.it was more rooms than we needed but the house looked beautiful in the VRBO listing so we gave it a try. We were not disappointed. The house itself was very comfortable for all of us. 3 of the bedrooms were suites with bathrooms in them which was so great The views from the house both during the day and at night were amazing. You can see the slopes of Windham Mountain...
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
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, (95)
"Twice a year, I get out into the mountains with a group of friends. We've booked many places over the years, and this was probably our favorite. Both the indoor and outdoor kitchens were incredible. The massive, outdoor fireplace was a great hangout spot. The foliage views from the deck were nearly as good as from the summits. We didn't even get a chance to use some of its many amenities, but we definitely made use of the hot tub after hiking -- which was great. Our group was big enough that...
Tuscan Year Round Beauty - Pickleball Court
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (141)
"I cannot say enough wonderful things about this property and its owner, Greg. Communication from start to finish was seamless. We were a family of 14 adults and four children (6, 2, and 2 infants). The location is private, and the backdrop is nature at its finest. The stables were a big hit with the children, who would venture there several times each day to check on the horses and cows. The home layout is perfect for large groups as everyone has their own space without rooms being above...
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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 quaint and compact to expansive and luxurious, there are 519 cabins to select from 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 cozy cabin rentals priced from $260 to $729 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?
Treat yourself to an escape you’ll never forget at one of our Windham luxury cabins. Roscoe Retreat: 3 Mi to Beaverkill River Fishing! is one place where you can spend a few days or more indulging your fondness for the finer things in life. It features a deck and a spa tub. Alternatively, use In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace, as a base to explore the area’s natural splendors. Premium touches here include a deck and a spa tub.
What are the best river cabins near Windham?
If you’re after a relaxing getaway steps from the water, a Windham river cabin is an awesome choice. Kick back at Charming, Quiet, River Front and let all your stresses slip away downstream. Amenities here include nearby wildlife walks and snowsport activities. Another riverside escape is CATSKILL CABIN 1&2 - Artistic, Eclectic, Private, Cozy on 183 acres. It comes with nearby wildlife walks, nearby birdwatching activities and more.
What are the best cabins with pools near Windham?
Slip on your bikini or board shorts and splash about at your leisure when you book one of our cabin rentals with a pool near Windham. Secluded Log Cabin in Catskills with jacuzzi and mountain/lake view is a winning option. A firepit and on-site watersports are some other amenities that await you here. Alternatively, escape to PRIVATE - EXCLUSIVE CATSKILLS LAKE FRONT RUSTIC CABIN by NYC DESIGNER. As well as a pleasant pool, this cabin offers a fireplace and on-site watersports.
Can I find beach cabins near Windham?
Get your hit of salt air and sunshine at Relax, reconnect and enjoy!. One of our best Windham beach cabin rentals, it features on-site watersports and clothes washing facilities. You can also spend stress-free days by the seaside at 3-unit Adirondack cabin escape + lake access. Beach sun loungers and children’s activities will help make your stay here even more special.
What are the best weekend cabin rentals in Windham?
Whether you’re planning a short trip with your other half or your close friends, we’ll help you locate the perfect weekend cabin getaway. One awesome example? Stylish + Modern Roxbury Cabin - Close to Venues, Ski, Hiking, Biking, Swimming!. Featuring a swimming pool and tennis, you’ll adore being close to nature here. ELEGANT LOG CABIN.PRIVATE, Great wi-fi; cell phones work, Apple TV, Lake near is another popular place where you can slow down for a while. Enjoy a few nights at this escape which offers a patio and a fireplace.
Can I find log cabins in Windham?
Inviting, cozy and offering a more leisurely pace of life, a log cabin getaway never goes out of fashion. ELEGANT LOG CABIN.PRIVATE, Great wi-fi; cell phones work, Apple TV, Lake near is an excellent example in Windham. A patio and a fireplace are just the beginning of its highlights. Secluded Log Cabin in Catskills with jacuzzi and mountain/lake view also promises respite from the routine. Make the most of its beautiful surroundings and amenities like a firepit and on-site watersports.
What are the highest-rated cabins in Windham?
With an impressive rating, it’s no surprise why Stanley’s Mountain Getaway · 5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar is a favorite with Expedia adventurers. It has useful amenities like a barbecue grill and a fireplace. Hunter Lakefront House: Ski, Swim, Boat, Fish, Hike, Fire pit & Dog Friendly is another fantastic option. Quality conveniences such as on-site watersports and a barbecue grill will help make your stay a comfortable one.
Why should I book a cabin in Windham?
For a break that’s big on character, affordability and home comforts, it’s hard to top a cabin. Leave your city blues behind and explore the greenery of the wilderness. From action-packed days to laid-back evenings cuddled up with your special someone, cabins promise both excitement and relaxation. You’ll find the best Windham options here on Expedia.
What are the top nature cabins in Windham?
Stay at ELEGANT LOG CABIN.PRIVATE, Great wi-fi; cell phones work, Apple TV, Lake near and you’ll be nice and close to nature. Handy amenities such as a barbecue grill and a patio help make this river cabin in Windham a top option. Rivers Edge of the West Branch Delaware River w Private Boat Launch is another spot where you can escape the rat race and catch a few mindful moments by the river. Conveniences here include a firepit and a barbecue grill.
What are some of the best cabins near Kaaterskill Falls in Windham?
The Charming Cabin HottubGymFirepit(Pet-friendly) is an outstanding option in Kaaterskill Falls. Creature comforts, natural splendor and access to activities such as paddle boating and nearby cross-country skiing help make it a winner. The Rustic Loft Cabin in the CatskillsHottub is another place where nature and adventure go hand in hand. Spend your vacation here and add nearby horse riding and nearby rafting to your itinerary.