
Cabin holiday rentals in Windham
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Top-rated cabin rentals in Windham
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Popular amenities for cabin rentals in Windham
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills
Great Weekend getaway very private & secluded. Everything was perfect as advertised no complaints maybe besides to vacuum the couch free of pet dander for people with pet allergies. Everything else was spot on the hot tub was very fun. One piece of advice is to really stay on your own property line, we saw flashlights close by to ours at around 3 am. That would definitely spook you although i’m sure it was just neighbors. Would recommend this place to anyone , 100% worth it. 10/10

The Windham Cabin w/ Hot Tub
Highly recommend, beautiful cabin with great amenities! We enjoyed our stay here and would come back!

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Perfect place for quiet R&R. Surrounded by nature. Seeing deer in the yard almost daily! Beautiful hiking trails all within 25mins of the cabin. The cabin was well stocked with toiletries and basic kitchen supplies. Thomas was a great host very responsive and helpful.

The A-Frame on Pudding Hill
We had such a nice stay at Lenny’s cabin! We wanted a glamping getaway and that’s exactly what we got. The cabin was clean, cozy, and just like the pictures! We brought food to cook all of our meals and the cabin had everything we needed in the kitchen. The beds were cozy and the shower was hot! We spent hours around the fire pit and loved how quiet, remote, and beautiful the area was. If we find ourselves in the area again, we would not hesitate to stay at Lenny’s cabin again!

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!
Beautiful modern cabin in an ideal nature setting. Hot tub and sauna were perfect! The night sky was stunning ! Great restaurants, hiking, farms all within 10 minutes. Perfect 2 day get away! Amazing host. Extremely responsive.

Esopus Creek Waterfront Cabin Hot Tub & Hiking
This was a much-needed, relaxing weekend with good friends in a great location. The place was beautiful and the host was so accommodating and responsive.

Retreat in the sky - Hot Tub with Panoramic Views
We had a great time at Rashmi’s place - the grounds are enormous and so well taken care of. We loved the fire pit and enjoyed cooking in the kitchen as well. Our doggie had a blast too! Thank you Rashmi!

Tiny Home A-Frame with Hot Tub & Creek
a very cozy cabin in a very quiet spot. made for a very peaceful getaway and they were friendly and informative!
Pet-friendly cabin rentals

Winston's Place - Woodland Cozy Catskills Cabin
We had such a wonderful stay here! Such a cozy and lovely cabin in a beautiful location. Nickie was also super responsive and helpful. We will definitely be back!

Woodstock Cabin in the Woods #2
Esme is a great host! Super responsive and friendly. The cottage is cute and cozy, as described. It's definitely a place to recommend!

Pet Friendly Cabin Doh-Ray up at 1450 ft
Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

Tiny like “A” frame cabin with alpacas
Stayed one night and loved it—super cute spot! The alpacas and animals were fun to be around, and waking up to a foggy spring morning with the big window was v pretty. No running water takes a little getting used to, but it was totally fine for a night and was communicated clearly in advance. Great location—feels nice and remote but still close to town.

Catskill Mtn Streamside Getaway
Jeff and Sharon were very responsive and provided us with everything we need to have a great time!

Camp Catskills - enjoy your time away!
The home had everything we needed and more with a wonderful layout for family/friends to gather/cook/hang out. Every room was well stocked from kitchen to bathrooms and even games, activities and accessories in the bedrooms for kids and adults. We only wished the weather was better for us to have enjoyed the outdoors more, but that gives us a good reason to come back!

Cozy Creekside Cabin in the Catskills
Space was very clean and cozy. Enjoyed the fireplace. There was a blackout late at night but it was fixed within an hour. Cute town and surroundings. Don’t recommend getting the wood from the grocery in town as they were all moldy. Highly recommend getting the wood from the little self pay wood store next to the gas station.

Charming Artist Cottage
This was our second time staying at Jon’s lovely cabin. We love being in the woods, strolling by the stream and enjoying the fireplace ambiance. Wonderful place with lots of character. We hope to make this a yearly trip.
Private cabin rentals

Magical Catskills Cabin on 9 acres with Sauna
Great time. Everything we expected. Ty so much for the family memories

Catskills Overlook Mountain Sanctuary
This was our fourth year we booked a weekend at the Catskills Overlook for our anniversary and it was just as wonderful as we remembered! Jason and Sarissa provided new information about the area that allowed us to try new restaurants and were very communicative throughout the whole trip!

Large Hidden Cabin - "Ophelia's Cabin" - sleeps 6
this was the perfect family escape . The cabin had everything we needed. We had a lovely time. The private and peaceful location was just right to explore nature and also go to the Baseball hall of fame. We loved the board games and coziness of the cabin. Would stay here again!

Birch Creek House - Private & Cozy Creekside Cabin
Perfect Little Romantic Getaway Spot I stayed at Birch Creek House recently and honestly didn’t want to leave. It’s super cozy and tucked right next to a creek, so you’ve got that peaceful water sound going the whole time — total vibe. The place was really clean, had everything I needed, and felt super homey. The bed was comfy, the kitchen was stocked, and it was just a great space to relax. They even had board games and puzzles there for us! It’s quiet and private but still close enough to little towns and hiking spots if you want to explore a bit. Highly recommend Kaaterskills Falls! I do wish there was a curtain or some way to cover the big window in the living room — just for a little more privacy at night. And while I missed having a microwave to quickly reheat food, it kind of added to that “living in nature” vibe, having to warm things up the old-school way. Overall, it was a peaceful, refreshing stay. I’ll definitely be back!

Rustic Cabin in the Country
Very happy to have stayed at Becca's AirBnb, we had a great time.

Secluded Cabin in Woods With Hot Tub
This cabin is chic, cozy, and in a beautiful secluded location, such that you can take a dip in the hot tub listening only to birds. It's a true getaway treat. Highly recommend.

Private, Unique Log Cabin in the Woods
We had a fantastic stay here. It’s a very cute and cozy cabin, and well appointed in terms of amenities (well- stocked kitchen, plenty of extra blankets, great selection of board games). We loved the remoteness and privacy. Jessica was communicative and accommodating to our group. I’d highly recommend this place for an off the grid experience.

Stargaze Cabin
Second time staying at the cabin! Truly such a peaceful and special place. Lots of privacy and quiet - the views in the cabin itself are lovely. No WiFi and very minimal cell service, which is a huge plus for me. A great place for a weekend retreat. Highly recommend.
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Howe Caverns
- Albany Center Gallery
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Glimmerglass State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Thaddeus Hait Farm
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Huck Finn’s Playland, Albany
- Peebles Island State Park
- Pineridge Cross Country Ski Area
- Hancock Shaker Village