Ski-in/Ski-out vacation rentals in Greene County

We had an amazing stay at Wanderlust in Windham for our friend’s 50th birthday, with three families (6 adults, 5 kids). The house was perfectly designed for groups, giving the kids plenty of space to enjoy while the adults had their own areas to relax. The ski-in/ski-out access made getting to the mountain effortless, and after long days on the slopes, the hot tub and speakeasy were a huge hit! The house had everything we needed to unwind, celebrate, and make lasting memories. The host was incredibly responsive and helpful—when we encountered a tripped breaker and needed to troubleshoot the hot tub, they provided clear instructions within minutes, making the whole experience stress-free. Overall, this was a fantastic stay that allowed us to focus on enjoying our time together without worrying about the details. Highly recommend for anyone looking for a spacious, well-appointed, and conveniently located getaway in Windham!

This home was absolutely beautiful, with magazine-worthy decor, a cozy ambiance enhanced by candles, and smart speakers in every room. The view right outside the house was truly picture-perfect. Michael was extremely responsive and provided fantastic recommendations for places to visit. We had an amazing time and would highly recommend staying here. We’d definitely love to come back!

Great place and close to the mountain. Having the charger made a huge difference for us. We will definitely stay again

this place was amazing. closest place to the mountain. walk out of the yard right into the parking lot. place had everything you needed and a bunch of extra games to play too

We had the perfect weekend stay! Outstanding location, right on Hunter mountain. Easy check in/out. The place had everything we needed, was clean, cozy and comfy! Looking forward to stay here again!

We had a wonderful stay at Marina and Patricio’s Airbnb! There was plenty of space for a large group and we were all comfortable in our bedrooms. Everything in the house worked well; we especially enjoyed spending time in the swim spa as it snowed! We would definitely come back for another ski weekend!

Modern and beautiful house. Good location close to Hunter Ski resorts with beautiful Mountain View. It was nice to arrive a warm place when it’s single digit cold outside. Dmitriy was responsive and helpful whenever we needed

This was our second year staying here for our winter trip and we love it!

A great place to stay. Truly she thought of everything. The only thing stopping anyone from having a great time in this place is just bad luck. The hot tub is so nice, and a lot nicer than a typical at home tub. The chalet was a great space and decorated incredibly. I would recommend this place to anyone.

Brendan’s place was wonderful and he was an amazing host. He was helpful and proactive and provided excellent recommendations. He went out of his way to make us feel at home, but never felt intrusive. I can’t recommend staying here highly enough!

We had a great time at this Airbnb! The beds were super comfy and it was super close to Hunter Mountain for skiing, Kaaterskill falls for hiking, and tannersville for cute shops! The only comment is that the water does smell a little weird. I would recommend bringing your own water for drinking. Also be warned that the pans were stored inside the oven so take them out before you preheat it.

Very clean and well taken care of! This airbnb has all the necessities and so much more. Lots of privacy and great view. There was snow and rain during our stay which made the driveway a bit difficult to navigate but the host got it salted and had a plow come both days.

Great value for the closest accommodation you can get to the lifts. I stayed 3 nights with my 18yr old son, and with storage closets for gear, it was as big as we needed (could’ve fit a couple and one child too). A fridge and coffee machine meant we could do cold breakfasts at home. Jeff was super helpful and friendly. Would definitely recommend!

Incredible location for ski in and ski out at Hunter MT. The house is perfect for a family and would recommend to anyone looking to ski for the weekend!

We enjoyed our stay but realized that the kitchen and living room space was a bit tight when it is snowy outside. There is a beautiful screened in back porch, grill, and fire pit that would be perfect in warmer weather. An old mile marker near the house gives it an air of mystery and the covered front porch with seating made getting boots on/off easier. The bedrooms were very nice and spacious. Parking and entering/exiting the driveway was easy. There is some road noise as it is near a main road, but for us this was a plus as it made it easy to reach our various hiking destinations. Michelle was very responsive and overall we had a wonderful stay to ring in 2025.

We stayed here for a ski trip with 7 adults and 4 children, and both the adults and kids absolutely loved it.Communication with the host was very smooth. First and foremost, the location is incredibly convenient—just a 2-minute drive from Hunter Mountain Ski Resort. The interior is warm and inviting, with beautiful nostalgic decorations. The living area is spacious and features an open kitchen, allowing everyone to gather, enjoy a glass of wine, cook together, and have great conversations over meals. With three bathrooms, there was never any congestion. We visited in the winter, but we believe it would also be a perfect getaway for a summer retreat.

max was an amazing host, very responsive and very friendly. The house was clean and very cozy. loved everything about it.

We booked this Airbnb for 8 people, and it fit us perfectly! Having two kitchens and two full bathrooms was super convenient, and the units were just a few yards apart, so we had our privacy while still being close enough to hang out easily. The space was clean, comfortable, and well-equipped for a group stay. Highly recommend for families or groups of friends who want to vacation together but still have their own space. Would definitely stay here again!

Very clean and cozy getaway just a 10-20 minute drive from various gorgeous hikes! Note it is not a unit that gets great sunlight, but we were only there for dinners and sleeping so no problem for us at all. We cooked a few times thanks to the equipped kitchen!

This is the ideal getaway for multi-family ski trips! Catskill Oasis I, II and III gave our group of three families the perfect balance of togetherness and privacy. Each suite had its own ski-in/ski-out access, full kitchen, and cozy living space, with pull-out beds for the older kids and cribs for the little ones—super convenient for families with children of all ages. We loved being able to enjoy the mountain all day, then unwind separately in our own suites. The discounted rate for booking all three properties made it an amazing value. We’ll definitely be back!

We loved this house. The space is even more cozy than the pictures. There's so many little touches that really make the space, heated floors, super comfortable bed, toys and books stashed away for the little ones. The location is about as close as you can get to Hunter skiing, and there's so many cute restaurants and activities around. We'll definitely be back.

Stayed here for a Bachelor party to escape the hustle and bustle of the city. Everything was perfect. Loved all the fun stuff in the house like the sauna, hot tub, movie theater, darts, and pool table. Would highly recommend!

Enjoyed our stay in this cozy A-frame! It's definitely rustic and a little rough around the edges but clean and comfy. Lots of space and natural light. Had almost everything we could have needed. It's in such a convenient location near town and hikes, you can literally see Hunter Mountain slopes from the road and walk to the main street. The weather was perfect to take a post-hike nap outside on the porch with the fall sun shining through the trees. It was just what we needed. Thank you!