Ski-in/Ski-out holiday rentals in Bear Mountain

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!

Andrey's place was better than the pictures describe. I really enjoyed the heated floors and cozy warm atmosphere. The place was minutes away from Hunter mountain which is perfect for families with children who would like to take breaks at the home after hitting the slopes. Andrey was very responsive when I needed an answer to a few questions. Great experience overall!

This place is a 10/10. It had so much fun stuff to do in the house that we didn’t even need to leave! I definitely want to book again in the summer so we can enjoy the hammock and the fire pit, unfortunately it was raining and snowed. But it was still a blast! I loved it!

We had a girls weekend 3/7/25-3/9/25! It was 8 of us. This house was perfect. Very accommodating for all our needs. Rachel & Michael were so helpful & helped make our weekend the best one of 2025 so far! Thanks & we will definitely be back soon!

Everything was perfect, exactly as described. We had a great time.

William’s place was great! Perfect for the prize. It was nice open kitchen dining and living area which what we were looking for. Close to some of the stores. In a community which felt safe with proper checking process. The only thing was some of the cups, pots and utensils felt like were not washed from last use, a bit gross. But there were cleaning supplies so we could clean before using the basic stuff.

Great house, so close to the slopes. The perfect base for a couple of families to spend the weekend skiing. House and linens were super clean and Lulia was warm and gracious. Hope to be back on our next skiing trip.

Enjoyed our time here... the area is beautiful and the sunlight filters right in! Was a great place to stay for skiing because it's walkable to the slopes... although its important to know that you need to be able to ski blues (intermediate) in order to get back to the condo. Overall, the place is spotless and it was easy to relax and feel at home. Communication was very responsive which I greatly appreciated!

This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Very easy to get ahold of, nice place in a very nice location. Got a lot of things to do in area, would stay again. Thank you!

Very nice house and a great location . The house was very clean and there was every necessary and more , of the things you might need during your stay. Great hosts as well, responding in few minutes after you message them and solving your problem. I will definitely recommend this house to my relatives and friends.

I recently stayed at this Airbnb with a large group, and it was an excellent choice. The house was well-equipped for our needs, with a pool, games, pool tables, and recreational items in the basement that kept everyone entertained. Outside, the hot tub was a standout feature—perfect for warming up at night after a chilly day. The kitchen and living room had everything we needed, and we encountered no issues during our stay. The host was highly communicative, providing clear instructions and ensuring a seamless experience. Overall, it was a fantastic stay, and I’d highly recommend this place to anyone traveling with a big group.

was a great stay loved the room.

Had a lovely time! It’s a beautiful house and Juris sent very clear and helpful instructions before check in. Would stay again.

Great house in walking distance of Hunter Mountain.

Erik's place is a Gem. It is located in a beautiful area close to New Paltz and Gardiner. The home was amazing, clean and well equipped. Erik and his father George were very responsive from the booking process, follow-up, directions to the place and took care of our requests promptly.

Perfect location for a small family looking for a ski weekend at big bear. Conveniently location just a quarter mile away from the ski area. Cabin was clean, well equipped and well maintained.

A really relaxing couple of days in an area that we didn’t know. It’s a beautiful cabin with a lovely hot tub and comfortable beds. Lots of nice places to visit and a friendly general store a short drive away (thanks to Thomas for the info on that). The temperate dropped but the cabin stayed warm even without the main log fire. Clean kitchen and bathrooms, lots of useful things like tea coffee herbs and sauces. Would definitely recommend!

Host was very accommodating and generous . Please brings you back to simpler day just what we needed to get away from the city

The perfect long weekend retreat! Max and Fallon’s place is so cozy and clean, and we loved how they decorated the place. Very simple check in/out instructions and easy keyless door lock system was very convenient. The location for ski in/out couldn’t be better - we only wish we found this place earlier in the season so there was more snow! One day I had a take a Zoom call for work and had no issues with the WiFi. The water pressure/shower was great. We really appreciated the nearby restaurant and shopping recommendations and there was a nearby grocery store which was convenient. It was the perfect space for a couple + dog and loved that it was pet friendly with a water/food bowl :) they had everything we needed and appreciate the hospitality! We will be back!

This cabin was exactly what the pictures showed. Even more beautiful in person. It had a very cozy/comfy feeling upon walking in which is exactly what we were looking for. Jose responded to my messages right away. I’m so glad we picked this cabin for my daughter’s spring break! Would highly recommend!

Priya’s place was amazing. Peaceful area with a lots of activities within a 20 minute drive. House was clean when I arrived and looked exactly like the pictures. I would definitely recommend.

Melissa’s place is amazing. Such a great space - house, sauna, and hot tub impeccably clean, super comfy bed and above and beyond details that made our stay feel like a four star hotel but with all the comforts and privacy of a Poconos air bnb. The master bedroom (which does include a soaking tub w jets!) alone was worth it. We look forward for our next opportunity to stay at Melissa’s!

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.