Ski-in/Ski-out vacation 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!

We had a great time staying at Joann’s place! We came here with a group of friends from college and it was a perfect spot to hang out, play board games and a not far from some great hikes (would highly recommend Kaaterskill Falls Laurel House trail). The hot tub is great and the backyard is an awesome place to hang out. Joann was super communicative and responsive and went above and beyond to help with any issues as they arose. Would highly recommend her to anyone!

We had a great stay and enjoyed having our first vacation with our dogs. We would definitely recommend this place to anyone staying in the area. It is very close to Kalahari and other attractions. The hot tub was a huge bonus and helped us relax.

It was a, nice place, master bed was very comfortable. It was 2 blocks from main strip if restaurants in downtown Stroudsburg. I would definitely recommend this, place.

we went for a quick weekend get away for my husband's birthday. the house was beautiful, spacious and very quiet. We did go to the pool, where everyone was incredibly friendly and the employees at the gate were also very friendly. we went to a beautiful waterfall not too far away. Definitely recommend staying here if you like a mixture of outdoors and socializing!

Pickel Farm is the sort of rental you hope for when renting an AirBnb. Lovingly cared for and maintained, the house is a home, not just a rental. The grounds are beautiful - tranquil location but minutes from Peapack (great coffee, restaurants...). We stayed with our three kids and thoroughly enjoyed our time. We'll miss Pickle Farm and would highly recommend it to anyone looking for a home in the area.

This Airbnb was an absolute gem! Our host was incredibly welcoming and attentive, making our stay truly special. We chose this home for a family wedding at Woodloch, and its proximity was ideal, making travel to and from the event effortless. The house itself was immaculate and perfectly matched its description, offering everything we needed. While our schedule didn't allow for much exploration, we could tell there's an abundance of activities nearby. We're already looking forward to booking another stay and enjoying more of what the area has to offer!

We had a terrific time. It’s a lovely home- 20 min from Shawnee mountain and steps away from an indoor/outdoor pool facility (depends on weather), sledding hill and small skiing hill with ski lift. I would absolutely stay here again- and highly recommend for anyone with young kids looking to teach them to ski. Very very convenient. The hosts were available for questions and were friendly/flexible. Incredible customer service. We will be back!

Beautiful house and property ! Host was prompt in response time and very pleasent

Great location for a group of hikers to section hike a portion of the Appalachian Trail. Plenty of nearby services including grocery stores, restaurants, and a pharmacy. Very quiet neighborhood and plentiful parking.

This place was lovely! Super cozy, very well decorated, and hosts a wonderful view! Judi’s was kind, understanding, responsive, and all around a wonderful host. We came here for a friend’s birthday and he was blown away. Thank you for everything, and we plan to come again soon!

The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.

The house and property is perfect! The house was spacious, clean, cozy, and had everything we needed. The lakefront view was absolutely beautiful. The host, Eugene, was amazing—super responsive and so accommodating, which made everything really easy. He answered all of our questions quickly and went above and beyond to ensure we had everything we needed during our stay. We’d definitely come back and highly recommend this spot for families looking for a peaceful and fun getaway!

We had a great time at Joseph’s place. He was able to accommodate some last minute request from us and was responsive and helpful. He was also extremely friendly and was able to answer any questions we had. The place was beautiful and we felt right at home. Check in was a breeze as was check out. If we are ever in the area again, we’d love to book here again.

My stay at Jilla’s place was absolutely perfect! The space was clean, comfortable, and well-equipped with everything I needed. Communication was seamless, and Jilla went above and beyond to make sure I felt at home. The location was fantastic, making it easy to explore the area. I couldn’t have asked for a better experience—highly recommend and would definitely stay again!

Great host nice view plenty of things to do in the surrounding area had a great time overall wish I had a longer stay

Beautiful, amazing and worth every penny, to say the least. The host was very nice and friendly, and communicated with lightning fast responses right from the moment we booked the place. All amenities listed were available and in good condition. Best part of this place was the easy access to lake and kayaking; more than enough available for the whole family with lifejackets. Early check-in and Minigolf equipment provision at no additional charge was a very nice gesture by the host :) The hot tub was the perfect icing on the cake! We loved our stay at the Lakehouse Poconos! Highly recommended for a family vacation!

What an amazing experience! The location is breathtaking and beautiful. There were so many activities to do in nature, such as fishing and hiking. It was so peaceful and relaxing and the host, Maxim, was super responsive and helpful. Would 100% recommend!

We just stayed here for a 4-day Girls' Trip and had an amazing time! The house exceeded our expectations, with everything we could have possibly needed. Adam's instructions were clear, check in was super easy, and he has been super quick to respond to any questions. The house and surroundings were clean, quiet, and peaceful. If you come in the warm months be sure to ask for the kayaks and paddle boards to be left out! We had a blast! The house was also close to lots of trails for hiking and great restaurants. Overall, a 5/5 experience, 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

Spend my 39th birthday here with my family and we all had fun. The jacuzzi was nice, the game room was fully equipped and brought me back to my youth. The sauna and tub jacuzzi was also a plus. The house host was very responsive and polite. The house had everything you needed and more! Will definitely come back again and I recommend it to anyone looking to getaway in this serene, tranquil and beautiful home and private community 10/10!!!!!

We loved this place from the moment we walked in the door. The decorations are so cute and the VIEW! Definitely has a wow factor and is exactly as described. We loved how dog friendly it was, with little details like a bone jar, dishes, leash and flashlight, and dog wipes at the front door. And the bedrooms were perfect with soft mattresses and ample closet space. It also smelled phenomenal in there with lots of decorative candles and lotions. We had everything we needed in the kitchen, and found that the location was super close to lots of restaurants for eating out. And it was very close to lots of hiking trails and the dog park. We were so sad to leave and can’t wait to come back again!

Stayed for a long weekend and it was lovely. This place is exactly what you expect it to be when you arrive! The amenities kept us entertained & the views were amazing.

We rented out the cabin for the Memorial Day weekend and we had a blast. Maria is a kind and gracious host and helped us feel right at home. The cabin was very comfortable and the fireplace was a nice added touch. In addition, the speaker set up was excellent and we were able to stream music throughout our trip. Hoping to be back soon!