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

Beautiful and peaceful stay—perfect for a family or friend getaway, whether for a night or longer. The place was serene and well-kept. Can’t wait to come back!

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.

Our family had an amazing time. Very easy check in. Macarena was very responsive and helped us with any questions we had. The house is clean and kitchen well stacked. The big windows with the view of the lake and sunroom makes this place very special. We cannot wait to come back.

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.

Staying at The Zen Den was ABSOLUTELY AMAZING! You could literally just bring your clothes, and you’re set for your vacation! They have EVERYTHING you may need during your stay. From games, to kitchen utensils, extra towels and bedding. There’s a washer and dryer with complementary wash pods. Netflix is available! A tea and coffee station, and my favorite, The Hot Tub ! Not to mention you can connect your phone to the hot tub ! I also used the Bluetooth speaker the entire length of my trip. There is ample space for larger groups and plenty of beds/seating space. I appreciated Sharif answering my messages very swiftly and accommodating my vacation needs! He offered me to check in earlier than 4pm(due to no one being in the house before my stay), I thought that was very nice! My friends and I enjoyed the air bnb SO MUCH, we stayed there the entire length of our stay! We did not leave to do any amenities. It was very relaxing and felt like home. WE ALL stated we will be returning! 10/10

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!

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

This was a last min stay and Joe was able to make the accommodations needed! Looking forward to booking again!

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.

Perfect location right next to the mountain. You could tell Kristof put a lot of thought into the unit. Room was clean with all the amenities you need (and some more in case you forget). He was super responsive no matter what time of day. Check in / out was seamless and private parking in the hotel was vital. Will DEFINITELY stay here again if we come back to the mountain!!

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.

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, responsive and accommodating! Place was clean and felt right at home away from home! Check in and check out was easy, parking on site, nice neighborhood, cozy place, will definitely be staying here again!

Really great place to stay. So cozy and the house was so clean, lots of gorgeous windows and a great view. Very easy to get to, and instructions for entering were clear. The place was beautiful overall, lovely nature all around the property and the entire town surrounding the property was so beautiful. A great place for small-medium sized families to stay. We had a wonderful experience. Highly recommend!!

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!

It was a great escape from the city life. Very pleasant people in the area always saying hello. Quiet. Host was very attentive, always communicating. I felt right at home. 100% an experience you wouldn't be able to get from a hotel.

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

Jai’s place was absolutely stunning. The perfect peaceful getaway. Home was clean, quiet, beautiful, def a 10/10. Jai left a binder with a bunch of useful info like local restaurants, supermarkets, local activities, and even a back story of the towns history. I thought this was such a nice gesture of the host. The jacuzzi and the proyector were def a special touch we truly enjoyed. Jai checked in to ensure we got in safely and to ensure we had everything needed to make our stay an amazing one. The host is very kind and attentive and this home is simply beautiful. Will def book again.

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.