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

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

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!

Welcoming, tidy and clean home. Fully functional and amenable to families with young children. A perfect winter getaway spot given its proximity to Otis Ridge. Extremely easy to ski in and ski out. Mary Kay is a lovely host- extremely responsive, helpful and flexible.

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!

Our family spent an idyllic 4 days at Pickle Farm!! Gorgeous surroundings, beautiful historic farmhouse with modern updates. We did not want for anything! Communications with host and property manager were perfect. I would go back this weekend if I could!! (Whoever is there in the next week will be treated to a spectacular show of daffodils and tulips!!)

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!

Paul’s condo was PERFECT for our family of 4. The condo is in pristine condition. Highlights include beautiful balcony over the view with a surrounding view, HUGE bathroom and very comfortable king bed. The amenities also made the stay tip-notch, including very large pool, hot tub, outdoor play areas and pool/games downstairs. The building was well-kept as a resort. Highly recommend: 10/10!

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!

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

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!

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!

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!

Macarena's place was exactly what I needed for a peaceful getaway! Nestled in a serene, tree-filled location, it truly lived up to its promise of tranquility. I booked my stay hoping for a few days of rest and relaxation, and that's precisely what I experienced. The place is incredibly scenic and has all the amenities necessary for a comfortable and unwinding stay. The big projector screen was a fantastic bonus – we had a great time watching movies. I only wish I could have stayed longer! I highly recommend Macarena's place for anyone seeking a quiet and rejuvenating retreat.