Ski-in/Ski-out holiday rentals in Hudson Valley

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!

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!

The Pinnacle house was perfect for our families stay .. lots of room to spread out:) yet cozy & comfortable with a beautiful brand new kitchen ! Private & quiet & Mary Kay was so nice to reach out with easy instructions in & if anything needed be sure & let her know ! We hope to be back next year ! Everything you could possibly need there for your stay ! ! We loved it :)

The perfect family vacation.! The house has so many awesome features that even on rainy days we all had a great time. Sylwester was the best host! So responsive and was so nice to communicate with. Any issues or questions were immediately addressed. We will definitely be staying again!

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!

We had a wonderful time at this property for our WUE retreat! The home was exactly as pictured—clean, spacious, and beautifully maintained. The peaceful location was perfect for a relaxing getaway, and William, our host, was incredibly responsive and helpful throughout our stay. One suggestion for future guests would be to clarify in the listing that the pool is part of the community and not directly on the property. Access requires additional steps, which would have been helpful to know ahead of time. Also, having an iron available would’ve been a nice bonus for preparing outfits during our retreat. Overall, we had a fantastic experience and would absolutely recommend this place for anyone looking for a serene and well-kept space!

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!

Loved the place. Great weekend break. Nice barbecue experience in the backyard. Nice beds.

The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

I enjoyed my stay here! Gorgeous condo with an absolutely breathtaking view. Decided to stay here for my friends wedding and it couldn’t have been a more perfect spot. Thank you to Paul and family for allowing me to stay at your home.

Couldn’t have been easier than to work with Beth. Under the circumstances in which I rented, she was above and beyond accommodating! Met at check in and check out but only because I wanted to. Beth was more inclined to give us our privacy but I insisted, again, based in my circumstances. Very communicative, honest and down to earth. Had our best interest at heart sincerely. We had a great time and hope to make it an annual trip!

We enjoyed the stay. Good weather so did not need AC. Good thick towels.

Gerry’s place was a great, quiet stay for us. Close by to Kaaterskill and many other Catskill mountain attractions. Gerry was great at communicating and went out of his way to be helpful with our checkout procedures. I would definitely stay here again!

We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.

We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly 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!

I truly can’t say enough good things! Our stay was just so relaxing and fun. You can tell how much care and thought these owners put into the experience. Just such a cute and super clean place. So easy to access and the water is just a very short walk across the road. We even had the opportunity to meet the owners in person briefly and they are just so kind and so nice! My husband and I are already talking about our next stay here!

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 had a fabulous long weekend at Shasta’s place. Our family loves the outdoors and the location couldn’t have been better. It is right on Garnet Hill XC ski and snowshoe trails. Garnet Hill has been a favorite of our for years and so discovering this house was a gem of a find. It is also super close to Gore for some great downhill skiing and great snowshoe trails are also close. It is also super quiet being away from roads and other houses. We enjoyed cuddling up in front of the fire and playing games in the evening. We’re definitely planning to try to come back in the future!

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!