
Chalet vacation rentals in Bear Mountain
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Top-rated chalet rentals in Bear Mountain
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Popular amenities for Bear Mountain chalet rentals
Family-friendly chalet rentals

15% Off Weekly & 40% Off Monthly Rates! Wowza!
My wife and I enjoyed our winter anniversary stay at the cabin. It was clean and cozy. We enjoyed time by the fire place, free streaming services, and the Keurig(bring bottled water for coffee). The area around the cabin was very walkable in a development with two lakes. It was close to amenities like Walmart (we had to purchase wash clothes and firewood), the interstate and food. We recommend to bring your own pillow if you like them soft. The water pressure was fine in the kitchen but low in the bathroom. Jessica was easily reached to work out any questions. If you are looking for a cozy, comfortable cabin close to everything, stay with Jessica. We would stay again.

Daydream Mountain Art-Chateau | Hot Tub & Pool
The house is so beautiful and unique, and there is art everywhere you look. It inspires creativity! The hot tub and pool are incredible. The house has everything you need to feel at home. It's quiet and peaceful, and the view is out of this world. This is such a wonderful place for a getaway. Our family had a great time, and we can't wait to visit again soon! Olia made sure we had everything we needed and provided great suggestions for things to do in the area. It was an amazing holiday getaway!

Private Catskills Home w. Hot Tub, near Ski Mnt
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!

PoconoARTE CABIN/Pocono Pines/Lake Naomi/PA
My husband and I adored this place! It was in a beautiful location that was very peaceful, which was just what we were looking for. It was a nice escape from the city where we are from. It was a very friendly community and the lake was a walk away. We were fortunate enough to be during a snowstorm and it made everything mystical and cozy. We got to stay in, cook a nice meal, watch movies and see the snow fall! The place was absolutely beautiful and everything you could imagine/hope for as a cabin in the poconos. It had absolutely everything we needed and more! The pictures don’t even do the beauty and warmth of this home justice! Magda was very welcoming, attentive to our needs, and quick with her responses. We felt at home and would love to come back and enjoy another getaway in this dreamy woodsy wonder.

Secluded home by Hunter 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!

Cozy Silo Home w Mountain Views near Woodstock
Cozy Silo Home is a perfect description of Olga's home! The silo is really unusual, with lots of windows/lighting and is comfortable and nicely decorated. It's a short drive from Woodstock, which is a fantastic area with lots of shopping, restaurants, etc. It's also very close to great hiking and other outdoor activities. At the house, we spent most of our time outside on the large balcony/patio and cooking meals on the outdoor grill. We booked last-minute and Olga was very responsive, answered all our questions and made things very easy for us. We live in NYC and a weekend in/around Woodstock is a great way to recharge and reconnect with nature. We definitely recommend Olga's silo home for a weekend or longer!! Note: stairs are required to enter into the home and to get to the bedrooms/bathrooms, so don't bring anything too bulky or heavy.

Scandinavian-Style Chalet with Scenic Views
Beautiful chalet with even better views - perfect for a calm and peaceful get away from the city, near hiking trails and 7 min from town for restaurants, had a great weekend and hope to be back soon

Western Catskills Paradise Four-Season Retreat
This was our second stay at the property. Great place for our family to meet up and have quality time together. Great surroundings and love the pond. Rained most of our trip this time but was able to enjoy the enclosed patio so we could still feel like we were outside but under cover. We will be back again in the future.
Luxury chalet rentals

Mountain Cabin: Outdoor Pool & Lake Access, Sauna
Myself and a few friends stayed at the cabin for a bachelor party, and we couldn’t have asked for a better spot. The cabin was reasonably priced and well located, with plenty of space for 8 guys (and probably 1-2 more). The hosts were detailed and responsive - we found everything we needed in the guidebook they provided. It was complete with detailed descriptions and how-to videos for the sauna and outdoor fire pit.

Summit | Lake | Chalet
The cabin is warm, cozy and comfortable. It was a perfect location for a couples weekend. The kitchen is loaded with great appliances and tools so we had a great time cooking. The sauna and hot tub are an attractive addition too, we barely left the cabin all weekend. Thanks Jermaine!

Lake Harmony Cabin*Karaoke*HotTub*Pool Tbl*FirePit
Great stay at this Airbnb. Shanna was super responsive and answered any question we had. Restaurants/Bars close by. We visited Hickory Run State Park which is about a 20 mins drive from the house and did the Shade or Death trail. Must do if you’re a hiker. The house has a nice hot tub and fire pit outside. Beautiful decks and lots of space for the group of 10 of us. Thanks Shanna for hosting us.

Heidi's Chalet - Modern, Hot Tub, Lake Access
We had a fantastic time at Heidi’s Chalet. Jessica was a fabulous host and was very responsive and proactive with information and instructions. We loved all the privacy and amenities that this house had to offer. We felt right at home and will definitely plan to book with Jessica again.

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private
Comfortable stay for my family and I! (Group of 5). It had everything we needed. Home was built with quality and care in mind. Thank you!

Roomy chalet-WALK2Lake/Ski mts/firepit/hotub/games
I had a great stay at Dinesh’s Airbnb! The place was very clean, spacious, and exactly as described. Dinesh was extremely accommodating and helpful throughout my stay. he responded quickly to any questions I had and made everything easy. Would definitely recommend staying here

Chalet, Outdoor Kitchen Lounge TV Hot Tub & Sauna!
We had a fantastic stay at this Airbnb! I visited with my two daughters and two of their friends, it was the perfect spot for a relaxing family getaway. The home was clean, cozy, and well-stocked with everything we needed. We especially loved the hot tub, sauna, and fire pit—such fun and relaxing amenities that made our stay feel extra special. The neighborhood was quiet and safe, and the host was incredibly thoughtful and responsive, which made the whole experience smooth and enjoyable. Highly recommend for families or anyone looking to unwind in comfort—we’d absolutely stay again!

Gorgeous Chalet in the Poconos w/ Hot Tub!
Had an absolute amazing time at Michael and Sarah’s. Everything was as listed. They were super responsive and so helpful. They made sure we were all set up for the icy driveway. This home was so beautiful and so relaxing. The hot tub was a big plus. Would definitely stay again!
Lakefront chalet rentals

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Our group at a great time at Nataliya’s in Hunter! The lake was absolutely the highlight, we made full use of the kayaks. Hunter itself is a little sleepy even when we went in May but we enjoyed exploring it and nearby Leeds and Tannersville.

Fabulous Lakefront chalet with boats & ski access
The house was nice we stayed over new years and It was a nice place together as a group. Each room has its own A/C system and controls, slightly outdated in that regard but allows more customization in that regard. House had no problems staying heated. A large communal space makes it great for larger groups. An older house but that somewhat adds to the retreat experience at the lake and surrounding attractions. I would stay here again. HOA had a lot of rules regarding use of the lake, but as it was winter that didn't affect our stay. Great communication from the host. They have a nicely prepared book of local attractions and places to eat. Thanks for the great stay!

Waterfront Lake Home, close to Hunter & Windham
A beautiful, well-appointed, family-friendly place to stay. Teddy's place had everything we needed and more. The beds were comfortable, everything was clean and well maintained, and exactly as described and like the photos show.

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL
We enjoyed our stay! The game room was really a the highlight for us. Whitney’s very responsive and made sure we had a great time during our stay! Definitely recommended !

Mayflower - Lake access/hot tub/game room/pets
3rd times the charm!!! This was 3rd straight year myself & my crew(family), plus Charlie(Golden Retriever) have been to Alyson & Rob's house! Even though Mother Nature wasn't on our side all weekend, we still had an awesome weekend! Daytime down by the lake, then spending nights around the fire with a few cocktails is a great weekend! Rob & Alyson are quick with a reply to any questions! Looking forward to next year for Round 4! Highly recommend!

Lakefront Chalet in Poconos
Our family has stayed at Arek's house three times before this trip. The location is great. The house is at the deeper end of the lake, so you can easily swim from the shore. There are three kayaks and a rowboat to use on the lake. The deck is a great place to drink coffee in the morning and eat dinner at night. For creature comforts the beds are super comfortable and the wifi is speedy fast. We will definitely stay there again.

Catskills Lakefront Escape with Hot Tub
Fantastic house that was exactly as advertised! Very clean and everything was in working order. We had no issues to speak of and would rent this house again in a heartbeat.

Pocono Lakefront Home (Placid Lake)
We really enjoyed our stay here! Paul and Lorraine were great hosts and went above and beyond to make sure we had everything we needed to enjoy our stay. The house itself and the location are beautiful!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- Citi Field
- MetLife Stadium
- Yankee Stadium
- United Nations Headquarters
- Rye Playland Beach
- Statue of Liberty
- Bronx Zoo
- Radio City Music Hall
- Rockefeller Center
- The Metropolitan Museum of Art
- USTA Billie Jean King National Tennis Center
- Central Park Zoo
- Canarsie Beach
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