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Chalet vacation rentals in Bear Mountain

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Popular amenities for Bear Mountain chalet rentals

Family-friendly chalet rentals

Guest favorite
Chalet in Pocono Summit
4.93 out of 5 average rating, 172 reviews

15% Off Weekly & 40% Off Monthly Rates! Wowza!

GeorgeRating, 5 stars3 months ago
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.
Top guest favorite
Chalet in Catskill
4.96 out of 5 average rating, 193 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

KristenRating, 5 stars1 week ago
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!
Guest favorite
Chalet in Jewett
4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

Gina-LouiseRating, 5 stars3 months ago
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!
Guest favorite
Chalet in Pocono Pines
4.84 out of 5 average rating, 287 reviews

PoconoARTE CABIN/Pocono Pines/Lake Naomi/PA

RachelRating, 5 stars3 months ago
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.
Guest favorite
Chalet in Elka Park
4.91 out of 5 average rating, 603 reviews

Secluded home by Hunter Mountain

JessicaRating, 5 stars2 weeks ago
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!
Guest favorite
Chalet in Willow
4.89 out of 5 average rating, 156 reviews

Cozy Silo Home w Mountain Views near Woodstock

ChristinaRating, 5 stars1 month ago
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.
Top guest favorite
Chalet in Cragsmoor
5 out of 5 average rating, 242 reviews

Scandinavian-Style Chalet with Scenic Views

VikromRating, 5 stars1 week ago
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
Guest favorite
Chalet in Bainbridge
4.91 out of 5 average rating, 118 reviews

Western Catskills Paradise Four-Season Retreat

StacieRating, 5 stars1 month ago
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

Superhost
Chalet in Gouldsboro
4.9 out of 5 average rating, 102 reviews

Mountain Cabin: Outdoor Pool & Lake Access, Sauna

MikeRating, 5 stars2 weeks ago
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.
Guest favorite
Chalet in Pocono Summit
4.98 out of 5 average rating, 141 reviews

Summit | Lake | Chalet

MichaelRating, 5 stars4 months ago
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!
Guest favorite
Chalet in Lake Harmony
4.91 out of 5 average rating, 111 reviews

Lake Harmony Cabin*Karaoke*HotTub*Pool Tbl*FirePit

SafRating, 5 stars2 weeks ago
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.
Top guest favorite
Chalet in Pocono Lake
4.93 out of 5 average rating, 261 reviews

Heidi's Chalet - Modern, Hot Tub, Lake Access

JenniferRating, 5 stars10 months ago
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.
Guest favorite
Chalet in Leeds
4.96 out of 5 average rating, 139 reviews

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

JulieRating, 5 stars1 month ago
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!
Guest favorite
Chalet in Lake Harmony
4.89 out of 5 average rating, 167 reviews

Roomy chalet-WALK2Lake/Ski mts/firepit/hotub/games

SabrinaRating, 5 stars1 month ago
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
Guest favorite
Chalet in Tobyhanna
4.98 out of 5 average rating, 163 reviews

Chalet, Outdoor Kitchen Lounge TV Hot Tub & Sauna!

JamieRating, 5 stars1 month ago
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!
Guest favorite
Chalet in Tobyhanna Township
4.93 out of 5 average rating, 112 reviews

Gorgeous Chalet in the Poconos w/ Hot Tub!

ChelseaRating, 5 stars3 months ago
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

Guest favorite
Chalet in Hunter
4.98 out of 5 average rating, 154 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

MariaRating, 5 stars2 weeks ago
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.
Superhost
Chalet in Albrightsville
4.89 out of 5 average rating, 53 reviews

Fabulous Lakefront chalet with boats & ski access

JohnRating, 5 stars5 months ago
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!
Guest favorite
Chalet in Athens
4.89 out of 5 average rating, 103 reviews

Waterfront Lake Home, close to Hunter & Windham

HilaryRating, 5 stars1 month ago
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.
Top guest favorite
Chalet in Pocono Pines
4.96 out of 5 average rating, 136 reviews

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL

RichaRating, 5 stars1 week ago
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 !
Guest favorite
Chalet in Glen Spey
4.9 out of 5 average rating, 133 reviews

Mayflower - Lake access/hot tub/game room/pets

BillRating, 5 stars1 week ago
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!
Superhost
Chalet in Tobyhanna
4.81 out of 5 average rating, 244 reviews

Lakefront Chalet in Poconos

ThersaRating, 5 stars8 months ago
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.
Superhost
Chalet in Monticello
4.86 out of 5 average rating, 131 reviews

Catskills Lakefront Escape with Hot Tub

JaredRating, 5 stars1 week ago
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.
Guest favorite
Chalet in Albrightsville
4.97 out of 5 average rating, 106 reviews

Pocono Lakefront Home (Placid Lake)

KatherineRating, 5 stars5 months ago
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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