
Chalet vacation rentals in Bear Mountain
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Top-rated chalet rentals in Bear Mountain
Guests agree: these chalets are highly rated for location, cleanliness, and more.

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls
Escape to the designer Black Cabin near Bushkill Falls—your perfect mountain getaway. Surrounded by forest and within walking distance to peaceful creek access for kayaking or fishing, this stylish all black retreat sleeps 6 with two queen bedrooms &a cozy loft. Enjoy the open kitchen with high-end appliances, a warm pellet stove & wraparound deck with gas firepit and outdoor TV. Relax in the wood-fired hot tub or by the firepit under the stars. Only 20 min to Shawnee Mountain & Bushkill Falls.

Secluded Lakefront Chalet•Firepit•Yard Dogfriendly
Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with serene lake views. Thoughtfully styled with collected pieces from my travels, it blends quiet luxury with modern comfort. Cozy up by the fireplace, enjoy vinyl or a movie, watch snowfall, spot wildlife, explore nearby trails, unwind by the fire pit and rest in the king-size bed. Romantic, peaceful, beautifully secluded – your perfect winter lake escape awaits.

Gorgeous Mountain Views, 4 Acre Retreat, Hot Tub
Nestled on 4 acres in the Catskill Forest, the Cranberry House has incredible views with private access to Beaver Kill stream. This unique wooden chalet has a fireplace (wood incl.), 4 bedrooms, 2 bathrooms, beamed & vaulted ceiling, and incredible entertaining spaces with 4K TVs and games. Outdoors there is a fire pit, BBQ, large deck, bluestone patio. Views out every door! A 6 person Hot Tub Spa is magical in winter and summer! We've put heart and soul into our home and hope you enjoy it.

4 Acre Oasis: Heated Pool, Hot Tub & Gameroom
Looking for a place with peace and quiet, spectacular wildlife, tons of amenities, and plenty of space for your friends and family? Look no further. This newly renovated, pet friendly 4 BR log home offers the classic Pocono Mountains experience. You'll have 4 acres to explore including heated pool, hot tub, backyard, firepit, dog run, zen garden, picnic area, hiking trail, and more. Nestled in the heart of the Poconos, you'll enjoy nature while being just minutes to all major attractions.

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

Catskills Aframe, Water View, Goat Sanctuary
This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house is cozy with rustic charm and is the perfect getaway nature-lovers. Outdoor enthusiasts will love the many hiking trails and waterfalls just a short drive away. A sanctuary for goats, animal lovers can visit with over 30 rescues during their stay. Art materials and yoga mats are provided to round out a perfect escape for you to unwind, rest, relax and heal.

King Of The Hill
Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Enchanting River Chalet
Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Lakefront Chalet with Hot Tub & Private Dock
Lakefront retreat 60 minutes from NYC — a place to slow down. Stylishly minimal 3BR/2BA chalet on Highland Lake. Private hot tub overlooking the water, wood-burning fireplace, fire pit, private dock, kayaks, canoe, and paddleboards. 10 minutes to Mountain Creek ski resort. Perfect for couples' getaways, ski weekends, or simply disconnecting from the city. Impeccably maintained. Thoughtfully quiet. Genuinely restorative.

Modern Zen Chalet at the Foot of Gunks w Mt. View
Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

Mountain View Retreat
15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Cozy Silo Home with Mountain Views near Woodstock
Escape to the Willow Silo, a unique 3-story tower retreat with stunning mountain views. Comfortably sleeping 6, this charming home is nestled in the woods yet just 10 mins from Woodstock & 15 from Phoenicia. Features include an indoor fireplace, outdoor fire pit, and a deck perfect for stargazing. Your ultimate relaxation getaway awaits, surrounded by hiking trails and nature's beauty. PERMIT No: 23N-277
Popular amenities for Bear Mountain chalet rentals
Family-friendly chalet rentals

Sauna+Game Room+Fire Pit+Pool+Ski | Pocono Chalet

Secluded Cabin in Catskills Park on 20 acres

XL Cabin•Hot Tub•Ski Hill•King Beds•Game Room•More

Crows Nest Mtn. Chalet

Thorne Hollow - Mountain Ski Getaway with HotTub

Lakefront cabin #5 / Leisure Lake Resort

Secluded home by Hunter Mountain

Catskills Chalet w/ Hot Tub - Near Belleayre
Luxury chalet rentals

Private upstate home nestled in the Hudson Valley

Fulton House - Family Friendly Lodge in Roscoe

Modern Mountain Chalet on 15 Acre Catskills Estate

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Enchanting Upstate Cabin w Pool, Firepit

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

Enjoy our Connecticut Carriage House

Secluded Woodstock Retreat with Pool and Sauna
Lakefront chalet rentals

Gorgeous, Lake-Front Retreat at Lake Wallenpaupack

Bella Vista Chalet Poconos - Ski Resort

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

Villa Adriana 4bdr 2 bath lake front dream home

Cozy house w/ pool, hot tub, large private pond

Eagles' retreat

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna
Destinations to explore
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- Times Square
- Madison Square Garden
- New York City Center
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Bronx Zoo
- Mountain Creek Resort
- Rockefeller Center
- Grand Central Terminal
- Yankee Stadium
- Ohel Chabad-Lubavitch
- United Nations Headquarters
- Bryant Park
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- USTA Billie Jean King National Tennis Center
- Fairfield Beach
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art




