Vacation rentals in Bear Mountain

Driftwood Cottage on Welcome Lake-peaceful retreat

This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Mountain Air - Jacuzzi, Hiking, Biking & River

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers Skiing, hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC.

Modern Cozy "Romi's Ranch"<5min drive to 2 Beaches

Imagine escaping to the serene beauty of the Pocono Mountains and staying at Romi's Ranch, where relaxation, adventure, and rustic elegance converge—in Long Pond. Within a 5-mile radius, you can access all the fun activities the Poconos offer, making your stay truly memorable. If it's a rainy day, you won't need a "Raindy-check," as we offer indoor entertainment: games, puzzles, and cozy books! We also have an on-site office and a gym. Age: Minimum age of 25 years Township Reg #:- 020810

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Romantic Pocono stay with Hot Tub - Pets allowed!

Enjoy our outdoor oasis, nestled in the Pocono Mountains! Our recently renovated 3-bedroom cabin has an additional 1,000 square foot of outdoor living space, furnished with 2 separate seating areas, a covered gazebo and a hot tub. Enjoy al fresco dining while watching deer prance through the backyard. Or stay inside and cozy up on the couch to watch movies on our 72-inch smartTV. The home is located in Towamensing Trails, which offers extra amenities like a pool, lake and playground.

Mountain Lake House

Now includes SIX FREE MEMBERSHIPS to our Pool, Lake and Tennis Clubs!!! Our clean, comfortable townhome has everything you need to enjoy this beautiful area year round. Summer visitors enjoy our sparkling heated community pool, beach, golf course, and lake. In winter, 3 major ski areas are nearby. The Poconos are renown for fall foliage, and we’re only minutes away from Kalahari, North America’s largest indoor water park. Minimum Age to Rent is 25. Township Registration #012434.

*Hot Tub, 4bdr, loft - close to attractions

Brand New Kitchen!!! Great Location! SKI slopes OPEN -Blue Mountains, Camelback, Big Boulder and Jack Frost Property located 10-25 min driving distance to Skirmish, horseback riding, white water rafting, hiking, Waterfalls, Pocono Raceway, Big Boulder, Lake Harmony water sports, Split Rock Resort, shooting range, butterfly sanctuary and other outdoor adventures. Our place is great for couples' retreat, family reunions and group getaways. 10 min walk to Community Beach and Pool.

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.