Holiday rentals in Bear Mountain

Sleep Beauty, Poconos Vacation 2BR 4Beds Sleep 6+

Note: This property is very nice & very clean renovated Nov 2023. Escape to our newly renovated 4-bed townhome, just 1 min to Jackfrost Golf & Ski Resort, 25 m to Switzerland of America. Your family vacation, a wood-burning fireplace, all new interior/appliances. Sleep in luxury on king memory foam mattress. Enjoy the lake and golf course near Property, clean and private, a relaxing vacation with modern amenities. For an unforgettable Poconos adventure with your loved ones! Very friendly host.

Mountain Lake House

Ask about early check in/late check out availablity October through April! 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 feature fall foliage, and we’re only minutes away from Kalahari, North America’s largest indoor water park, all year long. Minimum Age to Rent is 25. Township Registration #012434.

Post and Beam Hilltop Sanctuary

Enjoy the quiet countryside/mountain views from this breathtaking private hilltop getaway. Step into our stunning vaulted Post & Beam home with central fireplace, cozy loft and spacious open floor plan that features a full wall of windows/doors to the back wrap around deck that allows for an incredible indoor/outdoor living experience with friends and family. Take advantage of our fully stocked chefs kitchen, comfy beds complete with fresh linens/towels and each bedroom has its own full bath.

Vacation | Lane | Chalet

Welcome to Vacation Lane Chalet; a sophisticated and serene atmosphere where rustic meets modern to create a perfect setting for a quaint and relaxing getaway. The chalet is equipped with top of the line appliance and high end designs and finishes topped off breathing comfort in every corner . Located within a 5 minute drive of all the necessities and super close to the major Pocono attractions such as Kalahari, you’ll have no worries keeping everyone entertained. DESIGH NOT FOR COPY

Mountain Escape-Lake Ski Hot Tub

Discover the ultimate Poconos escape at our centrally located retreat! Dive into a world of adventure with lake activities, hiking, golf, ATV’s, indoor water parks, marvelous dining and more. Unwind by the fireplace or on the private deck, boasting a hammock and a cozy gas fire pit for s'mores nights. Cap off your day with a soak in the hot tub or the master bath whirlpool. Your stay promises comfort, style, and privacy in our chic end unit townhome. Book now to make your memories!

*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.

Brand new one bedroom paradise

Gorgeous Brand new Cottage! Close to many ski resorts! Montage, Jack Frost, Elk Mountain Big Bear, and Camelback. 25-35 minutes out. Away from the hustle and bustle!Perfect getaway! All you need is your clothes and food! Fully sanitized& filled with all essentials. GLAZE under the stars around the fire pit. This beautiful house is minutes away from grocery stores, shops and other facilities. 25 minutes away from Woodloch Pines and 20 minutes from SkyTop!

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.