Ski-in/Ski-out holiday rentals in Coolbaugh Township

Cozy but spacious place to ski, swim and have fun

Ski slopes open on December 15! Bring the whole family and friends to our stylish, cozy unit, just a walk away from ski slopes, water parks, indoor pool, tennis courts, sauna, hot tub, and more. Enjoy the local villages, with the nearby hiking trails, waterfalls and breathtaking scenery, nearby casino. Indoors you have cozy living area with a wood fireplace, 3 large screen smart TVs, super fast WiFi. Get comfortable with central AC for hot weather days and a fully equipped kitchen for cooking.

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

A-frame cabin~Lake~Beach~Fireplace~Yard for Pets

Enjoy summer at this cute and cozy A-frame cottage, located in the gated Gold Star community of Arrowhead Lake! ✔ Short walking distance (2 mins) to a private lake (within gated community) ✔ 4 beach areas, heated pools, boat/kayak rentals (seasonal) ✔ Game room, gym, library, billiards and so much more! (Common games room) ✔ Community lodge with a lot of events (bonfire, live music, etc) ✔ Private and secluded with a huge yard ✔ Relax on our back deck and enjoy the grill and the fire pit area

Ooh La La-Lakefront- ski/beach/pool/lake/hike/bike

Chic Penthouse with an Ooh La La feel everywhere you gaze- stunning views. Best location at Midlake (Big Boulder Ski/beach), overlooking pool/ lake with cozy fireplace. Comfort abounds in every room. 4 season oasis - hiking, biking, zip line, Skiing, Beach, Pools/hot tub(summer), lakefront restaurants/bars, Jim Thorpe, wineries, Indoor water park, bowling, arcade, horseback riding, white water rafting, paint ball, outlets, casino - all with a secluded natural feel with lake and mountain view.

A Family Ski and Waterpark Getaway with Game Room

Welcome to your private retreat in the beautiful Pocono Mountains, located in a secure, gated community. This two-story home offers four bedrooms, five beds, and two bathrooms, perfect for families or groups. Enjoy a cozy real fireplace, a retro gaming system with 10,000+ games, an air hockey table, and a cappuccino maker. Outside, enjoy four swimming pools, basketball, volleyball, and tennis courts, plus two lakes for fishing and kayaking. Experience relaxation and adventure in one place!

Cozy 2-bed w/ hot tub near Lake Harmony

Snow Ridge retreat next to Jack Frost ski area. 20 min drive to Lake Harmony and Boulder Lake. 30 min to Jim Thorpe. Walk to ski trail from unit. Lake Harmony and Boulder Lake offer outdoor and water sports activities along with local restaurants. Option to purchase passes to Boulder Lake club in summer for lake/pool access. Close drive to Jack Frost Golf Club, Split Rock, Lehigh Gorge State Park, Pocono Raceway, Hickory Run State Park, Jim Thorpe, Austin T. Blakeslee Natural center & more.

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Cozy Camelback Townhome - Ski In/Out Amazing View!

Welcome to High Pass Lodge! Freshly renovated & conveniently located on top of Camelback Mountain, within walking distance ski-in/out. Indoor heated pool, sauna, hot tub, & more for guests to enjoy (included with your stay). Close to Water Parks, Big Pocono State Park, Breweries, Casinos, Pocono Raceway, Shopping Outlets, Restaurants, & more activities for any season! Enjoy the breathtaking views from the deck while grilling, or cozy up in front of the living room fireplace, and Roku TV.

Everything is About the View, Lake Escape

Enjoy a serene Lakehouse getaway in the Poconos! Located at Locust Lake Village you'll enjoy a fully renovated, open floor, 3-bed(3 bedrooms), 2.5-bath home in a peaceful recreational community! Relax and unwind on the private dock and take in the breathtaking view of Locust Lake. Enjoy the huge wrap around deck offering majestic views. Just 15 minutes away, you'll find Jack Frost and Big Boulder Ski areas and only 25 minutes to Camelback ski area. Township Registration # 007082

Mountan Paradise:YourDream SkiResort Home inForest

About this area The beautiful and modern getaway home located in the heart of the Poconos at Jack Frost Ski Resort & National Golf Club in the center of the Poconos. ski in Ski Out at Jack Frost 25 minutes away from Kalahari Waterpark, the Pocono Raceway, casinos, and big boulders. 20 minutes to the falls at Bear Creek outdoor hiking trails. pharmacy & supermarket are 10 minutes away, 25 mins to outlets. This home is perfect for friends, families, or couples getaways.

Modern and cozy in the heart of the Poconos!

Kick back and relax in this calm, stylish space. You will be in the middle of it all with a great location in Lake Harmony with access to all the best the Poconos has to offer. Slider doors in the dining room open out to a cozy deck overlooking the pond. There is also a stone wood burning fireplace inside in the living room. The entire home is recently updated and renovated along with new furniture and furnishings to compliment your stay.