Ski-in/Ski-out holiday rentals in Pike County

Designer Poconos Chalet-Fireplace, Ski Hill, Skate

🖤“The most remarkable Airbnb we’ve stayed in” –Sarah L Welcome to Hilma’s House —a design-forward retreat by Art House Stays, where modern style meets woodland calm in the heart of the Poconos. Nestled among trees, this curated home has two decks, a fire pit, fireplace, and a stocked kitchen for slow mornings and cozy nights. Set in an amenity-rich community with pools, lakes, sauna, gym, golf & more—near wineries, parks & family fun. Experience the best of the Poconos—read on to learn more!

The Fox Den

Discover The Fox Den, a secluded Poconos retreat on a babbling brook in a gated community. Filled with curated antiques and books from Pennsylvania. Sip morning coffee on the deck while listening to the stream. Private pools, hot tubs, tennis courts, lakeside beach, ski hill, and restaurant are all just 5 minutes away. Curated guest guide to local attractions and hidden gems. Wildlife may be seen anytime. A serene escape for couples or friends seeking quiet charm, comfort, and timeless magic.

Secluded Cabin in Masthope @ Ski Big Bear

Escape to Rockledge Cabin— adjacent to Ski Big Bear, this rustic-modern retreat sits on 2 private acres and is situated in the heart of amenity-rich Masthope Community. Perfect for families, couples, or friends— this newly-renovated cabin features a wood-stove fireplace, a large back deck with outdoor heater lamps and grill, a fire pit, and a dedicated workspace. Enjoy optional access to amenities including a private ski mountain, ski lodge, lake, pool, tiki bar, beach, and horseback riding.

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

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!

R&L Cozy Cabin

Welcome to our charming woodland-inspired cabin nestled in a serene setting, just a stone's throw away from the conveniences of town. Despite its proximity to amenities, our cabin offers a peaceful escape, cocooned within a tranquil wooded environment. Experience the perfect blend of nature and comfort as you relax in the cozy ambiance of our retreat. The quiet surroundings ensure a restful stay, allowing you to unwind and recharge amidst the beauty of the woods without sacrificing convenience.

Catskill's Le Petite Cabine on the River

The Cabine is an authentic Catskill's old fashioned experience. Hand built stone fireplace & wood stove charm in this 1955 timber frame 2 bedroom Cabine. Open year round...winter ski & ice fishing season. Privacy & your own frontage on the bucolic Ten Mile River trout stream. Wooded seclusion from neighbors yet 5 min. from town. Several campfires, writer's guest shack, nearby quaint Narrowsburg hamlet & Delaware River. Seasonal hot outdoor shower design, overlooking river & natural surrounds.

Spa & Sauna Four Seasons Retreat: Ski, Pool, Lake

Little Norway PA is a thoughtfully designed rural escape for solo travelers, couples, & small families within a few hours from NYC & Philly. Enjoy our ¨tiny spa¨ without the price tag of nearby Woodloch: whirlpool & Finnish sauna all to yourself in the surrounding forest. Enjoy nearby artsy towns of our Pocono-Sullivan Catskill mountain community. Guests receive 25% off lifts at our on-site mtn, Ski Big Bear. Awesome summer amenities include: two pools, mini golf, lake beach, and more

House w/ Hot Tub, W&D, Ski, Pools, Arcades & More.

Located in a 5-star gated community with 24/7 security, this home is minutes from Shawnee Mountain, casinos, tubing, water parks, hiking trails, and supermarkets. In the summer, enjoy FREE access to pools, basketball & tennis courts, plus beach and lake access with complimentary canoes and kayaks on weekends. In the winter, enjoy FREE access to indoor pools and a community ski lift for guests who purchase tickets. With year-round activities for all ages, there’s always something to enjoy.

Sweet Home Poconos

Beautiful home with plenty outdoor living area, central air, access to pools, sport courts, lake, our own ski slopes and so much more! Within minutes of our gates there is horseback riding, zip lines, tree adventure programs, go-kart racing, Delaware River National Park, walking trails, Shawnee Ski Area. Just a drive away from Camelback, Kalahari Water Park, The Commons Outlet Mall which features over 100 designer stores. Most important, we welcome guests of all walks of life

Spacious"Design Lodge" In Woods - Bushkill-Poconos

PLEASE SELECT "SHOW MORE" AND SEE FAQ AT BOTTOM FOR INFO ABOUT HOT TUBS, PET POLICY, AND MORE. Welcome to our home in the Poconos, the perfect year-round retreat for families and outdoor enthusiasts! Nestled on a hillside, you can watch the sun rise from the back deck. As the day unfolds, you can plan your adventures around Saw Creek's amenities: tennis courts, pools, ski area, and much more. Or you can relax at home, grilling or playing a board game by the stone fireplace.

Chalet: Resort Amenities-Dogs ok-Fire Pit

The cozy 2BR 2BA dog-friendly oasis in the sought-after Saw Creek Estates in the heart of the picturesque Poconos Mountains. It promises a relaxing retreat with free access to numerous resort spaces and amenities while being close to exciting attractions and natural landmarks. ✔ 2 Comfortable Bedrooms + Sofa Beds ✔ 2 Living Areas ✔ Fully Equipped Kitchen ✔ Entertainment ✔ Workspace ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Resort Activities (Pools, Sports, Activities...)

25% off ski lifts 5 min walk to ski lodge & pub

Discover the best of the Poconos when you stay at this peaceful and pristine home. Our Little Haus is located in the heart of the lovely 4 seasons amenity haven Masthope Community. Super short walk to Ski Big Bear, Lodge, Pools, Tiki bar, Restaurant and much more! There's adventure for all guests to enjoy! This home is perfect for family and friends, for a couples romantic getaway, or working remotely. Your beautiful memories are awaiting :) Book today!!!