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

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!

Location · Value · Hot tub

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.

Family · Value · Hiking

HeavenOnThe Lake*LAKEFfONT in Poconos*nearTheBEACH

"Heaven on the Lake" is a spectacular 5 bedrooms/3 bathrooms vacation lakefront house in the Hideout-four season amenity filled community in Northern Poconos. The lake house offers panoramic Views of Roamingwood Lake and 150' of lake frontage, gas fireplace, fully equipped kitchen, amazing sunroom, loft, game room, fire pit, kayaks, pedal boat, paddle boards and so much more. The location is ideal! It's a short 1 minute walk to the beach, main lodge, heated pools, tennis courts and Tiki bar.

Family · Value · Bathroom

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.

Location · Family · Comfort

Countryside Pocono Cabin In Lake/Pool Community.

This beautiful Poconos getaway is an amazing place to enjoy with family and friends. It is located in Lake Ariel! This 4-bedroom, 3-bathroom vacation rental chalet is set in The Hideout community and includes fun amenities, community beaches, outdoor heated pools, mini-golf course, 9 Holes golf course, club house, indoor/outdoor basketball/tennis courts, ski slopes and more. It’s contemporary, fully equipped with all cooking essentials. It has a private fire pit, fireplace and hot tub.

Value · Family · Skiing

Cabin w/Jacuzzi, W&D, Pool, Lake, Fitness, & More.

Clean property in gated community w/ 24/7 security. 2 BR/2 Bath + HUGE Jacuzzi, Sunroom, Washer & Dryer. Close to Ski, water parks, hiking trails & supermarkets. SUMMER: Free access to outdoor pools, beach, lake access w/ canoes & kayaks available to use on weekends, tennis, basketball, & more. WINTER: free access to indoor pools, tennis, fitness. Community ski lift available for those who purchase tickets. Bring equipment or rent. Year round activities no matter when you book.

Family · Location · Outdoor spaces

Walk to heated pools and Tiki bar

Take it easy at this unique and tranquil getaway in the Pocono Mountains. Little Bear Lodge is located at the top of Ski Big Bear - walking distance (5 minutes) to the communities primary recreational complex. This ski in/out home was recently remodeled ready for you to create everlasting memories. Wake to amazing Mountain Views as you drink your coffee or tea overlooking Ski Big Bear. We’d love to share our beloved vacation home we recently remodeled with you and your family.

Value · Family · Backyard

Lake Wallenpaupack Cottage with Boat Slip

Lake Wallenpaupack Cottage Cozy, beautifully updated cottage with Lake Wallenpaupack rights—perfect for a relaxing getaway! Enjoy a private boat slip, modern comforts, and inviting spaces. Ideally located near ski resorts, casinos, and parks, with an easy drive to New York City. A perfect escape to unwind, recharge, and make lasting memories. Whether you’re seeking a romantic getaway for two or a peaceful retreat with family, this elegant hideaway offers the warmth of home.

Location · Family · Accuracy

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

Value · Location · Cleanliness

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...)

Family · Location · Hot tub

5 min walk to Pools, Playground and Tiki Bar!

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!!!

Value · Family · Sleep quality

"Cozy Upstate Retreat”

Relax with the whole family at this peaceful place to stay. ✨ Cozy Barryville Escape | Year-Round Adventure ✨ Welcome to your perfect Upstate getaway! Our cozy retreat is nestled in the heart of Barryville, NY—just steps from local restaurants and only minutes from the magical town of Callicoon. ☀️ Summer Fun: Go kayaking on the Upper Delaware Scenic & Recreational River ❄️ Winter Adventures: Hit the slopes nearby for snowboarding and skiing

Family · Hospitality · River