Holiday rentals with a pool in Jackson Township

A spacious living area features wooden beams and large windows, allowing natural light to illuminate the room. A cozy fireplace stands against a brick wall, complemented by two stylish lounges and a sectional sofa. Decorative artwork adds a touch of color to the walls.

4.9 out of 5 average rating, 175 reviews

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.

5.0 out of 5 average rating, 200 reviews

An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.

Home in Stroudsburg

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

5.0 out of 5 average rating, 260 reviews

Home in Penn Estates

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

4.88 out of 5 average rating, 135 reviews

Home in East Stroudsburg

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Home designed for maximum comfort with 4,200 SF of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

An open-concept living area features a large sectional couch arranged around a coffee table. A stone fireplace serves as a centerpiece, with a mounted television above it. Expansive windows allow natural light to fill the space, offering views of the surrounding nature.

4.96 out of 5 average rating, 260 reviews

EASTSKY CHALET - Comfort, Privacy, Knockout Views!

One of few homes that boasts a huge Wall of Windows that open to views of Camelback Mountain and the nature outside. The house is set back just a bit for that extra privacy. This Mountain Home features 3 master suites with full bathroom with each bedroom. Cozy enough for couples yet spacious enough for families and friends. Winter mountain views from every room in the house. Nicely stocked kitchen and gas BBQ grill on the deck. Minutes away from everything you’d come to the Poconos for.

Superhost

A spacious living area features large windows that provide ample natural light and views of the greenery outside. A comfortable sectional sofa is adorned with decorative pillows, and a wooden coffee table sits in the center, topped with a small arrangement of plants. A telescope is positioned near the window.

Home in Tannersville

4.88 out of 5 average rating, 112 reviews

Luxurious mountain beauty with all the amenities

Beautiful updated mountain townhouse in The Village at Camelback. All amenities included. Guests can enjoy hotel quality luxury towels and high thread count linens, flat screen smart TVs in every room, DVD player and XBox 360, wood burning fireplace, jacuzzi bathtub, board games, and fully stocked kitchen. Just a short 2 minute walk to skiing and snow boarding slopes. Guests can also drive to the snow tubing hills, indoor/ outdoor waterparks, casino, indoor pool, gym and rec. center.

A spacious living area is filled with natural light from large windows offering scenic views. A comfortable sectional sofa faces a low coffee table, and a foosball table is positioned nearby. A small dining area with high chairs is visible, creating an inviting space for relaxation.

4.85 out of 5 average rating, 257 reviews

Beautiful/Clean Mountain Townhouse

A family-friendly spacious unit that can accommodate 8 people comfortably. Located near Premium Shopping Outlet, restaurants, Kalahari, Aquatopia, Camelbeach Waterpark, golf courses, casino, paintball, etc...The community pool, indoor and outdoor tennis courts/pickleball, and gym are all available to guests. This property has 3 bedrooms, 2.5 baths, minutes from a ski slope, A/C in LR, high-speed internet wifi, a wet bar, and wrap-around deck. Smart TV's.

The image captures a lively game room featuring a slide, colorful play structures, and a cozy seating area. A spacious dining area is visible, with large windows overlooking the scenic mountain view. The wooden accents and modern decor create a welcoming ambiance.

4.99 out of 5 average rating, 271 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

Superhost

A heated pool is surrounded by a wooden deck, providing space for relaxation. Comfortable seating can be seen in the background, with a large umbrella offering shade. The area is framed by lush greenery, creating a private and serene atmosphere.

Home in Stroudsburg

4.78 out of 5 average rating, 101 reviews

La Maison | Heated Pool • Hot Tub • Ski • Games

Heated pool opening Memorial Day Weekend and closing at the end of September. Welcome to La Maison a secluded getaway with all the luxuries to make this an unforgettable vacation tucked away at the end of a cul de sac overlooking the running stream on almost 2 acres, but only 9 minutes to Camelback Mountain for skiing and snow tubing, Camelbeach, Big Pocono State Park, Crossings Outlet, restaurants, breweries, and more.

4.98 out of 5 average rating, 157 reviews

An inviting backyard pool area features a curved, in-ground pool surrounded by smooth concrete decking. Lounge chairs are arranged on one side, with a shaded seating area nearby. The space is enhanced by a backdrop of lush greenery, creating a peaceful outdoor retreat.

Home in Long Pond

The Running Eagle. Pool, hot tub, and a game room.

***PRIVATE OUTDOOR POOL is open from Memorial Day Weekend through the end of September. Depends on the weather. Please check on exact dates. *** Running Eagle Modern Ranch located in The Estates @ Emerald Lakes! Yet another, designed with detail, equipped with all, and fully renovated SsMook home in Poconos. Relax in the Gameroom, a large home with a HOT TUB and in-ground pool. Pet fee is $50 per pet per stay.

4.99 out of 5 average rating, 165 reviews

Farm stay in Long Pond

Pocono Escape: Pool Sauna Hot Tub Games Tesla EV

HEATED POOL open to end of September Set on a quiet, private lot, the home is a filled with amenities and perfect for families, groups, kids, and other celebratory trips. Whether you’re planning a family trip, a ski weekend with friends, or a quiet winter escape, the house is arranged to feel easy and lived-in rather than busy — with simple check-in, professional cleaning, and thoughtful details throughout.