Holiday rentals with a pool in Tobyhanna Township

4.96 out of 5 average rating, 176 reviews

Chalet in Pocono Pines

Hot Tub+Fire Pit | Game Room Lake Naomi Golden Owl

Slow mornings, kids already in play mode, and evenings that don’t need planning. A family chalet in Lake Naomi designed so kids stay busy and parents actually relax. ✴️✴️✴️What families love most✴️✴️✴️ ⮕ 3-min drive or easy bike ride to lake, pool & clubhouse ⮕ Hot tub + fire pit for easy, low-effort nights together ⮕ Game room (pool, ping pong, arcade = hours of built-in fun) ⮕ Two separate hangout zones so everyone has their own space Tap the ❤️ to save us and choose your favorite season

The living area features a blend of modern furniture, including cozy green armchairs and a comfortable sofa. Natural light filters through sheer curtains, illuminating the space. A staircase is visible, leading to the upper level, while a dining area with a table and chairs is positioned nearby.

4.99 out of 5 average rating, 203 reviews

Spacious Luxury Poconos Getaway 🎣🏊‍♂️🚣

Large luxury contemporary home located inside a private gated community (A Pocono Country Place) consisting of 4 private bedrooms, 2.5 baths. Community offers access to 4 swimming pools, playgrounds, paddle boats, mini golf basketball & tennis courts. Located in the heart of the Poconos there are additional opportunities for entertainment within a close proximity that includes water parks, skiing, snow tubing, recreational parks, hiking, fishing, biking, shopping and fine dining NASCAR & casinos

Apartment in Lake Harmony

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.

4.91 out of 5 average rating, 359 reviews

5.0 out of 5 average rating, 202 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, 263 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.

Chalet in Coolbaugh Township

An inviting outdoor space features a hot tub with bubbling water, surrounded by trees and a warm sunset sky. Cozy seating is arranged around a fire pit, while a wooden sauna with a curved roof stands nearby, illuminated by string lights.

Game Room Fun ~Hot Tub ~Sauna ~Fall Lake Adventure

Stay just a 2-minute walk from Arrowhead Lake at Latitude Adjustment, a cozy Pocono chalet built for lake days, fall leaf peeping, ski weekends, and relaxing nights under the stars. Walk to the Island for pools, beaches, boat rentals, and fishing, then return to a private 7-person hot tub, outdoor steam sauna, fire pit, huge game room, kayaks, bikes, and a gated patio for kids and dogs. With 4 nearby ski resorts, colorful fall scenery, and year-round amenities, it's a memorable Pocono escape.

4.99 out of 5 average rating, 149 reviews

4.96 out of 5 average rating, 134 reviews

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

Book now and experience the magic of Lux Cabaña, a retreat designed for unforgettable group getaways in the Mt. Pocono mountains. Indoors enjoy a cozy fireplace living room, chef-ready kitchen, stylish bedrooms, indoor sauna + hot tub, game room, and gym. Outdoors glow-in-the-dark mini golf, outdoor movie theater under the stars, outdoor Sauna and a fire-pie. Minutes from skiing, hiking trails, lakes and city attractions. Perfect for family gatherings, birthdays and friends’ weekends.

4.98 out of 5 average rating, 127 reviews

Romantic & Stylish Chalet Getaway in the Poconos

A magical 3-bedroom, 1-bathroom Pocono chalet bordering Tobyhanna State Park right in your backyard, with a treehouse feel, window-wrapped interiors, luxury touches, a private new 6–7-seater hot tub, fire pit, pergola BBQ lounge, and access to Lake Carobeth, pools, and more within a gated community. Your perfect mountain getaway starts here. Come hide away in the trees, soak under the stars, and experience a Pocono stay that feels equal parts fairytale, luxury, and romance.

4.87 out of 5 average rating, 308 reviews

A spacious living area features a stone fireplace and large windows overlooking Lake Larsen. Comfortable seating is arranged on warm wooden floors, leading to an inviting outdoor deck with a dining table and umbrella. Natural light enhances the relaxing ambiance.

Home in Gouldsboro

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.

4.98 out of 5 average rating, 156 reviews

Oak View: Vintage Fireplace, Firepit, & Sonos!

Welcome to Oak View, our light-filled Scandinavian-inspired dream getaway. We're thrilled to welcome you to our place and hope you'll love it as much as we do. A relaxing and peaceful place, Oak View offers lots of special touches, including a midcentury wood stove, in-ceiling Sonos speakers, huge sliding doors, outdoor firepit, and peaceful wooded views. Less than 20 minutes from indoor water parks, resorts, and state parks!

4.98 out of 5 average rating, 158 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.