Holiday rentals with a pool in Pocono Mountains

Stunning 50s Ski Chalet, Jukebox, Hot Tub & More!

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning mint green fridge *Custom Diner banquette seating *A jukebox! *California king-sized bed *High-speed wifi *Dogs Welcome! *Spa-like retro-tiled bathroom *Deluxe hot-tub *Luxurious velvet sofa *Stunning spiral staircase to open loft *Adorable "Little Bear Cave" Play space *Pass-Thru Cafe Window on the deck Retro meets modern... enjoy the best of both worlds here @thehappydayschalet.

Modern Rustic Private Ranch w/ Saltwater Hot tub

Escape the hustle of the big city in style at this picture-perfect open floor plan Modern Ranch Home, nestled in nature surrounded by 1.5 acres of breathtaking native white birch trees. The Ranch house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king-size master bedroom, indoor fireplace, indoor & outdoor dining area, outdoor lounge, rustic chiminea-style firepit. There’s something for the whole family (including furry friends).

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

Look no further! This majestic 3BR 3Bath luxury cabin, ideally nestled on a secluded lot in the Big Bass Lake Community in the heart of Pocono Mountains. It promises a high-end family oasis a few mins from picturesque lakes, exciting attractions, and breathtaking natural landmarks. ✔ Large Private Hot Tub ✔ Game & Theater Room ✔ 3 Comfortable Bedrooms ✔ Living Room ✔ Full Kitchen ✔ Charcoal Grill ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Community Amenities (Pools, Lakes, & More) See more below!

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.

Pine Tree-House | Sleeps 8 | Hot tub

Get ready to experience the ultimate mountain retreat at Indian Mountain Lakes! Our cozy 2-bedroom home is perfect for families and friends looking for a winter or summer escape. Enjoy recently renovated interiors, comfortable bedding, and exciting amenities like a hot tub, WiFi, pool passes, lake access, fishing, playgrounds, tennis courts, basketball courts, and so much more! Amenity bracelets are $10/person for your entire stay and can be purchased at the pool house (21 Seneca Trail).

Cozy Dog Friendly chalet near Kalahari and Lakes

A Pocono Mountains retreat in Emerald Lakes. Black Bear Chalet is a cozy, family & dog friendly cabin which is close to Camelback, Kalahari, & Pocono Premium Outlets. Cozy up to the wood burning fireplace in the living room, firepit outside, enjoy some family games upstairs in the loft or prepare that delicious meal in the well equipped kitchen. Community amenity passes are available for purchase to enjoy the indoor & outdoor pools and beaches. Interior Christmas decor starting Dec 7th.

Poconos Lodge Retreat in Private Lake Community

The Lyman Lodge is a cozy retreat nestled in Big Bass Lake, a premier resort community in the Poconos. Enjoy all the region has to offer while relaxing with high-end comforts. Community amenities include lake access, indoor/outdoor pools, tennis, basketball, and pickleball courts, playgrounds, a splash pad, and fitness center. Lyman Lodge is also conveniently located near top Poconos attractions for year-round fun. Unwind and explore at the Lyman Lodge—your cozy Poconos hideaway!

Hot Tub, Hammocks, Fire-Pit, Sunroom, Game Room!

Welcome to your one-of-a-kind mountain escape in Pocono Summit! This newly updated 3-bedroom, 2-bath home blends creative design with natural beauty—perfect for families, friends, or anyone seeking relaxation and adventure. Inside, unwind in the immersive illusion art game room. For outdoor explorers, use kayaks and paddle out on the nearby lake. With peaceful surroundingseasy access to Camelback Mountain, Kalahari Waterpark, and Big Pocono State Park, this is more than a stay.

Poconos Cabin Retreat w/ Hot Tub & Fireplace

Picture this: morning coffee on an oversized deck as deer wander by, evenings soaking in your private year-round hot tub under the stars, and nights curled up by the fireplace in a home guests call “exceptionally clean and incredibly cozy.” Set in a quiet private lake community and close to top Pocono attractions, Winnie’s Retreat is your peaceful reset without giving up comfort or convenience—perfect for romantic escapes, anniversaries, and unforgettable weekend getaways.

Ski In/Out JackFrost Townhouse w Fireplace

You may have just found your perfect Mountainside Retreat at Jack Frost! This newly renovated, ski-in/ski-out townhouse is a cozy base for any Pocono adventure. With comfortable bedding for 6 guests, and occupancy up to 8 guests, it features a wood-burning fireplace, a fully equipped kitchen, an EV charger, and summer lake club access. Enjoy modern comforts and direct slope access for an unforgettable getaway from the city.

5 bedrooms, Hot Tub, Sauna, Game Room, Grill, Pets

Escape to the Poconos at the Red Tail Retreat. Our cozy & stylish cabin has 5 PRIVATE BEDROOMS with 1 King, 3 Queen & 2 Twin Bunk Beds. Due to the community rules, we're only permitted to list it as 3 bedrooms on Airbnb. Relax in comfort by the fireplaces or play games in the entertainment room. You can hang out on the over-sized deck & have a soak in the 6-person hot tub on in relax in the backyard Sauna.

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.