Holiday rentals with a pool in Monroe County

Rustic Private Ranch w/ Saltwater Pool & Hot Tub!

Escape the city hustle at this charming Theme Room Retreat, surrounded by nature. Enjoy three bedrooms, cozy outdoor fireplace, and a spacious open-concept living area with a fully equipped kitchen. Relax in the jacuzzi or take a dip in the private pool. The retreat offers indoor and outdoor dining, a dedicated workspace, and essential amenities like WiFi, washer/dryer, and more. Perfect for long stays, work, or leisure, this serene getaway promises a delightful experience for you and your pets.

Peaceful Pocono Getaway - Fresh Air and Fun

Vaulted ceilings, living room fireplace, 2 first floor bedrooms in this airy and private 4-season cabin with easy access to the amenities in the area. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake. The outdoor pool, beaches, tennis courts and more are open Memorial Day to Labor Day. 3 Ski slopes are less than 30 minutes away.

The Blue Forest Chalet: Hot tub + Firepit + Skiing

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

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.

Cozy Pocono Cabin on an Acre

If you are looking for a quiet and intimate getaway or adventure, this is it! Step into this unique log sided cabin with all the Pocono's aesthetic you could want. Relax & recharge in the open concept knotty pine kitchen and living room. The vaulted loft provides an open & airy feel. The bedrooms feature brand new beds and large closets. The kitchen is well stocked and the living room features a wood burning fire place, Roku TV, two couches, a DVD collection, Nintendo 64 and boardgames.

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.

Hot Tub, GameRoom, Fire Pit, Mins to Skiing, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

Stunning Mountain Views @ Camelback 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.

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!