Family-friendly holiday rentals in Middle Smithfield Township

Experience Magical Creekside! Real Fireplace, Ski+

House is Right On The Mountain Creek! Switch your Mind, Rest, Relax in the Jacuzzi, Hike in Nature! Calming home to reconnect or unwind by yourself! Great waterfront location on Saw Creek! Meditation deck above the water by the mini waterfall! Inspiring, back-in-time, cozy place in the wood settings. Wood-burning fireplace, jacuzzi/whirlpool tub for two, excellent community amenities, awesome hikes, river, mountains, wildlife, waterfalls, restaurants, shopping. 1h 40m from NYC Welcome! Enjoy!

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

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!

Cliffside Chalet

Located conveniently in the Pocono’s, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Escape to our newly renovated Chalet that was built on a rock ledge and features a gigantic 22 foot ceiling with a charming loft to relax in. Enjoy being surrounded by lush greenery and nature, just minutes from popular hiking trails, waterfalls, and walking distance to the lake and playground. The bathroom features rare stone imported from Italy and a sink carved out of rock boulders.

Charming Family Getaway ~ Close to D.W.G ~ Games

Step into the spacious and entertaining 3BR 2Bath retreat close to the enchanting town of East Stroudsburg. Enjoy the lovely views from the tranquil backyard and wraparound deck, have fun in the game room, and explore exciting Poconos attractions and natural landmarks from this fantastic family gem. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Pool/Ping-Pong Table ✔ Wraparound Deck ✔ Backyard (BBQ, Fire Pit, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit

Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Pocono cabin with hot tub and pool at Shawnee Mtn

All year round retreat cabin in the forest, great for romantic getaways. family/friends get together, drinks by fire-pit at night, quiet, nature-surrounded setting for meditating or conversation, grilling on the patio. Seasonal swimming pool (aprox May 23- Sept 8) and hot tub on site adds perfect ambiance for catching sunset. Located 10-20 min from attractions. An area where guests can enjoy a hike, bike ,kayak, sight-seeing. CHECK MY OTHER LISTINGS

Private Forest Retreat *Hot Tub *Pet Friendly

Welcome to Private Pocono retreat on a peaceful wooded 2-acre property — not part of a crowded community. Enjoy a covered hot tub, fire pit, large patio, outdoor cooking area, hammock,games, and beautiful forest surroundings with frequent deer sightings. Pet-friendly and perfect for relaxing, reconnecting with nature, or escaping city life. Around 15 minutes to Bushkill Falls, Shawnee Mountain, restaurants, hiking, and local attractions.

GameRoom • FirePit • Community Pool • Karaoke •A/C

The Penn House welcomes you to adventure 🌲 Just 90 minutes from NYC, this pet-friendly 4BR Pocono retreat offers a game room, firepit, spacious deck, and access to indoor heated pool, lakes, tennis & basketball. Six complimentary amenity fobs are provided; additional fobs are available for purchase at Guest Services. Minutes from skiing, waterfalls, hiking, ziplining & Camelback. Perfect for families, groups, and unforgettable escapes.