Family-friendly holiday rentals in Middle Smithfield Township

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Middle Smithfield Township

  • Total holiday rentals

    Explore 370 holiday rentals in Middle Smithfield Township

  • Nightly prices starting at

    Middle Smithfield Township holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,560 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    360 of Middle Smithfield Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middle Smithfield Township rentals

  • 4.8 Average rating

    Middle Smithfield Township stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated family-friendly rentals in Middle Smithfield Township

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Bushkill
4.88 out of 5 average rating, 640 reviews

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!

Top guest favourite
A modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.
Townhouse in East Stroudsburg
4.92 out of 5 average rating, 140 reviews

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.

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 207 reviews

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!

Superhost
A spacious interior is showcased with high wooden ceilings and large windows allowing natural light to enter. A comfortable seating area with a green sofa and a dining table set for six is visible. A modern chandelier hangs above, enhancing the open atmosphere.
Chalet in East Stroudsburg
4.89 out of 5 average rating, 99 reviews

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.

Superhost
Townhouse in East Stroudsburg
4.88 out of 5 average rating, 211 reviews

★Scenic Mountain Oasis | Mins to Ski Slopes/Hiking

Spoil yourself by staying in the modern townhouse nestled less than 5mins away from the ski slopes of Shawnee Mountain. Besides numerous winter activities, East Stroudsburg offers many hiking trails throughout lush green forest in the summertime. Enjoy the lovely natural ambiance in the backyard, or relax in the comfortable and stylish interior. ✔ 2 Comfy BRs, King and Queen sized, and a Queen Loft Bed ✔ Fully Equipped Kitchen ✔ Indoor Fireplace ✔ Workstation ✔ High-Speed Wi-Fi ✔ Free Parking

Guest favourite
The A-frame chalet is surrounded by lush greenery, featuring a welcoming front porch with steps leading to the entryway. Large windows allow ample natural light to fill the interior. A small shed is visible in the background, accentuating the tranquil forest setting.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 194 reviews

Norway Chalet: Forest Escape

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing A-Frame Chalet is inspired by European design/ architecture and gives you the feel of a Nordic Home in the Poconos. Enjoy 4 large decks where you can hear the birds chirping and watch humming birds, butterflies, deer, and other wildlife in a "jungle like" back yard. Just minutes from the most popular hiking destinations, and water falls. Pets are welcome free of charge (:

Top guest favourite
A serene creek flows over smooth stones, framed by lush greenery and moss-covered rocks. Tall trees provide a peaceful backdrop, with a rustic cabin partially visible among the foliage, enhancing the natural setting.
Cabin in East Stroudsburg
4.96 out of 5 average rating, 149 reviews

Rustic Rest Log Cabin Poconos, hot tub, fish creek

Come enjoy Rustic Rest, a four-season Pocono Mountains retreat. Built in 1939, this cabin features log construction in a peaceful wooded setting along a trout stream with a variety of recreational opportunities nearby. Perfect for couples and for families, we have a fully stocked and uniquely furnished home. Pets are welcome. Although remote in feel, we are on Marshalls Creek Rd and centrally located to East Stroudsburg, Jim Thorpe, Camelback, Shawnee, Delaware Water Gap and most attractions.

Guest favourite
The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 433 reviews

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!

Top guest favourite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 451 reviews

Pocono Castle w/ 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!

Guest favourite
The hot tub, set within a wood-paneled room, features bubbling water and seats multiple guests. Expansive windows provide a view of the surrounding trees, allowing natural light to enhance the relaxing environment.
Home in Lehman township
4.96 out of 5 average rating, 191 reviews

Creek Front, Hot Tub, Fireplace, & Amenities

BUSHKILL Area; On Saw Creek! Enjoy the soothing sounds of the river, relax your muscles in the hot tub room overlooking a woody lot, relax by the crackling fireplace, have a bonfire, dream away in the hammock next to the creek, and cook your favorite meals (BBQ and Convection). Enjoy the zen lounge areas in the house - loft and great room. Check out Bushkill Falls, Zip Lines, Skiing, and Rafting close by. In summer, WALK to the resort pool and tennis courts. (Lehman Rental Permit# 190089-R)

Guest favourite
Home in East Stroudsburg
4.93 out of 5 average rating, 105 reviews

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.

Top guest favourite
Home in East Stroudsburg
4.97 out of 5 average rating, 143 reviews

Lux 4BR Cabin | Hot Tub | Game Room | Pets

Escape to this luxurious Poconos getaway at The Alpine Haus the perfect place for families or couples seeking a perfect blend of relaxation and adventure. Enjoy a Hot tub, Fire pit, Smart TVs and central heating in this spacious 2060 Sq ft main cabin just a 12 min drive to Hidden Lake with easy access to nearby attractions like Delaware Water Gap Bushkill Falls and Shawnee for skiing golfing and rafting all in East Stroudsburg PA.

Popular amenities for Middle Smithfield Township family-friendly rentals

When is the best time to visit Middle Smithfield Township?

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Destinations to explore