Family-friendly holiday rentals in Middle Smithfield Township

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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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A spacious outdoor area features a wood-burning hot tub, surrounded by gravel. A fire pit is central to several Adirondack chairs, providing a cozy spot for gatherings. String lights hang above, enhancing the atmosphere for evening relaxation.
Cabin in East Stroudsburg
4.78 out of 5 average rating, 278 reviews

Arctic Getaway w/Hot Tub & Sauna near Bushkill

True nature escape with a wood burning hot tub, outdoor TV, fireplace & all the essentials you need for your Getaway escape! Hi-speed WiFi making it the perfect space to work from home. Great Location, only 10min drive from Shawnee Mountain & Bushkill Falls. The Cabin is suited for 8 people with 3 bedrooms. Open floor plan that connects the Kitchen, dining room and living space highlighted by a beautiful fireplace.Imagine yourself relaxing with your closest admiring nature's breathtaking views!

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
4.95 out of 5 average rating, 130 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, 202 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!

Guest favourite
A spacious living room showcases a comfortable leather sectional sofa, accented by decorative pillows. A modern coffee table sits in front, with a small centerpiece. A cozy brick fireplace is flanked by a large mirror and a flat-screen TV, while soft curtains frame the window.
Home in East Stroudsburg
4.89 out of 5 average rating, 123 reviews

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!

Top 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, 419 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, 437 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
A tranquil pool area is surrounded by lush greenery, featuring a spacious swimming pool with a light-colored stone patio. A sunshade and lounge chairs are positioned beside the pool, while the distinctive A-frame house looms in the background, complemented by neatly arranged outdoor seating.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 127 reviews

Luxury PA cabin, heated pool, hot tub, game r

This is a three floors gorgeous A FRAME HOUSE designed for anybody who loves nature, luxury homes, and privacy, with an amazing interior design cozy and modern. Is a private space for friends and families. During your visit you will have work space, pool, hot tub, pool table, game room, tv room, outdoor fire pit, indoor fireplace, back porch with an amazing view, modern kitchen, and cozy corners all around the house, It’s the perfect vacation rental home that you will never want to leave!

Top guest favourite
A log cabin is shown nestled among trees, with a gravel area in front and a natural stone border. A deer is visible nearby, highlighting the serene natural surroundings. The sky features a gradient of warm colors, creating a peaceful ambiance.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 240 reviews

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

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 185 reviews

Home away from home, with many community amenities

Make some memories in our unique and family-friendly cozy home. Our newly renovated clean home features: Modern bathrooms - one bathroom features a state of the art shower experience. Fully stocked kitchen New comfortable mattresses in themed bedrooms, one bedroom has a king size bed Backyard water feature Outdoor fairy garden Fire Pit Fire Pit Table Gas Grill All of this located in the number 1 rated amenity filled community in the Poconos featuring outstanding amenities.

Guest favourite
Home in East Stroudsburg
4.93 out of 5 average rating, 110 reviews

Spacious 3BR Private Ski house- 10 min to slopes

Discover our charming mountain retreat, perfect for families and friends. Our 4-bed, 2-bath home boasts a new renovation, large open kitchen and dining area, and a spacious deck with outdoor grill and fire pit. Enjoy mountain views and privacy, just a short drive from Poconos attractions like Camelback Ski Resort, Kalahari Water Park, Great Wolf Lodge, Golf courses, a Casino and more. Relax and create memories with loved ones in our beautiful mountain getaway.

Guest favourite
A cozy living room features a modern design with a light beige sofa and plush ottomans. A stone fireplace serves as a focal point, with a large flat-screen TV mounted above. Lush green plants add vibrancy, and natural light is filtered through sheer curtains.
Home in East Stroudsburg
4.93 out of 5 average rating, 102 reviews

GameRoom • IndoorClub Pool FirePit • 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.

Guest favourite
A wooden dining table is surrounded by three chairs and a bench, set against a backdrop of large sliding doors leading to a deck. Natural light filters in through sheer white curtains, highlighting the tree views outside. Framed art decorates the wall beside a window.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 144 reviews

Nature serene Cabin near popular hiking/waterfalls

Your trailhead starts here. Experience a unique stay surrounded by nature and sunset serenity. Thoughtfully remodeled and furnished for coziness and comfort in mind, this place is perfect for gatherings with family and friends, or a mere relaxing stay with a partner. The highlight of this place is the sunroom, accompanied by an entertainment room, providing the essentials for your enjoyment.

Popular amenities for Middle Smithfield Township family-friendly rentals

When is the best time to visit Middle Smithfield Township?

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

  • Total holiday rentals

    Explore 360 holiday rentals in Middle Smithfield Township

  • Nightly prices starting at

    Middle Smithfield Township holiday rentals start at £61 per night before taxes and fees

  • Verified guest reviews

    Over 21,790 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

    160 properties have a dedicated workspace

  • Wifi availability

    350 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!

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