Family-friendly holiday rentals in East Stroudsburg

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in East Stroudsburg

  • Total holiday rentals

    Explore 10 holiday rentals in East Stroudsburg

  • Nightly prices starting at

    East Stroudsburg holiday rentals start at £61 per night before taxes and fees

  • Verified guest reviews

    Over 1,450 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of East Stroudsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across East Stroudsburg rentals

  • 4.7 Average rating

    East Stroudsburg stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in East Stroudsburg

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

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Guest favourite
Home in Penn Estates
4.82 out of 5 average rating, 142 reviews

Poconos Play Park Resort | Hot Tub, Bowling, Games

Welcome to your private Poconos resort! This massive 5 bedroom home has been completely upgraded to create a modern vacation experience, loaded with amenities! TWO game rooms, pool table, ping pong, air hockey, arcade games, fire pit, hot tub, bowling, frisbee golf, and so much more - all completely yours! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

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
4.93 out of 5 average rating, 148 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, 211 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!

Top guest favourite
Home in Penn Estates
5 out of 5 average rating, 243 reviews

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

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, 443 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!

Guest favourite
Home in East Stroudsburg
4.89 out of 5 average rating, 130 reviews

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Home designed for maximum comfort with 4,200 SF of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

Top guest favourite
Farm stay in Long Pond
5 out of 5 average rating, 145 reviews

Pocono Escape: Pool Sauna Hot Tub Games Tesla EV

*POOL SEASON IS NOW OPEN* Set on a quiet, private lot, the home pairs space to gather with thoughtful amenities like an above ground pool, sauna, hot tub, fire pit, and game room — ideal for guests who value comfort, privacy, and a true sense of retreat. Whether you’re planning a family trip, a ski weekend with friends, or a quiet winter escape, the house is arranged to feel easy and lived-in rather than busy — with simple check-in, professional cleaning, and thoughtful details throughout.

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, 459 reviews

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!

Guest favourite
An aerial view captures the expansive log cabin surrounded by lush greenery and twinkling string lights. The outdoor space features a heated pool, lounge chairs, and a playground, creating a vibrant atmosphere for relaxation and recreation.
Cabin in East Stroudsburg
4.99 out of 5 average rating, 150 reviews

5BR Lux Cabin w HotTub/Sauna/Pool/FirePit/GameRoom

Nestled within the Poconos mountains, this luxe 4,800+ SQ FT log cabin + resort-style amenities on 2 acres is the ultimate city escape and entertainment paradise. Fire pit, theater, bar/game room, 3 fireplaces, 8 TVs, kids bunk/playroom, 2 living rooms, gourmet kitchen, multiple decks/balcony & massive backyard. All this just minutes from skiing, hiking, great dining in Stroudsburg, Shawnee Mtn, Camelback Resort, and the Delaware Water Gap. The perfect getaway for families and large groups!

Guest favourite
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in Penn Estates
4.95 out of 5 average rating, 220 reviews

A-Frame | Hot tub | King Bed | Firepit | Lakes

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.

Top guest favourite
Home in Tobyhanna
4.96 out of 5 average rating, 118 reviews

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

Book now and experience the magic of Lux Cabaña, a retreat designed for unforgettable group getaways in the Mt. Pocono mountains. Indoors enjoy a cozy fireplace living room, chef-ready kitchen, stylish bedrooms, indoor sauna + hot tub, game room, and gym. Outdoors glow-in-the-dark mini golf, outdoor movie theater under the stars, outdoor Sauna and a fire-pie. Minutes from skiing, hiking trails, lakes and city attractions. Perfect for family gatherings, birthdays and friends’ weekends.

Top guest favourite
Guest suite in Columbia
5 out of 5 average rating, 305 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

Popular amenities for East Stroudsburg family-friendly rentals