Family-friendly holiday rentals in Stroudsburg

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 10 holiday rentals in Stroudsburg

  • Nightly prices starting at

    Stroudsburg holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Wifi availability

    10 of Stroudsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stroudsburg rentals

  • 4.8 Average rating

    Stroudsburg stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated family-friendly rentals in Stroudsburg

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

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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.

Guest favourite
An A-frame cabin is nestled among tall trees, illuminated by warm string lights. A cozy fire pit with glowing embers is positioned in front, creating a welcoming atmosphere. The cabin's porch features seating, inviting relaxation in a serene outdoor setting.
Chalet in Stroudsburg
4.95 out of 5 average rating, 133 reviews

Cozy Poconos A-Frame on Appenzell Creek

Charming A-frame cabin with modern amenities on 3.5 acres of private land. Appenzell Creek and its tributaries run through the property. Perfect for a relaxing getaway. Minutes from Delaware Water Gap, skiing, hiking, state parks, lakes, water parks, outlet shopping, breweries, wineries, great dining, resorts, casinos and more. Enjoy listening to the rushing creek while grilling on the deck, soaking in the hot tub, decompressing in the sauna or dipping your feet in the creek.*NOT a party house*

Guest favourite
A spacious living area is highlighted by a stone fireplace and large windows allowing natural light. Comfortable seating is arranged around a coffee table, with a television mounted on the wall. The layout connects to an adjacent dining area, creating an open concept feel.
Home in Penn Estates
4.95 out of 5 average rating, 154 reviews

Pools, Lakes & Family Fun | Game Loft + Fire Pit

Welcome to your family-friendly Pocono escape in gated Penn Estates! • 5 bedrooms + office, 12 beds & 4 bathrooms • Vaulted living room with fireplace + 75” Smart TV • Game loft with pool table, foosball & arcade games • Kid-favorite bunk rooms with slide, toys & Legos • Fire pit, hammock, swing set & indoor sauna • Fully stocked kitchen + baby gear included • Dog-friendly + EV charger • 12 passes to pools, lakes & playgrounds Near Kalahari, Shawnee Mountain, hiking, tubing, shopping & more!

Top guest favourite
An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.
Home in Stroudsburg
4.99 out of 5 average rating, 182 reviews

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Top guest favourite
Home in Penn Estates
5 out of 5 average rating, 239 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
Home in Stroudsburg
4.95 out of 5 average rating, 195 reviews

Artistic Retreat in Historical Stroudsburg for 10

Perfect location for friends and family to walk, eat, drink, create, laugh, unwind, and breathe. Sleeps 10 w/spacious rooms, fast Wi-Fi, board games, and a dedicated Art Studio 4 bedrooms, full kitchen, dedicated workspace, soaking tub w/peaceful backyard space, all in town. 3-Season Bonus! Cozy up in enclosed porch with glamping cot designed for 2 outdoor lovers. -Free parking 4 cars -Smart TV & streaming -crib & family-friendly gear -5-star Superhost, rapid replies -outdoor entertaining

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 281 reviews

Hot Tub | Sauna | Lake | Firepit | Hiking

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

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!

Top guest favourite
Guest suite in Columbia
5 out of 5 average rating, 300 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

Superhost
A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.
Flat in Stroudsburg
4.81 out of 5 average rating, 245 reviews

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

Top guest favourite
An outdoor space features a wood barrel sauna set among autumn foliage. Black, Adirondack-style chairs surround a circular firepit with flickering flames, creating a cozy gathering area. The sauna is minimally designed with a wooden exterior and a single door.
Home in Penn Estates
4.93 out of 5 average rating, 231 reviews

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!

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in Penn Estates
4.92 out of 5 average rating, 144 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Popular amenities for Stroudsburg family-friendly rentals

When is the best time to visit Stroudsburg?

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