
Family-friendly holiday rentals in East Stroudsburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in East Stroudsburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Pocono Mountains Home Near Kalahari and Casino
Escape to a cozy fall getaway near Kalahari, Mount Airy Casino, Crossings Outlets, Lake Wallenpaupack, & Tobyhanna State Park 2 miles away w/ fall foliage, & mountain air, lake views, wildlife, & picnic spots. Nestled off a rugged private road. This spa style retreat has a soaking tub, rain shower, smart lights, kitchen w/ smart stove, plush beds, LED mirrors w/ music sync, & retro arcade fun. Perfect for couples, birthday getaways or families seeking a peaceful Poconos stay w/ modern amenities.

Themed| Lake | Pool | 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" experience in mind, 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.

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!

Modern Cozy Oasis-Mountains Retreat
Relax in a Modern, Cozy Apartment on a Scenic 3-Acre Retreat Unwind in this stylish and comfortable apartment set on 3-acre property with stunning mountainside views. Whether you're walking, jogging, or simply relaxing, the spacious yard offers the perfect setting to reconnect with nature. In the evenings, gather around the fire pit and enjoy the peaceful sounds of the outdoors. 5 mins to historic Bangor 25 mins to Poconos, Kalahari, ski resorts & Delaware Water Gap Escape & unwind!

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

Magnolia House-Jacuzzi, Hiking, Biking & River
Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC

The Thoroughbred Cottage at Pleasant Ridge Farm
The Thoroughbred Cottage is the quintessential, early 1900s Pocono vacation cottage. Located on our commercial horse farm, the cottage has been entirely renovated but has kept its unique original details. Views include our upper pastures and wooded hillside of the state game lands beyond. The cottage is set back on our private lane, but is close to all major Pocono attractions and wedding venues. A perfect, cozy little getaway for couples. Not suitable for infants or children

Cassie's Cozy Cottage- Poconos Near Shawnee
Welcome to Cassie's Cozy Cottage! Enjoy a peaceful stay suited for two people. Located near various outdoor recreational activities like skiing/snowboarding, hiking trails, river activities, golf courses, and also shopping outlets. Shawnee Mountain-3.7 miles, Camelback Mountain-12 miles, Delaware River Access- (Smithfield beach) 4.6 miles (Bushkill Access) 14 miles, Bushkill Falls- 10 miles. The Crossings Premium Outlets- 10 miles, ...and many more areas to visit close by.

Mountain Top! Family Paradise w Hot Tub & Game Rm
Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

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!

Adorable Farm Cottage
This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

Cozy guest cottage with indoor fireplace
Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.
Popular amenities for East Stroudsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Dragon House - Hot Tub, Mini Golf, Pet Friendly

Sauna | Hot Tub | Fire Pit | Hiking | Kayaks

Indoor Pool & Hot Tub – All Yours, Always

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

Home away from home, with many community amenities

Simply Serene: Wild West City, 4 acres of privacy

Skiing/Tubing | Sauna | HotTub | Games | Woods
Family- and pet-friendly home rentals

Cozy LakeView Farm near NYC/Rt.80 & Del. Water Gap

Peaceful Vacation rental near the Pocono mountains

Pocono Chalet with Lake access and kayaks

Entire Home • Beautiful cozy Cabin in the Poconos

✦Peaceful House in the Woods 4BD/3BA w/Game Room✦

Historic River-View Charmer

Cozy Poconos Cottage with Lake Views & Wood Stove

Pocono cabin and wild trout creek
Family-friendly home rentals with a pool

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

Escape the Ordinary here @thehappydayschalet!

Hot Tub+Sauna+Game Room+Fire Pit | Pocono Villa

Pocono's Condo ~Tons of Amenities ~Skiing Close By

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +

Huge Private Serenity Hot Tub, Fire Pit, Game Room

Poconos A frame house | Pool |Game room| Hot tub
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 £53 per night before taxes and fees

Verified guest reviews
Over 1,480 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
Destinations to explore
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- Family-friendly rentals Monroe County
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- Family-friendly rentals United States
- Mountain Creek Resort
- Camelback Lodge & Indoor Waterpark
- Dorney Park & Wildwater Kingdom
- Pocono Raceway
- Bushkill Falls
- Jack Frost Ski Resort
- Montage Mountain Resorts
- Hickory Run State Park
- Blue Mountain Resort
- Delaware Water Gap National Recreation Area
- Camelbeach Mountain Waterpark
- Mohegan Sun Pocono
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Camelback Snowtubing
- Bear Creek Ski and Recreation Area
- Promised Land State Park
- Penn's Peak
- Ringwood State Park
- Nockamixon State Park
- The Country Club of Scranton
- Big Boulder Mountain
- Crayola Experience
- Wawayanda State Park




