
Family-friendly holiday rentals in Stroudsburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in 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.

Secluded Space Convenient to all Pocono activities
Completely refinished basement space. Located within 20 miles of Shawnee, Camelback, and Blue Mountain ski resorts, Columcille Megalith park. Walking distance from the Wind Gap trailhead of the Appalachian trail. Numerous winieries and hiking areas close by. Centrally located between Stroudsburg and Easton, East Stroudsburg University, Lafayette college. 5 minutes from Route 33. There is an oudoor seating area for you to enjoy. Wifi, off street parking. Above ground windows provide natural light

The Nesting Place in the Pocono’s LLC Studio
My apartment has a kitchenette, Full size refrigerator. Living room has 2 couches and a 32” television with Roku s Full bathroom with shower. Bedroom with a queen bed. I provide my fresh organic eggs and juice and coffee , The studio is totally private with separate entrance and parking. The studio is in the lower level of my house with no windows. Very quiet and Great for sleeping . My home is on 2 acres , In the Pocono Mountains 15 mins to all local skiing 3Great local winery's within 3 mile

Takes two private suite
Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

Full Apartment near Hackettstown
Enjoy this private apartment connected to an 18th century stone house. It comes furnished with 1 1/2 bathrooms, a fully equipped kitchen, large living/dining room, and one bedroom with closet and a queen sized bed. We are located in the beautiful highlands of northwest NJ--about 60 miles from Lincoln Tunnel and 75 miles from Philadelphia. Nearby are historical sights, great hiking and skiing areas restaurants, brew pubs, and a train station. Private parking provided next to entrance.

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

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

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!

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 Stroudsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy and spacious place to ski, swim, and play

Coziest Creek Cabin- Idyllic, Authentic, Poconos

BLVCKCabin2 near Falls w/HotTub, Sauna & Game Room

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

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

Cozy Poconos A-Frame on Appenzell Creek

Little Woodsy Lodge Poconos ski/hot tub/lake

Cozy Home + Kid's Treehouse, Hot Tub, Pool & Lakes
Family- and pet-friendly home rentals

Pocono Chalet with Lake access and kayaks

Dog-Friendly Chalet in the Heart of the Poconos

Entire Home • Beautiful cozy Cabin in the Poconos

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

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

*Kids & Families! 5BR Hot Tub-Fire Pit-Huge Yard*

Cozy Poconos Cottage with Lake Views & Wood Stove

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

Modern spa | pool table | fireplace | arcade | ski

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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

*Family Pocono Gem w/Sauna+Hot tub+Game room+Lake*

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

Peaceful Pocono Getaway - Fresh Air and Fun

Cozy Camelback Townhome - Ski In/Out Amazing View!

Creek Front, Hot Tub, Fireplace, & Amenities
Quick stats about holiday rentals that are family-friendly in Stroudsburg

Total holiday rentals
Explore 20 holiday rentals in Stroudsburg

Nightly prices starting at
Stroudsburg holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Stroudsburg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stroudsburg rentals

4.6 Average rating
Stroudsburg stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mountain Creek Resort
- Camelback Lodge & Indoor Waterpark
- Dorney Park & Wildwater Kingdom
- Pocono Raceway
- Bushkill Falls
- Jack Frost Ski Resort
- Montage Mountain Resorts
- Blue Mountain Resort
- Hickory Run State Park
- Delaware Water Gap National Recreation Area
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Bear Creek Ski and Recreation Area
- Promised Land State Park
- Penn's Peak
- Nockamixon State Park
- The Country Club of Scranton
- Big Boulder Mountain
- Crayola Experience
- Wawayanda State Park
- Claws 'N' Paws




