
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.

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

Enchanted Poconos Forest Escape | 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.

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

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!

Eclectic Pocono Retreat Ideal for groups, walkable
Modern Pocono retreat sleeps up to 10 with spacious rooms, fast Wi-Fi, board games for rainy-day fun. Space: 4 bedrooms, full kitchen, dedicated workspace, soaking tub and peaceful backyard space for yard games. 3-Season Bonus! Cozy up on our enclosed porch with a glamping cot designed for 2 outdoor lovers. -Free parking for four cars -Smart TV & streaming -Crib & family-friendly gear -5-star Superhost, rapid replies—book now!

Ski In/Out JackFrost Townhouse w Fireplace
You may have just found your perfect Mountainside Retreat at Jack Frost! This newly renovated, ski-in/ski-out townhouse is a cozy base for any Pocono adventure. With comfortable bedding for 6 guests, and occupancy up to 8 guests, it features a wood-burning fireplace, a fully equipped kitchen, an EV charger, and summer lake club access. Enjoy modern comforts and direct slope access for an unforgettable getaway from the city.

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!
Popular amenities for Stroudsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Creek Cabin on Pocono Creek w/ hot tub

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

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

Cozy Poconos A-Frame on Appenzell Creek

Family Friendly Cabin I Firepit+Hot Tub I Poconos

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

PET-FRIENDLY Cozy and Charming Retreat

Norway Chalet: Forest Escape

Private Serene Studio on Bear Mountain

Near Hiking & Water Parks!*Dogs OK*Wi-Fi*Fireplace

Poconos Cabin | Vaulted Pine | Firepits | Pets OK

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Pocono Mountains Home Near Kalahari and Casino

Lakefront Chalet~Sauna~Fireplace-Camelback Ski
Family-friendly home rentals with a pool

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

Cozy and spacious place to ski, swim, and play

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

Summit Lodge in The Poconos - Hot Tub

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

Whimsical Forest Retreat near Bushkill Falls

A-Frame - Ski | Hot Tub | Firepit | Hike | Lakes

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +
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 € 34 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
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- Camelback Lodge & Indoor Waterpark
- Mountain Creek Resort
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Bushkill Falls
- Jack Frost Ski Resort
- Blue Mountain Resort
- Montage Mountain Resorts
- Hickory Run State Park
- Delaware Water Gap National Recreation Area
- Camelback Snowtubing
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Sunset Hill Shooting Range
- Bear Creek Ski and Recreation Area
- Aquatopia Indoor Waterpark
- Penn's Peak
- Promised Land State Park
- Nockamixon State Park
- Big Boulder Mountain
- The Country Club of Scranton
- Crayola Experience
- Wawayanda State Park
- Claws 'N' Paws




