
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

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!

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit
Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

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

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!

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.

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!

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.

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.

Villa Cathedral
Submerge yourself in the luxurious pocono mountain views right from this modern cathedral villa and patio with hot tub overlooking the Delaware water gap and wind gap. You are minutes from Mount airy Casino, Blue Ridge Estates winery, Great Wolf Lodge, Camelback mountain, the Crossings outlet shopping, the Appalachian Trail, kayaking, hiking, skiing, sky diving and more.
Popular amenities for Stroudsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Vista View Cabin | *HOT TUB* | Lake Access!

Poconos Play Park Resort | Hot Tub, Bowling, Games

Huge Pet Friendly Lakeview w/ Game Room & Hot Tub

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

Poconos - Blue Canoe Lakefront Retreat w/Spa Room

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls

Pocono cabin with hot tub and pool at Shawnee Mtn

Cozy Camelback Townhome - Ski In/Out Amazing View!
Family- and pet-friendly home rentals

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

PET-FRIENDLY Cozy and Charming Retreat

The Aurora Mountain View Inn

Entire Home • Beautiful cozy Cabin in the Poconos

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Stylish Log Cabin Getaway in the Pocono Mountains

Yurt at the farm!

Pocono Mountains Home Near Kalahari and Casino
Family-friendly home rentals with a pool

Cozy and spacious place to ski, swim, and play

Winter Retreat in the Delaware River Valley

Lakeside+Fire Pit | Poconos Retreat Crested Falcon

13 Beds, 4BA, Pools, Lakes, Sauna, Double Bunkbeds

Poconos Cabin Retreat w/ Hot Tub & Fireplace

Stunning 50s Ski Chalet, Jukebox, Hot Tub & More!

Stunning Mountain Views @ Camelback Townhouse

Summit Lodge in The Poconos - Hot Tub
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $169 SGD | $155 SGD | $163 SGD | $170 SGD | $175 SGD | $206 SGD | $201 SGD | $201 SGD | $202 SGD | $243 SGD | $257 SGD |
| Avg. temp | -1°C | 0°C | 5°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,970 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 Resort & Waterpark
- Mountain Creek Resort
- Blue Mountain Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Montage Mountain Resorts
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Bushkill Falls
- Camelback Snowtubing
- Big Boulder Mountain
- Camelback Mountain
- Bear Creek Ski and Recreation Area
- Hickory Run State Park
- Lake Harmony
- Delaware Water Gap National Recreation Area
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Penn's Peak
- Shawnee Mountain Ski Area
- Crayola Experience
- Promised Land State Park




