
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 $137 NZD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Wi-Fi availability
10 of Stroudsburg holiday rentals include Wi-Fi 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.

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.

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*

Serene Escape - Jacuzzi, mins from trails/skiing
Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises a mountain retreat close to the best skiing, restaurants, stores, hiking, and amenities of the Poconos. Enjoy ski slope and mountain views from the deck. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs

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 ⭐

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.

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

Pocono Castle: 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

A-Frame | Hot Tub | King Bed | Firepit | Lakes
**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

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.

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
Family-friendly home rentals with a hot tub

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Nature Retreat in the Delaware River Valley

Entertainers Retreat • Fire Pit + Games • Hot Tub

Pickleball, theater, game room, hot tub, & gym!

Poconos Play Park Resort | Hot Tub, Bowling, Games

Poconos Cabin w HOT TUB! Backyard Vibes & Firepit

Luxury Rental in the Pocono Mountains Pa

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +
Family- and pet-friendly home rentals

Norway Chalet: Forest Escape

The Ridge at Penn Estates | A 4BR Pocono Retreat

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

5BR Lux Cabin w HotTub/Sauna/Pool/FirePit/GameRoom

Forest Retreat -Pool-FullSpa-Theater-SpeakeasyMORE

Mori A-Frame: New Cabin Retreat w/Hot Tub

The Garden Cottage on Sarah Street

Serene Pocono Mountains Home
Family-friendly home rentals with a pool

Lakefront Hot Tub I Game Room I Fire Pit I Kayaks

WOW! Private Heated Pool, Hot Tub, Fire Pit & MORE

New Family Retreat w/ Private Pool, Hot Tub, Sauna

Family Pocono Retreat • Stream • Pool • Firepit

Poconos Home w/all-season indoor pool, sleeps 8

Forest Hideout -That's all You need

Family FUN Game Room | HotTub | Community Pool

Luxury PA cabin, heated pool, hot tub, game r
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $311 NZD | $297 NZD | $268 NZD | $219 NZD | $229 NZD | $236 NZD | $277 NZD | $270 NZD | $270 NZD | $272 NZD | $326 NZD | $345 NZD |
| 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 |
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Camelback Resort & Waterpark
- Mountain Creek Resort
- Blue Mountain Resort
- Pocono Raceway
- Bushkill Falls
- Dorney Park & Wildwater Kingdom
- Montage Mountain Resorts
- Jack Frost Ski Resort
- Camelback Mountain Resort
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Bear Creek Ski and Recreation Area
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Lake Harmony
- Mohegan Sun Pocono
- Camelback Mountain
- Aquatopia Indoor Waterpark
- Camelbeach Mountain Waterpark
- Penn's Peak
- Big Boulder Mountain
- Promised Land State Park
- Crayola Experience
- Wawayanda State Park





