
Holiday rentals in East Stroudsburg
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in East Stroudsburg
Guests agree: these stays 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.

Charming Family Getaway ~ Close to D.W.G ~ Games
Step into the spacious and entertaining 3BR 2Bath retreat close to the enchanting town of East Stroudsburg. Enjoy the lovely views from the tranquil backyard and wraparound deck, have fun in the game room, and explore exciting Poconos attractions and natural landmarks from this fantastic family gem. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Pool/Ping-Pong Table ✔ Wraparound Deck ✔ Backyard (BBQ, Fire Pit, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

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.

Coziest Creek Cabin- Idyllic, Authentic, Poconos
Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

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

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.

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!

Serene Poconos Cottage • Peaceful Retreat
Escape to Woodland Serenity at “The Cottage in the Woods”. This peaceful, private retreat is perfect for remote work with fast WiFi and a sun-filled four-season room. Ideal for monthly furnished stays—whether relocating, house-hunting, or renovating nearby. A highly sought-after monthly summer vacation rental, loved for its tranquility, deer sightings, and relaxing evenings by the fire pit in the Pocono Mountains.

Dog Friendly🐶 Lakefront🎣 Hot Tub🔥 Newly Renovated🤩
Pet-friendly 3,000 sq ft lakefront home with 1,000 sq ft of patio space, private lake access, kayaks, fishing, hammocks, BBQ grill, a 6-person hot tub & more! 6 bedrooms, 3 full bathrooms across 2 levels that features a game room, laundry area, living and dining rooms, a full well equipped kitchen, and central A/C & heat. Ample parking, free access to community amenities, and no additional pet fees!
Popular amenities for East Stroudsburg holiday rentals
Stay near East Stroudsburg's top sights
Other great holiday rentals in East Stroudsburg

Unique Dramatic Open and one of a kind house

Best Cabin Retreat w/ Hot Tub, Fire Pit, & Grill

New Cozy Cabin Perfect getaway!

Poconos getaway

Creekview Suite, 2 Queen BRs in Shawnee village

Amazing Chalet with Hot Tub Sauna Outdoor Kitchen!

Pocono Cove: Hot Tub,Bar,Fire Pit,Theater,Games +!

Poconos Family Retreat•Hot tub•Playground•Arcade
When is the best time to visit East Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $121 SGD | $123 SGD | $128 SGD | $111 SGD | $103 SGD | $104 SGD | $118 SGD | $124 SGD | $131 SGD | $107 SGD | $107 SGD | $112 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 |
Frequently Asked Questions
Where should I stay in East Stroudsburg?
Make yourself at home in East Stroudsburg by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in Ransberry, and over 250 vacation rentals in Gap View Heights.
Are there vacation rentals with a dedicated workspace in East Stroudsburg?
Yes! Work meets play with ease at over 40 vacation rentals in East Stroudsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in East Stroudsburg?
Experience the best of East Stroudsburg with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in East Stroudsburg have wifi?
Absolutely! We offer over 10 house rentals with wifi in East Stroudsburg. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in East Stroudsburg

Total holiday rentals
Explore 50 holiday rentals in East Stroudsburg

Nightly prices starting at
East Stroudsburg holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,420 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of East Stroudsburg holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across East Stroudsburg rentals

4.6 Average rating
East 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
- Rentals with a washing machine and dryer East Stroudsburg
- Chalet rentals East Stroudsburg
- Family-friendly rentals East Stroudsburg
- Apartment rentals East Stroudsburg
- Pet-friendly rentals East Stroudsburg
- House rentals East Stroudsburg
- Hotel rooms East Stroudsburg
- Rentals with a patio East Stroudsburg
- Flat rentals East Stroudsburg
- 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
- Ringwood State Park
- The Country Club of Scranton
- Big Boulder Mountain
- Crayola Experience
- Wawayanda State Park




