
Holiday rentals in East Stroudsburg
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Top-rated holiday rentals in East Stroudsburg
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Norway Chalet: Forest Escape
Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing A-Frame Chalet is inspired by European design/ architecture and gives you the feel of a Nordic Home in the Poconos. Enjoy 4 large decks where you can hear the birds chirping and watch humming birds, butterflies, deer, and other wildlife in a "jungle like" back yard. Just minutes from the most popular hiking destinations, and water falls. Pets are welcome free of charge (:

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!

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

NEW Lakefront Home with Hot Tub
Situated on the water's edge of Arrowhead Lake, this brand new, custom built home offers a unique, luxury getaway for those seeking a stay with all that lakefront living has to offer. Perfectly set up for a romantic getaway for two, The Lakehouse on Arrowhead was created to provide a space for couples to rest and reconnect while enjoying gorgeous lake views from both inside and out. The spacious deck is just steps from your own private dock which allows you to kayak at your leisure.

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.

★Scenic Mountain Oasis | Mins to Ski Slopes/Hiking
Spoil yourself by staying in the modern townhouse nestled less than 5mins away from the ski slopes of Shawnee Mountain. Besides numerous winter activities, East Stroudsburg offers many hiking trails throughout the lush green forest in the summertime. Enjoy the lovely natural ambiance in the backyard, or relax in the comfortable and stylish interior. ✔ 2 Comfy BRs and Loft Bed ✔ Fully Equipped Kitchen ✔ Indoor Fireplace ✔ Workstation ✔ High-Speed Wi-Fi ✔ Free Parking

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.

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.

Cozy Home + Kid's Treehouse, Hot Tub, Pool & Lakes
Escape to a nature lover’s paradise in this stunning Pocono retreat! Sleeps up to 6, with a spacious living room, entertainment loft, and a private 7-person hot tub for ultimate relaxation. Surrounded by serene forest views, yet minutes from Camelback Water Parks, Crossings Outlets, Delaware Water Gap, and more. Perfect for families or groups seeking both adventure and tranquility.
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

Luxury forest cabin w/private trails

Stunning Pocono Mtns. 1BR condo @ Shawnee Village

Private Retreat- Cozy Cabin in the Woods

BLVCKCabin2 near Falls w/HotTub, Sauna & Game Room

New A-Frame Cabin Retreat w/Hot Tub

Amazing Chalet with Hot Tub Sauna Outdoor Kitchen!

Steps From Downtown Stroudsburg | 2BR + Sleeps 4
When is the best time to visit East Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 80 | € 81 | € 84 | € 73 | € 68 | € 69 | € 77 | € 81 | € 86 | € 70 | € 70 | € 74 |
| 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 € 17 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
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- Camelback Lodge & Indoor Waterpark
- Mountain Creek Resort
- 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
- Camelback Snowtubing
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Bear Creek Ski and Recreation Area
- Promised Land State Park
- Penn's Peak
- Ringwood State Park
- Nockamixon State Park
- Big Boulder Mountain
- The Country Club of Scranton
- Crayola Experience
- Wawayanda State Park




