
Vacation rentals in Stroudsburg
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Top-rated vacation rentals in Stroudsburg
Guests agree: these stays 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

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

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

Rustic Private Cabin saltwater Hot tub w Lake View
Escape the everyday hustle of the big city at this picture-perfect open floor plan A-Frame Cabin, nestled in nature surrounded by 5 acres of breathtaking views of the old-growth oak forest and lake below. The lake house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king size loft, fireplace, indoor & outdoor dining, & a private seven-person hot tub. There’s something for the whole family (including furry friends).

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.

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 vacation rentals
Stay near Stroudsburg's top sights
Other great vacation rentals in Stroudsburg

Unique Dramatic Open and one of a kind house

New Cozy Cabin Perfect getaway!

Creekview Suite, 2 Queen BRs in Shawnee village

King + Queen Beds • Near Kalahari • 75-Inch TV

New A-Frame Cabin Retreat w/Hot Tub

Modern Cottage in the Poconos

Charming Studio Apartment Kitchenette Queen Bed

Poconos Stylish 1 bedroom Apt- Stroudsburg Main St
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ452 | ﺩ.ﺇ411 | ﺩ.ﺇ437 | ﺩ.ﺇ426 | ﺩ.ﺇ433 | ﺩ.ﺇ488 | ﺩ.ﺇ485 | ﺩ.ﺇ551 | ﺩ.ﺇ514 | ﺩ.ﺇ386 | ﺩ.ﺇ386 | ﺩ.ﺇ404 |
| 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
Are there vacation rentals with a dedicated workspace in Stroudsburg?
Yes! Work meets play with ease at over 20 vacation rentals in Stroudsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Stroudsburg have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Stroudsburg. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Stroudsburg?
Experience the best of Stroudsburg with our apartment 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 apartment rentals in Stroudsburg have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Stroudsburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Stroudsburg?
Stroudsburg has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Stroudsburg?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Stroudsburg

Total vacation rentals
Explore 30 vacation rentals in Stroudsburg

Nightly prices starting at
Stroudsburg vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Stroudsburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Stroudsburg rentals

4.7 Average rating
Stroudsburg stays receive an average rating of 4.7 out of 5 from guests
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