
Holiday houses in Stroudsburg
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Top-rated holiday 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

The Nesting Place in the Pocono’s LLC Studio
My apartment has a kitchenette, Full size refrigerator. Living room has 2 couches and a 32” television with Roku s Full bathroom with shower. Bedroom with a queen bed. I provide my fresh organic eggs and juice and coffee , The studio is totally private with separate entrance and parking. The studio is in the lower level of my house with no windows. Very quiet and Great for sleeping . My home is on 2 acres , In the Pocono Mountains 15 mins to all local skiing 3Great local winery's within 3 mile

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!

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views
Beautifully renovated 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.

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

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.

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 while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

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!

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.

75 Inch TV, Close to Kalahari, Fast Wi-Fi
⭐ Perfect for Couples & Solo Travelers! ✅ 4K 75-Inch TV with Netflix ✅ Fast Wi-Fi ✅ Queen Bed with Dimmable Lights ✅ Blackout Curtains ✅ Full Kitchen ✅ Washer & Dryer ✅ Central Heat & AC ✅ Full Length Mirror ✅ Bedside Lamps (with USB charging) ✅ Coffee/Tea & Electric Kettle ✅ Towels, Soap, Shampoo & Toiletries ✅ Hair Dryer & Iron ⭐ Experience comfort and convenience — book your stay today!
Popular amenities for Stroudsburg holiday rentals
Stay near Stroudsburg's top sights
Other great holiday rentals in Stroudsburg

Luxury forest cabin w/private trails

Cozy Pocono Retreat - Hot Tub Fire Pit Family Ski

2 Full Baths, Fireplace, Steps 2 Lake, In Woods

Three Bed Loft at Shawnee General Store

Poconos Family Retreat•Hot tub•Playground•Arcade

The Garden Cottage on Sarah Street

Lakeview A-Frame | Starlit Hot Tub | Xbox | Modern

Charming Studio Apartment Kitchenette Queen Bed
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 NZD | $195 NZD | $207 NZD | $202 NZD | $205 NZD | $231 NZD | $229 NZD | $261 NZD | $243 NZD | $182 NZD | $182 NZD | $191 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 |
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 wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Stroudsburg

Total holiday rentals
Explore 30 holiday rentals in Stroudsburg

Nightly prices starting at
Stroudsburg holiday rentals start at $70 NZD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Stroudsburg holiday 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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- Camelback Resort & Waterpark
- Mountain Creek Resort
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Jack Frost Ski Resort
- Bushkill Falls
- Blue Mountain Resort
- Montage Mountain Resorts
- Hickory Run State Park
- Camelback Snowtubing
- Delaware Water Gap National Recreation Area
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Bear Creek Ski and Recreation Area
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Penn's Peak
- Promised Land State Park
- Nockamixon State Park
- Big Boulder Mountain
- The Country Club of Scranton
- Crayola Experience
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