
Holiday rentals in Stroudsburg
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Top-rated holiday rentals in Stroudsburg
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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

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.

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!

Eclectic Pocono Retreat Ideal for groups, walkable
Modern Pocono retreat sleeps up to 10 with spacious rooms, fast Wi-Fi, board games for rainy-day fun. Space: 4 bedrooms, full kitchen, dedicated workspace, soaking tub and peaceful backyard space for yard games. 3-Season Bonus! Cozy up on our enclosed porch with a glamping cot designed for 2 outdoor lovers. -Free parking for four cars -Smart TV & streaming -Crib & family-friendly gear -5-star Superhost, rapid replies—book now! All guests past four incur a $20 fee per person, per night

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.

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.

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit
Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!

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.
Popular amenities for Stroudsburg holiday rentals
Other great holiday rentals in Stroudsburg

!Poconos TREE HOUSE LAKE+Swim SPA+Cinema + Kayak!

Summitgrove Cabin w/ Hot tub, Game Room &OutdoorTV

Unique Stone House | King Bed | Fast Wi-Fi

Pocono Treetop | King Bed | GameRoom| Study| Quiet

2 bdrm villa Shawnee Village

New A-Frame Cabin Retreat w/Hot Tub

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 | $160 SGD | $146 SGD | $155 SGD | $151 SGD | $154 SGD | $173 SGD | $172 SGD | $195 SGD | $182 SGD | $137 SGD | $137 SGD | $143 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
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 holiday rentals in Stroudsburg

Total holiday rentals
Explore 30 holiday rentals in Stroudsburg

Nightly prices starting at
Stroudsburg holiday rentals start at $52 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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