
Holiday rentals in Stroudsburg
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Top-rated holiday rentals in Stroudsburg
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The Little Black Cabin: Hot tub/Cold Plunge/Sauna
The Little Black Cabin (LBC) offers the perfect balance between rustic and lux. We remodeled this cabin with the goal to create a space where you can reconnect with nature while simultaneously indulging in pure comfort. It's a space designed to inspire, and to revitalize your mind, body and spirit - A place where you can chop wood, take a walk, light a fire, sit and relax under the stars, or enjoy a hot tub, cold plunge, or Finnish-style handmade sauna - We welcome you to The Little Black Cabin.

Stylish upstairs apartment in East Stroudsburg PA!
Our apartment is stylish and clean and comfortable. Get a good nights rest and then enjoy a complimentary cup of coffee to start your daily adventure! We are located conveniently near many local attractions like Delaware Water Gap hiking area, golf courses, ski slopes, water parks, restaurants, live music venues, night life and so much more. We are just down the block from East Stroudsburg University and Lehigh Valley/Pocono Hospital. We are happy hosts and can’t wait to share our area with you!

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views
Beautiful 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. Decor available.

Cozy Poconos A-Frame on Appenzell Creek
Charming A-frame cabin with modern amenities on 3.5 acres of private land. Appenzell Creek and its tributaries run through the property. Perfect for a relaxing getaway. Minutes from Delaware Water Gap, skiing, hiking, state parks, lakes, water parks, outlet shopping, breweries, wineries, great dining, resorts, casinos and more. Enjoy listening to the rushing creek while grilling on the deck, soaking in the hot tub, decompressing in the sauna or dipping your feet in the creek.*NOT a party house*

Cozy Creek Cabin on Pocono Creek w/ hot tub
Welcome to Cozy Creek Cabin on Pocono Creek! This beautifully decorated cabin with a bedroom and private loft (both with queen beds), full sized bathroom, brand new 7 person hot tub, and comfortable outdoor spaces overlooking the creek are sure to provide a relaxing and peaceful getaway. Located 1 minute from Camelback Mountain & Resort and 5 minutes from Pocono State Park. Minutes from Asylum Paintball, Kalahari, Great Wolf Lodge, Mount Airy Casino and the Crossings Outlets. Exit 299 off 80.

Enchanted Forest Escape | 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" themed experience, 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.

Artistic Retreat in Historical Stroudsburg for 10
Perfect location for friends and family to walk, eat, drink, create, laugh, unwind, and breathe. Sleeps 10 w/spacious rooms, fast Wi-Fi, board games, and a dedicated Art Studio 4 bedrooms, full kitchen, dedicated workspace, soaking tub w/peaceful backyard space, all in town. 3-Season Bonus! Cozy up in enclosed porch with glamping cot designed for 2 outdoor lovers. -Free parking 4 cars -Smart TV & streaming -crib & family-friendly gear -5-star Superhost, rapid replies -outdoor entertaining

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit
Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

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

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.

Enchanting River Chalet
Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Modern Pocono Oasis with Fireplace Ambiance
Unwind at our modern Pocono! Just 15 minutes from Camelback Resort, Kalahari Waterpark, The Crossings Outlets, and Mountain View Vineyard. This 3-bedroom, 3-bath home features an office, indoor fireplace, and a lush patio perfect for BBQs. Ideal for family vacations or relaxing getaways, this serene escape has everything you need to recharge. Breathe in the fresh air and discover your new favorite hideaway
Popular amenities for Stroudsburg holiday rentals
Stay near Stroudsburg's top sights
Other great holiday rentals in Stroudsburg

Pocono Mountains Pastime Place

5BR Ultimate Retreat | Lake Access, Karaoke, Games

Hot Tub | Game Room | Full Kitchen | Fire Pit

Mori A-Frame: New Cabin Retreat w/Hot Tub

Mountain Views • Hot Tub • Sauna • Seclusion • EV

Steps From Downtown Stroudsburg | 2BR + Sleeps 4

The Garden Cottage on Sarah Street

Family Pocono Retreat • Stream • Pool • Firepit
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €118 | €116 | €113 | €101 | €103 | €116 | €115 | €130 | €122 | €130 | €145 | €157 |
| 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
What are the best places to stay in Stroudsburg?
Vacation rentals in downtown and nearby neighborhoods are often favored for easy access to restaurants, galleries, and parks. Rural stays around the Pocono foothills provide a quieter setting.
What are the best things to do in Stroudsburg with kids?
Kids enjoy interactive museums, local parks with play areas, and family programs at community centers. Seasonal festivals and hands-on art workshops are frequently suggested for younger visitors.
What are some of the best things to do in Stroudsburg?
Explore galleries and boutiques downtown, catch a show at Sherman Theater, or stroll through local parks. The area often features farmers markets and seasonal events that draw both locals and visitors.
How is the weather in Stroudsburg?
Stroudsburg experiences cold winters around 22–38°F (-6–4°C), with snowfall, and warm summers reaching 65–86°F (18–30°C) with frequent rain. Spring and autumn bring milder temperatures and colorful scenery.
When is the best time to visit Stroudsburg?
Late spring and early autumn are often recommended for comfortable temperatures and vibrant landscapes. Summer draws many visitors for outdoor activities and frequent cultural events.
What are the best places to visit in Stroudsburg?
Sherman Theater is frequently suggested for performances, while galleries and vintage shops line Main Street. Nearby parks make a great spot to explore local nature.
What are some hiking trails in Stroudsburg?
Stroudsburg has wooded trails in area parks, and nearby sections of the Appalachian Trail can be explored for longer hikes. Local nature reserves provide pathways for leisurely walks and birdwatching.
What are some family activities we can do in Stroudsburg?
Families often enjoy interactive museums, local parks with playgrounds, and occasional outdoor adventures such as tubing or mini golf. Seasonal arts programs and farmers markets are frequently suggested for all ages.
What are some of the best day trip ideas from Stroudsburg?
Explore scenic parks in the Pocono Mountains, visit regional museums, or discover historic towns around the area. Many guests spend time on nature trails or browse local antique shops for unique finds.
Are there any pet friendly accommodations available in Stroudsburg?
Many accommodations near downtown and in nearby neighborhoods welcome pets, making it convenient to travel with animal companions. Local parks and trails are inviting spots for walks.
What are some local tips for visiting Stroudsburg?
Locals suggest exploring early in the day for a quieter experience and checking community bulletin boards for event updates. Bring layers due to changing weather, and sample locally roasted coffee when you visit downtown.
What is Stroudsburg known for?
Stroudsburg is known for its vibrant downtown, mix of arts and culture, and access to the natural beauty of the Pocono Mountains. Local music and food scenes often reflect the town’s creative spirit.
What are the best hidden gems to explore in Stroudsburg?
Art spaces tucked along quieter side streets, small vintage shops, and locally run bakeries are often described as hidden gems. Nature trails around the outskirts invite peaceful exploration away from crowds.
What are the best foods to try in Stroudsburg?
Guests frequently suggest local farm-to-table dishes, Pennsylvania Dutch classics, and wood-fired pizza. Baked goods from independently owned shops and craft beers are popular treats.
What should I bring for a trip to Stroudsburg?
Pack layers to adjust for fluctuating temperatures, sturdy shoes for exploring town and trails, and rain gear if visiting during spring or summer. Adding a reusable water bottle is also a good idea for outdoor activities.
What is the nightlife in Stroudsburg like?
Stroudsburg has lively bars, local breweries, and venues with live music, especially near Main Street. Guests often explore casual restaurants with late-night menus and occasional community events in the evening.
What are the most popular events or festivals in Stroudsburg?
StroudFest draws crowds to Main Street each Labor Day weekend, and the town often hosts seasonal farmers markets, music events, and holiday parades. The Sherman Theater is known for live performances and community gatherings.
Are there family friendly vacation rentals in Stroudsburg?
The area has a range of family-friendly vacation rentals, including larger homes and apartments near parks and central amenities. Flexible spaces often feature amenities for children and group gatherings.
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 €43 per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Stroudsburg holiday rentals include wifi access

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

4.8 Average rating
Stroudsburg stays are highly rated by guests – averaging 4.8 out of 5!
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- Camelback Snowtubing
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Hickory Run State Park
- Bear Creek Ski and Recreation Area
- Camelback Mountain
- Mohegan Sun Pocono
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- Aquatopia Indoor Waterpark
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