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

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*

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

Lady of the Lake-Poconos Premier Lakefront Retreat
Embodying everything your heart can conjure when dreaming upon the perfect lakefront vacation, this 3500 sq ft Grand Dame of the Poconos, with its stunning lake views in every direction, fresh off a complete remodel, is being offered to the public for the very first time. From hot tubs, hammocks, kayaks & other peaceful places to relax, to game and groovy rooms meant for social shenanigans and fun, this mid-century beauty on the lake will be the talk of friends and family for years to come!

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!

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

A-Frame | Hot Tub | King Bed | Firepit | Lakes
**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

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 (:

Stroudsburg - Poconos: Nice 1 bedroom
You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

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!

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. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.
Popular amenities for Stroudsburg holiday rentals
Stay near Stroudsburg's top sights
Other great holiday rentals in Stroudsburg

Poconos Creekside Cabin with Hot Tub and Firepit

La Maison | Heated Pool • Hot Tub • Ski • Games

3 Bed/2 bath Sauna Hot Tub Cold plunge Game Room

Poconos Hilltop Lakehouse: Lakefront/Spa/Sauna

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

Mountain Views • Hot Tub • Sauna • Seclusion • EV

The Garden Cottage on Sarah Street

Poconos Bliss | Sauna • Hot Tub • Arcade Lounge
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €117 | €115 | €112 | €100 | €102 | €115 | €114 | €129 | €121 | €129 | €144 | €156 |
| 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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