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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.

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Guest favorite
A spacious and modern basement living area is presented, featuring a large black sectional sofa and a coffee table. A light-colored bed is positioned in the background, and a bar counter is visible. Soft lighting enhances the open, inviting layout.
Guest suite in Pen Argyl
4.9 out of 5 average rating, 124 reviews

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

Top guest favorite
A modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.
Townhouse in East Stroudsburg
4.94 out of 5 average rating, 109 reviews

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.

Guest favorite
Chalet in East Stroudsburg
4.98 out of 5 average rating, 266 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

Superhost
An inviting living area features a comfortable white sofa adorned with decorative cushions. A plush armchair in dark purple contrasts with warm wood flooring. The kitchen, visible in the background, includes wooden cabinetry and modern appliances. Natural light brightens the space through a window.
Guest suite in Bangor
4.92 out of 5 average rating, 350 reviews

Private Wellness Suite • Infrared Sauna • Views

Relax in a private, spa-inspired suite designed for simple luxury, wellness, and grounding. Located in the walk-out basement of our home, it features a private entrance and large patio with serene mountain views. Enjoy hotel-style touches, a 3-person infrared sauna with color therapy and Bluetooth, heated bathroom floors, and surround sound. Pet-friendly, set on a peaceful 3-acre property with hosts usually nearby. Ideal for wellness escapes, romantic getaways, or longer stays.

Top guest favorite
A well-organized bedroom features a queen bed dressed in a patterned coverlet with animal motifs. Two nightstands with lamps flank the bed. Natural light enters through the large window, complemented by white blinds. A door and wall decor add warmth to the inviting space.
Guesthouse in East Stroudsburg
4.96 out of 5 average rating, 178 reviews

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.

Top guest favorite
A bright bedroom features a spacious bed dressed in white linens. Two bedside lamps provide soft lighting, complementing the tranquil wall art above. The room is enhanced by dark curtains framing a window, and warm wood flooring adds a natural touch.
Guest suite in Mount Pocono
4.95 out of 5 average rating, 104 reviews

Private King Suite • Near Kalahari • Soaking Tub

⭐ Perfect for Couples and Solo Travelers! ✅ King Bed with Blackout Curtains ✅ Relaxing Soaking Bathtub ✅ Dimmable Bedroom Lights ✅ Central AC & Heat ✅ 65" 4K Smart TV with Netflix ✅ Fast Wi-Fi ✅ Dedicated Work Desk ✅ Mini Fridge with Freezer ✅ Microwave ✅ Coffee/Tea Station ✅ Self Check-In ✅ Full-Length Mirror ✅ Couch & Dining Table ✅ Towels, Soap, Shampoo & Toiletries ✅ Hair Dryer & Iron ⭐Experience comfort, convenience, and a touch of luxury — book your stay today!

Superhost
The exterior of a modern cabin is viewed from above, featuring large glass windows with triangular accents. A spacious deck is highlighted by a dining table, lounge seating, and a hot tub. Surrounding nature is visible, revealing a carpet of fallen leaves.
Cabin in East Stroudsburg
4.84 out of 5 average rating, 346 reviews

BLVCKCabin2 near Falls w/HotTub, Sauna & Game Room

True mountain escape with designer finishes and high end appliances. The Cabin is situated near Bushkill Falls surrounded by a creek accessible for kayaking and fishing. The house is suited for 6 people 2 queen bedrooms on the main level and King Loft on the upper level. Open kitchen plan that connects with the living space highlighted by a beautiful fireplace. Beautiful deck for entertaining with a fire pit. Only 20mins away from Shawnee Mountain & 24/7 Supermarket.

Superhost
An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.
Chalet in East Stroudsburg
4.9 out of 5 average rating, 176 reviews

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 (:

Superhost
A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.
Apartment in Stroudsburg
4.81 out of 5 average rating, 234 reviews

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.

Guest favorite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 129 reviews

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.

Top guest favorite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.95 out of 5 average rating, 245 reviews

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.

Guest favorite
A charming house is nestled among snow-covered trees, with warm light radiating from its windows. A snow-blanketed driveway leads up to the entrance, while parked vehicles are surrounded by fresh snow, creating a serene winter landscape.
Chalet in East Stroudsburg
4.92 out of 5 average rating, 463 reviews

Cozy Home + Kid's Treehouse, Hot Tub, Pool & Lakes

Escape to a nature lover’s paradise in this stunning Pocono retreat! Sleeps up to 6, with a spacious living room, entertainment loft, and a private 7-person hot tub for ultimate relaxation. Surrounded by serene forest views, yet minutes from Camelback Water Parks, Crossings Outlets, Delaware Water Gap, and more. Perfect for families or groups seeking both adventure and tranquility.

Popular amenities for Stroudsburg vacation rentals

When is the best time to visit Stroudsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,719 GYDG$23,419 GYDG$24,883 GYDG$24,256 GYDG$24,674 GYDG$27,810 GYDG$27,601 GYDG$31,365 GYDG$29,274 GYDG$21,956 GYDG$21,956 GYDG$23,001 GYD
Avg. temp-1°C0°C5°C11°C17°C22°C24°C23°C19°C13°C7°C2°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 vacation rentals in Stroudsburg

  • Total vacation rentals

    Explore 30 vacation rentals in Stroudsburg

  • Nightly prices starting at

    Stroudsburg vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 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

  • 4.6 Average rating

    Stroudsburg stays receive an average rating of 4.6 out of 5 from guests