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Holiday rentals in East Stroudsburg

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Top-rated holiday rentals in East Stroudsburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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 favourite
A spacious living room showcases a comfortable leather sectional sofa, accented by decorative pillows. A modern coffee table sits in front, with a small centerpiece. A cozy brick fireplace is flanked by a large mirror and a flat-screen TV, while soft curtains frame the window.
Home in East Stroudsburg
4.88 out of 5 average rating, 111 reviews

Charming Family Getaway ~ Close to D.W.G ~ Games

Step into the spacious and entertaining 3BR 2Bath retreat close to the enchanting town of East Stroudsburg. Enjoy the lovely views from the tranquil backyard and wraparound deck, have fun in the game room, and explore exciting Poconos attractions and natural landmarks from this fantastic family gem. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Pool/Ping-Pong Table ✔ Wraparound Deck ✔ Backyard (BBQ, Fire Pit, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Guest favourite
The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 406 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

Guest favourite
Chalet in East Stroudsburg
4.98 out of 5 average rating, 267 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.

Top guest favourite
A log cabin is shown nestled among trees, with a gravel area in front and a natural stone border. A deer is visible nearby, highlighting the serene natural surroundings. The sky features a gradient of warm colors, creating a peaceful ambiance.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 219 reviews

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

Top guest favourite
A spacious dining area features a dark wooden table with seating for several guests, complemented by metal chairs. The kitchen island, with modern stools, opens to the living room, which includes a fireplace and large windows overlooking a natural setting. Decorative red lights hang above.
Townhouse in East Stroudsburg
4.88 out of 5 average rating, 354 reviews

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

Top guest favourite
Home in Mount Pocono
4.96 out of 5 average rating, 269 reviews

King Suite Near Kalahari, Soaking Tub, Fast WiFi

⭐Perfect for Couples and Solo Travelers! ✅ King Bed with Blackout Curtains ✅ Dimmable Bedroom Lights ✅ Bedside Lamps (with USB charging) ✅ Relaxing Soaking Bathtub ✅ Washer & Dryer ✅ Full-Length Mirror ✅ Full Kitchen ✅ Towels, Soap, Shampoo & Toiletries ✅ Toiletries ✅ Hair Dryer & Iron ✅ Coffee / Tea ✅ Electric Kettle ✅ Fast Wi-Fi ✅ Dedicated Work Desk ✅ 55-Inch Smart TV with Netflix ✅ EV Charging ⭐ Experience comfort, convenience, and a touch of luxury — book your stay today!

Top guest favourite
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.
Guest house 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.

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.
Flat 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 favourite
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 favourite
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.
Guest house in Stroudsburg
4.95 out of 5 average rating, 246 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.

Popular amenities for East Stroudsburg holiday rentals

When is the best time to visit East Stroudsburg?

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Frequently Asked Questions

  • What are the best places to stay in East Stroudsburg?

    Stay in neighborhoods near downtown for easy access to shops, eateries, and community events, or choose homes with views of the Pocono Mountains for a quieter retreat. Many rentals feature spacious layouts and outdoor areas.

  • What are the best things to do in East Stroudsburg with kids?

    Visit family friendly parks, enjoy playgrounds, and explore interactive museums or indoor play centers. Outdoor activities like hiking and attending community fairs are often a hit with children.

  • What are some of the best things to do in East Stroudsburg?

    Explore the Pocono Mountains for hiking or biking, discover local art galleries, and unwind in cozy cafés. The town also has nearby nature preserves and historic landmarks to round out your experience.

  • How is the weather in East Stroudsburg?

    East Stroudsburg has cold winters around 22–38°F (-6–4°C), while summers see warmer temperatures near 65–86°F (18–30°C). Expect rainfall year-round, with peak showers typically in summer.

  • When is the best time to visit East Stroudsburg?

    Late spring and summer are frequently suggested for milder temperatures and outdoor activities. In autumn, changing foliage attracts visitors who appreciate colorful landscapes and seasonal events.

  • What are the best places to visit in East Stroudsburg?

    Popular places in East Stroudsburg include local art galleries, university cultural spaces, and the Pocono Mountains for outdoor excursions. Parks and historic sites around the town frequently attract visitors.

  • What are some hiking trails in East Stroudsburg?

    East Stroudsburg has wooded trails in surrounding nature preserves, with paths suitable for beginners and seasoned hikers. The nearby Pocono Mountains area is often recommended for scenic hiking routes.

  • What are some family activities we can do in East Stroudsburg?

    Families can explore nearby nature preserves, visit local playgrounds, and enjoy indoor entertainment centers with games and crafts. Seasonal festivals and outdoor adventure parks are also frequently suggested for all ages.

  • What are some of the best day trip ideas from East Stroudsburg?

    Explore scenic parks around the Pocono Mountains, wander historic sites in nearby towns, or discover quiet lakes perfect for kayaking and fishing. The area also has wildlife sanctuaries and outdoor adventure centers for a memorable day out.

  • Are there any pet friendly accommodations available in East Stroudsburg?

    Many vacation rentals in East Stroudsburg welcome pets, especially homes with fenced yards or access to walking trails. It is common to find pet friendly options close to parks and outdoor spaces.

  • What are some local tips for visiting East Stroudsburg?

    Bring outdoor gear for hiking and rain, sample local baked goods, and check community notice boards for seasonal events. Weekdays tend to be quieter at popular nature spots and downtown venues.

  • What is East Stroudsburg known for?

    East Stroudsburg is known for its proximity to the Pocono Mountains, opportunities for outdoor recreation, and a vibrant local university. The town has a welcoming atmosphere and is surrounded by scenic nature.

  • What are the best hidden gems to explore in East Stroudsburg?

    Discover small art studios, nature walks in quiet preserves, and cafés tucked away in side streets. Local markets and historic architecture around town are also appreciated by those looking for less-traveled experiences.

  • What are the best foods to try in East Stroudsburg?

    Local restaurants frequently suggest Pennsylvania Dutch-inspired comfort foods, classic American cuisine, and locally baked pies. The area also has pizza spots, sandwich shops, and diners with homemade desserts.

  • What should I bring for a trip to East Stroudsburg?

    Pack layered clothing for variable weather, sturdy shoes for outdoor activities, and a rain jacket. In colder months, bring warm layers and in summer, add sunscreen and insect repellent for outdoor adventures.

  • What is the nightlife in East Stroudsburg like?

    East Stroudsburg has casual pubs, taverns with live music, and spots for late-night snacks. The atmosphere is usually laid-back, drawing locals and visitors for gatherings and entertainment.

  • What are the most popular events or festivals in East Stroudsburg?

    East Stroudsburg has seasonal fairs, outdoor music performances, and art festivals throughout the year. Community celebrations are frequently hosted around holidays and late spring weekends.

  • Are there family friendly vacation rentals in East Stroudsburg?

    East Stroudsburg has a variety of family friendly stays, including homes with multiple bedrooms, outdoor spaces, and amenities such as kitchens and play areas. Many options are located near parks and attractions popular with families.

Quick stats about holiday rentals in East Stroudsburg

  • Total holiday rentals

    Explore 50 holiday rentals in East Stroudsburg

  • Nightly prices starting at

    East Stroudsburg holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of East Stroudsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across East Stroudsburg rentals

  • 4.6 Average rating

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