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
4.92 out of 5 average rating, 145 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 warmly decorated living area features a sectional sofa complemented by a plush ottoman. A natural wood accent wall houses a flat-screen TV above a fireplace. A potted plant adds a touch of greenery, while a patterned rug covers the wooden floor, enhancing the space's comfort.
Townhouse in East Stroudsburg
4.97 out of 5 average rating, 182 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises a mountain retreat close to the best skiing, restaurants, stores, hiking, and amenities of the Poconos. Enjoy ski slope and mountain views from the deck. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs

Top guest favourite
Home in Penn Estates
5 out of 5 average rating, 241 reviews

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.

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, 438 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!

Top guest favourite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 454 reviews

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!

Guest favourite
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in Penn Estates
4.95 out of 5 average rating, 218 reviews

A-Frame | Hot tub | King Bed | Firepit | Lakes

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Guest favourite
Home in East Stroudsburg
4.89 out of 5 average rating, 129 reviews

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Designed for maximum comfort with 4,200 sq ft of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

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
4.96 out of 5 average rating, 269 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
Home in Tobyhanna
4.96 out of 5 average rating, 114 reviews

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

Book now and experience the magic of Lux Cabaña, a retreat designed for unforgettable group getaways in the Mt. Pocono mountains. Indoors enjoy a cozy fireplace living room, chef-ready kitchen, stylish bedrooms, indoor sauna + hot tub, game room, and gym. Outdoors glow-in-the-dark mini golf, outdoor movie theater under the stars, outdoor Sauna and a fire-pie. Minutes from skiing, hiking trails, lakes and city attractions. Perfect for family gatherings, birthdays and friends’ weekends.

Top guest favourite
The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.
Home in Tobyhanna
4.98 out of 5 average rating, 143 reviews

Oak View: Firepit, BBQ, and Sonos Sound!

**Summer access to gorgeous community lake and pool!** Welcome to Oak View, our light-filled Scandinavian-inspired dream getaway. We're thrilled to welcome you to our place and hope you'll love it as much as we do. A relaxing and peaceful place, Oak View offers lots of special touches, including a midcentury wood stove, in-ceiling Sonos speakers, huge sliding doors, outdoor firepit, and peaceful wooded views. Less than 20 minutes from indoor water parks, resorts, and state parks!

Top guest favourite
An evening view of the home features warm light glowing from the windows. Outdoor seating is present on the deck, and a fire pit with chairs is situated nearby in the yard. A covered hot tub is visible, adding to the inviting atmosphere.
Home in Tobyhanna Township
4.96 out of 5 average rating, 131 reviews

NEW Lakefront Home with Hot Tub

Situated on the water's edge of Arrowhead Lake, this brand new, custom built home offers a unique, luxury getaway for those seeking a stay with all that lakefront living has to offer. Perfectly set up for a romantic getaway for two, The Lakehouse on Arrowhead was created to provide a space for couples to rest and reconnect while enjoying gorgeous lake views from both inside and out. The spacious deck is just steps from your own private dock which allows you to kayak at your leisure.

Guest favourite
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, 207 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 (:

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 40 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 2,430 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

    40 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