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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
4.95 out of 5 average rating, 128 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.

Top 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, 179 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

Guest favourite
Home in East Stroudsburg
4.99 out of 5 average rating, 160 reviews

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA

Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

Top guest favourite
The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.
Home in Penn Estates
5 out of 5 average rating, 228 reviews

Enchanted Poconos Forest Escape | 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.

Top 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, 418 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 Penn Estates
4.97 out of 5 average rating, 274 reviews

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

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 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, 436 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!

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, 239 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

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, 358 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

Superhost
The living room features high ceilings and large windows, allowing for ample natural light. A stone fireplace serves as a focal point, flanked by modern furniture including two armchairs and a coffee table. The space opens to a dining area in the background.
Home in Penn Estates
4.81 out of 5 average rating, 144 reviews

HUGE Poconos Mansion w Hot Tub, Game Room, FirePit

This home is an absolute STUNNER! It will take your breath away when you walk in! Three levels, two living rooms, tons of amenities (including pool table, poker table, private hot tub, and more!), and beautiful, modern design. Close access to lots of hiking & other natural attractions! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

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, 185 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
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
4.83 out of 5 average rating, 360 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.

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