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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Guest favourite
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
4.91 out of 5 average rating, 120 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 favourite
A spacious living room features a cozy seating arrangement with soft couches, a wooden entertainment center, and a stone fireplace as a focal point. Natural light enters through the adjacent doors, enhancing the warm tones of the decor.
Guest suite in Bangor
4.97 out of 5 average rating, 325 reviews

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

Top guest favourite
Home in East Stroudsburg
5 out of 5 average rating, 210 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
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, 420 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 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
4.93 out of 5 average rating, 102 reviews

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautifully renovated 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.

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, 206 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
Guest suite in Columbia
5 out of 5 average rating, 292 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

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
4.95 out of 5 average rating, 169 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.

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
4.93 out of 5 average rating, 123 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 while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

Guest favourite
A spacious living area is styled with cozy seating arrangements, including a dark sofa and a light blue patterned armchair, situated on a decorative rug. Bright natural light floods through large windows, highlighting the warm wood flooring and the open layout, including the visible stairway.
Chalet in East Stroudsburg
4.96 out of 5 average rating, 217 reviews

Luxury Retreat, Open Concept, Hot Tub, Pool, Games

Welcome to the Luxury Sanctuary, your serene retreat in the heart of the picturesque Pocono Mountains. Whether you're seeking a thrilling adventure or a peaceful retreat, our location provides many opportunities for hiking, biking, skiing, and more. Enjoy morning coffee on the spacious deck. Book your escape today and create memories to last a lifetime amidst the beauty of this natural paradise.

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, 240 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 favourite
A wooden dining table is surrounded by three chairs and a bench, set against a backdrop of large sliding doors leading to a deck. Natural light filters in through sheer white curtains, highlighting the tree views outside. Framed art decorates the wall beside a window.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 135 reviews

Nature serene Cabin near popular hiking/waterfalls

Your trailhead starts here. Experience a unique stay surrounded by nature and sunset serenity. Thoughtfully remodeled and furnished for coziness and comfort in mind, this place is perfect for gatherings with family and friends, or a mere relaxing stay with a partner. The highlight of this place is the sunroom, accompanied by an entertainment room, providing the essentials for your enjoyment.

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 2,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    40 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