
Holiday rentals in East Stroudsburg
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Top-rated holiday rentals in East Stroudsburg
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Raccoon Retreat
Hi, Welcome to Raccoon Retreat! This is a house that you will be able to come to unplug, unwind and reconnect with family, friends and all of what nature has to offer. The home is located within the Delaware Water Gap National Recreation Area. Here you will have the opportunity to take advantage of hiking trails, waterfalls, swimming, zip lining, fishing, horseback riding, canoeing and kayaking, as well as skiing or snowtubing during the snowy season. Though you get to experience nature here, you are only a short drive away from restaurants, casino, shopping and also water parks. The entire home is all yours! Our three story home sits on a one acre wooded lot. In the event you are just wanting to get away to hunker down here, we have designed the space to feel cozy and warm. You will find a full kitchen ready for you to prepare some home cooked meals, three bedrooms, two baths, a soaker tub and a deck for miles! The home has a private driveway with plenty of space for up to 5 vehicles. Follow us on Instagram @raccoonretreat While you are enjoying your stay we will be available for you to contact as you need us anytime from afar. Please respect our home. A lot of heart has gone into creating this space and the hope is every new guest will get to enjoy the space as if they were the first!

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.

Entertainers Retreat • Fire Pit + Games • Hot Tub
Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

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.

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!

Hot Tub | Sauna | Lake | Firepit | Hiking
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.

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!

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

OMG! Glow in the Dark Mini Golf, Pickleball, Bball
Conveniently located just minutes away from all the natural attractions that the Poconos has to offer (lakes, hiking, & more!), you will have all the amenities & entertainment you could need right here at home. Indoor mini golf, movie theater, fire pit, game room, and much more! 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!

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 (:

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit
Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!

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.
Popular amenities for East Stroudsburg holiday rentals
Stay near East Stroudsburg's top sights
Other great holiday rentals in East Stroudsburg

Poconos Lakefront | Hot tub/Sauna, Firepit, Kayaks

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Poconos getaway

It’s Always Swim Time In Your Own Private Pool!

Secluded House by the Creek

Pocono Speak Easy Hot Tub Golf Simulator 1920 Bar

Luxury SPA Retreat | Private Pool, Hot Tub, Sauna
When is the best time to visit East Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £75 | £75 | £71 | £64 | £59 | £60 | £68 | £71 | £75 | £74 | £71 | £75 |
| Avg. temp | -1°C | 0°C | 5°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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
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- Camelback Mountain Resort
- Camelback Snowtubing
- Camelback Mountain
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- Delaware Water Gap National Recreation Area
- Lake Harmony
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