
Holiday rentals in Stroudsburg
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Top-rated holiday rentals in Stroudsburg
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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.

Norway Chalet: Forest Escape
Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing A-Frame Chalet is inspired by European design/ architecture and gives you the feel of a Nordic Home in the Poconos. Enjoy 4 large decks where you can hear the birds chirping and watch humming birds, butterflies, deer, and other wildlife in a "jungle like" back yard. Just minutes from the most popular hiking destinations, and water falls. Pets are welcome free of charge (:

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.

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!

Artistic Retreat in Historical Stroudsburg for 10
Perfect location for friends and family to walk, eat, drink, create, laugh, unwind, and breathe. Sleeps 10 w/spacious rooms, fast Wi-Fi, board games, and a dedicated Art Studio 4 bedrooms, full kitchen, dedicated workspace, soaking tub w/peaceful backyard space, all in town. 3-Season Bonus! Cozy up in enclosed porch with glamping cot designed for 2 outdoor lovers. -Free parking 4 cars -Smart TV & streaming -crib & family-friendly gear -5-star Superhost, rapid replies -outdoor entertaining

Hot Tub | Sauna | Lake Access | 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.

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector
Immerse yourselves in the perfect blend of serenity and romance at our fully renovated Poconos log cabin. It offers a private feel, while located in a safe neighborhood. Cuddle up in our living room day bed while enjoying backyard forest views through the giant picture window. Relax in the hot tub or by the fire pit where memories are made! Centrally located, the cabin provides access to ski resorts and hiking trails. As guests, you'll also enjoy access to the lake, pool, and sports courts.

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

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

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!

Summit Lodge in The Poconos - Hot Tub
Kick back and relax in this newly renovated mountainside cabin. Girls weekend? Perfectly close to multiple wineries and eateries. Many adventure seeking attractions nearby. To make your stay as relaxing as possible, we provide linens, towels and paper products! **Renters must be at least 25 years of age. **All guests, including infants and children MUST be included in the guest count and may not exceed 8. **No pets please. **Please note 3 car max due to short/steep driveway.

King Size - Romantic - Massage - Pet Friendly
Reconnect with one another and Nature in our updated cabin. * Comfortable and Cozy * Massage Room with oils * Warm fireplace and faux bearskin rug * King size bedroom * Hot Tub * Decor is an optional upgrade * Hiking begins at the door step * Close to many local Pocono attractions Ideally suited for a couple this cabin is nestled in a quaint community surrounded by state forest. We are required to register guests 48 hrs prior to check in.
Popular amenities for Stroudsburg holiday rentals
Stay near Stroudsburg's top sights
Other great holiday rentals in Stroudsburg

Lovely vacation home with in-ground pool (Poconos)

New Family Retreat w/ Private Pool, Hot Tub, Sauna

3 Bed/2 bath Sauna Hot Tub Cold plunge Game Room

Luxury Poconos Getaway • King Beds • Dog Friendly

Secluded House by the Creek

Mori A-Frame: New Cabin Retreat w/Hot Tub

Creek Side Cabin on Pocono Creek

2 Full Baths, Fireplace, Steps 2 Lake, In Woods
When is the best time to visit Stroudsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €117 | €116 | €112 | €100 | €102 | €115 | €114 | €130 | €121 | €130 | €144 | €156 |
| 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 Stroudsburg?
Vacation rentals in downtown and nearby neighborhoods are often favored for easy access to restaurants, galleries, and parks. Rural stays around the Pocono foothills provide a quieter setting.
What are the best things to do in Stroudsburg with kids?
Kids enjoy interactive museums, local parks with play areas, and family programs at community centers. Seasonal festivals and hands-on art workshops are frequently suggested for younger visitors.
What are some of the best things to do in Stroudsburg?
Explore galleries and boutiques downtown, catch a show at Sherman Theater, or stroll through local parks. The area often features farmers markets and seasonal events that draw both locals and visitors.
How is the weather in Stroudsburg?
Stroudsburg experiences cold winters around 22–38°F (-6–4°C), with snowfall, and warm summers reaching 65–86°F (18–30°C) with frequent rain. Spring and autumn bring milder temperatures and colorful scenery.
When is the best time to visit Stroudsburg?
Late spring and early autumn are often recommended for comfortable temperatures and vibrant landscapes. Summer draws many visitors for outdoor activities and frequent cultural events.
What are the best places to visit in Stroudsburg?
Sherman Theater is frequently suggested for performances, while galleries and vintage shops line Main Street. Nearby parks make a great spot to explore local nature.
What are some hiking trails in Stroudsburg?
Stroudsburg has wooded trails in area parks, and nearby sections of the Appalachian Trail can be explored for longer hikes. Local nature reserves provide pathways for leisurely walks and birdwatching.
What are some family activities we can do in Stroudsburg?
Families often enjoy interactive museums, local parks with playgrounds, and occasional outdoor adventures such as tubing or mini golf. Seasonal arts programs and farmers markets are frequently suggested for all ages.
What are some of the best day trip ideas from Stroudsburg?
Explore scenic parks in the Pocono Mountains, visit regional museums, or discover historic towns around the area. Many guests spend time on nature trails or browse local antique shops for unique finds.
Are there any pet friendly accommodations available in Stroudsburg?
Many accommodations near downtown and in nearby neighborhoods welcome pets, making it convenient to travel with animal companions. Local parks and trails are inviting spots for walks.
What are some local tips for visiting Stroudsburg?
Locals suggest exploring early in the day for a quieter experience and checking community bulletin boards for event updates. Bring layers due to changing weather, and sample locally roasted coffee when you visit downtown.
What is Stroudsburg known for?
Stroudsburg is known for its vibrant downtown, mix of arts and culture, and access to the natural beauty of the Pocono Mountains. Local music and food scenes often reflect the town’s creative spirit.
What are the best hidden gems to explore in Stroudsburg?
Art spaces tucked along quieter side streets, small vintage shops, and locally run bakeries are often described as hidden gems. Nature trails around the outskirts invite peaceful exploration away from crowds.
What are the best foods to try in Stroudsburg?
Guests frequently suggest local farm-to-table dishes, Pennsylvania Dutch classics, and wood-fired pizza. Baked goods from independently owned shops and craft beers are popular treats.
What should I bring for a trip to Stroudsburg?
Pack layers to adjust for fluctuating temperatures, sturdy shoes for exploring town and trails, and rain gear if visiting during spring or summer. Adding a reusable water bottle is also a good idea for outdoor activities.
What is the nightlife in Stroudsburg like?
Stroudsburg has lively bars, local breweries, and venues with live music, especially near Main Street. Guests often explore casual restaurants with late-night menus and occasional community events in the evening.
What are the most popular events or festivals in Stroudsburg?
StroudFest draws crowds to Main Street each Labor Day weekend, and the town often hosts seasonal farmers markets, music events, and holiday parades. The Sherman Theater is known for live performances and community gatherings.
Are there family friendly vacation rentals in Stroudsburg?
The area has a range of family-friendly vacation rentals, including larger homes and apartments near parks and central amenities. Flexible spaces often feature amenities for children and group gatherings.
Quick stats about holiday rentals in Stroudsburg

Total holiday rentals
Explore 30 holiday rentals in Stroudsburg

Nightly prices starting at
Stroudsburg holiday rentals start at €43 per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Stroudsburg holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Stroudsburg rentals

4.8 Average rating
Stroudsburg stays are highly rated by guests – averaging 4.8 out of 5!
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