
Holiday houses in Stroudsburg
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Top-rated holiday rentals in Stroudsburg
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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

Private Retreat- Cozy Cabin in the Woods
Welcome to Rose Marie, this quiet retreat is a perfect match for Nature Lovers, Romantics & Small Families. This former hunting cabin has been completely remodeled adding modern amenities while retaining its history & charm. This 750 sq. ft. cabin features two bedrooms, one bath & a cozy living space with a wood burning stove. A fully stocked quaint kitchen has everything you need to prepare a home cooked meal. Did I mention the Delaware State Forest, 1,820 acres right outside the back door

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

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!

Eclectic Pocono Retreat Ideal for groups, walkable
Modern Pocono retreat sleeps up to 10 with spacious rooms, fast Wi-Fi, board games for rainy-day fun. Space: 4 bedrooms, full kitchen, dedicated workspace, soaking tub and peaceful backyard space for yard games. 3-Season Bonus! Cozy up on our enclosed porch with a glamping cot designed for 2 outdoor lovers. -Free parking for four cars -Smart TV & streaming -Crib & family-friendly gear -5-star Superhost, rapid replies—book now! All guests past four incur a $20 fee per person, per night

Modern Cozy Oasis-Mountains Retreat
Relax in a Modern, Cozy Apartment on a Scenic 3-Acre Retreat Unwind in this stylish and comfortable apartment set on 3-acre property with stunning mountainside views. Whether you're walking, jogging, or simply relaxing, the spacious yard offers the perfect setting to reconnect with nature. In the evenings, gather around the fire pit and enjoy the peaceful sounds of the outdoors. 5 mins to historic Bangor 25 mins to Poconos, Kalahari, ski resorts & Delaware Water Gap Escape & unwind!

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

Rustic Private Cabin saltwater Hot tub w Lake View
Escape the everyday hustle of the big city at this picture-perfect open floor plan A-Frame Cabin, nestled in nature surrounded by 5 acres of breathtaking views of the old-growth oak forest and lake below. The lake house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king size loft, fireplace, indoor & outdoor dining, & a private seven-person hot tub. There’s something for the whole family (including furry friends).

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.

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.

Adorable Farm Cottage
This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

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.
Popular amenities for Stroudsburg holiday rentals
Other great holiday rentals in Stroudsburg

Summitgrove Cabin w/ Hot tub, Game Room &OutdoorTV

Home in the Heart of Camelback Mountain

Luxury forest cabin w/private trails

Creekview Suite, 2 Queen BRs in Shawnee village

Blue Mountain Lake Getaway

Walking distance to Main Street!

Beautiful one bedroom apartment.

Poconos Stylish 1 bedroom Apt- Stroudsburg Main St
Quick stats about holiday rentals in Stroudsburg
Total rentals
30 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
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- Kalahari Resorts
- Mountain Creek Resort
- Camelback Lodge & Indoor Waterpark
- Dorney Park & Wildwater Kingdom
- Pocono Raceway
- Bushkill Falls
- Hickory Run State Park
- Montage Mountain Resorts
- Eagle Rock Resort
- Delaware Water Gap National Recreation Area
- Jack Frost Ski Resort
- Blue Mountain Resort
- Camelbeach Mountain Waterpark
- Mohegan Sun Pocono
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Promised Land State Park
- Camelback Snowtubing
- Penn's Peak
- Nockamixon State Park
- The Country Club of Scranton
- Bear Creek Ski and Recreation Area
- Crayola Experience
- Big Boulder Mountain