
Vacation rentals in Stroudsburg
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Top-rated vacation rentals in Stroudsburg
Guests agree: these stays are highly rated for location, cleanliness, and more.

Pocono Castle w/ Dungeon Escape Room &Private Pond
OMG! 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!

Stylish upstairs apartment in East Stroudsburg PA!
Our apartment is stylish and clean and comfortable. Get a good nights rest and then enjoy a complimentary cup of coffee to start your daily adventure! We are located conveniently near many local attractions like Delaware Water Gap hiking area, golf courses, ski slopes, water parks, restaurants, live music venues, night life and so much more. We are just down the block from East Stroudsburg University and Lehigh Valley/Pocono Hospital. We are happy hosts and can’t wait to share our area with you!

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

The Nesting Place in the Pocono’s LLC Studio
My apartment has a kitchenette, Full size refrigerator. Living room has 2 couches and a 32” television with Roku s Full bathroom with shower. Bedroom with a queen bed. I provide my fresh organic eggs and juice and coffee , The studio is totally private with separate entrance and parking. The studio is in the lower level of my house with no windows. Very quiet and Great for sleeping . My home is on 2 acres , In the Pocono Mountains 15 mins to all local skiing 3Great local winery's within 3 mile

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

Themed| Lake | Pool | 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" experience in mind, 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.

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.

Stroudsburg - Poconos: Nice 1 bedroom
You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

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!
Popular amenities for Stroudsburg vacation rentals
Stroudsburg boutique hotels

Pocono Modern | Firepit | Starry Sky | Pets OK

Rae Cabin w/ Hot Tub + Views | The Rex Hotel

Pocono Modern & Boutique | Firepits | Pet Friendly

Elements Pocono Modern | Firepits | Pet-Friendly

Pocono Modern Vaulted Pine | Firepits | Pickleball

Elements Modern Charmer| Firepits | Pet-Friendly

King Suite Pull out couch

Pocono Bold & Modern | Firepits | Pet Friendly
Other great vacation rentals in Stroudsburg

Mountain Top! Family Paradise w Hot Tub & Game Rm

Mobile home on scenic acre lot.

The Garden Cottage on Sarah Street

Peaceful Poconos Home

Charming Studio Apartment Kitchenette Queen Bed

Bliss on Broad Street

Poconos Stylish 1 bedroom Apt- Stroudsburg Main St

Apt in the heart of Main Street
Quick stats about vacation rentals in Stroudsburg
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Stroudsburg?
Yes! Work meets play with ease at over 20 vacation rentals in Stroudsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Stroudsburg have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Stroudsburg. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Stroudsburg?
Experience the best of Stroudsburg with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Stroudsburg have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Stroudsburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Stroudsburg?
Stroudsburg has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Stroudsburg?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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