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.

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Top guest favorite
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, 116 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

Guest favorite
The spacious living area features two comfortable couches and a ceiling fan for airflow. A variety of decor elements, including wall art and indoor plants, adds character. The warm-colored walls enhance the cozy atmosphere, creating an inviting space for relaxation.
Farm stay in Saylorsburg
4.86 out of 5 average rating, 542 reviews

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

Top guest favorite
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, 318 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 favorite
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, 407 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!

Guest favorite
Home in Stroudsburg
4.98 out of 5 average rating, 160 reviews

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

Guest favorite
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, 183 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 favorite
Guest suite in Columbia
5 out of 5 average rating, 287 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

Top guest favorite
A private saltwater hot tub is positioned on a wooden deck, surrounded by autumn foliage. The vibrant yellow and orange leaves create a serene backdrop. Nearby, a fire pit with Adirondack chairs invites relaxation under the trees.
Cabin in Stroudsburg
4.94 out of 5 average rating, 398 reviews

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).

Guest favorite
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.
Guesthouse in East Stroudsburg
4.96 out of 5 average rating, 161 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.

Superhost
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
4.94 out of 5 average rating, 112 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.

Superhost
A cozy dining area features a wooden table with a checkered tablecloth and two chairs. Decorative items, including a flower arrangement and wall art, enhance the warm ambiance. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.
Farm stay in Saylorsburg
4.95 out of 5 average rating, 240 reviews

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!

Guest favorite
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.
Guesthouse in Stroudsburg
4.94 out of 5 average rating, 215 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.

Popular amenities for Stroudsburg vacation rentals

Quick stats about vacation rentals in Stroudsburg

  • Total rentals

    30 properties

  • Nightly prices starting at

    € 34 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

  • 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.