Stroudsburg holiday lettings

We found 3,930 holiday rentals — enter your dates for availability

Discover a selection of 43 homes, 29 cabins and other holiday rentals in Stroudsburg that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Stroudsburg

Showing deals for:21 Aug - 28 Aug

Image gallery for Pet friendly Arrowhead Lake chalet

Living room
8.6 out of 10, Excellent, (43 reviews)
Excellent
(43 reviews)

Pet friendly Arrowhead Lake chalet

Pocono Lake

17% off
Price is £1,779
for 7 nights, 1 chalet
£254 per night
includes taxes & fees
Pet friendly Arrowhead Lake chalet

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the captivating city of Stroudsburg

Come and experience Stroudsburg and its entertainment, opera and theatre scene. Well known for its shopping, skiing and hiking, this welcoming city won't disappoint. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Stroudsburg

Are you looking for attractions to visit while you're in town? Travellers enjoy fun activities like skiing and hiking. Venture out of your cosy holiday rental and experience everything that makes Stroudsburg a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kalahari (12.9 mi / 20.8 km)
  • Shawnee Golf Resort (4.6 mi / 7.4 km)
  • Brook Hollow Winery (6.8 mi / 11 km)
  • Shawnee Mountain Ski Area (6.9 mi / 11.2 km)
  • Mountain View Vineyard (7.1 mi / 11.5 km)
  • Great Wolf Lodge Waterpark (8.3 mi / 13.4 km)

Exploring the natural features in Stroudsburg

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Stroudsburg is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Dansbury Park (0.8 mi / 1.4 km)
  • Lake Valhalla (3.4 mi / 5.5 km)
  • Columcille Megalith Park (4.1 mi / 6.7 km)
  • Worthington State Forest (5.1 mi / 8.2 km)
  • Bushkill Falls (13.3 mi / 21.4 km)
  • East Emerald Lake (13.8 mi / 22.3 km)

Seasonal weather in Stroudsburg

Travellers enjoy Stroudsburg for its skiing. If you're interested in winter sports, you might consider visiting in January, February, December or November, when snowfall averages 13 cm and temperatures average 0°C.

Transport options to and around Stroudsburg

The nearest airport is in Allentown, PA (ABE-Lehigh Valley Intl.), located 26.4 mi (42.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Wilkes-Barre, PA (AVP-Scranton Intl.), which is 36.9 mi (59.3 km) away.

Frequently asked questions

What is the best area to stay in Stroudsburg when booking a holiday rental?
When considering a holiday rental in Stroudsburg, Pennsylvania, the downtown area is often regarded as one of the best options. This vibrant neighbourhood offers a charming mix of historic architecture and modern conveniences, making it an appealing choice for visitors. The area boasts a variety of properties, from quaint cottages to more contemporary apartments, providing ample options for different preferences and budgets.

One of the highlights of staying in downtown Stroudsburg is the proximity to local attractions. The Pocono Mountains Visitor Centre is a fantastic starting point, offering insights into the stunning natural beauty and outdoor activities available in the region. Additionally, the historic district features a selection of unique shops, cafés, and restaurants, superb for indulging in local cuisine and culture.

Another wonderful neighbourhood to consider is East Stroudsburg, which is just a short distance away. This area is particularly well-known for its proximity to outdoor recreational activities, with easy access to the Delaware Water Gap National Recreation Area. This stunning locale offers hiking, fishing, and breathtaking scenery, making it ideal for nature enthusiasts.
How much does it cost to rent a holiday home in Stroudsburg?
Prices for holiday rentals in Stroudsburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Stroudsburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Stroudsburg holiday house rentals?
You can find great discounts on house rentals in Stroudsburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Stroudsburg?
For renting a beach house in Stroudsburg, the best options are found along the nearby Delaware River, particularly in the areas of East Stroudsburg and the picturesque town of Delaware Water Gap. These regions offer a variety of holiday rentals that provide direct access to the river and its recreational opportunities. Many properties feature amenities such as private docks, outdoor decks, and spacious backyards, ideal for families or groups looking to enjoy water activities like kayaking and fishing.

In East Stroudsburg, you can find rentals that include modern conveniences like fully equipped kitchens, central heating, and air conditioning, ensuring a comfortable stay throughout the year. Some of these homes may also offer river views and easy access to walking trails along the riverbank, superb for scenic strolls or bike rides.

Delaware Water Gap National Recreation Area is a short drive away, offering not only beautiful natural landscapes but also hiking trails and picnic areas. Properties in this area may have additional amenities like fire pits for evening gatherings and outdoor grills for summer barbecues.
Where are the best Stroudsburg ski resort rentals?
For skiing near Stroudsburg, the most convenient location is the nearby Camelback Mountain Resort in Tannersville, which is just a short drive away. Travellers looking for ski resort rentals should consider options in Tannersville, where a variety of accommodations are available. Many of the properties in this area are designed with winter sports enthusiasts in mind, featuring amenities such as ski-in/ski-out access, equipment storage, and outdoor fire pits for warming up after a day on the slopes.

In Tannersville, visitors can find a mix of charming chalets and modern condos, often equipped with fully stocked kitchens, spacious living areas, and sometimes hot tubs, making them superb for families or groups. These rentals not only provide a comfortable base for skiing but also offer proximity to local dining options and shops, enhancing convenience for travellers.

Additionally, the surrounding Pocono Mountains region is renowned for its stunning natural beauty, with opportunities for snowshoeing and winter hiking. Properties located near the scenic Delaware Water Gap National Recreation Area may also provide easy access to winter trails, and some may feature amenities such as fireplaces and private balconies to enjoy the picturesque winter landscapes.
What is the most popular type of holiday rental accomodation in Stroudsburg?
In Stroudsburg, holiday houses are the most popular type of holiday rental, with around 128 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, making them ideal for families or groups. Additionally, there are about 116 cabins, which provide a rustic charm and are typically located near natural attractions, offering amenities like fireplaces and scenic views. For those looking for a smaller option, approximately 36 apartments can be found, usually situated close to the town centre, featuring kitchen facilities and comfortable living areas. The 28 chalets and 20 cottages available also contribute to the variety, providing great experiences for travellers seeking a peaceful retreat.
Are there any family house rentals in Stroudsburg?
In Stroudsburg, Pennsylvania, there is a broad selection of family-friendly house rentals, with around 58 available for visitors. The town is located in the picturesque Pocono Mountains, offering a wealth of outdoor activities for families. Many of these homes feature spacious living areas great for gatherings, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy playing.

The locale is close to various attractions, including the Delaware Water Gap National Recreation Area, which presents opportunities for hiking, fishing, and scenic picnics. Visitors may also find nearby ski resorts, making it an excellent choice for winter sports enthusiasts.
Can I rent a holiday home with a pool or hot tub in Stroudsburg?
In Stroudsburg, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming town, located in the Pocono Mountains, offers a variety of properties in picturesque neighbourhoods. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas, superb for relaxation after a day of exploring the natural beauty of the region.

Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor dining options, which enhance the overall holiday experience.
Can I find long-stay holiday rentals in Stroudsburg?
A long-stay holiday rental in Stroudsburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Stroudsburg?
In Stroudsburg, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. Many of these properties are equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, allowing for a relaxing stay.

The area is close to several parks, including the scenic Delaware Water Gap National Recreation Area, which offers numerous trails superb for hiking and enjoying the outdoors with pets. Additionally, the nearby Jacobsburg Environmental Education Centre features walking paths and picnic areas, providing further opportunities for outdoor activities.
Are there any remote work holiday rentals in Stroudsburg?
In Stroudsburg, Pennsylvania, there are numerous remote work holiday rentals available, with around 216 options to choose from. This area is well-suited for those looking to combine work and leisure, offering properties equipped with essential amenities for productivity. Many rentals feature dedicated workspaces, including desks and comfortable chairs, as well as high-speed internet access, ensuring a conducive environment for remote working.

Stroudsburg itself is a charming town with a rich history, located in the scenic Pocono Mountains. Travellers can enjoy local attractions such as the Delaware Water Gap National Recreation Area, which offers outdoor activities like hiking and kayaking. The town also boasts a variety of shops, restaurants, and cultural sites, making it a vibrant place to stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stroudsburg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Stroudsburg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Stroudsburg?
In Stroudsburg, popular holiday rental amenities cater to the needs of travellers looking for comfort and convenience. Many rentals feature well-equipped kitchens, allowing guests to prepare their own meals during their stay. Onsite parking is commonly available, making it easy for visitors to explore the surrounding areas without worrying about parking issues. Additionally, many properties include fireplaces, providing a cosy atmosphere, especially during cooler months. Coffee and tea makers are also a standard amenity, ensuring guests can enjoy their favourite brews at any time.
When is the best time to visit Stroudsburg for a holiday rental?
The peak season in Stroudsburg runs from June to August, when the region comes alive with vibrant summer activities and outdoor adventures. July is particularly popular, drawing families and holidayers eager to explore the Pocono Mountains and enjoy the refreshing waters of the Delaware River. With warm temperatures typically ranging from 20 to 30 degrees Celsius, it's an ideal time for hiking, kayaking, and various outdoor festivals.

Visitors during this time can expect a lively option, with plenty of opportunities for sightseeing and engaging in local events, such as farmers' markets and summer concerts. The abundance of natural beauty in the area makes it a great backdrop for leisurely strolls or picnics in the park.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the region's charm without the hustle and bustle of the peak season. The crisp autumn air and the chance to witness the last of the fall foliage can provide a unique and peaceful getaway.

Ultimately, the best time to book a holiday rental in Stroudsburg hinges on your preferences for activity levels and crowd sizes.
How early should I book a Stroudsburg holiday rental?
Book your Stroudsburg holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Stroudsburg?
In Stroudsburg, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. The Delaware Water Gap National Recreation Area is a major draw, providing opportunities for hiking, kayaking, and scenic views along the Delaware River. The nearby Pocono Mountains also offer outdoor adventures, including skiing in the winter and hiking in the summer.

The historic downtown area features charming shops, restaurants, and galleries, with the Stroud Mansion serving as a significant cultural landmark. The Sherman Theater, located in the heart of Stroudsburg, hosts a variety of performances and events throughout the year, adding to the vibrant local arts scene. Visitors can also explore the Pocono Environmental Education Centre, which offers educational programs about the region's ecology and wildlife.
Can I change or cancel my Stroudsburg home rental booking on Vrbo?
To find Stroudsburg holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Stroudsburg holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas