Best Vacation Homes in Stroudsburg
Cabin
- Air Conditioner
- Parking
- Pet Friendly
Bed & Breakfast
- Air Conditioner
- Parking
- Pool
Apartment
- Parking
- TV
- Balcony/Terrace
Apartment
- Air Conditioner
- Parking
- TV
Apartment
- Air Conditioner
- Parking
- TV
Stroudsburg Luxury Rentals
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pool
Cabin
- Air Conditioner
- Parking
- Pet Friendly
Cabin
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Pet Friendly
- Security/Safety
Stroudsburg Pet Friendly Vacation Rentals
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Parking
- Pet Friendly
- Accessibility
Apartment
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
Stroudsburg Large Vacation Homes
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pool
House
- TV
- Security/Safety
- Fireplace/Heating
Ski Chalet
- Air Conditioner
- Parking
- Pool
Apartment
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Stroudsburg Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Stroudsburg
When should you plan your Vacation Rentals stay?
Determining the best time to visit this destination ensures you can enjoy its unique charm and outdoor activities, making your stay in the area truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather, making it ideal for outdoor activities and exploring the area’s natural beauty. It's the peak time for vacation rentals as visitors flock here to enjoy the sunshine.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 58°F to 65°F
Fall (September to November)
Autumn brings vibrant foliage and cooler temperatures, attracting visitors seeking scenic drives and outdoor adventures. This season is popular for those looking to experience the region's colorful landscape while staying in comfortable vacation rentals.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The winter months see fewer visitors, offering a quieter getaway amid the snow-covered scenery. It’s a peaceful time to enjoy cozy vacation rentals and the area's serene winter ambiance.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 28°F
Spring (March to May)
Early spring marks a transition period with increasing temperatures and blooming landscapes. During these months, you can find more availability and better rates on vacation rentals while embracing the awakening of the region's natural environment.
Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Stroudsburg
How to Book Your Stroudsburg Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Stroudsburg
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a spacious outdoor patio or deck for relaxing and entertaining.
- Take advantage of a private or shared swimming pool during your stay.
- Explore well-maintained gardens or landscaped yards that enhance the outdoor ambiance.
- Use a barbecue grill area perfect for outdoor cooking with family and friends.
- Access nearby hiking trails or scenic viewpoints to explore nature in the region.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Take part in recreational activities such as volleyball, badminton, or other lawn games typically available at here’s outdoor spaces.
Top Attractions Around Stroudsburg
What attractions are nearby?
In this charming region, you can enjoy outdoor adventures, explore local parks, or discover cultural attractions just a short drive from your vacation rental in Stroudsburg, Pennsylvania.
Family Activities
- Stroudsburg Children's Museum: Engage your family with interactive exhibits and hands-on activities designed to inspire curiosity and learning for children of all ages.
- Pocono Mountains Scenic Train Ride: Enjoy a relaxing train journey through the scenic region, offering stunning views that create memorable family adventures.
- Granite Run Park: Spend quality time outdoors at this local park featuring playgrounds, picnic areas, and walking trails perfect for families seeking outdoor fun.
- Downtown Stroudsburg Shopping and Dining: Explore charming shops and family-friendly eateries nestled in the area's historic district, providing a delightful cultural experience for all ages.
Adult Activities
- Visit the Sherman Theater: Enjoy live performances and cultural events that highlight the vibrant arts scene in this region.
- Explore the Bushkill Falls: Discover the natural beauty of the area's waterfalls and scenic trails, perfect for outdoor enthusiasts seeking adventure.
- Discover the Monroe County Historical marker: Immerse yourself in local history at this site, offering insights into the area's rich heritage.
- Relax at the Pocono Mountains area spas: Unwind and rejuvenate at luxurious spas nestled within this destination’s scenic surroundings.
Other Places to Stay in Stroudsburg, PA
Stroudsburg Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's charming eateries to enjoy authentic regional cuisine during your stay.
- Visit Nearby Natural Attractions: Make time for outdoor adventures at local parks and scenic spots that highlight the region's natural beauty.
- Plan for Seasonal Events: Check the local calendar to experience seasonal festivals or community events that showcase the area's culture.
- Utilize Local Transportation: Use available transit options or walkable routes within the area to conveniently explore key attractions and maximize your visit.
Transportation Options
- Interstate 80: You can access the region conveniently via this major highway, providing smooth connections to nearby cities and attractions.
- Lehigh Valley International Airport: This airport offers domestic flights that make traveling to your vacation rental in the area quick and straightforward.
- Local Bus Services: Public transit options are available in the region, offering an affordable way to explore without the need for a car.
- Taxi and Rideshare Services: Reliable transportation options including taxis and ridesharing apps help you travel easily around here, especially for short trips or last-minute plans.
Local Customs Options
- Local Artisans and Craftsmanship: You can experience the region’s rich tradition of handmade crafts, reflecting the area's appreciation for creative expression and community heritage.
- Food and Beverage Traditions: The area boasts a unique culinary culture with locally inspired dishes and seasonal ingredients that highlight its farm-to-table approach.
- Seasonal Festival Celebrations: Participating in local festivals allows you to engage with the community’s vibrant traditions and enjoy festivities rooted in regional history.
- Respect for Nature and Outdoor Etiquette: The region values outdoor preservation, so you'll find it's customary to practice environmental responsibility during your visits and activities here.
Frequently Asked Questions About Stroudsburg?
1. What are the top vacation rentals in Stroudsburg?
There are a lot of options in Stroudsburg. If you plan on staying in the Stroudsburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Stroudsburg:
- Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!
- Hummingbird Paradise in Pocono-hot tub,sauna,game room,7miles vineyards,ski r-t
- Private Heated Pool/Hot Tub/Huge Game Room/Sauna/Fire Pit/Huge Yard/3300 sq ft!
- Pocono dreams
- Simply Serene - Wild West City - 4 acres of Privacy - Sauna/Spa/Golf/Pool
- 723 Sarah · Pocono Urban Escape 4 Bedroom
- Le Chalet Blue near Camelback, Poconos, 6Bed, Sleeps 10, Pool
- Sandy's Sweet Suite (Private & Complete Studio)
- Cozy, comfortable and conveniently close to historic downtown Stroudsburg!
- 3-bedroom duplex apartment in lovely Stroudsburg by Main Street.
2. How many vacation rentals have private pools in Stroudsburg?
There are 20 vacation rentals with private pools near Stroudsburg. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Stroudsburg are best for families?
If you are looking for a family-friendly vacation home in Stroudsburg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stroudsburg:
4. How many Rentbyowner vacation rentals are available in Stroudsburg?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 152 in the Stroudsburg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stroudsburg.
5. What is the cancellation policy for vacation rentals in Stroudsburg, Pennsylvania?
Cancellation policies vary by listing. You should review the specific property's cancellation terms on the listing page or contact the owner directly to understand the details before booking.
6. Are pets allowed in vacation rentals in this area?
Pet policies are set by individual hosts and can differ from one property to another. To ensure your pet's stay, check the listing details or reach out to the owner for approval.
7. What amenities are typically included in vacation rentals near Stroudsburg?
Amenities vary depending on the property, but common features include Wi-Fi, kitchens, parking, and outdoor spaces. For specific amenities, refer to the listing description or contact the host directly.
8. How do I confirm my booking and what is the payment process?
Once you select a suitable property, you can reserve it through the platform’s secure booking system. Payment details and confirmation are provided during the booking process, with options often including credit card payments.
9. Is there a minimum stay requirement for vacation rentals here?
Minimum stay requirements depend on the individual property. You can find this information in the listing details or by contacting the owner before completing your reservation.
Stroudsburg Top Rated Vacation Rentals
House
- Air Conditioner
- Parking
- Pool
House
- Air Conditioner
- Parking
- Pet Friendly
Villa
- Air Conditioner
- Parking
- Pool
House
- Parking
- Pool
- Wheelchair Accessible
House
- Air Conditioner
- Parking
- Pet Friendly
Hotel
- Air Conditioner
- Parking
- Pool
