Holiday Rentals in Stroudsburg, PA

50 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Stroudsburg, PA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

50 Holiday Rentals and Airbnb in Stroudsburg, PA

Best family friendly Stroudsburg, PA holiday rentals

Among the 50 accommodations in Stroudsburg, PA, here are the 4 best family friendly rentals

7 Mi To Camelback Mtn: Chic Penn Estates Home - Stroudsburg, PA
9.9 129 reviews

7 Mi To Camelback Mtn: Chic Penn Estates Home

house, Penn Estates
This house in Penn Estates, East Stroudsburg, is conveniently located just 11 kilometres from Camelback Mountain and 16 kilometres from Delaware Water Gap National Recreation Area, making it an ideal base for exploring the surrounding area. The property has received excellent ratings for location, cleanliness, and user experience.
This spacious 3-bedroom house can comfortably accommodate up to 8 guests and spans 163 square metres. The property offers a range of amenities for a comfortable stay, including a swimming pool, jacuzzi, garden, spa, fitness centre, tennis court, and free Wi-Fi.
Epic Poconos Pad: Pool, Hot Tub, Gym, Golf Sim - Stroudsburg, PA
10 1 review

Epic Poconos Pad: Pool, Hot Tub, Gym, Golf Sim

apartment, East Stroudsburg
This spacious 6-bedroom, 4.5-bathroom holiday home in East Stroudsburg is situated in a rural setting, 20.9 kilometres from Shawnee Mountain Ski Area and 27.3 kilometres from the Pocono Mountains Visitors Bureau, offering convenient access to Camelback Mountain Adventures and Camelbeach Mountain Waterpark.
Boasting 399 square metres of living space, this family-friendly dwelling accommodates up to 21 guests and features a shared swimming pool, hot tub, barbecue, fireplace, air conditioning, Wi-Fi, a pool table, and on-site parking.
Steps From Downtown Stroudsburg | 2br + Sleeps 4 - Stroudsburg, PA
9.7 35 reviews

Steps From Downtown Stroudsburg | 2br + Sleeps 4

apartment, Stroudsburg
This Stroudsburg apartment is centrally located in the historic district, within walking distance of Main Street and a short drive (approximately 20-30 km) to attractions such as Camelback Resort and Shawnee Mountain Ski Area.
The two-bedroom, one-bathroom dwelling sleeps four, boasting a fully equipped kitchen with Nespresso machine, in-unit laundry, Smart TVs with Netflix, and convenient access to a rear porch and front patio.
Cozy Pocono Escape | Hot Tub | Fire Pit | Dogs - Stroudsburg, PA
9.9 14 reviews

Cozy Pocono Escape | Hot Tub | Fire Pit | Dogs

chalet, Penn Estates
Crestwood Hideaway is a woodland lodge situated in the Poconos, offering direct access to Highland Lake, just 300 metres away, and close to community amenities including three lakes and seasonal pools.
This pet-friendly accommodation for six features two bedrooms, a modern open-plan living area, a loft with a games table, air conditioning, a private hot tub, a garden, and complimentary EV charging.

Best Stroudsburg, PA holiday rentals with parking

Beautiful Property With Hot Spa And Private Swimming Pool. Has King Bed & More. - Stroudsburg, PA
8.0 4 reviews

Beautiful Property With Hot Spa And Private Swimming Pool. Has King Bed & More.

apartment, Mt. Pocono
This five-bedroom, three-bathroom holiday home in Scotrun, Pennsylvania, offers convenient access to Camelback Ski Area and attractions including Kalahari Resorts, Camelbeach Mountain Waterpark, MagiQuest, and Great Wolf Lodge Waterpark, though precise distances remain unspecified.
Sleeping up to 15 guests, the property boasts a private swimming pool, seven-seater hot tub, spacious outdoor area, and full kitchen with dishwasher, microwave, and fridge; internet access, air conditioning, tennis court, and parking are also provided.
3 Townhomes Near Hiking & Fun!*fireplace*patio* - Stroudsburg, PA
No reviews

3 Townhomes Near Hiking & Fun!*fireplace*patio*

apartment, Wind Gap
This spacious six-bedroom townhouse in Saylorsburg, Pennsylvania, a five-minute walk from the Wind Gap Appalachian Trailhead and within a 20-40 minute drive (32-64 km) of Camelback Mountain Resort and Great Wolf Lodge, offers three adjacent units for larger groups.
The 251-square-metre property boasts three bathrooms, sleeps eighteen guests, and includes a fully equipped kitchen with dishwasher, a semi-private patio with firepit and grill, Roku TVs, high-speed Wi-Fi, and a work desk with printer.
Cozy, Large House On Riverside - Stroudsburg, PA
No reviews

Cozy, Large House On Riverside

apartment, Delaware Water Gap
This spacious six-bedroom, five-bathroom flat in Delaware Water Gap offers a peaceful retreat, located in a quiet district just a short drive from the natural beauty of the Delaware Water Gap National Recreation Area and local eateries.
This property accommodates up to sixteen guests and features internet, air conditioning, a swimming pool, a jacuzzi, and parking, providing ample opportunities for outdoor adventures such as hiking, biking, and kayaking nearby.
Creekside+trout Fishing+treehouse+bunkroom+jacuzzi - Stroudsburg, PA
9.8 213 reviews

Creekside+trout Fishing+treehouse+bunkroom+jacuzzi

apartment, Penn Estates
This Penn Estates waterfront property is situated 3.2km from The Shoppes at American Candle and 3.5km from Pocono Premium Outlets, with Big Pocono State Park and Great Wolf Lodge Water Park within 9.6km.
This 350 square metre holiday home boasts two bathrooms, sleeps 13 guests, and includes a Jacuzzi, fitness centre, and barbecue facilities; enjoy easy access to the on-site amenities and nearby attractions.

Frequently asked questions about holiday rentals in Stroudsburg, PA

  • What are some interesting places to visit in or near Stroudsburg, PA?

    Stroudsburg is a great base for exploring the Pocono Mountains. You can visit the Delaware Water Gap National Recreation Area, which has scenic hiking trails and waterfalls. The historic town of Jim Thorpe is also nearby, with its charming Victorian architecture and a funicular railway. And for a bit of culture, the Pocono Arts Council hosts art exhibitions and performances.
  • What are the best Airbnb and holiday rentals in Stroudsburg, PA?

  • Which walking or cycling routes are the best in Stroudsburg, PA?

    The D&L Trail is a popular choice for walking and cycling. It follows the old Delaware & Lehigh Canal towpath and offers beautiful views of the surrounding countryside. For a shorter walk, try the Stroudsburg Heritage Trail, which winds through the historic downtown area. And if you're feeling adventurous, you can explore the trails in the Delaware Water Gap National Recreation Area.
  • What are the most popular Airbnbs in Stroudsburg, PA?

  • What sports or outdoor activites can visitors enjoy in and around Stroudsburg, PA?

    The Pocono Mountains offer a wide range of outdoor activities, from hiking and biking to fishing and kayaking. You can also go skiing and snowboarding in the winter. There are also plenty of golf courses in the area. If you're looking for something more relaxed, you can go for a swim in one of the many lakes or rivers.
  • What are the best holiday rentals with a pool in Stroudsburg, PA?

  • What other towns or cities can be easily accessed from Stroudsburg, PA?

    Stroudsburg is well-connected to other towns and cities in the Pocono region. You can easily drive to Allentown, Bethlehem, and Easton in Pennsylvania, or to Newark, New Jersey. If you're feeling adventurous, you can even take a day trip to New York City, which is about a two-hour drive away.
  • What are the best rentals for families and kids in Stroudsburg, PA?

  • What amenities are commonly available in vacation rentals in Stroudsburg, PA?

    Vacation rentals in Stroudsburg are typically well-equipped. Most have kitchens with modern appliances, comfortable bedrooms, and living areas with TVs. Many also have outdoor spaces like patios or decks, and some even have hot tubs or swimming pools. Be sure to check the listing for specific amenities before you book.
  • What are the best rentals or Airbnbs with a jacuzzi in Stroudsburg, PA?

  • What time of year is best to rent a vacation rental Stroudsburg, PA?

    The best time to visit Stroudsburg depends on your interests. If you're looking for warm weather and outdoor activities, summer is a great time to go. Autumn is also beautiful, with the leaves changing colour. Winter is perfect for skiing and snowboarding, and spring is a good time to enjoy the wildflowers.
  • What are the local dishes in Stroudsburg, PA region?

    The Pocono region has a rich culinary tradition. You can find everything from classic American comfort food to international cuisine. Some local specialties include Pennsylvania Dutch dishes like shoofly pie and scrapple, as well as fresh seafood from the nearby Atlantic coast. And don't forget to try the local craft beers!

Popular destinations

Best Stroudsburg, PA holiday rentals with a balcony

Walk To Main St Stroudsburg! Historic Dtwn Home - Stroudsburg, PA
No reviews

Walk To Main St Stroudsburg! Historic Dtwn Home

apartment, Stroudsburg
This Stroudsburg holiday home is situated within a 5-minute walk of RAW Urban Winery & Hard Cidery and The Renegade Winery, with convenient access to Camelback Mountain Adventures, Camelback Ski Resort, Great Wolf Lodge Water Park, and Camelbeach Mountain Waterpark.
This spacious 167 square metre apartment offers accommodation for up to 10 guests, featuring a terrace, barbecue area, on-site parking, internet, air conditioning, and a fully equipped kitchen with a washer and dryer.
Modern Poconos Elegance Fire Pit, Hot Tub, Games - Stroudsburg, PA
10 2 reviews

Modern Poconos Elegance Fire Pit, Hot Tub, Games

apartment, Penn Estates
This five-bedroom, three-bathroom holiday home, located in East Stroudsburg within the Penn Estates gated community, offers excellent access to attractions such as the Delaware Water Gap National Recreation Area (24 km away) and the Kalahari Resort (32 km away).
The property accommodates up to 12 guests and features a luxurious game room with a pool table and foosball, an outdoor area with a hot tub and fire pit, and a fully equipped kitchen, ensuring a comfortable stay with ample entertainment options.
7 Mi To Camelback Mtn: Chic Penn Estates Home - Stroudsburg, PA
No reviews

7 Mi To Camelback Mtn: Chic Penn Estates Home

house, Penn Estates
Holiday rental listing. You will be based in Penn Estates.
Services and facilities: a terrace, a washing machine and air conditioning.
Private Yard, Playset: Family Home In Penn Estates - Stroudsburg, PA
No reviews

Private Yard, Playset: Family Home In Penn Estates

house, Penn Estates
This Penn Estates holiday home is situated 53 kilometres from Lehigh Valley International Airport.
The 121-square-metre property boasts three bedrooms, two bathrooms, a private yard with playset, and access to a swimming pool, sauna, hot tub, and fitness centre, comfortably sleeping up to 17 guests.

Best pet friendly Stroudsburg, PA holiday rentals

Among the 50 accommodations in Stroudsburg, PA, here are the 4 best pet friendly rentals

Stylish Upstairs Apartment In East Stroudsburg Pa! - Stroudsburg, PA
9.5 282 reviews

Stylish Upstairs Apartment In East Stroudsburg Pa!

apartment, East Stroudsburg
This two-bedroom flat in East Stroudsburg is just a short walk from East Stroudsburg University and Lehigh Valley/Pocono Hospital, making it a convenient choice for visitors to these institutions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The accommodation is ideal for families or groups of up to four people. Guests can enjoy a fully equipped kitchen, a comfortable living space with a flat-screen TV, and access to Netflix. The apartment is also air-conditioned and offers parking, making it a convenient and comfortable base for exploring the surrounding area.
Camelback Resort - Stroudsburg, PA
8.0 3012 reviews

Camelback Resort

resort, Emerald Lakes
The Camelback Lodge & Aquatopia Indoor Waterpark is located in Tannersville, a short walk from Camelbeach Mountain Waterpark, Camelback Ski Area, and Camelback Mountain Adventures. This 3.5-star hotel receives very good user ratings for its cleanliness, location and overall experience.
The lodge offers a range of amenities, including an indoor waterpark, a fitness centre, a restaurant, a bar and a swimming pool. Guests can also enjoy ski-in/ski-out access, comfortable rooms with air conditioning, and convenient valet parking.
Cozy 3 Br Game Area Fire Pit - Stroudsburg, PA
8.4 8 reviews

Cozy 3 Br Game Area Fire Pit

house, Penn Estates
This three-bedroom house is situated near Penn Estates, Pennsylvania, approximately 16km from the Delaware Water Gap National Recreation Area and 11km from Great Wolf Lodge Pocono Mountains.
This 130 square metre property boasts a fully equipped kitchen, swimming pool, garden, and parking, comfortably accommodating up to 15 guests, with added features such as a fire pit and free Wi-Fi; it is also conveniently located near Kalahari Waterpark (27km) and Pocono Raceway (34km).
**Poconos Cave Indoor Heated Pool/private Pond** - Stroudsburg, PA
9.6 4 reviews

**Poconos Cave Indoor Heated Pool/private Pond**

cabin, Saylorsburg
This country house in Sciota offers waterfront access on 2.4 hectares with a private pond, located 24 minutes by car from Camelback Ski Resort and 40 minutes from Kalahari Waterpark.
This historic 1930s barn conversion sleeps 16 guests across 8 bedrooms and 2 bathrooms, featuring an indoor heated swimming pool, Jacuzzi, tennis court, and is ideal for exploring the Delaware Water Gap and Appalachian Trail.
©2026 cozycozy.com