Holiday Rentals in Stroudsburg, PA

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Stroudsburg, PA holiday rentals
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68 Holiday Rentals and Airbnb in Stroudsburg, PA

Best family friendly Stroudsburg, PA holiday rentals

Among the 68 accommodations in Stroudsburg, PA, here are the 4 best family friendly rentals

Near Camelback Water Parks, Hot Tub, Hiking, Games - Stroudsburg, PA
9.9 237 reviews
Stroudsburg, PA
17/07 – 19/07
NZ$1271/nightTotal: NZ$2542 (2 )

Near Camelback Water Parks, Hot Tub, Hiking, Games

1 2
chalet , Penn Estates
This four-bedroom chalet in Penn Estates is located just a short drive from popular attractions such as Camelback Ski Resort, Crossings Premium Outlets and the Delaware Water Gap National Recreation Area. The chalet features a spacious open-plan living area, a games room with a pool table, foosball table and table tennis, a six-person hot tub and a dedicated yoga area, as well as a 65-inch Smart LED flat-screen TV and a 500-watt surround sound system.
Pocono Game Heaven | Basketball, Bowling, Theater! - Stroudsburg, PA
9.9 95 reviews
Stroudsburg, PA
10/07 – 12/07
NZ$2693/nightTotal: NZ$5386 (2 )

Pocono Game Heaven | Basketball, Bowling, Theater!

1 8
apartment , Penn Estates
This spacious five-bedroom, three-bathroom holiday flat in Penn Estates offers excellent access to local attractions, situated approximately 24 kilometres from Delaware Water Gap and Stroudsburg, and 32 kilometres from Kalahari Resort and Shawnee Mountain.
This family-friendly property accommodates up to 12 guests and boasts a private cinema, games room with a pool table, hot tub, and a garden with a barbecue, alongside seasonal access to communal Penn Estates amenities including lakes, pools, and sports courts.
Wow! Private Heated Pool, Hot Tub, Fire Pit & More - Stroudsburg, PA
9.8 36 reviews
Stroudsburg, PA
17/07 – 19/07
NZ$2212/nightTotal: NZ$4424 (2 )

Wow! Private Heated Pool, Hot Tub, Fire Pit & More

1 2
apartment , Penn Estates
This four-bedroom Penn Estates apartment, situated within easy walking distance of the community's amenities and approximately 16km from attractions such as Big Boulder Mountain and the Kalahari Resorts & Conventions, offers a convenient Pocono Mountains base.
Sleeping up to ten guests, this self-catering property boasts a fully equipped kitchen, two bathrooms, a private hot tub, and access to Penn Estates' extensive facilities including a heated pool, mini-golf, and game room.
Peaceful Poconos Home: Hottub, Games, Pet Friendly - Stroudsburg, PA
9.8 106 reviews
Stroudsburg, PA
17/07 – 20/07
NZ$1090/nightTotal: NZ$3270 (3 )

Peaceful Poconos Home: Hottub, Games, Pet Friendly

3 9
apartment , Penn Estates
This 3-bedroom house is situated in Penn Estates, a gated community within the Pocono Mountains, just 2km from the community amenities and a 9-minute walk from the lake swimming area. The property has received excellent ratings for cleanliness, location, and overall user experience.
The house comfortably sleeps 10 guests and features a fully equipped kitchen, multiple TVs, a fireplace, foosball, ping pong, game consoles, board games, and a private deck with outdoor seating. Guests also have access to a year-round hot tub, two swimming pools, a sand volleyball court, basketball and tennis courts, a soccer field, a playground, and a picnic area during the summer months.

Best Stroudsburg, PA holiday rentals with parking

Apartment ∙ 5 Bedrooms ∙ 12 Guests - Stroudsburg, PA
Stroudsburg, PA
17/07 – 20/07
NZ$1234/nightTotal: NZ$3702 (3 )

Apartment ∙ 5 Bedrooms ∙ 12 Guests

5 9
apartment , Penn Estates
This substantial five-bedroom, three-bathroom dwelling is located in Penn Estates, providing easy access to Poconos attractions such as ski resorts, waterfalls, waterparks, casinos, and outlet stores, all within a short drive.
This family-friendly property accommodates up to 12 guests, boasting a private hot tub, an extensive game room with a pool table and air hockey, a dedicated movie room, and a wood-burning fire pit, with a fully equipped kitchen and a private deck for outdoor dining and relaxation.
Walkable Abode In Stroudsburgs Business District! - Stroudsburg, PA
Stroudsburg, PA
17/07 – 20/07
NZ$776/nightTotal: NZ$2328 (3 )

Walkable Abode In Stroudsburgs Business District!

5 9
house , Arlington Heights
This five-bedroom house in Stroudsburg's business district offers convenient access to attractions such as Great Wolf Lodge (14.6 km), Kalahari Waterpark (27.4 km), and Delaware Water Gap National Recreation Area (10 km).
This 149 square metre property sleeps 23 guests and includes a fully equipped kitchen, free Wi-Fi, in-unit laundry, and private parking (at an extra charge).
Luxurious Poconos Retreat - Hot Tub, Sauna, Games - Stroudsburg, PA
10 3 reviews
Stroudsburg, PA
04/07 – 08/07
NZ$1557/nightTotal: NZ$6228 (4 )

Luxurious Poconos Retreat - Hot Tub, Sauna, Games

5 10
apartment , Penn Estates
This luxurious five-bedroom apartment in East Stroudsburg, Penn Estates, is situated 16 kilometres from the Delaware Water Gap National Recreation Area and 13.7 kilometres from Great Wolf Lodge Pocono Mountains.
The 223-square-metre property boasts a fully equipped kitchen, three bathrooms, accommodates up to 23 guests, and offers amenities including a swimming pool, hot tub, sauna, tennis court, and private beach access.
The Pocono Blue Beech House - Stroudsburg, PA
10 29 reviews
Stroudsburg, PA
10/07 – 12/07
NZ$1784/nightTotal: NZ$3568 (2 )

The Pocono Blue Beech House

1 8
apartment , Penn Estates
This five-bedroom Penn Estates house, within 48 kilometres of Pocono Raceway, offers convenient access to local amenities including lakes, sports courts and playgrounds.
Sleeping up to twelve guests, the property boasts a jacuzzi, private hot tub, five HD TVs, and individual climate control in each room; a downstairs bedroom ensures accessibility.

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!

Destinations nearby

Best Stroudsburg, PA holiday rentals with a balcony

Cozy Forest Retreat With Hot Tub, Sauna, Pool - Stroudsburg, PA
8.6 4 reviews
Stroudsburg, PA
02/07 – 05/07
NZ$2633/nightTotal: NZ$7899 (3 )

Cozy Forest Retreat With Hot Tub, Sauna, Pool

4 2
apartment , Penn Estates
This four-bedroom family cottage is located in Penn Estates, PA, a private, gated community offering security and exclusivity, situated approximately 32 kilometres from Camelback Mountain and close to hiking, ATV rentals, and casinos.
This accommodation for up to ten guests boasts a private swimming pool, hot tub, sauna, game room, direct lake access with a supboard and kayaks, a fire pit, and a BBQ grill, all within a modern architectural design with high ceilings and expansive windows.
Cozy 3-bedroom House With Game Room, Near Kalahari & Camelback - Stroudsburg, PA
10 1 review
Stroudsburg, PA
10/07 – 12/07
NZ$917/nightTotal: NZ$1834 (2 )

Cozy 3-bedroom House With Game Room, Near Kalahari & Camelback

3 8
apartment , East Stroudsburg
This family-friendly holiday home is located in a rural district of East Stroudsburg, approximately 3.9 kilometres from Pocono Go-Karts and Play Park and 15.1 kilometres from Bushkill Falls, with convenient access to Camelback Mountain Ski Resort, Great Wolf Lodge Waterpark, and Camelbeach Mountain Waterpark.
This 3-bedroom, 3-bathroom flat accommodates up to 11 guests and offers a private terrace, garden with outdoor furniture, air conditioning, free Wi-Fi, on-site parking, and indoor entertainment including table tennis and billiards, alongside a well-equipped kitchen featuring an oven, stovetop, refrigerator, microwave, and coffee maker.
Pocono Cabin With Hot Tub And Private Pool At Shawnee Mtn - Stroudsburg, PA
9.6 237 reviews
Stroudsburg, PA
17/07 – 19/07
NZ$1049/nightTotal: NZ$2098 (2 )

Pocono Cabin With Hot Tub And Private Pool At Shawnee Mtn

2 2
house , East Stroudsburg
This East Stroudsburg property is located just 13.3km from the Delaware Water Gap National Recreation Area and 13km from Shawnee Mountain, offering a range of outdoor activities. It has consistently received excellent ratings for location, cleanliness and user experience.
This two-bedroom, one-bathroom house has a private pool and hot tub for relaxation. It offers a fully equipped kitchen, a garden, a terrace, a spa, a restaurant, a bar and a tennis court for entertainment, as well as parking and security.
Cozy Lakefront Home W/ Game Room, Hot Tub, Fire Pit, & Boats - Stroudsburg, PA
Stroudsburg, PA
02/07 – 05/07
NZ$2076/nightTotal: NZ$6228 (3 )

Cozy Lakefront Home W/ Game Room, Hot Tub, Fire Pit, & Boats

3 2
apartment , Penn Estates
This three-bedroom, three-bathroom Penn Estates lakefront property in East Stroudsburg offers canoe access across the street and is a short drive from Camelback and Shawnee Mountain ski areas.
The 125-square-metre (approximately 1346 square feet) holiday home sleeps eight to ten guests comfortably, boasting an on-site hot tub, in-house games room, and pet-friendly environment, with cots available for extra guests (at a fee).

Best pet friendly Stroudsburg, PA holiday rentals

Among the 68 accommodations in Stroudsburg, PA, here are the 4 best pet friendly rentals

4br Poconos Cabin | Hot Tub | Game Room - Stroudsburg, PA
10 10 reviews
Stroudsburg, PA
17/07 – 20/07
NZ$1170/nightTotal: NZ$3510 (3 )

4br Poconos Cabin | Hot Tub | Game Room

4 9
apartment , Penn Estates
This Poconos holiday let is located in the gated Penn Estates community, offering convenient access to ski resorts such as Camelback and Shawnee (13-18 km away), waterparks including Kalahari and Great Wolf Lodge (13-21 km away), Delaware Water Gap hiking trails (13 km away), and The Crossings Premium Outlets (11 km away).
This four-bedroom, three-bathroom flat accommodates up to ten guests, featuring a private hot tub, fire pit, and a game room with a pool table, shuffleboard, and arcade games, alongside access to Penn Estates resort amenities like private lakes, beaches, and sports courts.
Cozy 3 Br Game Area Fire Pit - Stroudsburg, PA
9.4 5 reviews
Stroudsburg, PA
10/07 – 12/07
NZ$882/nightTotal: NZ$1764 (2 )

Cozy 3 Br Game Area Fire Pit

3 8
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).
Luxe Getaway | Hot Tub, Sauna, Theater & Game Room - Stroudsburg, PA
9.0 6 reviews
Stroudsburg, PA
02/07 – 05/07
NZ$2351/nightTotal: NZ$7053 (3 )

Luxe Getaway | Hot Tub, Sauna, Theater & Game Room

5 2
apartment , Arlington Heights
This lakefront property in Arlington Heights, Illinois, is situated within 9.6 kilometres of Terra Greens Golf Club, Dansbury Park, and Pocono Medical Center, offering easy access to local attractions and healthcare facilities.
This six-bedroom, four-bathroom holiday home boasts 520 square metres of space, sleeping up to 12 guests, and features a swimming pool, jacuzzi, spa, and on-site water park, alongside a fully equipped kitchen and a garden with barbecue grills.
Pirate Themed Lake House Fun Family Adventure - Stroudsburg, PA
Stroudsburg, PA
17/07 – 20/07
NZ$1121/nightTotal: NZ$3363 (3 )

Pirate Themed Lake House Fun Family Adventure

4 9
apartment , Penn Estates
This pirate-themed lakefront holiday home in Penn Estates offers direct lake access and is situated within 2 kilometres of local shops, restaurants, and Poconos attractions.
This four-bedroom, three-bathroom property accommodates up to ten guests and features a private hot tub, a games room with a pool table and shuffleboard, and a fully equipped kitchen, with amenity badges provided for community pools and basketball courts.
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