Best Holiday rentals and Airbnb offers in Stroudsburg, PA
9.9 19 reviews
Stroudsburg, PA
02/07 – 05/07
SG$356/nighttotal: SG$1068 (3 )
Apt In The Heart Of Main Street
2 2
apartment , Stroudsburg
This Stroudsburg apartment, situated above Main Street in the town centre, offers easy access to local shops and restaurants. The third-floor flat sleeps six guests in two queen-sized beds and two portable twin mattresses, and includes a fully equipped kitchen, in-unit laundry, and two parking permits (one for the rear of the building, one for the Starbucks car park across the street).
Stroudsburg, PA
04/07 – 08/07
SG$831/nighttotal: SG$3324 (4 )
Cozy Family-friendly Retreat In Blue Mountain Lake Ideal For Relaxing Getaways
4 10
apartment , Arlington Heights
This four-bedroom, three-bathroom apartment, sleeping up to ten guests, is situated in East Stroudsburg, Pennsylvania, near Blue Mountain Lake, offering easy access to Camelback Ski Area and Camelbeach Mountain Waterpark. The 269 square metre (2898 square feet) property boasts a fully equipped kitchen, swimming pool, tennis court, and garden, alongside family-friendly amenities including board games and outdoor BBQ facilities.
9.7 90 reviews
Stroudsburg, PA
17/07 – 19/07
SG$306/nighttotal: SG$612 (2 )
The Garden Cottage On Sarah Street
1 2
apartment , Stroudsburg
This Stroudsburg apartment is situated less than 0.16 km from Courthouse Square and Main Street, offering easy access to shops and restaurants in the town centre. The two-bedroom, one-bathroom cottage sleeps six, features a renovated kitchen overlooking the Sarah Street Grill's garden, a shaded back sitting area, and is pet-friendly (dogs only, fee applies), with amenities including linens, towels, and kitchen essentials.
This five-bedroom, four-bathroom Penn Estates property is situated approximately 16 kilometres from Camelback Resort and offers easy access to Shawnee Mountain ski area and Mount Airy Casino Resort. Sleeping up to twelve guests, this spacious holiday home boasts a private hot tub, sauna, game room with pool table, and a newly renovated kitchen; nearby community amenities include three lakes, sports courts, and outdoor swimming pools.
9.8 16 reviews
Stroudsburg, PA
17/07 – 20/07
SG$1206/nighttotal: SG$3618 (3 )
5br Game House | Lake Access, Arcade, Pool Table
1 9
chalet , Penn Estates
This Poconos lodge is situated in Penn Estates, offering easy access to the Delaware Water Gap, Stroudsburg, Camelback Mountain, and various natural attractions within a 15-30 minute drive. This family-friendly lodge accommodates up to 12 guests across five bedrooms and three bathrooms, featuring a modern kitchen, two living areas with a wet bar, a pool table, poker table, smart TV, and a large back deck with a grill.
Stroudsburg, PA
10/07 – 12/07
SG$593/nighttotal: SG$1186 (2 )
Weekend Getaway Home.
6 8
apartment , East Stroudsburg
This expansive flat in East Stroudsburg offers generous living space, ideal for large families and group reunions, with a convenient location for exploring local amenities and attractions. Boasting six bedrooms and three bathrooms, this accommodation comfortably hosts up to ten guests, with additional capacity available for larger gatherings, and features a kitchen equipped with a fridge and freezer, plus air conditioning and a jacuzzi for an enjoyable stay.
10 7 reviews
Stroudsburg, PA
10/07 – 12/07
SG$719/nighttotal: SG$1438 (2 )
Prime Location On Main Street
3 8
apartment , Stroudsburg
This three-bedroom apartment, sleeping up to ten guests, is situated on Stroudsburg's Main Street, 0.5 km from the Sherman Theatre and within walking distance of numerous shops and restaurants. The self-catering flat features a fully equipped kitchen with new appliances, two bathrooms with toiletries provided, and parking for two vehicles; room service is available from the Farmhouse restaurant below.
9.5 271 reviews
Stroudsburg, PA
17/07 – 19/07
SG$220/nighttotal: SG$440 (2 )
Stylish Upstairs Apartment In East Stroudsburg Pa!
1 2
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.
10 3 reviews
Stroudsburg, PA
02/07 – 05/07
SG$391/nighttotal: SG$1173 (3 )
Apt In The Heart Of Main Street
2 2
apartment , Stroudsburg
This Stroudsburg apartment, situated on Main Street, offers easy access to the Sherman Theatre (0.5 km), Siamsa Irish Pub (0.35 km), and Renegade Winery (0.5 km), placing you in the heart of the town's amenities. The two-bedroom, one-bathroom flat sleeps six, features a fully equipped kitchen with new appliances, a smart TV, and includes two parking permits; room service from the Farmhouse restaurant is also available.
9.8 62 reviews
Stroudsburg, PA
17/07 – 20/07
SG$742/nighttotal: SG$2226 (3 )
Cozy Home With Theater Room And Hot Tub
4 9
apartment , Penn Estates
This four-bedroom house in Penn Estates is located in the mountains, just 10km from attractions such as The Shoppes at American Candle, Sherman Theater, and The Renegade Winery. The property offers a comfortable stay for up to 12 guests with amenities including a swimming pool, jacuzzi, and garden, perfect for a relaxing getaway.
9.9 29 reviews
Stroudsburg, PA
17/07 – 20/07
SG$1206/nighttotal: SG$3618 (3 )
Hot Tub | Game Room | Full Kitchen | Fire Pit
1 9
apartment , Arlington Heights
This four-bedroom, three-bathroom house in Arlington Heights, Pennsylvania, offers easy access to popular Pocono Mountains attractions such as Camelback Mountain (approximately 18km away) and Shawnee Mountain (also approximately 18km away). Sleeping up to twelve guests, the property features a game room with a pool table and ping pong, a large outdoor space with a deck and BBQ, and access to community pools, a lake, and clubhouse.
Stroudsburg, PA
17/07 – 19/07
SG$504/nighttotal: SG$1008 (2 )
Foxden By Avantstay
3 2
house , Penn Estates
This stylish, renovated house in East Stroudsburg, Pennsylvania, is conveniently located near Delaware Water Gap National Recreation Area (16 km), Great Wolf Lodge (10 km), and Kalahari Waterpark (26 km). This Penn Estates property offers 102 square metres of open-plan living space, sleeping up to 10 guests, with two bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and a terrace – ideal for families or groups exploring the Pocono Mountains.
Best family friendly Stroudsburg, PA holiday rentals
Among the 68 accommodations in Stroudsburg, PA, here are the 4 best family friendly rentals
9.2 75 reviews
Stroudsburg, PA
17/07 – 19/07
SG$568/nighttotal: SG$1136 (2 )
Entire Cabin ~East Stroudsburg ~Poconos Getaway
3 2
cabin , Penn Estates
This charming cabin is situated in Penn Estates, just a short drive (around 10km) from Camelback Mountain Resort, Kalahari indoor water park, and The Crossings Premium Outlets, offering easy access to local attractions. Guests consistently rate the accommodation as excellent for its location, cleanliness, and overall experience. The cabin features three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Guests can enjoy a fully equipped kitchen, a private balcony, a screened porch, and access to the community's amenities including swimming pools, lakes, and tennis courts.
9.6 137 reviews
Stroudsburg, PA
04/07 – 08/07
SG$970/nighttotal: SG$3880 (4 )
Poconos Play Park Resort | Hot Tub, Bowling, Games
5 10
apartment , Penn Estates
This five-bedroom lodge is situated in Penn Estates, a gated community, just 24 kilometres from Delaware Water Gap and 32 kilometres from Kalahari Waterpark. The 'Poconos Play Park Resort' offers a range of on-site entertainment, including a private hot tub, a bowling alley, two game rooms, and a large garden with a fire pit, perfect for entertaining up to 12 guests.
10 35 reviews
Stroudsburg, PA
10/07 – 12/07
SG$1498/nighttotal: SG$2996 (2 )
Poconos Home W/ Theater, Game Room & Hot Tub
5 8
apartment , Penn Estates
This five-bedroom Penn Estates holiday home, a 17-minute (27 km) drive from Camelback Mountain Adventures and approximately 19 minutes (31 km) from both the Pocono Snake & Animal Farm and Big Pocono State Park, offers spacious three-level accommodation sleeping up to twelve guests. The property boasts a newly renovated kitchen, extensive game room with pool table, air hockey, arcade games and Nintendo Switch, private home cinema, hot tub, sauna, and a large garden with table tennis, swing set and basketball hoop.
10 66 reviews
Stroudsburg, PA
10/07 – 12/07
SG$2053/nighttotal: SG$4106 (2 )
Poconos Bliss | Sauna • Hot Tub • Arcade Lounge
5 8
apartment , Penn Estates
This five-bedroom, three-and-a-half-bathroom house in the Penn Estates gated community, Pocono Mountains, Pennsylvania, is situated 19km from Camelback Mountain and 24km from Delaware Water Gap National Recreation Area. The 5-bedroom property boasts two living areas, an epic games room with arcade games, and extensive outdoor space including a hot tub, sauna, and fire pit; it sleeps 12 guests and offers access to Penn Estates' community amenities such as lakes with paddleboards, pools, and tennis courts.
Best Stroudsburg, PA holiday rentals with parking
9.8 28 reviews
Stroudsburg, PA
17/07 – 20/07
SG$2512/nighttotal: SG$7536 (3 )
Heated Pool, Hot Tub, Sauna, Fire Pit, Game Room
5 9
apartment , Penn Estates
This holiday home in Penn Estates is situated 15 minutes by car from Camelback Resort and Crossings Premium Outlets, 20 minutes from Great Wolf Lodge and Big Pocono State Park, and 30 to 45 minutes from various ski resorts. This spacious five-bedroom property accommodates up to 12 guests and boasts a mini bowling alley, rock-climbing wall, indoor mini-golf, arcade games, pool table, poker table, a heated swimming pool (seasonal), hot tub, barrel sauna, firepit, playground, and a large deck with dining facilities.
9.8 18 reviews
Stroudsburg, PA
10/07 – 12/07
SG$1284/nighttotal: SG$2568 (2 )
Campfire Oasis Hot Tub, Jungle Gym, Game Room
4 8
apartment , Penn Estates
This Penn Estates holiday home in East Stroudsburg is situated within 9.6km of The Shoppes at American Candle and Stroud Mall, offering easy access to local amenities and attractions such as Stroud Mansion and the Pocono Premium Outlets. This four-bedroom, two-bathroom property sleeps up to ten guests and boasts a private patio, swimming pool, hot tub, tennis court, fully equipped kitchen, and free Wi-Fi; nearby activities include an arcade/game room.
9.0 6 reviews
Stroudsburg, PA
17/07 – 20/07
SG$966/nighttotal: SG$2898 (3 )
Pool Table Game Room Hot Tub Fire Pit Dog Friendly Sleeps 10
4 9
apartment , Penn Estates
This Poconos holiday home is located in the exclusive Penn Estates community, just a few kilometres from East Stroudsburg's ski slopes, lakes, and trails, and approximately 2.4 kilometres from NYC. This four-bedroom holiday let accommodates up to ten guests and offers a private hot tub, game room with shuffleboard and pool table, and outdoor fire pit, with access to Penn Estates' private lakes and beaches, and proximity to Camelback Mountain and Delaware Water Gap National Recreation Area.
9.6 60 reviews
Stroudsburg, PA
10/07 – 12/07
SG$1157/nighttotal: SG$2314 (2 )
Modern 4br Poconos Cabin | Hot Tub, Fire Pit!
1 8
apartment , Penn Estates
This Penn Estates lodge is situated in a gated community, approximately 24 kilometres from Delaware Water Gap and Stroudsburg, offering easy access to attractions such as Kalahari Resort, Shawnee Mountain ski area, Big Pocono State Park, and Bushkill Falls. The four-bedroom, two-bathroom property sleeps ten guests, boasting a private backyard with hot tub, fire pit, and games, a modern kitchen with stainless steel appliances, and a game room with smart TV and arcade games; community amenities (summer months only) include lakes, pools, and sports courts.
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 could head to the Delaware Water Gap National Recreation Area, with its stunning waterfalls and hiking trails. Or, if you're looking for something a bit more cultural, the Pocono Arts Council in Stroudsburg itself has a great art gallery and hosts regular events.
What are the best Airbnb and vacation rentals in Stroudsburg, PA?
Which walking or cycling routes are the best in Stroudsburg, PA?
For a scenic walk, try the McMichael Trail, which runs alongside the McMichael Creek. It's a lovely, easy walk, perfect for families. If you're feeling more adventurous, the D&L Trail is a great option for cycling, stretching for 165 kilometres along the Delaware and Lehigh canals.
What are the most popular Airbnbs in Stroudsburg, PA?
What sports or outdoor activites can visitors enjoy in and around Stroudsburg, PA?
Stroudsburg is surrounded by great options for outdoor activities. You can go white-water rafting on the Delaware River, or try your hand at rock climbing at the Pocono Rocks Climbing Area. In the winter, there are several ski resorts within easy driving distance, like Camelback Mountain Resort.
What are the best vacation rentals with a pool in Stroudsburg, PA?
What other towns or cities can be easily accessed from Stroudsburg, PA?
Stroudsburg is well-positioned for exploring the surrounding area. You can easily reach the charming town of Jim Thorpe to the north, or head south to the bustling city of Allentown. For a day trip, you could even venture into New York City, which is about a 2-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 usually come with basic amenities like a kitchen, bathroom, and laundry facilities. Many also offer extras like a fireplace, hot tub, or private deck. You can find rentals that cater to families, couples, or larger groups, so you can choose the one that best suits your needs.
What are the best rentals or Airbnbs with a jacuzzi in Stroudsburg, PA?
Best Stroudsburg, PA holiday rentals with a balcony
10 14 reviews
Stroudsburg, PA
02/07 – 05/07
SG$2381/nighttotal: SG$7143 (3 )
Luxurious Poconos Retreat~hot Tub, Sauna, Games
5 2
apartment , Penn Estates
This luxurious five-bedroom holiday home is situated in Penn Estates, a short drive from Shawnee Mountain Ski Area and Camelback Ski Area. The 223 square metre property boasts a spacious open-plan living area, game room with pool table and PS4, a relaxation loft, large deck with hot tub, and sleeps up to twelve guests, benefiting from access to Penn Estates' community amenities including swimming pools and a dog park.
10 1 review
Stroudsburg, PA
17/07 – 20/07
SG$1881/nighttotal: SG$5643 (3 )
Charming Lakefront Getaway With Hot Tub & Game Room Perfect For Families!
4 9
house , Penn Estates
This property in Penn Estates, East Stroudsburg, is located 16 kilometres from the Delaware Water Gap National Recreation Area and 13 kilometres from Great Wolf Lodge Pocono Mountains. This 242 square metre villa offers accommodation for up to 19 guests with 4 bedrooms and 3 bathrooms, featuring a private hot tub, game room with a pool table, and direct lake access, with skiing and fishing opportunities nearby.
Stroudsburg, PA
10/07 – 12/07
SG$2352/nighttotal: SG$4704 (2 )
Escape To The Poconos | Hot Tub, Sauna, Mini-golf
5 8
cabin , Penn Estates
This five-bedroom Penn Estates lodge is situated in East Stroudsburg, Pennsylvania, close to Camelback Mountain Adventures and within easy reach of other Pocono Mountains attractions. Sleeping up to twelve guests, this self-catering property boasts a fully equipped game room, hot tub, sauna, and access to community amenities including swimming pools and lakes, plus paddle boards for use on the lake.
9.6 35 reviews
Stroudsburg, PA
02/07 – 05/07
SG$3295/nighttotal: SG$9885 (3 )
Lakefront House, Hot Tub, Sauna, Two Playrooms, Two Living Rooms, And Xl Dining.
5 2
apartment , Penn Estates
This house is located in East Stroudsburg, just 10km from The Shoppes at American Candle, Stroud Mall, and House of Candles, making it ideal for exploring the area. The property has received excellent ratings for location, cleanliness, and overall user experience. The house has four bathrooms and a spacious 557 square meter floor area. It offers a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, fitness center, tennis court, and parking, as well as modern kitchen appliances and air conditioning.
Best pet friendly Stroudsburg, PA holiday rentals
Among the 68 accommodations in Stroudsburg, PA, here are the 4 best pet friendly rentals
9.1 16 reviews
Stroudsburg, PA
17/07 – 19/07
SG$600/nighttotal: SG$1200 (2 )
Cozy Cabin At Poconos With Hot Tub And Fire Pit
3 2
cabin , Penn Estates
This Penn Estates lodge is situated in East Stroudsburg, Pennsylvania, 15.3 km from the Delaware Water Gap National Recreation Area and 10.6 km from the Great Wolf Lodge Pocono Mountains. The 133-square-metre property boasts three bedrooms, two bathrooms, and sleeps up to 15 guests, offering amenities such as a swimming pool, fitness centre, and tennis court, alongside proximity to skiing and cycling.
9.7 56 reviews
Stroudsburg, PA
17/07 – 19/07
SG$1108/nighttotal: SG$2216 (2 )
Private Heated Pool! Hot Tub, Fire Pit, Game Room!
1 2
apartment , Penn Estates
This Penn Estates apartment, situated 24km from Delaware Water Gap and 24km from Stroudsburg, offers easy access to the Pocono Mountains' attractions. The three-bedroom, two-bathroom property sleeps eight, boasting a game room, private heated pool (seasonal), large backyard with fire pit, and access to community amenities including lakes and sports courts; smart TVs are provided in every room.
Stroudsburg, PA
17/07 – 20/07
SG$1156/nighttotal: SG$3468 (3 )
Poconos Play Heaven - Hot Tub, Game Room, Slides!
4 9
apartment , Penn Estates
This East Stroudsburg flat in Penn Estates is situated conveniently, placing you 15-30 minutes by car from the Delaware Water Gap, Kalahari Resort, and Big Pocono State Park, with easy access to Poconos attractions. This spacious holiday home accommodates up to 12 guests with 4 bedrooms and 2 bathrooms, boasting a private cinema, a games room with a pool table and pop-a-shot, and extensive outdoor amenities including a hot tub, fire pits, and a BBQ grill, alongside community facilities like lakes and tennis courts.
9.8 84 reviews
Stroudsburg, PA
02/07 – 05/07
SG$1457/nighttotal: SG$4371 (3 )
Poconos Group Retreat: Hot Tub*fire Pit*lake*ski
1 2
apartment , Penn Estates
This spacious Penn Estates holiday home is situated approximately 32km from Camelback Ski Resort and 16km from the downtown area, offering easy access to both attractions. Sleeping up to 12 guests in five bedrooms and three bathrooms, the property boasts a private cinema, arcade games, hot tub, fire pit, and access to community amenities including a swimming pool and fitness centre; plus a large deck and various indoor games.