30 Best East Stroudsburg Apartments on Holiday Lettings - Vacation rentals

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279 Vacation rentals

(1) Very Good 

24

Vacation home accommodation

Pocono Mountains Region / East Stroudsburg

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience luxury and serenity when you stay at this 3-bedroom, 3-bathroom vacation rental house that sleeps 12 in the beautiful forests of East Stroudsburg. Whether you're escaping to explore the ski slopes at Shawnee Mountain Resort or interested in hiking the trails …see more

from $195 / night

$1,365 - $2,625 / week

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avg. 8 minutes

from $195 / night

(4) Excellent 

22

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Child friendly
A two bedroom, one bathroom home with a modern kitchen, comfortable living space, 2 car driveway and a large backyard. The Property is located in a very safe, quiet, and lovely neighborhood. It is walking distant from a hospital, and East Stroudsburg University. It is …see more

from $110 / night

$910 - $2,310 / week

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Responds fast!
avg. 24 minutes

from $110 / night

(3) Excellent 

27

Vacation home with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated within the private gated community of Penn Estates, this luxurious and modern 4-bedroom, 3.5-bathroom vacation rental house in East Stroudsburg, Pennsylvania is the perfect escape for a family or group of adventurers! The spacious home is newly renovated and de …see more

from $450 / night

$3,150 - $4,270 / week

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Responds fast!
avg. 9 minutes

from $450 / night

(7) Excellent 

Certificate of Excellence

27

Villa rental in East Stroudsburg with shared pool, golf nearby

Pocono Mountains Region / East Stroudsburg

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Freshly updated and nicely decorated, clean and comfortable Townhouse, sleeps 8 people. Master bedroom features queen bed, Roku TV and private bathroom. Spa room with the Jacuzzi tub for two with direct access to the master bedroom and balcony overlooking woods surround …see more

Certificate of Excellence

from $100 / night

$800 - $1,500 / week

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Responds fast!
avg. 41 minutes

from $100 / night

20

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Air conditioning
This amazing house sits on a lakefront property overlloking the lake. House features 4 bedrooms, 3 bathrooms, whirlpool tub, sauna, fireplace and much more. The master bsdroom has king size bed and the other 3 bedrooms have queen size bed in each bedroom. Large deck ove …see more

from $300 / night

$1,500 / week

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Responds fast!
avg. 32 minutes

from $300 / night

(14) Excellent 

Certificate of Excellence

26

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A Lakefront House with Sauna and wood burning Fireplace ! Welcome to "Penn Estates", a gated community in East Stroudsburg, Pa.A place to unwind and reconnect with family, friends and colleagues. IMPORTANT: MUST BE 21 AND OLDER TO RENT! This lovely community ideally …see more

Certificate of Excellence

from $272 / night

$1,904 / week

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Responds fast!
avg. 1 hour 38 minutes

from $272 / night

30

East Stroudsburg ski home to rent.

Pocono Mountains Region / East Stroudsburg

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Contemporary house, 4500 sq. ft. house located in the prime location, right across Shawnee ski area. 5 min away from golf course at Shawnee inn and the beach at Delaware water gap, Where you can find all summer time activities like kayaking, rafting and canoeing. Also y …see more

from $300 / night

$2,100 - $2,800 / week

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Responds fast!
avg. 2 hours 9 minutes

from $300 / night

(14) Very Good 

Certificate of Excellence

20

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Spacious and private two bedroom, one bath house that sits on a wooded lot, right in front of the golf courses, so there is a very beautiful views from this property! Privet pool on these 8 acres is located right in the back of the house. This house has a brand new full …see more

Certificate of Excellence

from $115 / night

$700 - $1,000 / week

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Responds fast!
avg. 3 hours 11 minutes

from $115 / night

(1) Very Good 

12

Ski cottage to rent in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ski
  • Air conditioning
Christmas week Timeshare at Wyndham resort, Shawnee village, Poconos, PA Address: Shawnee Village Center Check-in 5255 Buttermilk Falls Rd, East Stroudsburg, PA 18301 Ridge Top village, 2 bedroom Cottage, 2.5 baths w …see more

from $170 / night

$1,100 / week

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from $170 / night

15

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
THIS 4 BEDROOM HOUSE FEATURES NICE SIZE BEDROOMS, 2 FULL BATHROOMS (ONE WITH A 2 PERSON JACUZZI TUB), FIREPLACE, ALL SEASON SUN ROOM WITH POOL TABLE AND MUCH MORE. HOUSE HAS BEEN COMPLETELY UPDATED WITH MODERN KITCHEN, BATHROOMS, AND NEW FURNITURE THROUGHOUT THE HOUSE. …see more

from $260 / night

$1,820 / week

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Responds fast!
avg. 32 minutes

from $260 / night

(1)  

48

Vacation villa in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
_________________________ …see more

from $100 / night

$700 - $2,346 / week

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Responds fast!
avg. 2 hours 47 minutes

from $100 / night

28

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
*Sorry no prom groups, must be at least 27 to rent* This is a Modern, huge 4200 sq. ft., lakefront property with 6 bedrooms and 4.5 bath. Located in the gated Penn Estates community, filled with amenities: Picnic areas, walking trails for members and pets, lake for fish …see more

from $450 / night

$3,000 - $4,500 / week

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Responds fast!
avg. 2 hours 10 minutes

from $450 / night

21

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $162 / night

$1,134 / week

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Responds fast!
avg. 3 hours 14 minutes

from $162 / night

(2) Very Good 

58

Vacation home rental

Pocono Mountains Region / East Stroudsburg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Our cozy and lovely house will let you relax and enjoy the beautiful nature of Pocono Mountains. Minutes away from Ski areas, Shopping Malls, Delaware Water Gap and many many more options to enjoy nature and beauty of surroundings. This house is ideal for families and s …see more

from $132 / night

$924 / week

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Responds fast!
avg. 33 minutes

from $132 / night

21

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $162 / night

$1,134 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from $162 / night

20

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Private garden
This is one of a kind house Sitting on a flat lot, the house feautures 5 large bedrooms with master bedrooms being almost 500 sq ft and its own bathroom and sauna. It also has a king size bed. The other bedrooms are all have different features in them. One of the bedro …see more

from $350 / night

$2,450 / week

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Responds fast!
avg. 32 minutes

from $350 / night

(2) Excellent 

23

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
A large kitchen with Jenn-Air convection oven, gas stove and charcoal grill. Two large water heaters installed to accommodate large groups, great after a long day of skiing. Bathrooms have heated floors for the winter months and a wood burning fireplace in the living ro …see more

from $650 / night

$2,100 - $4,000 / week

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Responds fast!
avg. 3 hours 3 minutes

from $650 / night

(2) Excellent 

28

Home rental in East Stroudsburg with golf nearby

Pocono Mountains Region / East Stroudsburg

7 30 Min stay varies

  • 7 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
NO PROMS, NO UNDER 25! No expense has been spared with this absolutely stunning newly renovated home! Situated on a 2 acre private lot, this Villa has 7 bedrooms, 4 bathrooms and sleeps up to 30 people! The open layout 5000 square foot floor plan makes this Villa th …see more

from $650 / night

$4,550 / week

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Responds fast!
avg. 16 minutes

from $650 / night

16

East Stroudsburg ski home to rent.

Pocono Mountains Region / East Stroudsburg

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Ski
  • Child friendly
  • Private garden
This beautiful, completely remodeled cabin is on a hill with an amazing view of the Deleware Water Gap! This cabin consists of 4 bedrooms, 2 full bathrooms, fully stocked kitchen, fireplace, washer/dryer, wifi, BBQ, and an outdoor fire pit overlooking the beautiful moun …see more

from $199 / night

$1,393 / week

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from $199 / night

21

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $162 / night

$1,134 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from $162 / night

47

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
*PLEASE READ FIRST AND THEN SUBMIT ANY QUESTIONS. THANK YOU. Tucked Away is a relaxing romantic/cozy getaway in the Poconos with secluded backyard views directly into a small waterfront lake/pond. This 4 bedroom Vacation Home is located in an amenity filled gated comm …see more

from $159 / night

$1,113 / week

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Responds fast!
avg. 1 hour 9 minutes

from $159 / night

(4) Excellent 

46

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

4 16 2 nights min

  • 4 bedrooms
  • Sleeps 16
  • 2 nights min
  • Child friendly
  • Private garden
Enjoy this beautiful home surrounded by nature & serenity in a premier gated community filled with amenities in the Pocono Mountains. Tucked away on a wooded hilltop, our 3,400 sq ft sunlit home is nestled right up against the natural beauty outside, bringing it in and …see more

from $170 / night

$1,190 / week

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Responds fast!
avg. 2 hours 44 minutes

from $170 / night

24

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
Grand Leisure Travel call us at 7 1 8 - 3 0 3 - 0 4 4 8 5 bed · 3 bath · Sleeps 17 This home has an indoor/enclosed Hot Tub and separate Jacuzzi Tub. Gathering a group of 10-15 guests for a Pocono retreat? This newly renovated 5 bedroom, 3 bathroom is id …see more

from $285 / night

$1,995 / week

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from $285 / night

21

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $162 / night

$1,134 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from $162 / night

(12) Very Good 

14

Ski home to rent in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 13 mi
  • Swimming pool
  • Ski
Sleeps 8 at Shawnee Mountain Ski Area.....Owners renovated townhouse in a private community located in the Pocono Mountains of Pennsylvania, Shawnee on the Delaware. On two floors, 1250 square feet of homey comfort for your family. Downstairs-large open floor plan livi …see more

from $135 / night

$800 - $1,150 / week

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Responds fast!
avg. 1 hour 25 minutes

from $135 / night

18

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

3 14 2 nights min

  • 3 bedrooms
  • Sleeps 14
  • 2 nights min
  • Child friendly
3 Br 2 Full Bath Located On An Acre Land Country style house located in a very quiet neighbourhood. Private community,5 minutes drive to Shawnee Mountain Ski Area,enjoy and relax in our own hot tub on the deck. The eat in kitchen is fully equipped to cook for your gue …see more

from $325 / night

$2,275 / week

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from $325 / night

25

Ski home to rent in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Contemporary, 3000 sq. ft. house located in the prime location, right across Shawnee ski area. 5 min away from golf course at Shawnee inn and the beach at Delaware water gap, Where you can find all summer time activities like kayaking, rafting and canoeing. Also you h …see more

from $300 / night

$2,000 - $2,300 / week

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Responds fast!
avg. 2 hours 10 minutes

from $300 / night

27

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
Relax and experience the charm and breathtaking lake views of this newly renovated lakefront estate. The 3,500+ square foot house is located within 125 feet of a beautiful lake in the majestic Pocono mountains. The house is just minutes from Shawnee and Camelback ski ar …see more

from $300 / night

$2,100 / week

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from $300 / night

(4) Excellent 

24

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Ask about children
Grand Leisure Travel call us at 7 1 8 - 3 0 3 - 0 4 4 8 This Bushkill Creek Lodge with Indoor Pool is a true all season home. 60 minutes from Manhattan. 20 minutes away from Mount Airy Casino, Shawnee, Camelback, Jack Frost and a huge Outlet mall with over …see more

from $349 / night

$2,443 / week

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from $349 / night

24

Vacation home with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Experience Pennsylvania estate living when you book this 4-bedroom, 3.5-bathroom vacation rental house in scenic East Stroudsburg. Suitable for 8 travelers, this home offers both comfort and convenience, ensuring a relaxing and easy getaway. Enjoy fishing at nearby Blue …see more

from $195 / night

$1,365 - $2,275 / week

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Responds fast!
avg. 8 minutes

from $195 / night

(2) Excellent 

36

Studio rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Pet friendly
Gorgeous studio apartment in the heart of the Poconos/Delaware Water Gap --Quiet Secluded but near to amenities-- ,Close to Golfing ,Skiing ,Hiking Trails and many other attractions in the Poconos.Parking, A/C, Kitchenette, High Ceilings and gorgeous views. Queen size …see more

from $50 / night

$350 / week

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Responds fast!
avg. 2 hours 1 minutes

from $50 / night

23

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $116 / night

$812 / week

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Responds fast!
avg. 3 hours 14 minutes

from $116 / night

23

Vacation apartment with shared pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $116 / night

$812 / week

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Responds fast!
avg. 3 hours 14 minutes

from $116 / night

23

Vacation apartment in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Shawnee Village Perfection in the Poconos! Vacation Resorts Shawnee Village is nestled along the scenic Delaware River. The Poconos Mountains of Pennsylvania features breathtaking scenery, a myriad of relaxing and challenging activities, charming area attractions …see more

from $303 / night

$2,121 / week

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Responds fast!
avg. 3 hours 14 minutes

from $303 / night