45 Best East Stroudsburg Apartments on Holiday Lettings - Vacation rentals

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45 Vacation rentals

(10) Excellent 

Certificate of Excellence

35

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 $319 / night

$2233 / week

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avg. 2 hours 42 minutes

from $319 / night

(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

$1365 - $2555 / week

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avg. 19 minutes

from $195 / 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 $400 / night

$3000 - $4500 / week

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avg. 3 hours 38 minutes

from $400 / night

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
  • Suitable for children age 5+
  • 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 $350 / night

$2450 - $4200 / week

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avg. 19 minutes

from $350 / night

(3) Excellent 

27

Villa rental in East Stroudsburg with shared pool, golf nearby

Pocono Mountains Region / East Stroudsburg

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • 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

from $125 / night

$800 - $1140 / week

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avg. 1 hour 5 minutes

from $125 / night

(9) Very Good 

14

Ski home to rent in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $120 / night

$800 - $1300 / week

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avg. 2 hours 2 minutes

from $120 / night

(1) Excellent 

15

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Home is located in Penn Estates neighborhood, 90 minutes from Manhattan and 20 minutes from Mount Airy Casino, Shawnee, Camelback and Big Boulder. Penn Estates is gated community that features picnic areas, walking trails, a fishing lake, outdoor pool, baseball diamond, …see more

from $700 / night

$3000 / week

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avg. 2 hours 6 minutes

from $700 / night

43

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 $168 / night

$1176 / week

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avg. 43 minutes

from $168 / night

9

Vacation townhouse in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
2 bedroom suite with full kitchen in Ridge Top-Shawnee. Maximum Occupancy: 8 people, Private Occupancy: 6 people. The four-season, 2,200-acre resort is nestled along the scenic Delaware River in the beautiful Poconos, where the whole family can enjoy a slew of indoor a …see more

from $200 / night

$950 / week

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from $200 / night

(1) Excellent 

24

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

$4550 / week

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avg. 2 hours 54 minutes

from $650 / 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

$2100 / week

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from $300 / night

(14) Very Good 

20

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
  • 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

from $115 / night

$700 - $910 / week

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avg. 2 hours 11 minutes

from $115 / night

(1)  

24

Log cabin rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
We'd love to have you stay at our place. Shawnee is perfect for a small group, you'll enjoy a BRAND NEW (fully renovated) 2-bedroom, 2.5 bath townhouse within walking distance of Shawnee Mountain in the Poconos. Sleeps up to 10 people. COME:-Hike -Swim — indoors at Shaw …see more

from $120 / night

$840 - $5495 / week

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avg. 1 hour 28 minutes

from $120 / night

24

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Pet friendly
Take to the magical Pocono Mountains for an outdoor experience like no other. This spacious and comfortable 5-bedroom, 2.5-bathroom vacation home in East Stroudsburg, sleeping 14, is the perfect destination for a large family retreat. The property offers an outdoor hot …see more

from $520 / night

$3640 - $5740 / week

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avg. 19 minutes

from $520 / 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

$2275 / week

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avg. 2 hours 24 minutes

from $325 / night

22

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
Gathering a group of 18 guests for a Pocono retreat? This  5 bedroom, 3 bathroom is ideal for any group looking for a centrally located home.This home is located just minutes from Camelback Resort, Aquatopia, Kalahari, Shawnee Mountain, Mount Airy Casino and the Delawar …see more

from $90 / night

$630 - $11340 / week

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avg. 1 hour 24 minutes

from $90 / night

23

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

7 18 Min stay varies

  • 7 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 Gathering a group of 18 guests for a Pocono retreat? This newly renovated 7 bedroom, 4 bathroom is ideal for any group looking for a centrally located home. Jennifer Lane is located just minutes from …see more

from $72 / night

$499 - $7534 / week

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from $72 / night

25

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
The Pocono Adventure home is located in East Stroudsburg, PA- just minutes to Camelback, Shawnee, Mount Airy Casino and the Delaware Water Gap. This home is open to renters all year round for incredibly reasonable pricing. Amenities include but are not limited to: wood- …see more

from $65 / night

$735 - $6300 / week

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avg. 1 hour 28 minutes

from $65 / night

24

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
Within Luxury Stay there are many homes with lake rights, pool and other amenity rights. However, this is the only home that is truly lakefront, beach front and comes with all the trimmings of a Pocono Vacation Home by the lake. Just minutes form Camelback, Shawnee, Big …see more

from $240 / night

$2170 - $13125 / week

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avg. 1 hour 28 minutes

from $240 / night

24

Vacation home rental

Pocono Mountains Region / East Stroudsburg

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Suitable for children age 5+
5 bed · 3 bath · Sleeps 16 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 ideal for any group looking for a centrally located home. Jennifer Lane is …see more

from $480 / night

$3360 - $10430 / week

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avg. 1 hour 28 minutes

from $480 / night

24

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
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 100 stores. The house is located within easy driving distance of the …see more

from $480 / night

$4235 - $14210 / week

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avg. 1 hour 24 minutes

from $480 / night

47

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $250 / night

$1750 / week

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avg. 1 hour 34 minutes

from $250 / night

17

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

$1500 / week

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avg. 1 hour 47 minutes

from $300 / night

24

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Suitable for children age 5+
This 4 bedroom, 3.5 bathroom home located in East Stroudsburg, PA is perfect for groups of 10-12 who are looking to spend quality time in the Poconos. This home is located just minutes from Camelback, Shawnee, Mount Airy Casino and the Crossings Outlet mall! Its creativ …see more

from $120 / night

$840 - $8435 / week

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avg. 1 hour 28 minutes

from $120 / 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

$2450 / week

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avg. 1 hour 47 minutes

from $350 / 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

$1800 - $2300 / week

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from $300 / night

19

East Stroudsburg Vacation home rental

Pocono Mountains Region / East Stroudsburg

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
Great Lodge by the Water on Private 3 Acres w/FirePit, (Sleeps 18) For those that look for a vacation dream home... look no further. The Great Lodge on the Creek is a, 7 bedroom, 4 full bath lodge. This 4000 sq ft property is situated on 3 full acres behind it, and an e …see more

from $360 / night

$2520 - $10430 / week

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avg. 1 hour 28 minutes

from $360 / 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

$2100 - $3000 / week

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avg. 3 hours 38 minutes

from $300 / night

(3) 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 $130 / night

$910 - $2310 / week

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avg. 19 minutes

from $130 / 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 $399 / night

$3595 - $9106 / week

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from $399 / night

18

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
Booking Stays Under 3 Days May Be Possible Please Inquire Perfection in the Pocono Mountains. Come and enjoy a year-round vacation destination that has been popular with visitors for nearly two centuries. The Pocono Mountains of Pennsylvania feature breathtaking scenery …see more

from $120 / night

$840 / week

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from $120 / night

24

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
Booking Stays Under 3 Days May Be Possible Please Inquire Perfection in the Pocono Mountains. Come and enjoy a year-round vacation destination that has been popular with visitors for nearly two centuries. The Pocono Mountains of Pennsylvania feature breathtaking scenery …see more

from $128 / night

$896 / week

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from $128 / 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

$1393 / week

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from $199 / night

35

Vacation home in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Nicely decorated, Townhouse, sleeps 8 people. Master bedroom features queen bed, TV with private bathroom. Spa room with an double-size Jacuzzi tub with direct access to the master bedroom and balcony where in the winter you can see the slopes of Shawnee Mountain. Two f …see more

from $205 / night

$1435 - $2065 / week

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avg. 1 hour 21 minutes

from $205 / night

(21) Good 

58

Vacation villa with swimming pool in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

3 20 Min stay varies

  • 3 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Adventure is only steps away!!! This amazing property is conveniently located near the Delaware State Forest!!!! The Delaware State Forest offers Miles and Miles of exploitative fun as it features Hiking/Biking, ATV, and Snow Mobile Trails as well as lakes and river …see more

from $200 / night

$1650 - $6550 / week

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from $200 / night

(1)  

24

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Suitable for children age 5+
Hot Tub Pool Home with Gourmet Kitchen, Huge Living & 5 Min from Camelback Great getaway house for all seasons & occasions. Only an hour from Manhattan. 5 minutes away from Camelback, Big Boulder, Jack Frost, Alpine Mountain & a huge strip mall with over 100 stores. 10 …see more

from $480 / night

$4235 - $14210 / week

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avg. 1 hour 28 minutes

from $480 / night

18

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
Booking Stays Under 3 Days May Be Possible Please Inquire Perfection in the Pocono Mountains. Come and enjoy a year-round vacation destination that has been popular with visitors for nearly two centuries. The Pocono Mountains of Pennsylvania feature breathtaking scenery …see more

from $110 / night

$770 / week

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from $110 / night

(4) Good 

15

Home rental in East Stroudsburg

Pocono Mountains Region / East Stroudsburg

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
Features 7 bedrooms, 3.5 bathrooms with double jetted shower heads (1 on third level, 2 on second level, 1 on first level). Game room equipped with brand new full size pool table, ping pong table, dart board, and a variety of board games. Living/Family room equipped wit …see more

from $240 / night

$1680 - $10430 / week

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Responds fast!
avg. 1 hour 28 minutes

from $240 / night

18

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
Booking Stays Under 3 Days May Be Possible Please Inquire Perfection in the Pocono Mountains. Come and enjoy a year-round vacation destination that has been popular with visitors for nearly two centuries. The Pocono Mountains of Pennsylvania feature breathtaking scenery …see more

from $140 / night

$980 / week

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from $140 / night

18

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
Booking Stays Under 3 Days May Be Possible Please Inquire Perfection in the Pocono Mountains. Come and enjoy a year-round vacation destination that has been popular with visitors for nearly two centuries. The Pocono Mountains of Pennsylvania feature breathtaking scenery …see more

from $140 / night

$980 / week

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from $140 / night