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Holiday Rentals with Pools in East Stroudsburg

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    Travellers to East Stroudsburg are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    22 Matching Rentals in East StroudsburgView all 38 rentals
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    4BR/ 4BA Lakefront House w/HOT SAUNA & Fireplace!1 / 26
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    3 minutes to Shawnee Mount with Gorgeous Views!!!1 / 20
    (14)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    NEW! Serene & Luxurious 4BR East Stroudsburg House!1 / 27
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Five Bells at Shawnee1 / 14
    (12)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2018
    It was spacious than images. Everything was so great except water quality that is so bad. Quite and close to Shawnee ski mt.
    Reviewed 6 December 2017
    5 bells at Shawnee was amazing. I went With my friends for my birthday weekend. John had fantastic communication the house was better than what the pictures show. We all...
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    About this property
    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 living room with fireplace,...
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    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    TOP RATED ULTIMATE FAMILY FRIENDLY LOCATION, Quiet or Adventure, it's all here1 / 27
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2018
    Love the jacuzzi, quite neighborhood perfect for nice relaxing vacation, I’ll definitely come back next year.
    Reviewed 3 January 2018
    Had a great time. Only thing I’d recommend is bringing some own pots and pans & pillows. Other then that the owners were great/friendly and response quickly. Lovely townhouse...
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    About this property
    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 surrounding the Shawnee Mountain. Two...
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    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    Amazing Modern Lakefront Chateau by Camelback1 / 29
    (3)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Pros:This is a good central location for the Poconos area. Rental agent was friendly, accommodating, and responsive. The community was private, gated, and secure. There were...
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    About this property
    *Sorry no prom groups, must be at least 25 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 fishing, outdoor pool, tennis...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 22
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    ★★★★★ Cozy House with a Lovely Fairytale TreeHouse1 / 64
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Private Garden
    • Wi-Fi
    • Parking
    • Central Heating
    • Grill
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    My husband and a few friends stayed at Javier & Mariela's place in PA. We picked this house due to the pictures and it did not disappoint. The house exceeded our expectations...
    Reviewed 28 August 2017
    Basically booked my stay here and for 200 or more per night wasn't worth their were cracks on the wall and there wasn't much to do in the house for 200 you expect something...
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    About this property
    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 small groups of people....
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We would like to welcome you to our amazing, luxurious home featuring a brand new, fully equipped kitchen with granite counter tops. Relax and enjoy the wood burning fireplace in the living room, play a game or two in the adjacent game room which includes a pool table, ping-pong, and air hockey. In...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *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 fishing, outdoor pool, tennis...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    6 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Parking
    • Shared Indoor Pool
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Sorry no prom groups, must be at least 25 to rent* 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,...
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    Location Information
    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 22
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Parking
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
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    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Christmas week at Wyndham Shawnee village and Ski at Pocono mountains, PA,1 / 12
    (1)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Sauna
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2014
    After discovering that our apartment did not have a welcome book, we asked for assistance to obtain one. At first we were told that they were taken our of the rooms a year ago...
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    About this property
    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 with a Jacuzzi. Kitchen has a...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
    View all property information
    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Riverfront Lodge w/ Indoor Pool and Hot Tub1 / 31
    (5)Average
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    excellent customer service,it was a good experience for me and my family, I recommended this for every vacation.
    Reviewed 14 April 2017
    This house has a very good kitchen, an indoor pool, and a rustic living room. Outside, there is a fire pit, and stream. Our group of 7 college friends had a great reunion...
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    About this property
    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 100 stores. The house is...
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    Location Information
    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *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 community. Great getaway house...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    MODERN 8 BDR HOUSE WITH PRIVATE HEATED POOL, SAUNA, HOT TUB, FIREPLACE & FIREPIT1 / 39
    (2)Excellent
    8 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Sauna
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2017
    Very clean and neat! Spacious and welcoming.Loved sauna and large hot tub. Will come backing the summer as backyard is secluded
    Reviewed 7 December 2016
    The house has a lot of amenities - sauna, hot tub, pool table etc. Everything is nice and clean. House has 6 separate bedrooms , so our group of 14 slept very comfortably and...
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    About this property
    NEW: OUTDOOR HEATED PRIVATE POOL (POOL OPENS ON JUNE 5) FLEXIBLE CHECK IN & OUT FREE OF CHARGE (if no one checks out on the day you arrive and no one checks in on the day you leave) Fully renovated on 11/2017, new furniture, new kitchen, new super comfortable memory foam mattresses. Relaxing...
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    Location Information
    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 18
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
    View all property information
    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, and warm hospitality. Take a...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Mountain Lake or hike the...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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