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Holiday Rentals with Pools in East Stroudsburg

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    Travellers to East Stroudsburg are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in East StroudsburgView all 50 rentals
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    4BR/ 4BA Lakefront House w/HOT SAUNA & Fireplace!1 / 25
    (13)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Cozy Townhouse - Pool,  Jacuzzi1 / 27
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    NEW! Serene & Luxurious 4BR East Stroudsburg House!1 / 27
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    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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    East Stroudsburg, Pocono Mountains Region 18301
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Modern House Across Shawnee Ski Area1 / 27
    (4)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Grill
    • Shared Indoor Pool
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2016
    We rented this very well kept mountain retreat between Christmas and New Years 2014. The house is very convenient to Camelback mountain and all local stores and restaurants...
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    About this property
    *Sorry no prom groups, must be at least 25 to rent* 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...
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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Sauna
    • Internet Access
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    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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    East Stroudsburg, Pocono Mountains Region 18301
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • 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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    East Stroudsburg, Pocono Mountains Region 18301
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Amazing Modern Lakefront Chateau by Camelback1 / 29
    (3)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 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 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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    East Stroudsburg, Pocono Mountains Region 18301
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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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 3 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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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Five Bells at Shawnee1 / 42
    (10)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 27 September 2017
    Thoroughly enjoyed our time here. We went to visit our daughter at ESU. The house was conveniently located 12 minutes from campus and allowed us to have "home cooked&quot...
    Reviewed 26 January 2017
    Contact with the rentera was great. They were easy to communicate and polite. Our stay was perfect. The apartment was really near the Shawnee mountain ski(less than 5 mins away...
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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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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    ★★★★★ Cozy and Lovely House!1 / 43
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Garden
    • Wi-Fi
    • Parking
    • Children's Pool
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 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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    East Stroudsburg, Pocono Mountains Region 18301
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEWLY RENOVATED!! Luxury Villa,  7BD 4BA, PRIVATE 36’ POOL, near BUSHKILL1 / 56
    (2)Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 30 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Grill
    • Patio
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    Huge house with amazing back yard and pool. Great view from kitchen to check on the kids at the pool. The place is well maintained and clean. Very close to great attraction. Our...
    Reviewed 23 July 2017
    We rented this house for a few nights with a group of 5 families (10 kids total). I don't typically write reviews but it was such a wonderful stay that I can't help myself. The...
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    About this property
    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 the perfect getaway for Large...
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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 30
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    6 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • 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
    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 22
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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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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    This is our second year in a row renting this house and we couldn't have been happier. The place is just amazing, Denis and Rita were so friendly, and hospitable, thank you so...
    Reviewed 10 August 2017
    First let me say Thank You to the homeowners for their kindness n respect I wasn't sure at first about booking what I would call the guest apartment But to my surprise the place...
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    About this property
    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 kitchen inside with granite...
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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
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    • Grill
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    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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    East Stroudsburg, Pocono Mountains Region 18301
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    POCONOS ULTIMATE VACATION VILLA1 / 54
    (24)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Porch
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2016
    I was surprising my girlfriend with a weekend getaway for her birthday. When we arrived at the property it was beautiful. Damien was there and he showed us around the place.He...
    Reviewed 20 September 2013
    PUVV really lives up to its name (Poconos Ultimate Vacation Villa) A total of 10 of us stayed here for a Birthday weekend celebration. The Villa was very spacious and clean...
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    About this property
    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 rivers for kayaking and fishing....
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    East Stroudsburg, Pocono Mountains Region 18302
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Sauna
    • DVD Player
    • Grill
    • Internet Access
    • 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
    East Stroudsburg, Pocono Mountains Region 18301
    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
    • Sauna
    • Hot Tub
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • 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
    East Stroudsburg, Pocono Mountains Region 18301
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Hot Tub
    • Sauna
    • Grill
    • 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
    East Stroudsburg, Pocono Mountains Region 18301
    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
    • Air Conditioning
    • Sauna
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • 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...
    View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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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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    • 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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    East Stroudsburg, Pocono Mountains Region 18301
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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