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Holiday Rentals with Pools in East Stroudsburg, PA

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    Travellers to East Stroudsburg are booking January dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 54
    3.5 of 5 bubbles (19) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 20 | Quick View
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    1 / 35
    5 of 5 bubbles (8) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    1 / 14
    4.5 of 5 bubbles (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 29
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Skiing: Property Is...
    • Mountain Views
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    • Shared Indoor Pool
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    • x
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    • x
    About this property
    WELCOME TO THE OWL'S NEST...A NEWLY RENOVATED AND DECORATED SHAWNEE MOUNTAIN TOWNHOUSEWe'd love to have you stay at our place. We've received great reviews from our past guests and look forward to serving you as well. :)At The Owl's Nest, you'll enjoy a BRAND NEW (fully renovated) 3-bedroom, 2.5... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18302
    5 of 5 bubbles Reviewed 5 April 2015
    We used this condo as a long getaway weekend for 3 ladies. The condo does indeed sleep 8, and would be comfortable for that many people. It was clean and in good repair, with a...
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    1 / 20
    4 of 5 bubbles (11) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Mountain Views
    • Balcony
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    • Grill
    • Patio
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    • x
    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... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18302
    4 of 5 bubbles Reviewed 18 October 2016
    The stay is very memorable and the owner was courteous. The property is clean and neat. They provided all the help when needed. I recommend this to any family who wants to visit...
    5 of 5 bubbles Reviewed 13 October 2016
    This was my first time booking through Tripadvisor so I was a little nervous. The booking process was very easy and the owner explained everything in details. it was kinda hard to...
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    1 / 28
    6 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    1 / 43
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Grill
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    • x
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    • x
    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... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • DVD Player
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Grill
    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lakefront luxury newly renovated house hour nd half away from Manhattan. All new furniture, bar, hardwood floors, 60' LED TV with Netflix, 5 bedrooms with 5 queen beds in each room, one futon in the loft, plus in addition two air mattresses available, each sleeps two. All the sheets, pillows etc.... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    1 / 29
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Air Conditioning
    • Washer
    • Mountain Views
    • Patio
    • Hot Tub
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18302
    5 of 5 bubbles Reviewed 16 April 2016
    My family and I rented this townhouse in the Poconos for the winter season, from Dec. 2015 through Mar. 2016, the reason being my daughters worked as Shawnee Mountain snowboard...
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    1 / 4
    1 of 5 bubbles (1) Terrible
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An escape to the mountains awaits owners who select Villas at Tree Tops as their vacation getaway. Nestled in the Poconos, these villas offer a warm and cozy escape from the everyday for your family's next vacation. No other Pocono resort provides so many extras with so much to do throughout the... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18302
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    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Mountain Views
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 or... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    1 / 91
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Washer
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Features 4 Bedrooms and 2 additional rooms, 3 full bathrooms (1 on first level, 1 on second level), 8 Person Poker Table and BUMPER Pool Table. PS3, tons of board games, & a gas stove. Living/Family room equipped with a huge brand new sectional, and a 42 inch LCD TV (with Playstation3/DVD Player)... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18301
    1 / 82
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 17 | Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Water Front Pool Home w/Hot Tub & Air Hockey, WiFi & PS3 & Netfllix and a Kramer Features 5 bedrooms, 2.5 bathrooms (1 on third level, 1 on second level, 1 on first level). Game room equipped with separate flat screen TV with Air Hockey Table and variety of board games. Living/Family room... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region 18302
    1 / 31
    2 of 5 bubbles (5) Poor
    6 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Hot Tub
    • Porch
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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 Delaware River (Delaware... View all property information
    Location Information
    East Stroudsburg, Pocono Mountains Region