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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 39 rentals
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    Convenient, Quiet, 7 bedroom Pocono Getaway1 / 70
    (2)Excellent
    7 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    4BR/ 4BA Lakefront House w/HOT SAUNA & Fireplace!1 / 52
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Beautiful Getaway, 8 Bd. 3.5 Bath Private Pool House & Game Room Close to Casino1 / 46
    (17)Very good
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Serene & Luxurious East Stroudsburg Home near Lake1 / 27
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2017
    Upon Arrival, To Me The Cabin Was Exactly What I Hoped For. The Owner Of The Property Was So Nice & Available For Any Questions & Concerns. I Will Defiantly Be Back For...
    Reviewed 5 September 2017
    Simply loved it !!! The house is beautiful. Modern look big and comfortable. By the end of the trip I didn't want to leave. Can't wait to go back again thank you for the...
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    About this property
    ** Please note that the sunroom is temporarily unavailable to guests as it undergoes repairs ** Situated within the private gated community of Penn Estates, this luxurious and modern 4-bedroom, 3.5-bathroom vacation rental house in East Stroudsburg is a remarkable escape. The spacious home is...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    MODERN 8BDR HOUSE WITH PRIVATE HEATED POOL, SAUNA, HOT TUB, FIREPLACE & FIRE PIT1 / 74
    (2)Excellent
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • 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 NEW: 7 PERSON OUTDOOR HOT TUB NEW: 6 PEARSON REAL SAUNA 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...
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    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 20
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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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    Amazing Modern Lakefront Chateau in Pocono's heart1 / 28
    (1)Very good
    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
    Reviewed 5 August 2018
    The house accomodated us, our children and grandchildren quite well. Plenty of space. Beautiful location. Play areas, beach areas, pools and lake were awesome. Open concept...
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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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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 located just minutes from...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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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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    Riverfront Lodge w/ Indoor Pool and Hot Tub1 / 31
    (5)Average
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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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    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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    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 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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    Water by a Cellar Door1 / 25
    (1)Terrible
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 minutes from Mount Airy...
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    Location Information
    18372, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    TOP RATED ULTIMATE FAMILY FRIENDLY LOCATION, Quiet or Adventure, it's all here1 / 27
    (9)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    What a beautiful house and SOOOOOO CLEAN! Tom and Jola could not have been nicer or more responsive! The home and all the amenities were exactly as described. Plenty of space...
    Reviewed 23 June 2018
    Our stay in the Poconos was really fun and the place that we stayed was very comfortable and a great location. We will definitely book another stay there again.Thanks for the...
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    About this property
    Freshly updated and nicely decorated, clean and comfortable Townhouse, sleeps 8 people. For more information see us on fb ComfyVacationHousePoconos 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...
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    18302, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    6 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Boulder, Mount Airy Casino...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 15
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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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    The Waterfront1 / 20
    (1)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    The communication between rental management was the worst. Multiple emails back and forth, once in a few** you would get a response back in time. Calling the office would get...
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    About this property
    Water Front Pool Home w/Hot Tub & Air Hockey, WiFi & PS3 & Netfllix and a Kramer Great getaway house for all seasons & occasions. 45 minutes from Manhattan. 10 minutes away from Mount Airy Casino, Shawnee, Camelback, Big Bolder, Jack Frost & a huge strip mall with over 100 stores. The house is...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 17
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Grill
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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-burning fire place, kids...
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    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Dec.30 -Jan 5,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
    12/30 - 1/5, 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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    6 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Patio
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    18301, East Stroudsburg, Pocono Mountains Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 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, 2.5-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, 3 Bathrooms, Sleeps 8
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