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Holiday Rentals with Pools in Pocono Pines

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    Travellers to Pocono Pines are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    28 Matching Rentals in Pocono PinesView all 63 rentals
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    NEW! Charming 3BR Arrowhead Lake Cottage!1 / 27
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Cozy LAKEFRONT SKI Charmer w/Pool Table1 / 17
    (21)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    COZY & CHARMING POCONO CABIN NESTLED IN THE WOODS LOCATED AT ARROWHEAD LAKES.1 / 23
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Arrowhead Lake Chalet - Peaceful and Private1 / 10
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Children's Pool
    • Grill
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2016
    My family and I had our first family getaway since 2002 and we chose to stay in the Poconos. Arrowhead Lake Chalet was a perfect choice for our fall trip. The views in the area...
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    About this property
    This Chalet features three bedrooms, a loft which is set up as a fourth bedroom, one and a half baths, living room with cathedral ceiling, dining area and kitchen. Front deck offers outdoor furniture and barbecue grill. The back yard is level and great for outdoor fun and is adjacent to private...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    RELAX AND ENJOY..BIG ARROWHEAD LAKE HOME1 / 50
    (22)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Children's Pool
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2016
    Went to the poconos for our annual guys golf trip. House was very fun, cool layout, comfterble mattresses and all around a warm house. Would def go back again!
    Reviewed 4 October 2016
    Spent the weekend here with a group of friends the week before one of us got married. The house was perfect and fit all of us comfortably. Along with the fire pit out back and...
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    About this property
    RELAX, ENJOY AND JUST BRING YOUR SUITCASE! FRESH LINENS AND TOWELS PROVIDED AND SO MUCH MORE! NEW GAME ROOM WITH POOL AND AIR HOCKEY TABLE, AND SLOT MACHINE! Lake View with a huge 2nd story deck..Most desirable area in the Poconos!! Very private Arrowhead Lake chalet across the street...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    FALL GETAWAY WEEKENDS AVAILABLE!1 / 9
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Shared Indoor Pool
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    The house was great. Owner replied to all my questions within minutes. We had an awesome time using the canoes, kayaks and paddle board, which were all provided by the homeowner...
    Reviewed 4 April 2017
    Great house, beautiful area, very friendly renters, overall great time. Would highly recommend to prospective travelers.
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    About this property
    RELAX IN AMENITY-FILLED LAKE NAOMI, A TRUE FOUR SEASON COMMUNITY IN LAKE NAOMI, THE ONLY PLATINUM RATED RESORT COMMUNITY IN THE POCONOS. FEATURING APPROX. 2,500 SQUARE FEET INCLUDING FOUR BEDROOMS (SLEEPS 10), 2 BATHROOMS, EAT-IN KITCHEN PLUS FAMILY ROOM,AND 2 UPSTAIRS DENS! RELAX ON THE DECK OR...
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    18350, Pocono Lake, Pocono Pines
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    New! 'The Cuckoo's Nest' 3BR Pocono Lake House1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We really enjoyed our stay at this property. House is beautiful, well decorated and has everything that you need for short term stay. We would certainly come back.
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    About this property
    Escape to the Pocono Lake area, near the shores of Arrowhead Lake, for a relaxing getaway in this spacious 3-bedroom, 2-bathroom vacation rental house that comfortably sleeps 8. This property boasts 1,455 square-feet of living space, a large outdoor deck and an unbeatable location. Nestled in the...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tranquility Cottage at Arrowhead Lake, Close to 3 Ski Slopes! ~ Fplc, Fpit, WiFi1 / 27
    (15)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Children's Pool
    • Cable/satellite TV
    • Grill
    • Balcony
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    Very wonderful cozy place to get away from the crazy city Ms Sally was very helpful and polite and I am very happy with the whole overall trip I would highly recommend and would...
    Reviewed 17 August 2017
    We had a great and joyful time in this house. The house made is feel like home.We are planning going here next summer
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    About this property
    PLEASE NOTE: Rates are higher for holiday periods; inquire to confirm before booking. Two-night stays overlapping a Friday or Saturday night are charged at the full weekend rate. Occupancy listed is maximum adults + children permitted. Taxes and payment fees additional. Kick back on a big,...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • DVD Player
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront townhome with exceptional view of the lake in Pinecrest Lake Resort. Pinecrest Lake Resort is a premier community in a beautiful setting with picturesque views, a 77 acre lake with beach, 18-hole championship golf-course, clubhouse with restaurant and pub, tennis complex, swimming pools,...
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    18350, Pocono Pines, Pocono Mountains Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Charming Pocono Home Away From Home! Close to Kalahari and 3 popular skii areas,1 / 44
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Washer
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    My husband ,Daughter, 2 grandson and myself spend 5 days relaxing in this well kept country town House.. We relaxed by swimming in the pool,Eating in good restaurant...
    Reviewed 11 August 2017
    My family and I had a great time relaxing in this beautiful home. Melissa was very accommodating and had every necessity ready. Definitely go through her guest binder for ideas...
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    About this property
    Come enjoy a variety of indoor and outdoor winter activities, while being hosted at my cozy and spacious townhome. My place is perfect for relaxation and warming up by the fire after enjoying some outdoor winter fun. At 1500 square feet, my bi level townhouse is very well maintained and comes with...
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    18350, Pocono Pines, Pocono Mountains Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beach, Lakefront & Ski Family Getaway1 / 28
    (1)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Children's Pool
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2016
    My husband and our family were so excited to come back to Arrowhead Lakes. This a a wonderful community with beautiful lakes. The location of this house has it pros and cons...
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    About this property
    This 5 bedroom, 3 1/2 bath home away from home sleeps 14 comfortably. It is located directly on Arrowhead Lake and adjacent to Beach #3 with a playground. The house is spacious and newly renovated is located in popular Arrowhead Lakes with one of the best views in the community! Swim, fish, canoe...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    4BR Pocono Lake House w/Private Deck!1 / 27
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Cable/satellite TV
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2017
    The place is beautiful. The house are really cozy. The owner are very nice and quickly respond! The house is located in quiet, gates community. All beds are very comfortable...
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    About this property
    Central Air Included! The ultimate getaway awaits you at this newly renovated 4-bedroom, 2-bathroom Pocono Lake vacation rental house that comfortably sleeps 12 and features a wraparound deck, a barbecue grill, and an outdoor firepit! Located in the private Arrowhead Lake Community, you'll enjoy...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
    • Grill
    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, relatively new home offers all the amenities to make your stay enjoyable and unforgettable. With around 2,000 square feet of floor space, the home features spacious accommodations with high vaulted ceilings and beautiful large windows. The home has three large bedrooms, a bright...
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    18350, Pocono Pines, Pocono Mountains Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lakefront House in Poconos1 / 27
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Waterfront
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2016
    We just go back from a great weekend getaway! We got to the house on Thursday and left on Sunday. I had a couple of questions and Lola was very prompt getting back to me with...
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    About this property
    Enjoy the beauty of the Pocono at our spectacular lake front house with a private deck facing the water. There are beautiful wide views of the lake from everywhere in the house. There are 4 bedrooms, loft, living room, dining room, fully equipped kitchen, kids gym room , sauna, big deck, sauna, 3...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mountain Lake Cabin with Cozy Loft, Close to Ski Slopes, Near Lake1 / 52
    (31)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2017
    We had a great relaxing short vacation after Christmas. Jill was very nice!! She responded immediately to every question I had. Everything was ready and perfect when we arrived...
    Reviewed 4 October 2017
    Wonderful weekend getaway...we enjoyed having our pups with us...we were welcomed with wine and dog treats which was very thoughtful. Lovely home tucked away in a nice gated...
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    About this property
    Clean, Charming Cabin, 3 Bedroom, 1-1/2 bath Home, Sleeps 8, Fireplace, A/C, Free WiFi with Netflix and Hulu March 11, 2018 St Patty’s Day Celebration in Jim Thorpe at 1:00 March 18, 2018 40th Annual St Patty’s Day Parade in Stroudsburg at 1:30 Paw Prints in the Poconos is located in a tranquil,...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    • Private Garden
    • Children's Pool
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and well kept home, on a private wooded lot with large front deck. Located in private gated community filled with all the amenities, it's a short walk to heated pools and playgrounds. All new floors though out the first floor, wood burning fireplace and large loft with separate bathroom....
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Washer
    • Central Heating
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Need an escape from the hustle and bustle of everyday life? Look no further than this lovely 2-bedroom, 2-bathroom Pocono Lake vacation rental home with accommodations for 10, where you'll find true serenity amongst Pennsylvania's natural beauty. With sparkling lakes, pristine beaches, and numerous...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3BR Lakeview House1 / 19
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 November 2017
    We appreciate the layout of the house and the fact that it was only a few feet from the lake house. It was absolutely relaxing for our family. We would definitely go back again...
    Reviewed 25 September 2017
    Was the perfect place for me and some friends to get away for the weekend, lake was amazing and right across the street. Enjoyed sitting on the front porch in the morning...
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    About this property
    *Please Note Amenity Fee's May Apply Please read booking policies before booking* -Book 6 or more days and get a 20% discount Escape the hustle and bustle of your busy life and take a much-needed vacation to Pocono Lake when you book this 3-bedroom, 1.5-bathroom rental house that comfortably...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    NEW! 3BR Pocono Lake Home - 1 Min. Walk to Beach!1 / 24
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    We stayed at this wonderful home on August 21st- 24st. I was impressed of how nice the home was decorated and I have to say having the lake across the street was a wonderful...
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    About this property
    Enjoy easy access to outdoor recreation and Arrowhead Lake at this beautiful 3-bedroom, 2-bathroom Pocono Lake vacation rental house. This beautifully remodeled ranch-style home boasts 1,375 square feet of well-appointed living space, with an expansive private deck just across the street from the...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your Pocono Lake retreat with this stunning 3-bedroom, 2-bath vacation rental home which sleeps ten. Your vacation begins the moment you arrive at this welcoming property, nestled amongst towering trees in a gorgeous natural setting. The perfect choice for large families or groups of...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate Pocono Lake retreat awaits at this lovely 3-bedroom, 2-bathroom home, which has sleeping accommodations for up to 10 guests. With an ideal location near lakes and mountains, your entire travel party will love staying at this property! THE PROPERTY If you're looking for the perfect...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Hot Tub in 2017! We have 38 (5) star reviews on another website! This newly renovated chalet has everything for a great Pocono vacation! Enjoy the lower level area with a flatscreen tv and dvd player, foosball table, 2 futon sofas which also convert to sleeping areas. There is a...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Grill
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Need a place to escape the city or the summer heat? Come to the lush Pocono Mountains in northeastern Pennsylvania, where you'll find true serenity in nature. You're practically guaranteed to have a good time in this house! With 2 large lakes, clean beaches, and numerous events throughout the year,...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Arrowhead Lakes Cozy 3BR Chalet1 / 13
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • DVD Player
    • Parking
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your vacation at our lovely 3BR cozy mountain chalet in the gated community of Arrowhead Lakes, conveniently located near Jack Frost, Big Boulder and Camelback. Arrowhead Lakes features two big lakes with 4 beaches (closest one is less than half a mile away), and 3 swimming pool/tennis...
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    Location Information
    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Patio
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting 1,250 square feet of charming living space, this cozy Pocono Lake cabin invites 6 guests to kick back, relax, and stay awhile. Ideal for families and friends looking to escape to the picturesque Pocono Mountains, this serene 2-bedroom, 2-bathroom vacation rental will leave you feeling...
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    18347, Pocono Lake, Pocono Pines
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy chalet located in 5 stars community. Some community fees apply. 2 master bedrooms, plus a 3rd bedroom and half bathroom. Game room, studio library, fireplace. Flat screen tv's in every bedroom plus living room and game room with DVD player and play station. WI-FI included with cable. Use...
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    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please Note Amenity Fees May Apply* Escape the hustle and bustle of your busy life and take a much-needed vacation to Pocono Lake when you book this 3-bedroom, 1.5-bathroom vacation rental house that comfortably sleeps 9. With a completely renovated interior and a spacious private deck...
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    Location Information
    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Balcony
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy easy access to all your favorite outdoor activities when you stay at this charming 3-bedroom, 1-bathroom vacation rental house that sleeps 6, situated on Trout Creek and Arrowhead Lake with 283 feet of waterfront. Surrounded by 4 sandy beaches, a trout stream, fishing lagoon, and more, this...
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    Location Information
    18347, Pocono Lake, Pocono Pines
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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