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Holiday Rentals with Pools in Canaan Valley

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    Travellers to Canaan Valley are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    32 Matching Rentals in Canaan ValleyView all 137 rentals
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    Three Bears in the Valley - 27 Cirrus Drive1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique contemporary pedestal home with cathedral ceilings & cedar accents; 2 person Jacuzzi Bath; lovely views and on-site pool, tennis court, fishing pond, miniature golf course and walking trails. Wireless Broadband Internet 2 bedroom, 1 bath (1 queen, 2 twins, sleep sofa) 4 wheel drive suggested...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    This is an inviting and newly furnished 1 bedroom, 1 bath condo bordering National Forest with trails. Beaver Lilly is ideal for any time of year with air conditioning and balcony for warm summer days and wood burning fireplace for chilly winter nights. Beautiful views all year, heated pool, tennis...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely, newly decorated town home located in the heart of Canaan Valley and just minutes from skiing, mountain biking, scenic state parks, wildlife refuge and a championship golf course. 3 bedroom, 3 bath has 1 king bed, 2 queens, and sleep sofa. Wood-burning fireplace and Jacuzzi tub....
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique contemporary pedestal home with cathedral ceilings & cedar accents; Jacuzzi Bath; lovely views and on-site pool, tennis court, minature golf course and walking trails. Wireless Broadband Internet 1 BR/Loft, 1BA (1 queen, 2 bunks) Pet Friendly - Dogs Only BB CTV DW FP JB M ST WD VCR CCG POOL...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury mountain cabin located in beautiful Canaan Valley West Virginia. Custom finishing throughout with a large deck on two levels. Enjoy the clean mountain air and black sky starry nights at 3,300 feet above sea level. Relax on leather recliners warmed by the fireplace facing the big screen TV....
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    Canaan Valley, West Virginia 26260
    Cabin Holiday Rental - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. Wireless Broadband Internet 1 Bedroom, 1 Bath (1 Queen, 1 sleep sofa)...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Friendly Retreat is located in beautiful Canaan Valley WV at the Windwood Fly-In Resort. The Windwood Resort community offers a spectacular view of the Timberline ski area as well as panoramic views of the Canaan Valley area. Windwood has a unique mountain airstrip. The paved runway is...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique contemporary pedestal home with cathedral ceilings; whirlpool tub; lovely views and on-site pool, tennis court, fishing pond, miniature golf course and walking trails. Wireless Broadband Internet 1 bedroom, loft bedroom, 1 bath (1 queen, 3 twins, sleep sofa) 4 wheel drive suggested in the...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Very cozy condo with fireplace ans two-person Jacuzzi tub. Located on a four Season Resort with numerous activities and amenities. Charming condominium in beautiful Canaan Valley WV. A perfect getaway located at the popular Black Bear four season resort bordered by a National Refuge. Close to...
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    Canaan Valley, West Virginia 26260
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    141 - Canaan Valley, Mid-week specials, pets OK.1 / 32
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2017
    Very kind, friendly staff. Very clean rooms. This was the best vacation I have ever had. Highly recommend the folks and cabins at the Black Bear Resort.
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    About this property
    Mid-Week Specials! Take a Snow Day! Canaan Valley is an upland valley in northeastern Tucker County, West Virginia, USA. Within it are extensive wetlands and the headwaters of the Blackwater River which spills out of the valley at Blackwater Falls. It is a well-known and partially undeveloped...
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    Canaan Valley, West Virginia 26260
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Grill
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this beautiful Mountain Ski Chalet home all year long. Come enjoy the brand-new gourmet kitchen with new custom soft close drawer and door cabinets, granite countertops, and all new stainless appliances! Located 5 minutes from top ski destinations in West Virginia, this 3 bedroom +1 loft bed...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Beaver Ridge 1091 / 15
    (1)Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. (1 Queen, 2 Twins, 1 Sleep Sofa) No pets allowed Additional...
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    Canaan Valley, West Virginia 08290
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. Short drive to Whitegrass, Canaan Valley & Timberline Ski Resorts....
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mid-week Specials! Take a Snow Day! Canaan Valley is an upland valley in northeastern Tucker County, West Virginia, USA. Within it are extensive wetlands and the headwaters of the Blackwater River which spills out of the valley at Blackwater Falls. It is a well-known and partially undeveloped...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious home has farm-house warmth with contemporary flare. Air-conditioned and newly remodeled, this space includes a family room with stone fireplace and great views. The bright and efficient gourmet kitchen has been totally outfitted with all American Made products from the dinnerware, to...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Canaan Valley and just minutes from skiing, mountain biking, scenic state parks, wildlife refuge and a championship golf course. Wood-burning fireplace and Jacuzzi tub. Large lower deck with grill, and small balcony off bedroom. Amenities include outdoor pool, tennis courts,...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. Wireless Broadband Internet 2 Bedroom, 2 Bathroom (1 King, 2 Twins, 1...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy Inn Suite1 / 16
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    The wood panelling in the room gives it a charming, warm feeling each time you settle into the room. The room also comes with lots of extras such as: microwaveable cups and...
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    About this property
    Cozy Inn Suite with fireplace and two person Jacuzzi tub. Suite is completely accessible without climbing stairs. Charming condominium in beautiful Canaan Valley WV. A perfect getaway located at the popular Black Bear four season resort bordered by a National Refuge. Close to cross country and...
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    Canaan Valley, West Virginia 26260
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Terrace
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In this case Serenity means calm, cool, and comfortable too! This lovely 2-bedroom townhome is renter ready for your next mountain retreat. In every season enjoy a well equipped kitchen, comfortable bedding, WIFI, mountain scenery and more. Nestled inside of lovely Deerfield Village, Serenity...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amazingly affordable lodging in the center of Canaan Valley!1 / 12
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset views, along with WIFI and cable TV are free with the rental of this generously proportioned Beaver Ridge condominium. The Penthouse of Beaver Ridge is aptly named for its corner location and commanding views. Enjoy a cozy fire in the winter or in the summer stay in air conditioned comfort...
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    Canaan Valley, West Virginia 26260
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Tre Signore! This lovely contemporary home borders Monongahela National Forest to provide peace, quiet and plenty of opportunities to convene with nature. Centrally located, it is a short drive to Blackwater Falls, Canaan Valley Resort, White Grass and Timberline. Summer visitors can...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious town home located in the heart of Canaan Valley and just minutes from skiing, mountain biking, scenic state parks, wildlife refuge and a championship golf course. 3 bedroom, 2.5 bath has 1 king bed and 2 queens. Cable TV(2) with DVD and VCR, W/D, wood-burning fireplace, and a Jacuzzi tub....
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Incredibly Plush meets Amazingly Priced!1 / 19
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Balcony
    • Terrace
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When I think back to my childhood home, I can say with certainty that my favorite room was the den. It wasn’t a big space, but every inch of it contained the most interesting relics. Books, pictures, family heirlooms and the most comfy furniture were all there to nestle in. With that said, The...
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    Canaan Valley, West Virginia 26260
    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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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. (1 Queen, 2 Twins, 1 Sleep Sofa) No pets allowed Additional...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. 2 bedrooms, 2 bathrooms (1 Queen, 2 Twins) SLEEPS 4 PEOPLE. No pets...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. Wireless Broadband Internet 1 Bedroom, 1 Bath (1 Queen, 1 sleep sofa)...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest.(1 Double, 2 Twins, 1 Sleep Sofa) No pets allowed Additional...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest.(1 Queen, 1 Sleep Sofa) No pets allowed Additional amenities: Hiking...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    About this property
    Tastefully furnished and equipped condominium with full kitchen; private balcony; quiet wooded setting; outdoor heated pool, tennis court and volleyball area; adjacent to hiking and cross-country skiing trails on National Forest. Wireless Broadband Internet 1 Bedroom, 1 Bath (1 Queen, 1 sleep sofa)...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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