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Holiday Rentals with Pools in Canaan Valley

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    Travellers to Canaan Valley are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in Canaan ValleyView all 133 rentals
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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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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tasteful furnishings complement the classic design of this new townhome. The tiled entry opens into the great room with oak hardwoods, stone fireplace, and custom lighting. Luxury and privacy in the master bedroom on the first level satisfy the most discriminating taste. Ascent to the second level...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tasteful furnishings complement the classic design of this new townhome. The tiled entry opens into the great room with oak hardwoods, stone fireplace, and custom lighting. Luxury and privacy in the master bedroom on the first level satisfy the most discriminating taste. Ascent to the second level...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    Suitability
    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)
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    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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    Timberly - 699 Ridge Road1 / 29
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    House was lovely, nice furniture, very well equipped, great location, however the tv was not working properly as well as kitchen stove, door handles falling off and missing...
    Reviewed 24 May 2017
    We really enjoyed our visit. Peace and quiet out in the mountains. Great hiking. We really enjoyed the hot tub.
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    About this property
    Timberly is a beautiful contemporary home on a two-acre wooded lot in the gated community of Timberline. Only a two minute’s drive from the Timberline ski slopes and near Canaan Valley Ski Resort. It has a fully appointed kitchen and all the comforts of home. Enjoy the hot tub on the spacious,...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Hot Tub
    • Wi-Fi
    Suitability
    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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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    Suitability
    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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    1 Bedroom, 1 Bathroom, Sleeps 2 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
    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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    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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    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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    Incredibly Plush meets Amazingly Priced!1 / 19
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    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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    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    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 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    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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    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
    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 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
    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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    Three Bears in the Valley - 27 Cirrus Drive1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    This was an absolutely gorgeous home. Looks to have been recently remodeled with plenty of sleeping areas. Nice open kitchen. Easy access to the pool. Beds were very comfortable...
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    About this property
    Our lovely home, Three Bears IN THE VALLEY, is located in the mountains of beautiful Canaan Valley at the Windwood Fly-In Resort. Surrounded by spectacular views of the Timberline and Canaan Valley ski areas, cascading mountains, and beautiful Mother Nature, our extraordinary home and its...
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    Canaan Valley, West Virginia 26260
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    • Washer
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    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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    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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    2 Bedrooms, 2 Bathrooms, 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. 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
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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, 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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    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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    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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    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.(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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