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Holiday Rentals with Pools in Canaan Valley

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    Travellers to Canaan Valley are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in Canaan ValleyView all 129 rentals
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    Incredibly Plush meets Amazingly Priced!1 / 19
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bear Feet Inn is a charming mountain home with beautiful tavern grade hardwood floors and a cathedral ceiling in the great room. There is new Berber carpeting throughout the bedrooms. Our home has an open floor plan just perfect for that once in a life time family gathering! Our home is the largest...
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    Canaan Valley, West Virginia
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Grill
    • Hot Tub
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Housekeeping Included
    • 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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    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
    • Parking
    • Hot Tub
    • Satellite TV
    • Housekeeping Included
    • Wi-Fi
    Suitability
    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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    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Internet Access
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Deerfield Village #28! This 2 bedroom, 2.5 bath townhouse offers everything you need for your Canaan Valley getaway! Deerfield Village Resort is located in the heart of the Valley, and includes amenities such as a heated outdoor pool, tennis court, basketball court, sand volleyball,...
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    Canaan Valley, West Virginia
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Grill
    • Air Conditioning
    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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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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
    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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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Terrace
    • Wi-Fi
    • Satellite TV
    • 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, 4 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Hot Tub
    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 18
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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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    • Grill
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    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
    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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    Amenities & Details
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    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
    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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    • Internet Access
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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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) SLEEPS 4 PEOPLE. No pets allowed Additional...
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    Canaan Valley, West Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    • 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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