This nicely appointed mountain house features all the convenience of home. Comfortable and well maintained, this single family home is filled with everything you should need for a vacation retreat. After a day of skiing you will enjoy cozying up by the living room fireplace or relaxing in the outdoor hot tub. Moms will appreciate the convenience of the large mud room entry...perfect for snowy boots or muddy sneakers. Teens and tweens will enjoy the loft with an extra TV for escaping the crowd. The whole gang will love the open floor plan that makes it so easy to socialize...even for the cook! Easy winter access, Craig's Cherry Woods also offers the use of a community tennis court and pond.

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Vacation Rental Reviews

• Craig’s Cherrywood

  Stayed 4 days ending in August, 2024

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  Susan H from Pflugerville, TX recommends this vacation rental

  Good place to stay temporarily for the nights our other cabin guy was booked. Kitchen well stocked with lots of places to put groceries. Best of Canaan staff were so helpful to find this for us.

  • Manager Responded on 8/26/2024

    Thank you for staying with Best of Canaan and your review is greatly appreciated. Hope to see you again soon!

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• Nice family ski trip

  Stayed 4 days ending in December, 2021

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  Gabriela M from Gaithersburg, MD recommends this vacation rental

  Nice house with a few glitches. The downstairs TV had no remote and could not be used. The hot tub took a very long time to warm up but did eventually. Spots on the couch were not clean, but overall an ok experience.

  • Manager Responded on 1/19/2022

    Thank you for your feedback on Craig's Cherry Woods. We hope you come back and stay with Best of Canaan again.

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• Fall visit

  Stayed 3 days ending in October, 2021

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  a guest from Washington, DC recommends this vacation rental

  We had a great stay at Craig’s Cherry Woods. The house is spacious and comfortable. The back deck provides a lovely setting for dinner, or just relaxing. The built-in hot tub is a nice feature. The location provides easy access to most Canaan Valley sites.

  • Manager Responded on 11/2/2021

    Thank you for your review. We hope to have you back soon!

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• Timberline 2021

  Stayed 29 days ending in September, 2021

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  John R from The Villages, FL recommends this vacation rental

  We had a wonderful time staying in Craig’s Cherry Woods rental. The master bedroom was on the first floor. The hot tub was an added bonus.

  • Manager Responded on 10/20/2021

    Hi John, Thank you for your review of Craig's Cherry Woods. See you next year!

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• Craig’s Cherry Woods

  Stayed 31 days ending in September, 2021

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  John R from The Villages, FL recommends this vacation rental

  Our stay was wonderful. This was our third summer vacation in Canaan Valley and our accommodations were excellent. The rental unit was very clean. The staff was very cordial and responded to our requests on a very timely manner.

  • Manager Responded on 10/14/2021

    Thank you for your review on Craig's Cherry Woods. Happy to know you enjoyed your stay. We look forward to seeing you again!

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• Amazing getaway!

  Stayed 3 days ending in March, 2021

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  a guest from Roanoke, VA recommends this vacation rental

  Here’s how you know the house and amenities were top notch- you spend a lot of time in there due to rain! Seriously, rained the entire time we were there. Spent one day on the slopes and one day in town, lots of time in the house. Small hot tub that cools quickly but we boiled water and just kept refilling to keep it hot. Everyone slept comfortably in all the beds and plenty of towels for the hot tub and showers! I’d suggest bringing extra paper towels, we only had one roll and used them quickly. Great stay, will be back!

  • Manager Responded on 3/23/2021

    Hi Brooke, Sorry about all the rain! That must have put a damper on things. We are so glad you enjoyed your stay at Craig's Cherry Woods other wise though and thank you for the information on the hot tub we will definitely check on that. We hope to have you back again soon!

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• Perfect!

  Stayed 4 days ending in February, 2021

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  Aaron S from Pittsburgh , PA recommends this vacation rental

  Great location - minutes from timberline, 10 minutes to Canaan valley ski slopes and ski white grass! Great spot. Great accommodations, open floor plan, gas fireplace, half-hot tub, really everything you need. If you need your downhill gear worked on or rentals go to driftland in Davis and talk to Ian!!
  
  If you’re hankering for a backcountry experience that is freedom check out ski white grass.

  • Manager Responded on 2/24/2021

    Hi Aaron, Thank you for your great review of Craig's Cherry Woods. We hope to have you back again next season!

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• Best of Canaan Get Away

  Stayed 3 days ending in November, 2020

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  Cara S from Lexington, KY recommends this vacation rental

  My fiancee and I, along with our two friends, just needed to get out of our hometown for a few days, and this was the perfect place to come! The house was big enough for everyone to spread out, while not feeling too large or overwhelming. The hot tub, grill, and deck area were perfect! Neighbors were close by, but you honestly couldn't even tell they were there most of the time. For a get away, it was perfect. However, if you are looking to be close to a lot of shops, restaurants, etc. this is not the location for you.

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• Hiking Trip with Friends

  Stayed 5 days ending in October, 2020

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  a guest from CHESWICK, PA recommends this vacation rental

  This home is in a convenient location for hiking, between Dolly Sods, Canaan Valley State Park, and Blackwater Falls. We enjoyed seeing all of them. The house suited our needs perfectly. It was clean and everything was in working order. We thoroughly enjoyed the hot tub after hiking and the fireplace on the chilly nights.

  • Manager Responded on 12/28/2020

    Craig's Cherry Woods is so cozy! Thank you for the great review and we hope to see you again soon!

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• Great house with everythibg we needed

  Stayed 3 days ending in October, 2020

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  James B from Silver Spring, MD recommends this vacation rental

  Myself and some friends rented this house from Thursday till Sunday. We used this as a jumping off point to hike Dolly Sods, Shenandoah, Timberline, and Blackriver Falls. The house was well equipped, with the kitchen having most items (only one baking sheet could be found), the hot tub was in good shape, and the house overall was clean and cozy. The grill and deck area was especially good- the grill has a hard gas line and the deck area is quite large here. The house is pretty private, and though we were there when there was no snow, the house is likely walking distance to the slopes.

  • Manager Responded on 11/10/2020

    Hi James, Thank you for your review! Craig's Cherry Woods is walking distance to the slopes! We would love to have you back for ski season if that is something you enjoy as well.

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• Great stay, great location

  Stayed 7 days ending in October, 2020

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  Emily L from College Park, MD recommends this vacation rental

  This is a really nice, well-maintained house. We really enjoyed our stay there. There were just two of us and the bed we slept in was comfortable. The kitchen is in good shape.

  • Manager Responded on 11/10/2020

    Thank you Emily! We are so glad you enjoyed your stay at Craig's Cherry Woods and we can't wait to have you back!

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• Craigs Cherry Woods

  Stayed 5 days ending in June, 2020

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  a guest from Clearfield, PA recommends this vacation rental

  East to find. Reasonably convenient to the locations we visited - Blackwater Falls, Seneca Caverns, Blackwater Outdoor Adventures. There was a lot we could not do because of Covid 19 but there was still enough to fill our week. Hot tub was ok but small for a place that sleep 8. It would not let the temperature go above 96 and lid was difficult to handle. Grill was great but don't forget your own foil or pans to use as grates were quite rusty and dirty. It says to bring your own soap, shampoo etc so don't forget to bring dishwasher soap.

  • Manager Responded on 7/2/2020

    Thank you for your feedback on Craig's Cherry Woods. We hope you enjoyed your stay and can't wait to have you back!

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• Cozy home in quiet valley

  Stayed 3 days ending in July, 2019

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  Summer S from Little Elm, TX recommends this vacation rental

  We had a great time. The home was spacious and comfortable. We played tennis, dipped into the pond and enjoyed checking scores out in the area.

  • Manager Responded on 8/22/2019

    We are so glad you enjoyed your stay here in the beautiful WV mountains. Thank you for planning your Canaan Valley lodging with Best of Canaan. Please come back and see us!

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• 30 days at Craig’s Cherrywood

  Stayed 31 days ending in July, 2019

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  a guest from Helotes, TX recommends this vacation rental

  From the minute we walked into the house we felt at home. It was well furnished with everything we needed and very clean. Loved being close to Canaan Lodge and Davis. Great places to walk and the lake was a big attraction. Rental staff was friendly, professional and efficient.

  • Manager Responded on 8/27/2019

    We are so glad that you enjoyed your stay here in the beautiful WV mountains. Thank you for planning your Canaan Valley lodging with Best of Canaan. Please come back and see us!

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• Great Space

  Stayed 3 days ending in January, 2018

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  Max L from Newport News, VA recommends this vacation rental

  We had a couple families from our church and we stayed for skiing. It is very convenient for skiing. While not in walking distance (unless you are a sicko that wants to make a major hike in ski boots), it is not too far from the parking area. It was well maintained and clean.

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• Had a wonderful time! Very nice vacation place!

  Stayed 5 days ending in December, 2017

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  a guest from Herndon, VA recommends this vacation rental

  We had a great memorable Holiday vacation at Craig's Cherry Woods. The place had everything you needed. Very close to skiing area.

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• Ski vacation minus snow

  Stayed 3 days ending in January, 2017

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  a guest from Dunn, North Carolina recommends this vacation rental

  The house overall was in great shape and great for our family...we only left for a couple hours over the whole weekend due to horrible ski conditions. It was in a great location, and comfortable. We love to cook when we are on vacation, and that was the only problem we encountered. The amount of pot and pan (there was more than one, but barely) was lacking and made cooking for the family challenging. On the bright side, it allowed us to become creative and spend more time together anyway, so basically a win. I would definitely stay here again, I will just bring a couple pans with me ?. Great property.

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• Nice house near the ski slopes

  Stayed 4 days ending in January, 2017

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  Pavel D from Columbia, MD recommends this vacation rental

  We rented the house for 4 days for New Year Eve. It is located very close to the slopes (~10 min walk, ~2 min by car).
  It was well maintained and clean. The hot tube is small, but it is fine for 4 kids or 2 adults.
  The area has a lot of activities (winter and summer).

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• Peaceful

  Stayed 4 days ending in September, 2016

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  Delores W from Hepzibah, WV recommends this vacation rental

  very relaxing....enjoyed our stay

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• A great place to stay

  Stayed 7 days ending in August, 2016

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  a guest from Dundas, Ontario recommends this vacation rental

  We enjoyed our stay in this home! It had everything we needed for our family and the hot tub was enjoyed by all:)

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• Craig ́s Cherry Woods

  Stayed 4 days ending in November, 2015

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  Santiago F from North Bethesda, MD recommends this vacation rental

  Great weekend in an amazing and super comfortable house! The house was actually better than what I was expecting based on the pics.

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• Lovely home for families

  Stayed 3 days ending in September, 2015

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  a guest from Washington, DC recommends this vacation rental

  We had a lovely long weekend in Craig's Cherry Woods. Well situated and equipped for families with kids, including a bunkbed and Disney movies. Very clean. Would definitely go back again.

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• Family Reunion

  Stayed 3 days ending in August, 2015

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  Susan H from Morgantown, WV recommends this vacation rental

  Craig's Cherry Wood was a lovely home!!! It was very clean and welcoming. My only suggestion would be to beef up the kitchen items. Measuring spoons, additional cookie sheet, large stock pot, and a meat platter. Only other suggestion would be to have a blanket available to all bedrooms because it got cold Saturday night. These things I mention are trivial, I would most defiently stay her again. Best of Canaan was wonderful to work with!!!

  • Manager Responded on 5/25/2016

    Thanks for taking time to submit a review. We have inventoried the kitchen and believe that everything is in place. We hope you will return to enjoy beautiful Craig's Cherry Woods.

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• Family reunion

  Stayed 3 days ending in July, 2015

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  Janis W from Proctorville, Oh recommends this vacation rental

  House was beautiful. Loved all the books! House was very clean, kitchen was well stocked. Plenty of room for kids & adults. Best of Canaan was very easy to work with.

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• Late season ski weekend

  Stayed 3 days ending in March, 2015

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  a guest from Macedonia, OH recommends this vacation rental

  Kudos to Best of Canaan staff. The property was ready early, which worked out perfectly to unload the car before a sunny Thursday afternoon of skiing. This unit is a two minute drive from Timberline skiing. All appliances and equipment worked sufficient. Unit was clean and easy to access. Four adults and 3 children were very comfortable.

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• Late winter season getaway

  Stayed 7 days ending in March, 2015

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  Matthew S from Annandale, Virginia recommends this vacation rental

  The location is great, within walking distance of the slopes.
  
  Everything in the house was exceptionally nice. It was well maintained, clean, and very warm. The loft is great for children to play in and the rental agency responded quickly when we needed help with the gas fireplace.
  There are waterproof covers on the mattress, which don't breath well, so if you sleep hot, beware. The beds were very comfy, though.
  The hottub was clean, but the walls could use a good scrubbing to remove the hard water buildup.

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• We would stay here again

  Stayed 3 days ending in February, 2015

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  Chad B from Goshen, Kentucky recommends this vacation rental

  We had two families stay here for a ski weekend in February 2015. Each family had two young kids, so the bunk beds for the boys and the full size bed for the girls worked out well. We never felt cramped in the house.
  The location was perfect for skiing at Timberline and Canaan Valley.
  The house seemed to be in good shape, though we had an issue with the plumbing that required a quick search for the plunger. Also, one of the mattresses was wrapped in plastic, which made the bed a bit loud and less comfortable.
  We cooked several meals in the kitchen and the large table in the eat-in kitchen seated everyone well.
  The management staff was kind enough to run up a can opener after a through search turned up no tools to open a can. The check-in and out process was a breeze.

  • Manager Responded on 6/23/2015

    Thanks for taking time to complete the survey on your stay at Craig's Cherry Woods. We wanted to let you know that the store covering has been removed from all of the new mattresses. The beds have been equipped with comfy, new mattress pad covers. Should make a good night's rest even better!

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• 4th of July

  Stayed 4 days ending in July, 2014

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  Judy C from Stephens City, VA recommends this vacation rental

  Property was clean and inviting. Bed in front upstairs bedroom was very firm and short. The back decking was very nice. The hot tub could use a new cover. The unit itself was very comfortable and seemed well cared for.

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• Second consecutive year...a third is necessary!

  Stayed 3 days ending in February, 2014

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  Preston W from Alexandria, va recommends this vacation rental

  Our group decided unanimously that we will return every year to Davis and Timberline/Canaan for our winter ski trip. The accommodations and personal approach from everyone makes the trip. It's done, and done right the first time.

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• great stay

  Stayed 4 days ending in January, 2014

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  John C from Charlottesville, Virginia recommends this vacation rental

  This place was super good for 2 families with kids. The home is quite cozy and we would definitely come back. The price was right, and even a bit of a bargain for what you get (we've stayed in many places in Canaan!)
  The only thing I didn't like was that the hot tub was rather small but functional for 3 people. The fireplace was Gas (not wood), which is going to be a plus for some people, but it wasn't my thing because I like to chop me some wood when i'm on vacation in the mountains. These are overall minor issues compared with other places we've stayed.
  

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• A Beautiful Long Weekend at Canaan

  Stayed 4 days ending in December, 2013

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  Margaret B from Eden, MD recommends this vacation rental

  We had a wonderful family reunion, just steps from Timberline where the kids enjoyed a day of skiing. With Canaan just a few miles away, they experienced another ski area with well-groomed snow on the second day. Our rental home was so conveniently located and very well furnished. The hot tub was a big plus. We found lots to do in nearby Davis and took long hikes in the Whitegrass area. On our fourth day we woke up to snow. Who could ask for more!

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• Getaway

  Stayed 2 days ending in August, 2013

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  a guest from Sugarcreek, OH recommends this vacation rental

  Very clean! Enjoyable stay!

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• Craigs Cherry Woods -- a delightful home!

  Stayed 5 days ending in July, 2013

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  Joan D from Silver Spring, MD recommends this vacation rental

  Craigs Cherry Woods is a very welcoming house. We were extremely comfortable and enjoyed our vacation in Canaan Valley. We will be back! The staff at Best of Canaan are just that -- the BEST! Thank you very much!!

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• Review

  Stayed 43 days ending in June, 2013

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  Larry C from Glen Allen, VA recommends this vacation rental

  Stayed here before, stay was great, nice quiet location. Nice to have some air conditioning when needed. The bedding is starting to show its age as the comfort was not quite as good as the last stay 2 years ago. Still a nice place to stay.

  • Manager Responded on 10/17/2013

    Thanks for taking time to complete a review for Craig's Cherry Woods. Great news...the mattress in the master bedroom has been replaced. I hope you plan another stay...and that you approve of the upgraded bedding! Thanks again...Best of Canaan

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• Like going back home...

  Stayed 3 days ending in February, 2013

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  a guest from Alexandria, VA recommends this vacation rental

  The ladies at Best Of Canaan couldn't have done a better job! Top notch service all the way around.

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• Craig's Cherry Woods

  Stayed 5 days ending in January, 2012

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  Sheryl L from Green Cove Springs, FL does not recommend this vacation rental.

  Management staff were terrific, they went out of their way to provide a crock pot and griddle for us as this house had neither item. Many light bulbs burned out, 3 of the 6 over dining table were out. The dining table needs to be replaced-end leaves are very loose and about to collapse, 3 of the dining chairs had loose rungs and would easily break. All beds were extremely hard. Mattress on sofa sleeper in loft appears to be a left over mattress from World War II. Kitchen rug was easily tripped over. I recommend rock salt be left in shed for ice emergency on front porch steps.

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• Review by Larry C

  Stayed 4 days ending in May, 2011

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  Larry C from Glen Allen, VA recommends this vacation rental

  The place was great for my needs. Better wifi service would have been helpful on a couple of occasions.

  • Manager Responded on 10/17/2013

    Craig's Cherry Woods now has improved WIFI service! Thanks for taking the time to go through the review process. We appreciate it and always strive to improve our properties with renter suggestions.

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• This place was fabulous!!!!!!!

  Stayed 2 days ending in February, 2011

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  Kami L from Elkview, WV recommends this vacation rental

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• Review by Marty R

  Stayed 2 days ending in December, 2010

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  Marty R from Morgantown, WV recommends this vacation rental

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