Welcome to Rolling River Holidays

Discover Our Homes

Our Mission

To provide the most peaceful, thoughtful and beautiful
vacation homes for visitors to the Shenandoah Valley.

What We Offer

Rolling River Holiday’s beautiful properties offer all that the Shenandoah Valley area has to offer. Many of our guests choose simply to stay on the property and enjoy the beautiful surrounding hills and the famous Shenandoah River. Others come to enjoy the wonderful opportunities in the local area. A brief drive through the countryside can get you access to golfing, wineries, restaurants, hiking, horse-riding, historical landmarks, and more. No matter what you decide to do while visiting us, we guarantee you a true home-away-from-home experience.

Testimoinals What People Say

“We had a wonderful stay! Your cottage is amazing! So peaceful, beautiful and relaxing! Hope to comeback!”
From The Walton Family, September 2017
““What a wonderful getaway for our family. This beautiful place is only 90 minutes from home but feels like we are in another world. We enjoyed eating, reading, hot tub time, games, and more eating (along with naps). We loved the cleanliness, the amenities provided and the relaxing atmosphere all put in by love - it’s very noticeable and contagious. We love the Snug and plan on returning at least once a year. The is a place our kids will treasure for the rest of their lives with lasting, treasurable moments””
From The Harris Family, April 2017
““Dear O’Reilly Family, Thank you for the Snug! We feel so blessed to be able to enjoy another Rolling River Farm home. So beautiful, peaceful and warm - so good for the soul! We’ll be back at the Overlook in June and will surely have a difficult time choosing which home to return to next spring, butt I have no doubt that we’ll be back next Palm Sunday. Again, thank you for everything””
From Lorre & Bob, April 2017
“Where can I even begin? Our stay at the Snug was beyond perfect! Every detail of this house was amazing! For our family of seven, we are all super active and never ran out of things to do. From river diving, kayaking and hot tub relaxing, this was by far one of our most favorite vacations ever. All the amenities that came with this house served us so well, and it could not have been cleaner. The beauty of this area is indescribable. We were camping without the tents! Thank you to our incredibly helpful and gracious hosts. We could not have asked for more!”
From The Hoskins and Hoffman Family, August 2020