Holiday rentals with a kayak in Warren County

Rivers Edge: On the River, Breathtaking views!

Escape to this serene river house, perfect for nature lovers seeking tranquility and picturesque views. Surrounded by greenery, the property features a private dock where you can fish, paddle, or simply enjoy the water’s beauty. Wake up to stunning water vistas from the cozy interior, and unwind on the spacious deck. Please note, access is via a 2.5mi dirt road through a peaceful cow field, adding to the rustic charm and adventure of your stay. The ultimate getaway immersed in nature’s splendor!

Deer Rapids Retreat

Welcome to Deer Rapids Retreat. This charming cabin is nestled on a large piece of land, lots of trees, open grass field and the comforting sounds of the Shenandoah River just feet away from your screened in porch. Enter via the wrap around deck to the screened porch. The river will be pulling you back out side fast, but you can relax in the living room, or grab a meal in the equipped kitchen. The bridge you cross to get there is down river. Bring a SUV or roof rack. Or tube from R house

Picturesque Riverfront Home w/Ambiance & Hot Tub

Skip's Bayou is a hidden gem that draws you into an unforgettable experience of relaxation, luxury and nature. Enjoy access to over 2 acres of private waterfront property. Use our kayaks, tubes, canoes and fishing poles in the activity shed or launch your own kayak/canoe. Enjoy some of the best fishing on the Shenandoah River. Enjoy playing pickleball/volleyball (seasonal), basketball or horseshoes. Kick back under the covered patio and gaze at the stars or relax in the upper deck hot tub.

Riverfront Oasis with Mountain Views, Near Town

A vacation rental should bring peace, beauty, and rest. We welcome you to our newly renovated rental that sits on 20 private riverfront acres on the Shenandoah, overlooking Signal Knob and the Massanutten. This one of the few rentals with a river frontage, a view of the mountains, and only 10 minutes from town. Highlights: -Private river access to tube, fish, enjoy the river, or kayak -Newly renovated and professionally designed interior space -Located on 20 acres, affording abundant privacy

Tranquil Shenandoah Riverfront Cabin for Couples

Tucked away on 4 private acres near the Shenandoah River, Riverfront is a tranquil cabin retreat designed for couples seeking privacy, space, and an intentional escape. Just 90 min from DC, the cabin blends peaceful seclusion with modern conveniences including fast WiFi and an EV charger. Linger over quiet mornings, unwind by the fire, and soak in the hot tub under the stars. Thoughtfully appointed, Riverfront offers room to spread out and truly relax during a long weekend or midweek getaway.

Pet Friendly Cabin, Close to Wineries, Lake Access

Relax with the whole family in this cozy mountain retreat. Short drive to top Virginia wineries/breweries, state and national parks, horse shows, beautiful hiking trails, (including the AT), golf, canoeing/tubing/paddle boarding, and a swimming lake right beyond the deck! Our home sits in the peaceful community of Shenandoah Farms with stunning views of our little Spring Lake. The entire home is yours to enjoy. Sleeping arrangements include two queen beds, one double bed, and one bunk bed.

Whitetail Summit - Shenandoah/hot tub/wineries

Whitetail Summit is a spacious chalet with stunning mountain views, river access, and hiking on property. You'll have close proximity to 30+ wineries/breweries, the Shenandoah National Park, the Appalachian Trail, the Shenandoah River, horseback riding, and hunting preserves. Or relax at home, with an indoor pool/ping pong table, music nook, outdoor hot tub, and fire pit. We are family/pet-friendly. REMOTE WORK: 600MBps wifi, two dedicated work-from-home spaces, and a GYM/PELOTON

Country Elegance overlooking the Shenandoah River

This beautiful home, which we have named The Snug, is a guest favorite in our Rolling River Holidays rental portfolio! The house was designed and built by the owner of the property, Frank O'Reilly, and not a detail was left out. The house is located on a stunning ten acre river site on the 108 acre Rolling River Farm, and is nestled in the trees. Walk out of the back of the house, onto any of the three levels of decks and patios and be met by lovely views of the Shenandoah River.

Riverfront: HotTub, Sauna, ColdPlunge, FirePit

Welcome to Ultimate River Paradise, a secluded retreat with 300 ft of private Shenandoah River frontage! Relax in the hot tub, unwind in the wood-burning Cedar Sauna with Cold Plunge and the Riverview, or gather by the firepit under the stars. Enjoy a movie room, shuffleboard, ping-pong, trampoline, and outdoor deck with stunning views. Sleep in luxury with three king beds and enjoy a fully equipped kitchen. Escape, unwind, and create unforgettable memories—book your stay today!

25% off • Pet-Friendly Hot Tub + Sauna

Find serenity at Valley Vista, where comfort meets nature. Tucked away at the end of a charming dirt road, our private retreat is surrounded by Shenandoah National Park's beauty 🌲 and Front Royal's charm Each room is thoughtfully designed 💡 and spacious, offering ultimate comfort. With easy access to hiking trails 🚶‍♂️, golf ⛳, kayaking 🚣‍♀️, horseback riding 🐴, vineyards 🍷, and local restaurants 🍽️, enjoy endless adventure and relaxation..

River Cabin: Disc Golf * Dogs * Hot Tub * Games!

Foxfire Glade Lodge is a comfortable 3-BR cabin on a beautiful piece of property consisting of 3 acres and 225 feet or waterfront on the Shenandoah River. Hit up the River Rat Run frisbee golf course and then kick back on the porch. You can play checkers or just relax, rocking on the porch swing, soaking in the sunset, and enjoying the riverside view. In the winter time, come inside from the cold and cozy up by the indoor fire place.

New - The Skyline Flat

Charming standalone studio in the heart of Front Royal! Walk to shops, dining, and more. Features a queen bed, full bath, kitchenette with full-size fridge, table for two, and cozy lounge area with TV. Stylish shiplap interior, granite counters, full HVAC, and WiFi. Just minutes from Shenandoah National Park. Includes two off-street parking spots. Perfect for couples or solo travelers looking to relax and explore.