Holiday rentals with a patio in Culpeper County

The Acorn: Private loft in Horse Country

Take it easy at a tranquil getaway on Fauquier County's historic Springs Road. Enjoy a glass of wine and watch the sunset from the deck. Take in the local wineries or some Civil War history. Catch the Gold Cup Races at Great Meadows, or travel to Skyline Drive to hike in the beautiful Blue Ridge. Fresh eggs are available at Whiffletree Farm right down the road. We're 40 minutes from the Metro and all DC has to offer! Full kitchen. Veteran owned. (Sadly, all our beloved goats have passed 🐐 )

The Log Cabin at Ridgeview - Hiking, Wine, UVA

Entire main floor of quaint log cabin in the heart of Virginia's Wine Country. Close to Charlottesville airport, UVa campus, Shenandoah National Park, wineries, breweries, local restaurants. NOTE: Prices shown are for 2 bedrooms, 1 queen and 1 double, and 2 baths. For access to 3rd bedroom, at an additional fee which includes one double and one single, set number of guests to 5 or 6. Access to laundry. Cozy front porch, tons of parking, screened in porch out back for dining or relaxing.

Stylish & Cozy Getaway in Historic Culpeper

Welcome to your own private Culpeper retreat! This brand new house is the perfect place to unwind and soak in the experience of southern hospitality along with photo worthy moments. The outdoor space provides the perfect place to relax and take in the stunning sunset. You’ll love spending time outside, whether you’re grilling up a delicious meal or just lounging with a good book. Thoughtfully designed to provide a comfortable modern stay. Have fun with the whole family at this stylish place.

10-Acre Dog-Friendly House w Grill & Near Wineries

Welcome to the Reva Retreat! This country house sits on 10 acres, nestled between Shenandoah Nat'l Park & the Blue Ridge Mtns, with wineries and breweries nearby. Approx 1.5 hours from DC and 45 mins from Charlottesville makes this the perfect getaway destination to escape the city & unplug. Stocked with amenities: BBQ grill, dine al fresco, stargaze by the firepit, cook a feast in the new kitchen, play board games in the basement, or connect your laptop to a 32" monitor to work remotely.

The Wheelhouse at Mount Airy

Welcome to The Wheelhouse, our charming and rustic cottage on the grounds of Mount Airy, a historic Civil War era home in Culpeper County, Virginia. Steeped in history and surrounded by tranquility, this idyllic retreat offers modern comfort and convenient access to wineries, downtown shops and restaurants, and the beautiful Shenandoah National Park. The location is also ideal for cycling enthusiasts who want to enjoy riding on less traveled country roads that offer spectacular scenery.

Sunny Side Up

Welcome to your perfect getaway in Culpeper, VA! Explore downtown (.8 miles), filled with unique shops and restaurants, visit Shenandoah National Park (27 miles) or take advantage of a day trip to Washington DC. Relax around the fire pit or enjoy a game of corn hole or giant Connect Four. This renovated home offers 3 bedrooms + playroom; main level w private bath & 2 upper-level bedrooms w shared bath all w/ Queen beds. The updated kitchen w/ quartz & SS appliances is ready for a chef!

Farmhouse Retreat - 2 Acres Near Downtown

Welcome to our 1938 farmhouse where the town of Culpeper meets farm country. Set on nearly 2 acres, this spacious 3BR+office home features original floors, a modern kitchen, a 75” smart TV, fire pit under a pergola, and a veranda-style porch with rocking chairs and an outdoor dining table. Sleeps 8 with flexible arrangements. Ideal for families, remote workers, and pet lovers. Just minutes from downtown, wineries, and scenic drives into Virginia’s countryside.

Pet Friendly Cottage on 21 acre farm

Enjoy the lovely, quiet setting on 21 acres. Newly renovated 2 story bank barn will be your home away from home. Soft, muted colors, zen feel. Come relax, hike, ride your bike, go wine and craft beer tasting, Copper Fox Distillery, has nice gin and bourbon if you prefer. Visit Luray Caverns and Shenandoah National Park, or shop at Sperryville gift shops, restaurants, antique markets and art galleries. Old Rag Mountain is only 20 minutes away!

Newly Renovated 2 BR/2BA Home

Your family will be close to everything when you stay at this centrally-located place. Winston Station is a peaceful, clean retreat minutes from the town of Culpeper. Some of the features are: -Minutes to Davis Street with shops, fine dining, and breweries -Minutes to Commonwealth Park -Convenient to Shenandoah National Park. -Convenient to Charlottesville, Northern Virginia, Washington D.C. -Local breweries and wineries