Holiday rentals with a patio in Culpeper County

Downtown Suite with Outdoor Terrace

Transport yourself to your very own Italian Villa Terrace, located directly in the heart of Culpeper on Davis Street. Featuring a beautiful King bed, large soaking tub, ornate fireplace and stunning outdoor terrace for you to enjoy all to yourself, this space is one of a kind. Walk down the stairs and around the corner to all of the restaurants, shopping and breweries within a one minute walk. The suite has a shared entryway with one other suite (also available on Airbnb) but is very private.

Large Arcade ~ Hot tub ~ Firepit ~ BBQ ~ King Beds

Arcade game room! ~ Hot tub ~ Firepit ~ 48A Universal/Tesla EV Charger ~ Griddle BBQ ~ Large 4k TV in every bedroom ~ 3 King, 1 Queen, 2 full bunk beds ~ Board games ~ Outdoor games ~ Nearby wineries/breweries, Shenandoah National Park, Luray Caverns ~ High speed internet ~ Cell service ~ Dedicated workspace ~ Large dining room and fully stocked kitchen Welcome to Culpeper Manor! Our **newly refinished** spacious and luxurious vacation home, located on a wooded lot in a peaceful neighborhood.

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.

Comfy Cottage Near SNP, Hiking, & Wineries

This cottage at Grateful View is conveniently located in beautiful Madison Co. Accessible to Rt 29 and centrally located to local breweries, wineries (across from Prince Michel), and hiking. A few local places to visit include: Bald Top Brewing Company, Early Mountain Vineyard, the Skyline Drive in Shenandoah National Park (Old Rag Mtn and White Oak Falls). An easy 15-minute drive to Culpeper or 35-minute drive to Charlottesville with historical sites, restaurants, and antique shops not far.

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.

Sunny Side Up

Welcome to your perfect Culpeper getaway! Just 0.8 miles from charming downtown shops and restaurants, with easy access to Shenandoah National Park (27 miles) and day trips to Washington, DC. Ideal for wedding guests, this home offers comfort, space, and a convenient location for celebrating special moments. The renovated home features 3 bedrooms plus a playroom, queen beds throughout, a private main-level suite, and an updated kitchen with quartz countertops and stainless-steel appliances.

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.

Red Fox Retreat

Easily walkable to Downtown Culpeper! This restored and newly renovated historic property allows easy access to Downtown Culpeper. It features a large outdoor fire pit and expansive grounds to spread out and relax. This 1000 sqft unit is located in the upper level with views of the surrounding grounds and trees. Brightly decorated and designed in partnership with Lets Go and Stay properties; the Red Fox retreat is a great place to stay while visiting Culpeper and the surrounding area.

Our Happy Place #LuxuryLogCabin HOT TUB Waffle Bar

This is seriously our happy place :) Enter this luxury log cabin and in an instant, experience breaths of happiness, gratitude, and connection. This is a place where you come to REFUEL & CONNECT with your loved ones and friends. Our Happy Place features 5 uniquely designed bedrooms with potential to sleep 14, 3.5 bathrooms, & aesthetic originality all throughout. The house features a Hot Tub, Fire pit, porch swings & a WAFFLE BAR. Say what? Its the ultimate place for relaxation!

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.