Holiday rentals with outdoor seating in Culpeper County

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

The Roost at Upper Nonesuch

New for fall: Pickleball Court!. Located in the foothills of the Blue Ridge Mountains, Upper Nonesuch is the perfect place to get away and relax. Enjoy the serene view of the valley and rolling hills from the large screened-in porch and bedroom, the walking trails, the spring-fed pond on the adjacent farm. Take a short drive and enjoy hiking Old Rag and White Oak Canyon Falls. Explore Sperryville and Culpeper, the many orchards, wineries, breweries, all the Shenandoah Valley has to offer.

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Aron’s Place (on the edge of Sugar Bottom)

Fully outfitted, completely separate apartment on the lower level of a private home in Culpeper VA with own entrance. Tempurpedic Queen Mattress. Bidet. Walk to historic downtown, restaurants, breweries, indoor climb, movie theater & retail. Close to wine trail, Commonwealth Park & Blue Ridge Mtns. Fenced yard with grill. LGBT Friendly. Well behaved pets, FLEA & TICK free, healthy, are welcome to stay but not be left alone for long. Property is 100% smoke/drug free. No parties. NO EXCEPTIONS.

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 🐐 )

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.

The Garden View Suite—Zero In Hidden Fees!

Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate takes you straight to your suite. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplacel--all to yourself! There are breathtaking sunrise views from your front windows and gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You deserve a stay with us!

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in Fauquier's wine country it is ideal for the weekend escape, or day trips West to the mountains, East to DC or points south. Also, a perfect solution for accommodating family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach.

Cozy Farmhouse Getaway

Life is good on the farm! The 3-bedroom house is a home-away-from-home where cows are your neighbors. You’ll be surrounded by rolling fields & open skies with beautiful sunrises and sunsets. Only 11 mi. to downtown Culpeper with MANY wineries, breweries and historical sites close by. Easy driving distance to the Shenandoah Mtns, Lake Anna, Fredericksburg, Charlottesville and DC. History buffs will enjoy knowing the farm was the site of the Civil War Battle of Morton's Ford.

Cute Home in Downtown Culpeper with many extras!

Enjoy our recently updated home in downtown Culpeper. Our small home sits in a prime location within 1-3 blocks of amazing restaurants, breweries, and interesting shops.The house is located in a safe and quiet part of town. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. Perfect for a family getaway! We are now accepting longer-term reservations. Top-rated accommodation in Culpeper for 2018-2022

Charming Restored Farmhouse Minutes from Culpeper

STRICT NO PETS POLICY! This spacious farmhouse, built in 1898, has been tastefully restored to accommodate modern living without sacrificing the charm of history. It is bright and airy, with open, spacious rooms and some smaller rooms for fun or quiet times. The house has a calming feel, with all the comforts of home. The farmhouse is a celebration of the richness of all things Virginia; its history, its vineyards, its fox hunts and the alluring charm of Old Virginia.

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.