Holiday rentals in Rectortown

18th Century Middleburg Cottage

This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

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 🐐 )

Big Basement in Bristow, Virginia

Spacious private basement just minutes from Jiffy Lube Live, 30 miles from D.C., and an hour from Shenandoah. Nearby, enjoy movie theaters and great restaurants. The basement features a private entrance, cozy bed, couches, a private bathroom, a kitchenette with a microwave and fridge (no kitchen sink, stove, or oven), plus a game/exercise area. Whether you're unwinding after a concert, watching TV, playing games, or working out, this space offers comfort and convenience for a relaxing stay.

Rose End

Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.

Rustic c.1865 Guest Barn. Dog friendly.

350 sq ft renovated barn built circa 1865, near the end of a dirt road in Virginia horse country. We are 60 miles from DC, 12 miles from Middleburg, Upperville, Great Meadows, Sky Meadows State Park and multiple wineries and breweries. Dog friendly - in fact we board dogs at our house, so there may be some barking. Note there is a two dog limit in the Guest Barn and a $25 charge. High speed internet. Nice places to explore or just get cozy. Best suited for pioneers not princesses

Serenity Cabin In The Woods

Located on the back of a private residence in the heart of Virginian horse and wine country this cabin is just a stone's throw away from the Shenandoah Valley and only an hour from downtown DC. Whether you are looking for a home base for hiking and leaf watching, a writer's retreat, or just looking for a cozy getaway from the city then Serenity Cabin is perfect for you. There are also trails and a private creek fed pond on the property for peaceful walks without going anywhere.

WILD HARE COTTAGE king bed

Perfect for exploring wine country we are 10 minutes from Bluemont Station and Dirt Farm Brewing This property has two bedrooms King and Queen beautiful bathroom in the middle. The kitchen perfectly sized to gather four people. large sitting room out front. Sit on the front porch and watch the travelers pass by on the gravel road. Walk up to the historic Philomont store. Please note this cottage is attached to the front of the main house it’s completely separate utilites and all

Middleburg Historic Country Estate/Farm Stay

8 miles from Upperville Horse Show ! Enjoy all that Virginia horse and wine country have to offer with this conveniently located country retreat. Hike at Sky Meadows, explore, attend polo matches and horse events at Great Meadow and explore the historic charm of Middleburg. The Plains, Marshall and Middleburg are hip foodie towns with amazing farm-to-table restaurants and coffee shops. . Go out or stay home, enjoy your time! ! Stalls and paddocks also available !

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Blueridge Mountain Retreat Apartment

The hot tub is currently broken, and a new one has been ordered. We expect delivery by mid Febuary. In the middle of VA wine country and only minutes from the Appalachian Trail, enjoy a private apartment in our mountain home with a separate entrance and your own deck with views of the Shenandoah Valley. There is a hot tub on the deck and a fire pit overlooking the valley. Plenty of wildlife. A welcome basket includes breakfast items.

Luxury hunt country getaway!

Charming 1100 sq. ft space in the heart of Hunt Country. Lower level private entrance and parking. Fully outfitted kitchen, Nespresso coffee maker, french press and all the kitchen necessities. Walking distance to coffee shops, restaurants and antique stores. Close to wineries, Great Meadows and popular cycling routes. Convenient location 40 miles just outside of DC, right off route 66 but nestled away in the countryside.

The Lodge at Turkey Creek

Take advantage of our special $99 Winter rate‼️ Your low-tech getaway awaits in the heart of the coveted Virginia Piedmont horse & wine country! Nestled in the woods at the end of a half mile private drive you will find quiet & solitude. Your tranquil sanctuary includes a charming lower level apartment and patio. Located in the midst of expansive horse farms, charming towns, idyllic scenery, mountains and wineries.