Holiday rentals in Middleburg

A-FRAME Lake Cabin. Private Boat Dock, Kayaks, SUP

BRAND NEW (2022) custom lakefront A-Frame Cabin. Mid-Century Modern. You'll love the stylish cottage & all the outdoor living/playing. Close walk to your own private dock (2 boat slips) and boat ramps close by. Located right on Kerr Lake (aka Buggs Island). NEW for 2024; ALL NEW BATHROOM, NEW stable internet, concrete sidewalk, Solostove firepit patio, NEW hot tub, patio lights, gas grill, outdoor shower. Toys left out; wagon for hauling, kids kayak, adult kayak, paddle board, and beach chairs.

Cozy Cabin & Farm stay @ Owl Tree Acres Homestead

Sunflower cabin is a sweet little rustic cabin with friendly homesteading artist/host located on Owl Tree Acres Farm. Cozy sleeping for 4, a dorm refrigerator, toaster oven, microwave, coffeemaker,. Wifi with desk and Smart HD TV are provided. A “separate” beautiful bath house is located near the Communal fire pit away from the cabin. No bathroom facilities in cabin. Pets allowed with $30 pet fee. No pit bulls, rottweillers or other agressive dog breeds allowed. No pets allowed on beds.

Luxury Shipping Container Tiny Home-Dog Friendly.

"Tiny Sun". The newest Ultra Luxury Shipping Contain built by the talented community members. In total there are 3 luxury tiny homes on the property, all available through Airbnb. It is 300 sq ft including the 80 sq ft bathroom with dual waterfall showers and heated floors. Lotus flower lights hang from 9 foot 6 inch ceilings. 200 sq ft enclosed deck for your furry family member(s). Smart lighting with 16 million color choices, 400 MB Internet, Amazon 3D speaker, TV with Prime/Netflix.

Historic Warrenton Small Cabin

Beautiful guest house, located steps from the main house, hidden from public. The cabin is tucked away in our manicure backyard. Spacious fenced in yard where your fur babies can run free. Enjoy the large pergola with comfy seating for nighttime relaxation or dining. The house offers a living room, kitchenette (NO STOVE) and spacious bathroom. The second floor is a large LOFT with a dividing wall separating the two sleeping areas. There are 13 steps to the second floor. ABSOLUTELY NO PARTY!

Lakefront Cottage w/ great view and use of dock

The sunlit cottage is perfect place to enjoy the largest lake in Virginia, exploring nearby state parks, the quaint town of Clarksville, or nearby breweries/wineries. The cottage offers an open view of the lake and use of a dock (150 yds from house) for fishing, swiming, docking watercraft or watching the sunset. A great retreat for a small family of 4 or 2 couples. Please indicate the number of guests; parties over 4 must be pre-approved. Reservation must be by an adult (age 21+).

Angler's Den ~ Kerr Lake Life!

Live large in this peaceful Kerr Lake escape! You will have access to the entire lower level of our home, which includes a master suite and full spa like bathroom. Two single beds are located just outside the master suite-perfect for families. You will have a custom built kitchenette with beautiful wooden countertops and fun coffee station. Nice sized, super cozy living room with fireplace and 58"TV. A sliding door leads you to the outdoor space, your relaxing retreat~ Come make memories!

Peaceful Lakefront Retreat

Enjoy the best Lake Kerr has to offer. Waterfront home with dock and sandy beach. In a quiet cove with deep water perfect for fishing or just sitting by the water watching the sunset- catch catfish right off the dock. Quiet family friendly community located in a peaceful setting. All the conveniences of home provided. Fire pit perfect for s'mores by the water. Lovely water view from the main living areas. Kayaks for use or bring your boat and keep at the private dock.

The Peete House and Garden- Entire House

Welcome to the Peete House, a 1911, 4700 sq. ft. neoclassical home in downtown Warrenton. Two blocks from restaurants, bars, the library, antique stores and more. Architectural and gardening interests flourish here. Come explore the large koi pond, two acre garden, and the additional two antebellum houses that reside on property. This home is unique in that it can host a family with 5 bedrooms; 3 are King Suites. Small parties are possible for an additional fee.

Bracey Historic Train Depot

Want to step back in time to the late 1800's? Staying at the historic Bracey Train Depot will give you that experience and more. The Depot is among one of the surviving buildings with the old post office across the street, the general store next door and landmarks. This section of Bracey Drive is at times secluded, just around the 'cut' and a half mile from I-85.