Holiday houses 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.

Light-filled Guesthouse Near Duke

Second floor of recently-built garage apartment in a charming, peaceful Durham neighborhood. Twenty minutes to RDU Airport, five minutes to Duke's East Campus and ten minutes to West Campus, we are an easy walk to a range of locally-owned restaurants. Lovely, light-filled apartment has a bedroom, full kitchen and living area, bathroom, private entrance, and patio with seating. Occasionally, we may have first-floor space available at extra cost. Well-behaved pets welcome. See below for fees.

Kerr Lake Amazing Views, Private Dock, Quiet

Peaceful lakefront retreat: Private dock, table, and new solar-lit umbrella (7/28/25). Amenities include a new gas grill (7/28/25), paddleboard, canoe, kayak, cornhole, hammock, firepit, puzzles, books, and games. Enjoy a large deck with two tables and a screened porch with couch—perfect for morning coffee. The home features 3 bedrooms, a loft, 3 full baths, and a dedicated workspace. Ideal for families, friends, or fishing trips. Driveway fits 5 trucks with trailers; boat launch 2 miles away.

No cleaning fee! Flexible check-in & out times!

Slow down at our cozy 3 BR-2 Bath lake home, tucked back in the woods with a quiet view of the cove. Lots of deck space to relax and enjoy nature. If you are feeling more adventurous; Paddle on the lake, play cornhole, or hike on our private trails. And speaking of hiking, we said “take a hike” to cleaning fees (who likes those?), And check-in/checkout times; ours are so flexible they practically do yoga. Stress-free? Absolutely. Deer-approved? 100% They may even pose for a picture with you.

Mary's Place ❤ Bright 3BR with deck/private yard

Mary's Place, a charming cottage renovated in 2022, is nestled in the historic walkable town of Warrenton. With all the comforts of home, this peaceful haven is ideal for any traveler-couples, families, or singles. Complete with extras, like a coffee station, a king sized bed and cozy fireplace in the master suite, and a deck that wraps around to the spacious backyard. The oak tree shaded back deck is perfect for taking in that sweet southern breeze with a cup of coffee or a glass of wine.

The Seed House: Octagonal Barn, Dog-Friendly!

Two blocks from the ❤︎ of charming Main St. Warrenton sits an unusually shaped barn. Octagonal living at its finest; The Seed House is fully renovated and features modern amenities like wifi, coffee, tea, kitchen basics, 100% cotton linens, smart TV, games, and yoga gear. The barn is nestled at the tree line, bordered by a huge lawn + gardens. Your stay will be relaxing and private and leave you with a special sense of place. *Dog-friendly with prior approval. See House Rules for more info.

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!

Woodleaf Wayside

An 1850s cottage listed on the National Register of Historic Places was the Plantation Office for the Massenburg Plantation (Woodleaf). It was restored in 1990 and afterwards, became rental property. This two-story, cozy hideaway has a private drive and patio. Native stone and hand hewn beams in basement bedroom provide an unique stay. Full kitchen, modern bathroom, and washer/dryer. Come and go at your leisure. You will receive a keypad combination a day before your scheduled check-in.

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.

Cozy tiny house in the country.

Come experience the peace and quiet of this unique tiny house in the county. Curl up in this cozy queen-sized bed in the loft of this private bo-ho cottage. Fix coffee or meals in the kitchen and get some work done at the desk or on the outdoor dining table using the wi-fi. The shower has virtually unlimited hot water. You can also eat dinner or hang out in the hammock in the secret garden under the glow of bistro lights.

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.

The Browns house with autumn colors

This is a two bedroom two bathroom house, but only one bedroom is being offered. If you rent you get the entire house to yourself. The other bedroom will be locked at all times. It is a huge house with plenty of space and fully stocked kitchen with dishes, cookware appliancesvery nice dining room queen size bed being offered with walk-in shower in the bathroom.