Holiday rentals in Middleburg

TDF Retreat on Kerr Lake

Come enjoy your own space at your own pace, directly on Kerr Lake. Quaint two bdrm/1 bath house on the Lake. 90 minutes from Raleigh or Richmond. This charming home, sleeps five, and is just steps to the dock which you can tie your boat up to. Longwood State Park is the closest boat ramp, and a mere 10 minute boat ride from there. Spend nights watching the sun set and sitting around the firepit making smores. Nonsmoking property. No vehicles on the back lawn. Please review cancellation policy

Nature Lover's Getaway!

Want to get away from the hustle and bustle of life? This is the place for you! Kick back and relax in this stylish home, far enough out of the city to get away, but close enough to enjoy the benefits of city life. Be aware - the house sits on a .5 mile bumpy dirt road, worth it if you are looking for peace and quiet. Due to the location, the best we can do is a data-limited hotspot for WIFI. So, we added a game room. Pets are welcome. The cost is $30 a night per pet that is paid separately.

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.

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.

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.

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.

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!

Two Dachshund Farm (Lavender & Fiber Farm), LLC

Stay on a working fiber/lavender farm convenient to the Raleigh/Durham area - 20 min. from Interstate 85 & 50 min. from 95. Interact with our alpacas, sheep, llamas, Angora goats, donkeys, & more. Shop our farm store, stroll the property. Tours are free for registered guests. Friends may join the tour for a fee. Use of the pool is for registered guests only. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout couch.

Charming Cabin at Seven Springs Farm and Vineyard

Kick back and relax in this calm, charming cabin on Seven Springs Farm and Vineyard. You'll experience tranquility the moment you step into the space with a breathtaking view overlooking the vines during the day and awe inspiring sunsets at night. Put your feet up and enjoy the scenery while lounging on the porch, or explore and walk with a glass of Seven Springs Farm and Vineyard wine. Either way, you're sure to have a memorable first-class adventure. Wifi available.

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.

New Lake House Sanctuary: Modern Elegance #2

Escape to our luxurious lakeside retreat, where tranquility meets modern comfort. This stunning home is perfect for families, groups of friends, or corporate retreats. Our home features stylish, contemporary decor that blends comfort with sophistication. The spacious open-plan living area includes plush seating and a state-of-the-art kitchen fully equipped for all your culinary needs that includes modern appliances, cookware, and dinnerware for your convenience.

The Hawk's Nest (Pets welcome, no fee)

This house is surrounded by growth. High trees provide shade while grilling out and the wooded lot gives a feeling of being somewhere much more remote. There are exactly seventy stairs to the water. The dock provides a great place to relax and eat and drink. The water off the dock is 7ft deep, so jump right in. It is possible to tie a boat up to the outside of the dock so feel free to bring your own or rent one from the nearby Marina.