Holiday rentals in Middleburg

Kerr Lake sunsets at Cypress Cove Cottage

Built in 1958, updated in 2019, Cypress Cove Cottage on Kerr Lake is a place to relax, have a refreshing swim, and view stunning sunsets. Originally a summer home, called Sunnyside, the cottage was winterized for a year-round retreat. Bald cypress trees bookend the lakeshore of this unique property. The cottage is on a grassy lot sloping gently to the lake. There is a small dock to fish, swim and watch sunsets. Great spot for lake lifers, fisherfolk, couples, small families, business travelers.

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.

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. Nonsmoking property. No vehicles on the back lawn. NO PARTIES. Please review cancellation policy

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!

Lovely Stay By Kerr Lake

Welcome to your home away from home! This spacious 3-bedroom, 2-bathroom house is perfect for families and groups looking for comfort and convenience. With plenty of room for everyone to relax, the home features a fully equipped kitchen, cozy living areas, and all the essentials you need for a stress-free stay. Whether you’re gathering for a family getaway, celebrating a special occasion, or just enjoying time together, this home offers the space and amenities to make your trip memorable.

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.

Cabin Retreat Near Town

Relax with the whole family in this warm and spacious cabin nestled on 11 wooded acres. A long gravel driveway leads you beside two beautiful horse farms with your private retreat tucked away in the woods. You will enjoy all of the benefits of a private, wooded retreat while conveniently located just minutes from all that Wake Forest, Youngsville, and Franklinton have to offer. Screened porches, a spacious open concept living room/kitchen area, with two adorable bedrooms.

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.

Lovely Lake Gaston

Lovely 3 bedroom, 3 bath home on Lake Gaston. The waterfront property also has a boat dock and place to dock and tie up your own boat. There is a neighborhood boat ramp.. There are 2 single kayaks, and firepit.. The gourmet kitchen is well equipped with whatever you need. In season, there is an herb garden for guest use. The home is set in a quiet neighborhood that allows privacy. There is extra sleeping space with a queen size air mattress and 2 sofas (not sofa beds)..