Holiday houses in Middleburg

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Top-rated holiday rentals in Middleburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The living room features a spacious layout with wooden floors and a light-colored area rug. A leather armchair and a leather sofa provide comfortable seating. Natural light enters through multiple windows, illuminating a welcoming fireplace. A coffee table and a rocking chair are also present.
Cottage in Henderson
4.96 out of 5 average rating, 54 reviews

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.

Guest favourite
A spacious living area is highlighted by an inviting open layout. A large television is positioned on a low table, with comfortable seating options including a plush pink chair and an ottoman. The view extends to a staircase leading to an upper level, with warm lighting enhancing the atmosphere.
Cabin in Henderson
4.89 out of 5 average rating, 99 reviews

Make Casa Cabina Your Next Vacation Rental

Quiet, cozy and rural 1,238 sq ft cabin, 6.4 miles from Kerr Lake, major shopping & i85. Master bed and bath on the main level. Laundry too. Private back deck surrounded by wooded area and fenced in yard for your fur baby. Serene atmosphere for those looking to retreat from the every day hustle & bustle and/or vacation with their loved ones. One FREE NC Parks pass provided during your stay for use at Kerr, Falls, and Jordan Lakes. Now with wifi 6 internet fiber. Keurig machine now available.

Top Guest favourite
A welcoming sign for Mary's Place is displayed prominently in the well-maintained front yard. Lush grass surrounds the sign, while blooming crepe myrtle trees add vibrant touches of pink in the background, enhancing the inviting atmosphere of the cottage.
Cottage in Warrenton
5 out of 5 average rating, 108 reviews

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.

Top Guest favourite
The exterior of an octagonal barn showcases a rustic, metallic structure with a central silo feature. Surrounding greenery enhances the natural setting, while a covered porch invites outdoor relaxation. Inside, a cozy lounge area is presented, featuring a red sofa, woven chair, and dining table with upholstered chairs.
Barn in Warrenton
4.97 out of 5 average rating, 196 reviews

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.

Guest favourite
Home in Henderson
5 out of 5 average rating, 16 reviews

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.

Top Guest favourite
The exterior of a single-story house is presented, featuring a light gray facade with black shutters. A small porch is situated at the front, bordered by a white railing. Surrounding trees provide a natural backdrop, and a paved driveway leads to the entrance.
Home in Henderson
4.92 out of 5 average rating, 36 reviews

Satterwhite Retreat

Located within a short 10 minute drive of Kerr Lake; Satterwhite Retreat offers boaters, fisherman, motocross bikers and the entire family a relaxing getaway. Conveniently located off I-85, Satterwhite Retreat is in the heart of lake country & a short drive to Clarksville, VA, Warrenton, Oxford & Henderson, NC. Boat and RV parking available. A boat charging outlet is conveniently located adjacent to the parking area. TV's in living room and one guest bedroom. Well-lit for night arrivals.

Guest favourite
A cozy living room features a sectional sofa facing an electric fireplace. French doors lead to a private outdoor space. The kitchen is visible in the background, showcasing modern appliances and a countertop that invites gatherings.
Cabin in Henderson
4.83 out of 5 average rating, 100 reviews

Charming Kerr Lake Cabin

Beautiful new lake cabin, Sleeps 4 ONLY. Just a short walk through the woods, on Kerr Lake with private beach & wooden floating dock. Soak up the sun on your leisure time. Fish off the dock, go for a swim. Enjoy all of the amenities living on one of the most popular lakes in NC. Enjoy a book on the screened in porch or grill on your black stone. Outdoor shower. 30 amp camper hookup avail for an extra $40 per night. * the lake can be at high or low levels typically in the fall/winter

Guest favourite
A glass of red wine is prominently displayed in the foreground, showcasing the logo of Seven Springs Farms and Vineyards. In the background, rows of vibrant green grapevines stretch across a lush landscape, with a serene lake and cloudy blue sky visible beyond.
Home in Norlina
4.9 out of 5 average rating, 71 reviews

3 BR Home at Seven Springs Farm and Vineyard!

3 Bedroom 2 Bath Home on Seven Springs Farm & Vineyard! We're so happy that you chose Seven Springs Farm and Vineyard for your stay. We hope that you'll make the most of our home and your opportunity to relax and enjoy our family's hospitality. On the grounds of a family-owned vineyard, this home features all of the household essentials you could need in a tranquil setting! It boasts 3 bedrooms, 2 full baths, a living room, and large eat in kitchen with table setting for 6.

Top Guest favourite
The cabin's exterior is framed by lush greenery, showcasing a combination of stone and wooden siding. A covered porch with large windows offers a view of the surroundings, while a walkway leads to the main entrance. An American flag gently flutters near the porch.
Cabin in Youngsville
4.97 out of 5 average rating, 118 reviews

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.

Guest favourite
A neoclassical two-story house is positioned amidst a green lawn, showcasing white siding and black shutters. The front porch is framed by columns, and a red front door provides a striking entrance. Surrounding trees and shrubbery complement the home's elegant architecture.
Home in Warrenton
4.95 out of 5 average rating, 305 reviews

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.

Guest favourite
A spacious single-story home is presented, featuring a white exterior and a dark roof. A large front yard, covered in lush green grass, is bordered by trees. Multiple windows allow for ample natural light, and a fenced area is visible on one side.
Home in Henderson
5 out of 5 average rating, 10 reviews

Bunk House at Kerr Lake

Relax with the whole family at this spacious 3BR/2.5BA home on 2.8 private acres. Enjoy a large backyard perfect for pets, a kids’ playset, and plenty of room to unwind. The backyard is fenced; however, use is at your own discretion. Located just 10 minutes from Kerr Lake and 6 minutes from Walmart and Aldi, you’ll have both convenience and tranquility. Peaceful, private, and close to everything—your perfect getaway awaits!

Superhost
An inviting living space features a gray sofa opposite a comfortable armchair. A wooden dining table is set with plates beside a sunflower centerpiece. Bright yellow curtains frame the windows, enhancing natural light, while a patterned area rug adds warmth to the room.
Campervan/RV in Henderson
4.84 out of 5 average rating, 31 reviews

The Honey Bee

Reconnect with nature at this unforgettable escape. Located on Little Red Fox Farm at Kerr Lake, this is a one-of-a-kind experience. Perfect for fisherman, the Honey Bee allows you to stay in a beautiful forest surrounded farm with a variety of animals to visit. Enjoy a campfire, kayaking or fishing. Relax with a cup of coffee and farm fresh breakfast. There is nothing else like this around!!!

Popular amenities for Middleburg holiday rentals