Holiday houses in Middleburg

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Top-rated holiday rentals in Middleburg

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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, 52 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
The exterior of a modern A-Frame cabin is framed by trees, featuring a striking triangular window that reflects warm light. A welcoming entrance is highlighted by a wooden door, while two outdoor chairs are positioned on a gravel patio, inviting relaxation.
Cottage in Warren County
4.85 out of 5 average rating, 164 reviews

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.

Guest favourite
A wooden dock extends over calm water, featuring a picnic table shaded by a large umbrella. A gentle slope leads to the dock, surrounded by a serene lake landscape and distant tree-covered hills under a partly cloudy sky.
Home in Clarksville
4.94 out of 5 average rating, 133 reviews

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.

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, 193 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.

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
A newly built guest house is nestled among greenery, featuring wood plank siding and a covered front porch. Tall grass sways gently in the foreground, while trees frame the background, enhancing the house's secluded atmosphere.
Cabin in Warrenton
5 out of 5 average rating, 159 reviews

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!

Guest favourite
Home in Henderson
5 out of 5 average rating, 12 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
A wooden sign welcomes visitors to Two Dachshund Farm, featuring the farm's name in bold green and orange lettering. Decorative silhouettes of dachshunds are displayed on either side. Surrounding the sign is a patch of green grass and flowering plants, enhancing the inviting atmosphere.
Farm stay in Franklinton
5 out of 5 average rating, 164 reviews

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.

Guest favourite
A single-story home is situated on a grassy lawn, framed by trees in the background. A wide staircase leads to a spacious front porch, which is lined with white railings. The exterior features light siding and multiple windows, contributing to the home's inviting appearance.
Home in Boydton
4.9 out of 5 average rating, 145 reviews

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)..

Top Guest favourite
A spacious game room features a red pool table with cues and balls, complemented by a cozy seating area with a brown couch. A bar with stools is situated in the background, creating a welcoming space for relaxation and entertainment.
Home in Bracey
4.89 out of 5 average rating, 168 reviews

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.

Guest favourite
A single-story ranch home is set on a spacious green lawn, surrounded by trees. The front porch features white railings and an American flag. A gravel driveway leads to the home, with a clear blue sky and scattered clouds in the background.
Home in Henderson
4.97 out of 5 average rating, 94 reviews

Country Ranch

Located 4.6 miles from I-85, The Country Ranch is a 3-bedroom ranch home located in rural Vance County in Henderson, NC. The home is near Kerr Lake Reservoir and is a 7-minute drive to Nutbush Creek Recreation area and boat ramp, and an 11-minute drive to Satterwhite Point Marina. It's perfect for families, fisherman, lake-goers, or travelers who prefer a home while visiting the area.

Top Guest favourite
The exterior of the home features a charming design with a steep roof and a welcoming front porch. Rocking chairs are positioned on the porch, and stone accents enhance the entrance. Lush greenery surrounds the property, providing a natural backdrop.
Home in Henderson
4.99 out of 5 average rating, 75 reviews

The Great Escape - LAKE FRONT, PET FRIENDLY!

KERR LAKE! BEAUTIFUL PET FOCUSED, PEOPLE FRIENDLY LAKE FRONT HOME WITH PRIVATE DOCK ONLY 170 STEPS FROM THE BACK DOOR. PUT YOUR BOAT IN THE WATER AT THE LOCAL PUBLIC ACCESS RAMP AND BE AT THE DOCK IN MINUTES! DOCK IS IN A QUIET COVE WHICH MAKES IT GREAT FOR FISHING AND SWIMMING TOO! Beautiful sunrises and sunsets await you here at THE GREAT ESCAPE.

Popular amenities for Middleburg holiday rentals