Vacation rentals in Middleburg

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Top-rated vacation rentals in Middleburg

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Guest favourite
A modern kitchen features light cabinetry and dark countertops, illuminated by stylish pendant lights. A cozy seating area includes two chairs with wooden frames and soft cushions, positioned on a patterned rug that complements the warm wooden flooring. Natural light enters through a door beside a window with blinds.
Home in Franklinton
4.94 out of 5 average rating, 129 reviews

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.

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
4.93 out of 5 average rating, 134 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
A serene view of Kerr Lake is displayed, with sunlight glimmering on the gentle waves. Bare trees outline the shoreline, while a distant dock is visible against the clear sky, contributing to the tranquil lakeside scenery.
Home in Clarksville
4.91 out of 5 average rating, 173 reviews

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

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, 194 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, 160 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!

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, 112 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 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
The entrance to the Silo Suite is highlighted by an inviting wooden door with large glass panes. A sign identifying the suite is displayed prominently next to the door. Natural light reflects off the exterior, enhancing the contemporary design.
Tiny homes in Durham
4.99 out of 5 average rating, 107 reviews

Rivers Edge Farm Silo Suite

Enjoy the sounds of nature when you stay in this unique place. The Silo Suite tiny home is nestled in a private area by the silo on our horse farm. This location is fully equipped with all the comforts of home. Loads of day hiking opportunities whether your planning a day trip, weekend getaway or week long vacation there is no shortage of things to do and see. Come enjoy our country setting that’s only minutes away from Duke and Downtown.

Top 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.

Popular amenities for Middleburg vacation rentals