Holiday rentals in Middleburg

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Top-rated holiday rentals in Middleburg

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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, 161 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 making smores. Nonsmoking property. No vehicles on the back lawn. Please review cancellation policy

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
4.86 out of 5 average rating, 159 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.

Top guest favourite
A serene lake view captures the vibrant colors of sunset, with soft hues of orange and pink reflected on the calm water. Silhouettes of trees line the shore, contrasting against the colorful sky and creating a peaceful atmosphere.
Home in Littleton
5 out of 5 average rating, 124 reviews

No cleaning fee! Flexible check-in & out times!

Slow down at our cozy 3 BR-2 Bath lake home, tucked back in the woods with a quiet view of the cove. Lots of deck space to relax and enjoy nature. If you are feeling more adventurous; Paddle on the lake, play cornhole, or hike on our private trails. And speaking of hiking, we said “take a hike” to cleaning fees (who likes those?), And check-in/checkout times; ours are so flexible they practically do yoga. Stress-free? Absolutely. Deer-approved? 100% They may even pose for a picture with you.

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, 102 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, 191 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 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, 152 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
A hot tub bubbles invitingly in the foreground, while a rustic house with warm lighting is visible in the background. Strings of lights illuminate the outdoor area, and lush trees frame the serene setting, creating a tranquil ambiance.
Home in Youngsville
4.94 out of 5 average rating, 127 reviews

Modern Woodland Retreat

Welcome to Fox Hollow, a stylish and comfortable retreat on two peaceful acres. Convenient to both Raleigh and Durham, but tucked away in a quiet wooded neighborhood, you'll experience the best of both worlds. Guests of all ages will enjoy the rec space with ping pong, foosball, and more. Whether you're planning a long vacation or short getaway, the private spa and built-in fire pit will make your stay memorable and the fully stocked kitchen and comfortable beds will make you feel at home.

Guest favourite
The outdoor patio features a spacious area with a circular seating arrangement and a dining table surrounded by comfortable chairs. A cozy sofa set is arranged on one side, and string lights are strung overhead, enhancing the natural setting of trees in the background.
Cottage in Bracey
4.94 out of 5 average rating, 141 reviews

Cheerful 3-bedroom Cottage in lakeside community

Enjoy family time at the lake and relax in this peaceful cottage that is walking distance to the community beach with a sand volleyball court, basketball court, picnic and playground area. If you have a boat bring it. You will have access to the beach boat ramp. The home has 3 Bedrooms and 2 bathrooms. If you love golf , no problem..the property is part of a country club with a 9 hole golf course (daily fees apply). If you like tennis, tennis courts are also available for a daily fee.

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, 102 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, 291 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
The historic Bracey Train Depot features a charming white façade with a sloped metal roof. An inviting walkway leads to the front door, framed by a garden area. A large rock sits on a well-maintained lawn, surrounded by trees in the background.
Home in Bracey
4.93 out of 5 average rating, 136 reviews

Bracey Historic Train Depot

Want to step back in time to the late 1800's? Staying at the historic Bracey Train Depot will give you that experience and more. The Depot is among one of the surviving buildings with the old post office across the street, the general store next door and landmarks. This section of Bracey Drive is at times secluded, just around the 'cut' and a half mile from I-85.

Guest favourite
A circular seating arrangement is featured in the living room, with plush couches adorned in rich fabrics. Natural light enters through two large windows, adorned with light blue curtains. A central glass coffee table rests on a soft area rug, complemented by decorative lighting and a bookshelf.
Home in Henderson
4.92 out of 5 average rating, 59 reviews

The Browns house with autumn colors

This is a two bedroom two bathroom house, but only one bedroom is being offered. If you rent you get the entire house to yourself. The other bedroom will be locked at all times. It is a huge house with plenty of space and fully stocked kitchen with dishes, cookware appliancesvery nice dining room queen size bed being offered with walk-in shower in the bathroom.

Popular amenities for Middleburg holiday rentals