Vacation rentals in Middleburg

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Top-rated vacation rentals in Middleburg

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

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Top guest favorite
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 favorite
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, 166 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 favorite
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 favorite
The outdoor swimming pool features a curved design with blue tiles along the edges. A lounge chair and two umbrellas provide shaded seating. Colorful pool floats are positioned nearby, and a spacious grassy area surrounds the pool, enhancing the outdoor setting.
Cabin in Warrenton
5 out of 5 average rating, 165 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 favorite
Home in Henderson
5 out of 5 average rating, 15 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 favorite
Farm stay in Franklinton
5 out of 5 average rating, 169 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.

Top guest favorite
A welcoming cabin entrance features a spacious porch with multiple steps leading up. The rustic wooden exterior is complemented by large windows. Lush greenery and colorful plants surround a stone pathway, enhancing the natural setting among the surrounding trees.
Cabin in Youngsville
4.97 out of 5 average rating, 115 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 favorite
Home in Warrenton
4.95 out of 5 average rating, 304 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.

Top guest favorite
Cabin in Henderson
5 out of 5 average rating, 27 reviews

Glamping Screenhouse at Kerr Lake — "The Hideaway"

Escape to a natural setting without the hassles at “The Hideaway” at Holly Forest on Heritage Farm. Enjoy an unforgettable stay in this glamping-style screenhouse nestled into our 100+ acre farm, a homestead farm focused on natural practices just a quarter mile from Kerr Lake. Designed with a clear roof looking up to the trees, and screened “walls” to let in the breeze (& keep out the bugs), this handcrafted tiny home invites you to pause and reconnect.

Top guest favorite
A serene outdoor seating area is highlighted by two stylish, woven chairs adorned with soft cushions. A round table sits between them, complemented by decorative accents. Soft lighting from overhead string lights creates a cozy atmosphere, enhancing the inviting space for relaxation.
Cottage in Wake Forest
4.95 out of 5 average rating, 190 reviews

The Glam Cottage, Glamorous Southern Charm & cows.

Welcome to The Glam Cottage… a cozy, COW-tastic retreat in Wake Forest! Enjoy queen beds, a fully stocked kitchen, smart TVs, a pool table, board games, and lush, inviting décor. Outside, relax in the private fenced yard with a hot tub, fire pit, and boho gazebo. Minutes from Falls lake and walking trails with chances to spot local wildlife. Guests rave about how homey, peaceful, and well-equipped it feels, your perfect escape awaits! 🩷

Top guest favorite
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 home in Durham
4.99 out of 5 average rating, 116 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 favorite
Guest suite in Louisburg
4.97 out of 5 average rating, 126 reviews

Harmony House on 10-Acre Farm with Pond

Relax with the whole family at this remodeled historic home built in 1897. The house has a large pond and is situated on 10 wooded acres we call Noble Fox Farm. Feel free to take a stroll around the property and enjoy the quiet serenity. Our pond has plenty of fish for catch-and-release, or you could bring a canoe or stand-up paddleboard. Downtown Louisburg is just two miles down the road.

Popular amenities for Middleburg vacation rentals