Holiday houses in Middleburg

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Top-rated holiday 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, 115 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
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, 131 reviews

Two Dachshund Farm (Lavender & Fiber Farm), LLC

We are a working fiber/lavender farm convenient to Raleigh, Louisburg, Wake Forest, Henderson, & Durham. Meet our alpacas, sheep, llamas, Angora goats & more. Tours are included for our guests ifAdditional visitors will need to pay a tour fee. Use of the pool is for registered guests only. Events will be considered. The unit is a 700 sq ft apartment over a garage with private entrance. Twenty stairs lead up to the apartment. A pullout couch accommodates 2 younger children or a teenager/adult.

Guest favourite
The exterior of a rustic tiny home is depicted, featuring a wooden structure with bright red doors and multiple windows. Lush greenery surrounds the home, complemented by a covered porch and steps leading to the entrance. Natural landscaping elements enhance the outdoor setting.
Tiny home in Norlina
4.95 out of 5 average rating, 187 reviews

Eco Friendly - Tiny Home

The ten year old you will love the queen sized loft. Awesome 170 square foot tiny home nestled in the middle of 20 acres on Matthews Creek Farm. By staying here you help us live more sustainably as we try to repurpose, reduce, reuse and recycle. Our 7 kilowatt grid tie solar system provides almost all of the tiny home’s power. Eco friendly Natures Head compost toilet saves hundreds of gallons of fresh water a year. Experience staying with chickens, goats, cows, geese and a donkey on the farm.

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, 155 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 charming tiny house features an A-frame design, with warm lighting accentuating its exterior. The expansive deck is adorned with two chairs, offering a cozy space to relax. Large windows invite natural light, highlighting the inviting atmosphere during twilight.
Tiny home in Henderson
5 out of 5 average rating, 46 reviews

The Tiny House at Wishing Creek

Escape to our charming tiny house nestled in the heart of nature! Perfect for any peaceful retreat, this beautifully designed space offers all the essentials for a comfortable stay, including a cozy bed, fully equipped kitchenette, and modern bathroom. Relax on the outdoor deck and enjoy the serene surroundings. Whether you're seeking a romantic getaway or a solo adventure, our tiny house provides the perfect blend of simplicity and comfort. Close to hiking trails, local attractions, and more!

Superhost
A compact interior space features bright green walls with wood paneling and decorative lighting. A spacious bed occupies one end, while a kitchen area with a wooden countertop and a dining setup is visible. Shelving displays tableware, and windows allow natural light to enter.
Tiny home in Warrenton
4.85 out of 5 average rating, 124 reviews

Luxury Shipping Container Tiny Home-Dog Friendly.

"Tiny Sun". The newest Ultra Luxury Shipping Contain built by the talented community members. In total there are 3 luxury tiny homes on the property, all available through Airbnb. It is 300 sq ft including the 80 sq ft bathroom with dual waterfall showers and heated floors. Lotus flower lights hang from 9 foot 6 inch ceilings. 200 sq ft enclosed deck for your furry family member(s). Smart lighting with 16 million color choices, 400 MB Internet, Amazon 3D speaker, TV with Prime/Netflix.

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
4.98 out of 5 average rating, 189 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, 148 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 spacious living area features a brown leather sofa with decorative pillows. A round coffee table sits on a colorful area rug, complementing the hardwood floor. Large windows allow natural light, while a television is mounted on the wall, providing entertainment options.
Farm stay in Red Oak
4.98 out of 5 average rating, 385 reviews

Cozy Coop Barn Apartment on Hobby Farm

Cozy and modern apartment inside a working hobby farm barn. Upstairs holds one bedroom with a queen bed. Loft area upstairs has a convertible futon with a TV/blue ray/dvd. Downstairs is a nearly full eat in kitchen (only missing a stove) and the spacious bathroom with stand up shower. A grill is also available on the large covered porch. Guests have access to large covered porch, playground and yard area. Farm chores done 2 times daily. Pets allowed with fee.

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, 288 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 charming white tiny house is set against a backdrop of tall trees, featuring large windows and a sloping roof. An outdoor patio area is furnished with a wooden dining table and chairs, inviting guests to enjoy meals in nature.
Farm stay in Wake Forest
4.96 out of 5 average rating, 200 reviews

Cozy tiny house in the country.

Come experience the peace and quiet of this unique tiny house in the county. Curl up in this cozy queen-sized bed in the loft of this private bo-ho cottage. Fix coffee or meals in the kitchen and get some work done at the desk or on the outdoor dining table using the wi-fi. The shower has virtually unlimited hot water. You can also eat dinner or hang out in the hammock in the secret garden under the glow of bistro lights.

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, 135 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.

Popular amenities for Middleburg holiday rentals