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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Guest favorite

Home in Franklinton

4.94 out of 5 average rating, 106 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.

Guest favorite

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 favorite

Cottage in Warren County

4.84 out of 5 average rating, 141 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

Farm stay in Hollister

4.98 out of 5 average rating, 178 reviews

Cozy Cabin & Farm stay @ Owl Tree Acres Homestead

Sunflower cabin is a sweet little rustic cabin with friendly homesteading artist/host located on Owl Tree Acres Farm. Cozy sleeping for 4, a dorm refrigerator, toaster oven, microwave, coffeemaker,. Wifi with desk and Smart HD TV are provided. A “separate” beautiful bath house is located near the Communal fire pit away from the cabin. No bathroom facilities in cabin. Pets allowed with $30 pet fee. No pit bulls, rottweillers or other agressive dog breeds allowed. No pets allowed on beds.

Top guest favorite

Cabin in Warrenton

5 out of 5 average rating, 132 reviews

Historic Warrenton Small Cabin

Beautiful guest house, located steps away from the main house but hidden from public. Drive up the driveway where 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, 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.

Top guest favorite

Barn in Warrenton

4.98 out of 5 average rating, 181 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 favorite

Home in Henderson

4.93 out of 5 average rating, 30 reviews

Satterwhite Retreat

Located within a short 10 minute drive of Kerr Lake; Satterwhite Retreat offers boaters, fisherman, motocross bikers and the entire family a relaxing getaway. Conveniently located off I-85, Satterwhite Retreat is in the heart of lake country & a short drive to Clarksville, VA, Warrenton, Oxford & Henderson, NC. Boat and RV parking available. A boat charging outlet is conveniently located adjacent to the parking area. TV's in living room and one guest bedroom. Well-lit for night arrivals.

Guest favorite

Tiny home in Warrenton

4.94 out of 5 average rating, 255 reviews

Premium Tiny Home that is Pet Friendly

I am a Superhost in Raleigh and incorporated the feedback from over 150+ 5 star reviews received the last 2 years to design this luxury tiny home to be the perfect Airbnb stay. Your new home is 216 sq ft with 10 foot ceilings and a completely fenced in 216 sq ft patio that is pet friendly. 3 minute walk to downtown's restaurants and stores. 20 minute drive to both Kerr Lake and Lake Gaston. Please also check out our Luxury Shipping Container homes located within a few hundred feet.

Superhost

Home in Warren County

4.93 out of 5 average rating, 113 reviews

Peaceful Lakefront Retreat

Enjoy the best Lake Kerr has to offer. Waterfront home with dock and sandy beach. In a quiet cove with deep water perfect for fishing or just sitting by the water watching the sunset- catch catfish right off the dock. Quiet family friendly community located in a peaceful setting. All the conveniences of home provided. Fire pit perfect for s'mores by the water. Lovely water view from the main living areas. Kayaks for use or bring your boat and keep at the private dock.

Guest favorite

Home in Warrenton

4.95 out of 5 average rating, 275 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 favorite

Farm stay in Wake Forest

4.96 out of 5 average rating, 184 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 favorite

Home in Bracey

4.95 out of 5 average rating, 127 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.