Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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Top guest favourite
The inviting bedroom features a spacious bed adorned with decorative pillows. A bedside lamp emits soft light, and a wooden sliding door provides access to the bathroom. A stylish dresser complements the room, while a patterned area rug adds warmth to the hardwood floor.
Guest suite in Winston-Salem
4.99 out of 5 average rating, 81 reviews

Private guest suite @ Maple Leaf Farm

*Please read full description about the space - this suite is fully private but also the lower level of our home.* Cozy brick ranch with newly renovated, spacious lower level with a pond view. This private guest suite includes one bedroom with full bath, washer and dryer, living room with a pull out sofa bed, TV, kitchenette, dining area, reading area, small playroom for littles and an office space. Less than 20 min. drive to Baptist Hospital and Dtwn Winston, 25 min. to HP and 30 min. to GSO.

Guest favourite
The kitchen features rustic wooden cabinetry and a large central island with matching wooden benches. Stainless steel appliances are included, with a microwave and stovetop visible. Pendant lights illuminate the space, creating a warm and welcoming atmosphere.
Cabin in West Salem
4.89 out of 5 average rating, 866 reviews

Log Cabin in the city

READ ENTIRE LISTING! NO PARTIES/ GATHERINGS. Only the guests on the reservation are allowed to be on my property. I WILL KICK YOU OUT AND CALL THE COPS. I DO NOT PLAY GAMES. The listing is the entire UPPER LEVEL of my log cabin, which is conveniently located less than a mile from Downtown Winston-Salem! The back yard is surrounded by woods and a privacy fence! Great place close to downtown. NO SMOKING of any kind allowed anywhere. Pots and pans are available. No salt and pepper or condiments

Top guest favourite
A two-story brick home is showcased, featuring a gabled roof and multiple windows. Lush green shrubs and seasonal foliage surround the entrance. A covered porch with decorative columns offers seating, enhancing the welcoming appearance of the property in a quiet outdoor setting.
Home in Winston-Salem
5 out of 5 average rating, 15 reviews

Home Away from Home

Forget your worries in this spacious and serene space. 3 bedrooms/2.5 Baths, fully stocked kitchen, screened in back porch, and spacious back yard in a quiet and friendly neighborhood. Home is close to highway 52 as well as I-40. This is the perfect place for travel nurses/residents or traveling professionals. Downtown Winston-Salem is a short drive (7 miles away). *NO parties or large gatherings- no exceptions * *NO street parking * *Residential community- please be respectful of neighbors

Top guest favourite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.99 out of 5 average rating, 309 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

Top guest favourite
A warm-toned wood-paneled interior is visible, featuring a cozy sleeping area with a bed covered in a patterned blanket. Two blue chairs are positioned nearby, complemented by a round ottoman. Natural light filters through window coverings, enhancing the inviting atmosphere.
Tiny home in Thomasville
4.95 out of 5 average rating, 230 reviews

The Shack at Abiding Place - So Cozy and Peaceful

This cozy one bedroom cabin is the perfect get-a-way for singles or couples; whether you want to enjoy the peace and quiet of a country setting, visit the farm animals on the property, or hang out by the fire-pit and roast marshmallows. It is mini farm so we have a rooster and dogs that bark. This cabin is located on the Abiding Place property, a place for retreat, renewal, and restoration. Conveniently located close to High Point (Furniture Market), and other Towns/Cities of theTriad, NC.

Top guest favourite
A charming cottage is depicted with light blue siding, framed by lush green shrubbery. The porch features a lattice design, and large windows offer a view into the inviting interior. A brick chimney extends from the side, blending rustic elements with a welcoming facade.
Home in Advance
4.97 out of 5 average rating, 150 reviews

Awakening Path

Welcome to a serene retreat nestled among a wooded forest, a gurgling brook, a candlelit fairy house and trail, the cutest and most loving pony ever and his equine friend, Ginger, a gentle chestnut mare. The charming cottage features warm wood floors, two inviting bedrooms downstairs, along with a spacious living area and a well-equipped kitchen. An additional bedroom upstairs offers extra comfort and privacy, accommodating at least two guests, and a beautiful view of the outdoor splendor.

Guest favourite
A spacious loft bedroom features a king bed with neutral bedding and a cozy sitting area. Large windows provide natural light and views of the surrounding trees. The room is adorned with wooden walls and a combination of storage furniture.
Cabin in Lexington
4.94 out of 5 average rating, 114 reviews

Log Cabin with Hot Tub in N Lexington

Welcome to our beautiful 1880s log cabin, situated in a secluded location among the trees. Our cabin has been updated, and features a large porch as well as a hot tub. **Please note that while we do our best to keep the cabin free of pests they WILL get in due to the age of the cabin and how it was built. Usually it is stink bugs, lady bugs and mud daubers upstairs and tiny centipedes in the basement bedrooms. If you do not like the sight of bugs this is not the Airbnb for you!**

Top guest favourite
The master suite features vaulted ceilings and triple windows that allow natural light to fill the space. A blend of comfortable seating, including a couch and chairs, complements the wooden flooring. Artwork adorns the walls, adding a personal touch to the room.
Farm stay in Winston-Salem
4.94 out of 5 average rating, 68 reviews

Rooster's Rest, a peaceful farm in the city

Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.

Top guest favourite
The modern farmhouse exterior features a stepped roof with a metal finish, complemented by inviting covered porches. Lush greenery and ornamental plants line the pathway, while a broad grassy area extends, providing a serene connection to nature.
Home in Lexington
4.98 out of 5 average rating, 130 reviews

Duke's Place - Tranquil Farmhouse Retreat

Modern farmhouse situated on a spacious lot, offering a perfect balance of privacy and convenience. Located just outside Lexington and Winston-Salem, this property is also a short drive from Greensboro, High Point, and Salisbury, and just about an hour from Charlotte. Fully furnished, spacious fenced-in backyard, large parking area, covered front & back porches—perfect for relaxing, and conveniently close to major cities while enjoying the peace of rural living.

Guest favourite
The exterior of a charming efficiency apartment is shown, featuring a covered porch with a welcoming sign. Lattice work accents the porch, while a small stone path leads to the entry. Lush greenery surrounds the building, enhancing its inviting appearance.
Guest house in Germanton
4.96 out of 5 average rating, 517 reviews

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Top guest favourite
A small cabin is nestled among trees, illuminated by soft outdoor lighting. A welcoming front porch is adorned with seating options, including a hammock nearby. The expansive yard features well-kept grass, creating a serene atmosphere for relaxation.
Cabin in Lexington
5 out of 5 average rating, 123 reviews

Klump Farm Cabin

Small cabin nestled in woods on 35 acre farm. Charming front porch with rocking chair and swing overlooking woods and fields. Wi-fi, fireplace, kitchen, tv, bath with clawfoot tub, outdoor shower , queen bed in loft. Sofa bed in downstairs area. Perfect place to relax and unwind. Large yard for dogs to safely play. Outdoor grill, firepit with seating, picnic tables. Minutes to Lexington , Winston Salem, Salisbury and local wineries. NON-SMOKING

Top guest favourite
The cottage exterior features a bright blue door with a pineapple motif, complemented by blue shutters on the windows. The light-colored siding is surrounded by greenery, showcasing the peaceful wooded setting. A welcoming entrance is marked by a covered porch.
Cottage in Winston-Salem
4.98 out of 5 average rating, 101 reviews

Sleepy Bee Cottage, simple charms, near WFU

It feels like the countryside within city limits on shared property with owners home. The cottage has views of the acre+ woodland behind and a garden in front. Beyond the property there is a Duke Power easement and a ravine. There is ample, well-lit parking and a fenced dog yard. There is a small seating area out front under the shade of a dogwood tree. Smoking is NOT allowed on the property. Additional fees will be charged for violation of this rule.

Popular amenities for Midway holiday rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Davidson County
  5. Midway