Vacation rentals in Midway

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Top-rated vacation rentals in Midway

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Top guest favorite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table with a geometric pattern is positioned in front, complementing the beamed ceiling. A view of the kitchen area is visible through an archway, enhancing the open floor plan.
Home in Winston-Salem
5 out of 5 average rating, 223 reviews

The Zen Ranch - Spacious Layout with Modern Decor

1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

Top guest favorite
The stablehouse features a charming exterior with pale yellow siding and a green metal roof. A brick chimney adds character, while lush trees and shrubs frame the entrance. A gravel driveway leads to the garage, providing an inviting approach to the cozy property.
Farm stay in High Point
4.99 out of 5 average rating, 134 reviews

Serene Stablehouse Stay on Equestrian Estate

Enjoy the serene atmosphere and beautiful views at Willow View Farm's cozy & spacious stablehouse. Explore the property and find grazing horses, a meandering stream, a stocked pond, and trail through the woods. The outdoor space includes a large deck with grill and picnic table under the trees. This stablehouse is conveniently located near Willow Creek Golf Course and is a short drive to HPU (13 min), downtown High Point (13 min), downtown Winston-Salem (20 min), and GSO/PTI airport (30 min).

Guest favorite
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.89 out of 5 average rating, 339 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

Top guest favorite
A living area features hardwood flooring and natural light from multiple windows. A comfortable sofa with decorative pillows faces a simple coffee table and a modern TV stand. A bright accent chair adds a pop of colour, creating a welcoming space.
Home in Winston-Salem
4.97 out of 5 average rating, 144 reviews

House in Washington Park, historic Winston-Salem

I love my neighborhood! Brand New Location for me! Relax with the family at this peaceful place to stay! If you are just passing through or traveling for work, this is the perfect place for you! Located in Washington Park (which is just 2 miles from Downtown), you will have easy access to all Winston has to offer! I also own Hoots Beer Company, and I will be happy to give you a beer tasting! If you see a concert you want to attend at my place, a free ticket is on me! Side note: NO PARTIES!

Top guest favorite
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
4.96 out of 5 average rating, 172 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.

Superhost
The cozy bedroom features a spacious bed with a white comforter and decorative pillows. Two windows allow natural light to brighten the space. A small lamp and nightstand provide essential bedside furnishings, complemented by a colorful area rug underfoot.
Home in Winston-Salem
4.86 out of 5 average rating, 202 reviews

The Morning Star Lofts

Welcome to your home away from home in Winston-Salem! Nestled on the peaceful hills of Winston-Salem, this comfortable 2-bedroom, 2-full bath apartment offers a perfect blend of relaxation and convenience. Ideal for families, couples, business travelers, or traveling nurses, our space provides everything you need for a memorable stay. Our apartment is located in a quiet, friendly neighborhood but is just a short drive to local attractions (~12 mins from Wake Forest, Costco, and Downtown).

Superhost
A wooden deck is shown in the image, featuring two lightweight chairs positioned beside a hot tub. A covered structure is visible nearby, providing a shaded area. Tall trees surround the space, contributing to a serene woodland setting.
Tiny home in Winston-Salem
4.91 out of 5 average rating, 104 reviews

Hot Tub Hideaway

Get cozy and settle into this tiny romantic and rustic space! This little getaway spot was purposely built for short term rental guests! It’s beautifully appointed, very cozy, and sits just inside the woods with pasture land and a small pond in front of it. The Hot Tub Hideaway is also only 1/2 mile from I-74, 10 min to downtown Winston Salem and 15-20 min to Greensboro or High Point. It’s the ideal place to getaway and relax while still being super convenient to everything else!

Guest favorite
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
4.92 out of 5 average rating, 122 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 favorite
The main bedroom features a sizable bed with a dark gray throw and neatly arranged towels. Two bedside lamps provide soft illumination beside the bed. The room is complemented by two framed artworks, and a bathroom with glass door access is visible in the background.
Home in Winston-Salem
4.96 out of 5 average rating, 206 reviews

Beautiful 2 BR home with Office and Game Room

This beautifully decorated 2 bedroom home, part of a duplex, comes with high-speed Internet and Wi-Fi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. The kitchen has all the tools needed to prepare your favorite meals. The TV in the living room includes Disney+. Everything except the game room is on the main level. The back deck is ready for hosting a barbecue, with a view of the backyard and adjoining green space.

Top guest favorite
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
4.99 out of 5 average rating, 137 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.

Top guest favorite
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, 130 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 favorite
A two-story wooden house is surrounded by greenery, with a driveway leading up to the entrance. A deck is visible on the left side, offering a vantage point of the landscape. The entrance features a staircase leading up to the main level.
Guesthouse in Lexington
4.99 out of 5 average rating, 383 reviews

Mountain View Retreat

The Mountain View Retreat is the perfect place for those who want to enjoy a combination of luxury and the rustic outdoors. Located on 63 acres near Lexington and Thomasville, the Retreat is an easy drive from many of the major cities in central North Carolina. An ideal spot for couples or solo travelers looking for a place to relax, unwind, enjoy nature, and have a weekend away in the country. 20% weekly/30% monthly discounts.

Popular amenities for Midway vacation rentals

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