Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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Superhost
Home in Winston-Salem
5.0 out of 5 average rating, 5 reviews

Unique Barn Farm Stay w/ Game Room & Farm Views

Escape to an unforgettable North Carolina getaway at this beautifully restored historic barn located on the picturesque China Berry Farm. Just 20 minutes from downtown Winston-Salem, this one-of-a-kind 3-bedroom, 3-bath retreat combines rustic character with modern comforts, making it perfect for families, couples, friends, business travelers, and High Point Furniture Market visitors looking for a peaceful countryside escape. Wake up to panoramic farm views, enjoy your morning coffee on the private balcony or screened porch, and spend your evenings around the fire pit under the stars. Guests can watch over 27 friendly farm animals throughout the property while enjoying the privacy and charm of this unique vacation home. Why Guests Love This Barn Stay Historic barn thoughtfully restored with modern amenities Located on scenic China Berry Farm 5,000 sq. ft. of beautifully designed living space Game room with ping pong table Cathedral ceilings and stunning stained-glass accents Multiple gathering spaces for relaxing and entertaining Peaceful rural setting just minutes from Winston-Salem Sleeping Arrangements Bedroom 1• King bed Bedroom 2• Two Twin-over-Full bunk beds Bedroom 3• Queen bed Sleeps up to 8 guests comfortably. Indoor Living Relax in spacious open-concept living areas featuring soaring ceilings, antique architectural details, cozy seating, a piano, Smart TVs, books, board games, and a loft overlooking the main living space. Whether you're enjoying game night or simply unwinding after exploring Winston-Salem, there's room for everyone to spread out. Kitchen Perfect for preparing breakfast or light meals, the kitchen includes:• Refrigerator• Microwave• Toaster• Hot plate• Prep sink• Coffee station Outdoor Living Enjoy the peaceful surroundings with:• Private balcony• Screened porch• Outdoor dining area• Fire pit• Comfortable outdoor seating• Beautiful farm views• Opportunities to see a variety of friendly farm animals Nearby Attractions • Downtown Winston-Salem – 20 minutes• Old Salem Museums & Gardens• Wake Forest University• Childress Vineyards• Reynolda Village & Gardens• High Point Furniture Market• Hanes Mall• Tanglewood Park• Local wineries, breweries, golf courses, hiking trails, and restaurants Included Amenities • Free WiFi• Smart TVs• Fresh linens and towels• Free driveway parking• Iron and ironing board• Ground-floor accessibility features Parking - Driveway parking for 2 vehicles - 2 covered parking spaces available Things to Know - Check-in: 2 PM | Check-out: 11 AM - Not suitable for children - No pets allowed - No smoking - No parties or events - Additional fees and taxes may apply - Photo ID may be required at check-in - Ground-floor accessibility with elderly-friendly features Whether you're visiting Winston-Salem for a relaxing weekend getaway, attending the High Point Furniture Market, exploring the history of Old Salem, or simply unwinding in the peaceful countryside, this unique barn retreat offers an unforgettable stay. Surrounded by scenic farmland yet just minutes from wineries, local attractions, dining, and shopping, you'll enjoy the perfect blend of rustic charm, privacy, and modern comfort for an authentic North Carolina escape.

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Guest favourite
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
4.99 out of 5 average rating, 242 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

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Top guest favourite
Guest suite in Winston-Salem
4.99 out of 5 average rating, 101 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.

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Top guest favourite
A spacious living area is showcased with a large blue sectional couch and a patterned ottoman. Natural light enters through a window next to the front door, while a decorative wall piece adds interest above the seating. A cozy area rug lies beneath the furniture.
Home in Ardmore
4.96 out of 5 average rating, 114 reviews

New in the Heart of Ardmore

The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

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Top guest favourite
A dining area is centered around a round table, surrounded by four upholstered chairs featuring floral patterns. The space is illuminated by a modern light fixture, with a plush area rug beneath the table. Large windows draped with blue curtains allow natural light to fill the room.
Townhouse in Winston-Salem
4.98 out of 5 average rating, 56 reviews

Urban Retreat Haven

Welcome to our sleek and stylish 3 bedroom, 3.5 bathroom townhome, where modern decor meets ultimate comfort. This newly decorated space boasts contemporary furnishings and is fully equipped with all you need for a memorable stay. Enjoy the convenience of Wi-Fi and smart TVs in every room, ensuring entertainment is always available. Whether you're lounging in the spacious living area or whipping up a meal in the fully furnished kitchen, this townhome is designed to make you feel right at home.

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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
4.95 out of 5 average rating, 218 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.

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Superhost
Home in Clemmons
4.85 out of 5 average rating, 27 reviews

Nirvana

A hidden gem on the outskirts of Clemmons, NC with a fenced yard, short drive from Winston-Salem or Lexington. Nirvana blends rock‑and‑roll energy with sleek modern-industrial design. Includes a King Bedroom- Spacious, styled with industrial-chic furnishings. Secondary Bedroom- Compact, outfitted with a full-size futon/bed and a desk, ideal for children or remote work setups. Great for couples seeking a unique getaway, small families with pets or remote workers who appreciate nice place.

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Guest favourite
A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.
Home in Winston-Salem
4.97 out of 5 average rating, 125 reviews

Grey Sapphire Hideaway - 2BR/2BA, Game Room & Pool

Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

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Guest favourite
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, 233 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.

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Guest favourite
A single-story building is depicted, featuring a well-maintained exterior with a combination of brick and vinyl siding. The door is centrally located and bordered by a light-colored porch. A grassy area extends in front, complemented by clear blue skies overhead.
Flat in Winston-Salem
5.0 out of 5 average rating, 10 reviews

The BEST studio apartment Private no shared space

Luxurious studio apartment with king size bed, flatscreen TV with fast Internet, new recliner , deep soaking tub with shower. Private keyless entry, All linens provided. Kitchen table, Mini refrigerator with toaster oven, microwave, water dispenser, coffee maker. This is a one level unit parking close to door. (This is not a basement unit, no steps) Monthly Discount will automatically apply if book 30 days or more. In unit washer and dryer for your convenience.

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Top guest favourite
Home in Ardmore
5.0 out of 5 average rating, 39 reviews

The Magnolia Retreat

Relax in this beautifully renovated 1948 home in the Ardmore Neighborhood of Winston-Salem. Just steps from Ardmore Coffee and Cafe Arthur's, this 2-bedroom, 2-bath gem offers the perfect blend of charm, comfort, and convenience. You'll be located close to Novant Health Forsyth Medical Center (1 mile), Hanes Mall (1.5 miles), Wake Forest Baptist Medical Center (2 miles), Downtown Winston-Salem (3.5 miles), and Wake Forest University (5 miles).

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Superhost
A bright living room features two plush sofas arranged around a rustic coffee table. A mounted television displays a warm fireplace scene. Natural light enters through large windows, illuminating the space. An inviting atmosphere is created by the cozy arrangement and light-colored walls.
Home in Winston-Salem
4.63 out of 5 average rating, 107 reviews

HartmanCasita: Peaceful, Beautiful 4Bedroom Home!

Welcome to Hartman Casita, we're happy to have you here! La Casita is a beautiful fully renovated house. New kitchen, New bathroom, Floor, Fixtures and ceiling fans. Excellent Wifi, 5 smart 55"TVs. Excellent location, Two minutes away from High way 52, about 15 minutes away from Down Town Winston Salem. Shopping including grocery stores, gas stations, restaurants are all a quick 1 minute away. A home away from home!!

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Popular amenities for Midway holiday rentals