House holiday rentals in Winston-Salem

Contemporary Cottage Gem | 4 mins Bapt Hospital

Our thoughtfully designed cottage is waiting to welcome you to the heart of Historic Ardmore! This centrally-located home away from home is minutes from downtown, Baptist and Forsyth Hospitals, and I-40—making it easy to plan your visit to Winston-Salem. Stroll to Ardmore Park with tennis courts and soccer, or down to Ardmore Coffee for a pick-me-up! With our Superhost experienced co-host, we aim to help you make the most of your stay! Unfortunately we don’t accept animals/ESA at the property.

Vintage Modern Synthesis in the Heart of W-S

Refurbished 1910 bungalow in West Salem Historic District within walking distance to downtown, Old Salem, baseball stadium, breweries, and more. Private 2BR/1BA home offers a unique vintage style with modern amenities. Open floorplan with high ceilings, exposed brick, and hard wood floors gives the feel of a loft apartment. The ambiance of the house lends itself to the historic industrial charm of old Winston. Professional Viking stove, clawfoot tub, custom bar space, private yard, parking.

Bright Modern Abode Nestled in a Quiet Cul-de-sac

Kick back and relax in this calm, stylish space. Newly remodeled 2 bed, 2 full bath with an open airy concept. Brand new floors, carpet, and updated kitchen. Treat yourself to complimentary goodies on arrival. Spark your day with a cup of Joe at the coffee corner. Located in a quaint quiet cul-de-sac in the suburbs of Winston-Salem. It's minutes from downtown, running/biking trails, parks, shopping, great dinning and major medical centers. Stay for 2 days or 2 months. Enjoy the Regal Abode!

Spacious Historical Home 3 mins from Downtown

Nestled in the historical Washington Park neighborhood, this renovated 1910 home allows you the opportunity to experience life from an earlier era, without sacrificing modern conveniences or decor. Only 3 mins from downtown, it’s conveniently located to most everything you’d need. Whether you are visiting the School of the Arts, the Old Salem Museum, or simply rewarding yourself with a pastry (after your run) at the Award winning Camino bakery, you’ll appreciate how centrally located it is.

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).

Elegant Pet Friendly Ranch close to everything!

Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

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 WiFi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. 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 back yard and adjoining green space.

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.

Camel City Cottage - located near the hospitals

Our *non-smoking* home is located in the desirable Ardmore residential area of Winston-Salem...quiet yet still close to many restaurants and shopping. This cottage has all the modern amenities while still retaining it's 1940's cottage charm. The kitchen has been completely remodeled and has all the appliances you would need. The living room and each bedroom have a TV with an antennae and access to your streaming services such as Roku, Prime, and Sling.