House holiday rentals in Winston-Salem

Winston posh bungalow near Wake

All pets MUST be pre approved prior to booking!!Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. Quality of furnishings are all Higher End. Extremely private setting. IEverything, is as I would have it in my own home. When traveling it makes the experience much more enjoyable, arriving to a well appointed clean living space. A true home away from home!

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.

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)

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.

House in Sunnyside W-S w/NC Beer Tasting!

Absolutely NO Parties or large gatherings allowed. You will be kicked out. Only guest registered are allowed to stay. You and your family will enjoy this spacious 3 bedroom home which is located in the historic Sunnyside area of town! Located a little over 1 mile into the downtown area, you will have easy access to nightlife, tourist attractions and lots of great food options! If you are a beer fan, I own Hoots Beer Co. and offer a free tour and tasting with your stay, so just ask!

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.