House holiday rentals in Winston-Salem

Charming Newly Renovated Starmount Forest Home

Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

The Walnut Cottage. Charming! Near Everything!

Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

Single Family Ardmore 3 min to Wake Forest Hosp.

2 BR Bungalow in Historic Ardmore District, 8 min walk to Wake Forest Hospital and conveniently located 5 min from Starbucks, Whole Foods and Publix. Small well behaved dogs are welcome with prior approval. It is also a short stroll to Ardmore coffee shop, ice cream, Carlisles pub, Arthur’s diner, famous PB’s hot dogs and burgers, groceries. We offer special monthly rates for anyone staying 30 days or longer for $2750 a month. Please message us if you are looking to rent for a month or longer

Camel City Hideaway

Welcome to your home away from home! Our stylish and centrally-located space is designed with comfort and convenience in mind. Whether you're in town for business or leisure, you'll love our prime location. Our cozy place features all the amenities you need to feel right at home, including a fully equipped kitchen, hotel-quality linens, a spacious living room, and a dedicated work area. We also provide toiletries in case you forgot. We aim to make your stay in Winston-Salem a memorable one!

House in Washington Park, w/NC beer tasting

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!

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.

Deacon Stays: The Polo - Walk to WFU

Completely renovated in 2023! Our charming home is just a short walk or drive away from the city’s best offerings as well as being located just minutes away from Wake Forest University’s campus. Walk through the front door of this little brick house and feel right at ease in a quiet residential neighborhood with easy access to a lively campus and thriving downtown. Our home is perfect for larger groups! Find out together why Winston Salem is a top choice for an easy weekend getaway.

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.

Historic Beauty: 5BR Home with Yard Near Hospital

This is a beautiful home, lovingly renovated to retain the original 1920s charm and preserve history, while including modern updates and conveniences. It is perfectly located in the heart of Winston Salem- only a few blocks from Wake Forest Baptist Hospital and less than a mile from downtown. Despite the city location, it features a 3 car garage and over 0.3 acres of lot space in the form of a great backyard. Additionally, it sits across the street from beautiful Hanes Park.

Tiny tiny house from 1930 near Wake

102 year old eclectic tiny house, 375 sqft Fun, bright and lively. Pets must be pre approved. 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. No Vaping or Smoking. Private setting. Can be rented with house next door. *Pets must be pre approved before booking . *follow directions from website. No 3rd party bookings! I check ID

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.

"Deacon House" 3 bedrooms

Looking for a place to stay in Winston Salem? Check out this 1,315 sqft. single family home that has 3 bedroom and 2 full bath. It has its own driveway with 2 car garage attached and fenced in backyard, guest occupy the entire house except the attic. It is just a few minutes away from downtown, Wake Forest University, Reynolda Garden, LJVM coliseum, Starbucks and grocery stores.