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!

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.

The Dragonfly in Buena Vista (near BMH & WFU)

Naturally lit, spacious 800 sq ft basement apt, 1 bdrm / 1 ba, located in the premiere Buena Vista neighborhood. Centrally located, only minutes away from downtown, WFU, and Baptist Hospital. Sidewalks and azalea-laden landscapes abound in this 1920's era neighborhood. Two bicycles give you alternative means for exploring. All rooms have natural light. Bedroom has two twins pulled together (with a bridge) to make a comfortable king. A rollaway bed is available on request.

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!

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.

La Casita:Cozy, Charming Home Near WFU. 2King Beds

Welcome to La Casita, we're happy to have you here! La Casita is a beautiful fully renovated small house. New kitchen, New bathroom, Floor, Fixtures and ceiling fans. Excellent Wifi, 3 smart TVs. Excellent location, One minute away from Wake Forest University, 3 minutes away from Reynolda Garden/House, about 10 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!!

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.