Holiday houses in Winston-Salem

5 out of 5 average rating, 12 reviews

Guest suite in Ardmore

The Ardmore Hideaway

Chic & Cozy Getaway | Modern Comfort with a Homey Touch. Welcome to your stylish home-away-from-home! This inviting space is perfect for couples, friends, or solo travelers looking to unwind in comfort and style. Featuring two plush full beds, (plus a full pullout from the sofa) a serene living area with elegant accents, and a fully equipped kitchenette, our retreat blends modern convenience with relaxing charm. Located near downtown, WFU, & Atrium Hospitals. Minutes from restaurants and shops.

4.97 out of 5 average rating, 127 reviews

K-Obscura, Romantic Downtown loft

Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes complimentary coffee and treat at Krankies. Quiet for a downtown spot with the exception of an occasional train passing through adjacent lot. Includes deep soaking tub, mini-kitchen and comfy king size bed. Space is accessed via stairs. Parking included.

4.97 out of 5 average rating, 107 reviews

Home in Winston-Salem

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.

Guest suite in Winston-Salem

4.99 out of 5 average rating, 589 reviews

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV & DirecTV satellite cable, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for a couples get away, solo adventurers, and business travelers looking for a unique experience.

Guest suite in Winston-Salem

4.99 out of 5 average rating, 289 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

5 out of 5 average rating, 30 reviews

Sweet vintage West End apartment

If you appreciate a historic building in a historic neighborhood, you will be delighted with this vintage 1930 West End apartment, which was recently restored with loving attention to its original beautiful details. Walk across the street to enjoy Hanes Park, with walking paths, tennis courts, playground and running tracks. Take a short walk to coffee shops, restaurants, a YMCA and independent boutiques. Centrally located for all area college visits and walkable to WFU Baptist Hospital.

4.91 out of 5 average rating, 448 reviews

Condo in Winston-Salem

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

Guest suite in Winston-Salem

4.95 out of 5 average rating, 152 reviews

Entire COZY Unit - 3 min walk to WFU.

Welcome to your cozy - little net. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

4.97 out of 5 average rating, 110 reviews

Horizons @ Summit - 2 Kings in Downtown Winston

Your Downtown Winston-Salem Retreat, with the comforts of home and the convenience of being near the best that our city has to offer! Enjoy your stay in our renovated and professionally designed apartment, while having the perk of in unit laundry, high-speed internet, dedicated work space, 2 full bathrooms and a fully stocked kitchen. Smart TVs, black-out curtains, and room to unpack your bags and stay awhile, make your stay even more like home.

Hotel room in Winston-Salem

4.92 out of 5 average rating, 183 reviews

🌹Rose Room Apartment, West Salem Art Hotel

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is in a 1931 historic brick building, a stone's throw from Downtown Winston-Salem and a 3-minute walk to Truist Ballpark! It is so close to downtown without all the city noise, and it is located in the middle of a peaceful urban garden! Free Parking! A short walk away from W-S's best eateries/entertainment! Private, unique, and Clean!

4.93 out of 5 average rating, 612 reviews

Urban oasis in downtown W-S; sparkling clean

Top unit of a three-family house, this 1000 sq ft. 2 bedroom, 1 bath apartment is in the heart of downtown Winston-Salem. Please review our house rules before you book. It is an ideal location two blocks away from all of the action of Fourth and Trade Streets, tucked into a funky, tree-lined neighborhood that is quiet and private.