Holiday rentals with a patio in Winston-Salem

4.94 out of 5 average rating, 112 reviews

Home in West Salem

Comfort & Convenience in this 3BR Brick Ranch

Your family will be close to everything when you stay at this centrally-located place. The following destinations are only 5 minutes away: Wake Forest Baptist Medical Center; Main Street, Winston Salem and the Stevens Center as well as the Dash Baseball Field (Truist Stadium). You can sit on the back sunroom porch & listen to the baseball games or the birds. Shopping galore & lots of restaurants are also close. Washington Park is right behind the house. Ride your bikes & walk the greenway.

5 out of 5 average rating, 126 reviews

Farm stay in High Point

Serene Stablehouse Stay on Equestrian Estate

Enjoy the serene atmosphere and beautiful views at Willow View Farm's cozy & spacious stablehouse. Explore the property and find grazing horses, a meandering stream, a stocked pond, and trail through the woods. The outdoor space includes a large deck with grill and picnic table under the trees. This stablehouse is conveniently located near Willow Creek Golf Course and is a short drive to HPU (13 min), downtown High Point (13 min), downtown Winston-Salem (20 min), and GSO/PTI airport (30 min).

4.95 out of 5 average rating, 132 reviews

Home in West Salem

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

Superhost

4.89 out of 5 average rating, 303 reviews

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)

4.93 out of 5 average rating, 44 reviews

Brand New Ardmore Townhome

Your family will be close to everything when you stay at this newly built townhome in the heart of Ardmore! This is our summer home, and it’s equipped with all brand new furniture so you’ll be comfortable and relaxed for your stay. Ardmore is Winston’s gem: 5 min / 1.8 miles to Baptist Hospital 3 min/ .8 mile Ardmore Coffee 6 minutes / 2.2 miles to Trader Joe’s shopping center 7 min/ 3 miles Truist Stadium 6 min/ Bagel Station 11 min / 6 miles to WFU 10 min/ 4.2 miles to Reynolda Gardens

4.91 out of 5 average rating, 140 reviews

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).

4.95 out of 5 average rating, 142 reviews

Flat in Winston-Salem

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 gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

Superhost

Flat in Winston-Salem

4.85 out of 5 average rating, 131 reviews

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

Guest suite in Winston-Salem

4.95 out of 5 average rating, 161 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.

4.89 out of 5 average rating, 337 reviews

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!

Farm stay in Winston-Salem

4.91 out of 5 average rating, 46 reviews

Rooster's Rest, a peaceful farm in the city

Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.