Winston-Salem holiday homes

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Find the perfect place for you stay in Winston-Salem by choosing from 182 houses, 89 apartments and other holiday rentals. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Winston-Salem

Showing deals for:25 Jul - 1 Aug

Exceptional

(19 reviews)

Relaxing Getaway w/ Salt Pool,HotTub,Fire Pit, Foosball. Private Luxury / HPU

High Point, NC

7% off

NZ$1,257 per night

includes taxes & fees

NC family rental located in wooded neighborhood near HPU in High Point, NC

Exceptional

(49 reviews)

Spacious Rental: Gas-log Fireplace: 7 min to HPU: 6 min to HP Furniture Market

High Point, NC

6% off

NZ$644 per night

includes taxes & fees

Large open family room with lots of natural light and view of backyard.

Exceptional

(11 reviews)

6 Bedroom, 3 Bath Remodeled House in Quiet Neighborhood. 10 min to WF University

Winston-Salem, NC

16% off

NZ$764 per night

includes taxes & fees

Exceptional

(72 reviews)

Walking distance to Reynolda House and Gardens. Close to Wake Forest University

Winston-Salem, NC

8% off

NZ$700 per night

includes taxes & fees

Exceptional

(5 reviews)

Linda Cottage- Premium Retreat close to Wake Forest Campus w/ Lvl 2 EV Charger

Winston-Salem, NC

12% off

NZ$793 per night

includes taxes & fees

Exceptional

(26 reviews)

❤️ Private Large Patio, 2Mile Downtown, 2Min to HPU, SMART TVs ❤️

High Point, NC

8% off

NZ$379 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find properties near top attractions in Winston-Salem

Old Salem

Find the best place to stay - Winston-Salem

Spacious kitchen opens to dining and living rooms

Renovated Perfection in Quiet W-S Neighborhood

Sleeps 8 · 4 bedrooms · 2+ bathrooms

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Sleeps 2 · 1 bedroom · 1 bathroom

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Sleeps 6 · 2 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The lush setting of Winston-Salem is ready to explore

The area's art galleries and museums are just some of the reasons to come on holiday to Winston-Salem. Renowned for its sporting events, shopping and forests, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Winston-Salem

Are you hoping to discover attractions to visit in the area? Venture out of your cosy holiday rental and check out everything that makes Winston-Salem a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Divine Llama Vineyards (15.1 mi / 24.4 km)
All-A-Flutter Butterfly Farm (15.3 mi / 24.6 km)
Richard Childress Vineyards (17.9 mi / 28.9 km)
Farmington Dragway (18.8 mi / 30.2 km)
Celebration Station (19.8 mi / 31.9 km)
Sedgefield Country Club (20.8 mi / 33.5 km)

Exploring the natural landscape of Winston-Salem

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Winston-Salem is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Reynolda Gardens (2.9 mi / 4.6 km)
Tanglewood Park (11.4 mi / 18.4 km)
Truist Sports Park (11.5 mi / 18.6 km)
BB&T Soccer Park (11.6 mi / 18.7 km)
Belews Lake Park (14.4 mi / 23.2 km)
Oak Hollow Lake (14.9 mi / 24 km)

Transport to and around Winston-Salem

Fly into Winston-Salem, NC (INT-Smith Reynolds), the closest airport, located 2.7 mi (4.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Greensboro, NC (GSO-Piedmont Triad Intl.), which is 17.1 mi (27.6 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winston-Salem?

Apartments are the most popular kind of holiday home in Winston-Salem, according to our data. Even if you have a different vision in mind, Bookabach has properties in all shapes and sizes. Browse our options to find your ideal match.

How much does it cost to rent a holiday home in Winston-Salem?

Length of stay, season and property type are some things that can affect the price of a holiday home. Simply enter your travel dates to find your dream escape. From comfy cottages to plush villas, all Bookabach holiday homes offer amazing value.

How much does it cost to rent a beach house in Winston-Salem?

When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Enter your Winston-Salem travel dates to see all your options on Bookabach. Can’t live without a private pool? Use our filters to choose the features and amenities you want in your beach house.

Are there pet-friendly holiday homes in Winston-Salem?

Pack a suitcase for the pup in your life because Winston-Salem has 12 properties that put out the welcome mat to pets. Let your four-legged buddy have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.

What are popular home amenities in Winston-Salem?

Some of the most popular home amenities people look for in Winston-Salem are nearby museums, a swimming pool and a barbecue grill. Whether you’re on a trip with pals, family or even pets, Bookabach holiday homes come with the best amenities for starting a new adventure with the people that matter most.

Are there large group holiday homes in Winston-Salem?

Take your pick of three Bookabach holiday homes in Winston-Salem that can accommodate five or more guests. You’ll enjoy all the room and privacy you need to spend time with your nearest and dearest — and nobody else.

Are there holiday homes in Winston-Salem that welcome kids?

Gather your whole family for an unforgettable adventure in Winston-Salem at one of our 12 family-friendly holiday homes. A lot of these stays provide amenities that are just perfect for getaways with youngsters, such as full kitchens, extra bedrooms and private pools. Just click on the “Properties good for families” filter and choose your favourite option.

What are the top attractions for families in Winston-Salem?

Keep the kids amused at these awesome family-friendly attractions in Winston-Salem:

Airbound Trampoline Park
SciWorks
Old Salem

Are there one-bedroom holiday homes in Winston-Salem?

Yes, there are four one-bedroom properties in Winston-Salem to select from. A one-bedroom holiday home is a superb choice if it’s just you and your sweetheart or if you’re travelling on your own. Add in more space, privacy and convenience compared to a regular hotel, and you’re sure to have an unforgettable getaway.

Can I find two-bedroom holiday homes in Winston-Salem?

Gather your loved ones and enjoy a relaxing escape in one of the three two-bedroom holiday properties Winston-Salem has to offer.

Are there holiday homes with WiFi in Winston-Salem?

Winston-Salem has three holiday homes with WiFi, so you’ll be able to stay connected while on holiday. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Bookabach homes make it a cinch to get online.

How can I find holiday homes with air conditioning in Winston-Salem?

Work out your travel dates and then use our filter tool to search for holiday homes with ac in Winston-Salem on Bookabach. With 12 air-conditioned properties available, you can enjoy a cool and comfortable trip.

How old do you have to be to rent a holiday home in Winston-Salem?

The age limit can vary across properties on Bookabach, so look at the rules of the holiday home in Winston-Salem you want. But normally, it’s 16, 18 or 21.

How long can I rent a holiday home in Winston-Salem for?

It’s really down to the Winston-Salem property. To view a list of options offering extended stays, simply type your dates and number of people into the Bookabach search page. Look forward to having the whole property to yourself, along with home comforts like a full kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.