Winston-Salem vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winston-Salem
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winston-Salem vacation rentals
Other great vacation rentals in Winston-Salem
Home in Winston-Salem
4.93 out of 5 average rating, 90 reviewsCozy home away from home in cul-de-sac community!
Home in Winston-Salem
5 out of 5 average rating, 30 reviewsUpdated 1BR cottage on private acre+ lot
Townhouse in Winston-Salem
4.97 out of 5 average rating, 33 reviewsHeart of Winston - WFU, Downtown, Stadiums.
Home in Ardmore
5 out of 5 average rating, 29 reviewsArdmore by the Park - 2 Bed/2 Bath with Office
Home in Ardmore
5 out of 5 average rating, 15 reviews3 Bedroom Home Located in Ardmore
Rental unit in West Salem
4.98 out of 5 average rating, 65 reviewsVintage Grocery-now Artsy downtown Apt near UNCSA
Loft in Winston-Salem
4.99 out of 5 average rating, 77 reviewsLovely 1 bedroom loft in Downtown, Winston-Salem
Rental unit in Winston-Salem
4.94 out of 5 average rating, 71 reviewsK-Obscura, Romantic Downtown loft
Quick stats about vacation rentals in Winston-Salem
Total rentals
940 properties
Total number of reviews
39K reviews
Family-friendly rentals
510 properties are a good fit for families
Pet-friendly rentals
370 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
590 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Winston-Salem?
Winston-Salem enjoys four distinct seasons. Summers are warm with temperatures usually rising to about 88°F (31°C), while winters are moderately cold, with lows averaging around 30°F (-1°C). Spring and autumn are quite pleasant, offering a beautiful change in scenery.
What are some of the best things to do in Winston-Salem?
Winston-Salem is rich in history and culture, enabling you to explore the historic Old Salem Museums & Gardens, visit the Reynolda House Museum of American Art, or take a stroll through the beautiful Tanglewood Park. Many visitors also enjoy attending performances at the Stevens Center.
What is the best time of year to visit Winston-Salem?
Spring and fall are often recommended times to visit Winston-Salem due to mild weather and vibrant scenery. The city hosts several events during these seasons, including the RiverRun International Film Festival in spring and the Winston-Salem Open tennis tournament in late summer.
What are the best places to stay in Winston-Salem?
Downtown Winston-Salem is a frequently suggested area, known for its vibrant arts scene and numerous dining options. West End, a historic district filled with Victorian homes, and Old Salem, a preserved Moravian settlement, are also popular places to stay.
What are the best places to visit in Winston-Salem?
There's a range of places to explore in Winston-Salem. The Reynolda House Museum of American Art, Old Salem Museums & Gardens, and SciWorks Science Center are popular among visitors. People also enjoy exploring the gardens of Tanglewood Park.
What are some hiking trails in Winston-Salem?
Winston-Salem holds a variety of hiking trails. The Salem Lake Trail, a seven-mile (11 km) loop around a reservoir, is a favorite among locals and visitors. Muddy Creek Greenway and the trails at Tanglewood Park are also worth exploring.
What are some family activities to do in Winston-Salem?
Families visiting Winston-Salem often enjoy the Children's Museum of Winston-Salem, exploring the interactive exhibits at SciWorks Science Center, or a historical journey at Old Salem Museums & Gardens. Tanglewood Park is also great for outdoor fun with playgrounds and walking trails.
What are some of the best day trip ideas in Winston-Salem?
For a day trip from Winston-Salem, consider visiting the Greensboro Science Center, about 30 miles (48 km) away, or venture to Hanging Rock State Park, about 32 miles (51 km) away, for hiking, picnics, and scenic views.
Are there vacation rentals with a dedicated workspace in Winston-Salem?
Yes! Work meets play with ease at over 590 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winston-Salem?
Four-legged friends are welcome in Winston-Salem. Choose from more than 370 vacation rentals for guests traveling with pets.
Destinations to explore
- Charlotte Vacation rentals
- Durham Vacation rentals
- Greensboro Vacation rentals
- Chapel Hill Vacation rentals
- Boone Vacation rentals
- Pinehurst Vacation rentals
- Cary Vacation rentals
- Atlanta Vacation rentals
- Charleston Vacation rentals
- Myrtle Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Apartment rentals Winston-Salem
- Rentals with pools Winston-Salem
- Rentals with a patio Winston-Salem
- House rentals Winston-Salem
- Rentals with outdoor seating Winston-Salem
- Cabin rentals Winston-Salem
- Kid-friendly rentals Winston-Salem
- Family-friendly rentals Winston-Salem
- Fitness-friendly rentals Winston-Salem
- Rentals with breakfast Winston-Salem
- Rentals with a fire pit Winston-Salem
- Rentals with an EV charger Winston-Salem
- Condo rentals Winston-Salem
- Pet-friendly rentals Winston-Salem
- Private suite rentals Winston-Salem
- Rentals with a washer and dryer Winston-Salem
- Monthly Rentals Winston-Salem
- Townhouse rentals Winston-Salem
- Rentals with a fireplace Winston-Salem
- Smoking-friendly rentals Winston-Salem
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes