
Vacation rentals in Winston-Salem
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
Pet-friendly vacation rentals in Winston-Salem

The Rocking A Frame - modern meets cozy

*CHARMING* 3bd dogfriendly entire HOME close to DT

Entire Private Entrance Studio Apartment with Pool

“Home” on the Road!

5 mins to downtown | 3 Kings Old Salem Sanctuary

Onyx Cabin On its Creek; fishing, hiking, gold pan

The Walnut Cottage. Charming! Near Everything!

Bee Happy- Studio & Pets Welcome- No cleaning Fees
Vacation rentals with jacuzzis in Winston-Salem

Peaceful high rock lake front cottage !

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families

Relax at Beck & Call Sauna, Hot tub, mini-Gym

Home away from home.. 20 minutes-Greensboro/Triad

Private. Hot Tub & Movie Den. 7 mins to Airport

Cozy renovated 3 bedroom cabin with hot tub

Pet friendly Farm Cottage w/hot-tub

Wayne's Place-Hot tub, pet friendly. Close to HPU
Other great vacation rentals in Winston-Salem

Courtyard Cottage Safe Parking! No pet fees!

Winston posh bungalow near Wake

Old Salem Getaway - Visit DTWS via the Strollway

The Zen Ranch - Spacious Layout with Modern Decor

Cozy King Blue H2O Staycation , Pool & Hot Tub

Good View In-laws suite

Duke's Place - Tranquil Farmhouse Retreat

Log Cabin in the city, w/Brewery Tour and Tasting
Quick stats about vacation rentals in Winston-Salem
Total rentals
1K properties
Total number of reviews
44K reviews
Family-friendly rentals
550 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
630 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Winston-Salem?
Make yourself at home in Winston-Salem by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Buena Vista, over 450 vacation rentals in Ardmore, over 30 vacation rentals in Salem Gardens, and over 450 vacation rentals in West Salem.
Are there vacation rentals with a dedicated workspace in Winston-Salem?
Yes! Work meets play with ease at over 630 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 390 vacation rentals for guests traveling with pets.
Are there Winston-Salem vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Winston-Salem, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in boutique hotel rentals in Winston-Salem?
Experience the best of Winston-Salem with our boutique hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Winston-Salem have self check-in?
Absolutely! We offer over 140 house rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- High Meadows Golf & Country Club
- Pilot Mountain State Park
- Greensboro Science Center
- Meadowlands Golf Club
- Sedgefield Country Club
- Old Beau Resort & Golf Club
- Old Town Club
- Starmount Forest Country Club
- Dan Nicholas Park
- Stone Mountain State Park
- Lake Norman State Park
- Roaring Gap Club
- Mooresville Golf Course
- Divine Llama Vineyards
- Gillespie Golf Course
- Olde Homeplace Golf Club
- International Civil Rights Center & Museum
- Lazy 5 Ranch