
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

Modern and Spacious cottage, centrally located

Lakefront Getaway with Private Dock – 2BR Retreat

“Home” on the Road!

Little Blue Bungalow

Cozy chic log cabin overlooking horse pastures

The Bent Oak Retreat

Private cottage, pet-friendly

Peach's Paradise Eco-Cabin & Bath In The City!
House rentals in Winston-Salem

CasaLuna: Graduation & Summer ready in GSO!

Big House Downtown! 6BR 3BTH!

Premium Retreat close to WFU w/ Lvl 2 EV Charger

Quaint 2 bed 1 bath cottage style home

Little house by the Coliseum

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

Deer Hill - 1450 sq. ft. of Comfort & Convenience

3 bedrooms close to downtown, Hospital & college
Vacation rentals with jacuzzis in Winston-Salem

Peaceful high rock lake front cottage !

Cozy King Blue H2O Staycation , Pool & Hot Tub

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

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

Whip-O-Will Cabin: Secluded Log Cabin Treehouse

Cozy renovated 3 bedroom cabin with hot tub

Farm Studio w/hot tub & fenced yard

Mountain View Retreat
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 30 vacation rentals in Salem Gardens, over 240 vacation rentals in Buena Vista, over 450 vacation rentals in Ardmore, 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.
How much does it cost to stay in cottage rentals in Winston-Salem?
Experience the best of Winston-Salem with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Winston-Salem?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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!
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.
Do house rentals in Winston-Salem have a gym?
Absolutely! We offer over 40 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
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- Rentals with pools Winston-Salem
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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Greensboro Science Center
- Pilot Mountain State Park
- Meadowlands Golf Club
- Old Beau Resort & Golf Club
- Stone Mountain State Park
- Sedgefield Country Club
- High Meadows Golf & Country Club
- Old Town Club
- Lake Norman State Park
- Roaring Gap Club
- Dan Nicholas Park
- Starmount Forest Country Club
- Mooresville Golf Course
- Divine Llama Vineyards
- Lazy 5 Ranch
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Olde Homeplace Golf Club