List Map

Winston Salem Vacation Rentals & NearbyHoliday Homes

Find Vacation Rentals in or near Winston Salem. Find vacation rentals in Winston Salem, North Carolina.

From US $223

Entire condo in downtown winston

8.2 (34 Reviews) Apartment

The entire place is yours • Kitchen • Washing machine

Winston Salem Wake Forest Innovation Quarter

Best Price Match

View Availability

From US $183

Winston Ardmore Executive King Bed Suite &hot tub

9.3 (6 Reviews) Apartment

The entire place is yours • 111 m² size • Breakfast

Winston Salem West End

Best Price Match

View Availability

From US $192

Classy Catch

10.0 (3 Reviews) Holiday_home

The entire place is yours • 79 m² size • Free on-site parking

Winston Salem West End

Best Price Match

View Availability

From US $181

The Frequent Flyer

9.8 (13 Reviews) Apartment

The entire place is yours • 93 m² size • Kitchen

Winston Salem West End

Best Price Match

View Availability

From US $196

Mid-Century Modern Cottage in Ardmore Area!

8.8 (6 Reviews) Holiday_home

The entire place is yours • 90 m² size • On-site parking

Winston Salem West End

Best Price Match

View Availability

From US $122

3 Mi to Dtwn Winston-Salem Studio on Miller Park!

9.6 (5 Reviews) Apartment

The entire place is yours • 30 m² size • On-site parking

Winston Salem West End

Best Price Match

View Availability

From US $295

Downtown Charm, 3 Bdr, Near Rest and Bars

9.6 (6 Reviews) Villa

The entire place is yours • 144 m² size • Free on-site parking

Winston Salem Wake Forest Innovation Quarter

Best Price Match

View Availability

From US $217

Winston-Salem Vacation Rental - Walk Downtown!

10.0 (3 Reviews) Apartment

The entire place is yours • 115 m² size • Kitchen

Winston Salem Wake Forest Innovation Quarter

Best Price Match

View Availability

From US $237

Charming Condo Near WFU and Hospitals, Full Kitchen, Strong WiFi, In-Unit Laundry

9.7 (3 Reviews) Apartment

The entire place is yours • 102 m² size • Free on-site parking

Winston Salem West End

Best Price Match

View Availability

From US $273

Sapphire Shire

10.0 (5 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

North Carolina Winston Salem

Best Price Match

View Availability

From US $202

3BR Downtown-Old Salem Oasis

8.0 (3 Reviews) Holiday_home

The entire place is yours • 106 m² size • Free parking

Winston Salem Wake Forest Innovation Quarter

Best Price Match

View Availability

From US $189

Boho Blast - The Vibest House in Winston-Salem

10.0 (6 Reviews) Holiday_home

The entire place is yours • 149 m² size • Free on-site parking

North Carolina Winston Salem

Best Price Match

View Availability

From US $217

Emerald Retreat - Central & Stylish - 2 BR/2 BA

8.8 (7 Reviews) Apartment

The entire place is yours • 93 m² size • Free on-site parking

North Carolina Winston Salem

Best Price Match

View Availability

From US $212

Cozy Stay Near DT with Deck and Yard

9.7 (4 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

North Carolina Winston Salem

Best Price Match

View Availability

From US $200

Nice and Simple Country Home

10.0 (3 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

North Carolina Winston Salem

Best Price Match

View Availability

From US $176

Luxury Living! Peaceful,Comfort and Spacious

5.8 (9 Reviews) Holiday_home

The entire place is yours • 279 m² size • Free on-site parking

North Carolina Winston Salem

Best Price Match

View Availability

From US $177

Landing Stylish 1BD Pool Gym

7.0 (3 Reviews) Apartment

Apartments • Free WiFi • Private bathroom

North Carolina Winston Salem

Best Price Match

View Availability

See More Vacation Rentals in Winston Salem

About Winston Salem Vacation Rentals on NearbyHoliday

Looking for vacation rentals in Winston Salem? Compare top options in North Carolina.

Find a Vacation Rental and Holiday Home in Winston Salem. Compare 17 family vacation homes, private villas, cottages, cabins, and condos in Winston Salem.

NearbyHoliday makes it easy to discover vacation rentals in Winston Salem that work well for families, groups, and longer stays when you want more room than a standard hotel setup.

Get More Room with NearbyHoliday.

Vacation Rentals: Explore Top Destinations

Explore More

Frequently Asked Questions About Winston Salem Vacation Rentals

There are a lot of vacation rentals in Winston Salem. If you plan on staying in the Winston Salem area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Winston Salem: