Photo by Visit Winston Salem
Holiday Homes in Winston - Salem
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winston - Salem holiday homes
Holiday Home in Deep River
4-bedroom house in lovely High Point with AC, fitness roomThe price is NZ$299
includes taxes & fees
28 Dec - 29 Dec
Holiday Home in Winston-Salem
Downtown Charm, 3 Bdr, Near Rest and Bars9.4 out of 10, Exceptional, (19)
"Wonderful place to stay…ecotourism need!"
Patricia K.
The price is NZ$435
includes taxes & fees
20 Jan - 21 Jan 2026
Holiday Home in Greensboro
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro10.0 out of 10, Exceptional, (11)
"Great location clean and gorgeous home"
Deondrikk M.
The price is NZ$654
includes taxes & fees
26 Dec - 27 Dec
Holiday Home in Winston-Salem
Chic 2BR/2BA Near Dining & Shops9.0 out of 10, Wonderful, (2)
"Absolutely spotless and adorable cottage with tons of room, with a layout that makes it appear more spacious than its stated square footage. The decor is cozy and welcoming, with board games galore in the living room. Loved the spacious dining table with bench. Both showers are gigantic and tiled beautifully. We chose the dual-head shower in the spacious back bedroom, which easily holds 2 queen beds and furniture, as we chose to sleep there instead of the front bedroom. The mattress was very...
Steven A.
The price is NZ$433
includes taxes & fees
8 Jan - 9 Jan 2026
Holiday Home in Winston-Salem
Cozy 3BR Home Near Fairgrounds and DowntownThe price is NZ$392
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Home in Winston-Salem
Minimalist Stay10.0 out of 10, Exceptional, (2)
"Perfect place to stay. Great home base for appointments."
Patricia K.
The price is NZ$307
includes taxes & fees
30 Dec - 31 Dec
Holiday Home in Winston-Salem
Cozy 2-bedroom bungalow in lovely Winston-Salem9.8 out of 10, Exceptional, (14)
"Perfect location and will definitely stay there again. Host answered questions promptly."
Donna B.
The price is NZ$439
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Winston-Salem
5 mins to downtown 3 Kings Old Salem SanctuaryThe price is NZ$608
includes taxes & fees
7 Jan - 8 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Winston - Salem Hotel Reviews
Hawthorne Inn and Conference Center
10/10 Excellent
Find out more about Winston - Salem
Winston - Salem Holiday Homes information
Number of reviews | 433 |
|---|---|
Accommodation | 242 Holiday Homes |
Lowest Price | NZ$188 |
Highest Price | NZ$654 |
Explore a world of travel with Expedia
- Holiday Homes in Winston-Salem
- B&B in Julian
- B&B in Lexington
- Cabin Rentals in Harmony
- Apartments in Pinnacle
- Cabin Rentals in Pinnacle
- Farmstay in Pinnacle
- Condo Rentals in Rockwell
- Cabin Rentals in Pilot Mountain
- Cabin Rentals in King
- Cabin Rentals in Mount Airy
- B&B in Winston - Salem
- B&B in Salisbury
- Cottages in Salisbury
- B&B in Jamestown
- Cottages in Jamestown
- Apartments in Colfax
- Lodges in Lexington - Salisbury
- B&B in Lexington - Salisbury
- Cottages in Yadkinville
- Apartments in High Point
- Motels in High Point
- Motels in Linwood
- Historic Hotels in Winston - Salem
- Boutique Hotels in High Point
- Golf Hotels in High Point
- Lgbt Welcoming Hotels in High Point
- Luxury Hotels in High Point
- Hotels near Bowman Gray Stadium
- Lexington Hotels
- Oak Ridge Hotels
- Bermuda Run Hotels
- Thomasville Hotels
- Lewisville Hotels
- Rural Hall Hotels
- King Hotels
- Winston-Salem Hotels
- Hotels near Piedmont Triad Intl.
- Welcome Hotels
- Advance Hotels
- Kernersville Hotels
- Jamestown Hotels
- Hotels near Wake Forest University
- Clemmons Hotels
- Pinnacle Hotels
- Pfafftown Hotels
- Colfax Hotels
- High Point Hotels
- Wallburg Hotels
- Flights to Advance
- Flights to Winston - Salem
- Flights to King
- Flights to High Point
- Flights to Kernersville
- Flights from Houston (IAH) to Winston-Salem (INT)
- Flights from Clarksburg (CKB) to Winston-Salem (INT)
- Flights from Green Bay (GRB) to Winston-Salem (INT)
- Flights from Charlotte (CLT) to Greensboro (GSO)
- Flights from Nanaimo (YCD) to Greensboro (GSO)
- Flights from San Francisco (SFO) to Greensboro (GSO)
- Flights from Los Angeles (LAX) to Greensboro (GSO)
- Flights from Houston (IAH) to Greensboro (GSO)
- Flights from Dallas (DFW) to Greensboro (GSO)
- Flights from Poughkeepsie (POU) to Greensboro (GSO)
- Flights from New York (NYC) to Greensboro (GSO)
- Flights from Piedmont Triad Intl.
- Flights from High Point
- Flights from Tobaccoville
- Flights from Pinnacle
- Flights from Winston - Salem
- Bowman Gray Stadium
- Horne Creek Living Historical Farm
- Oak Hollow Mall
- Castle McCulloch
- High Point City Lake Park
- Wake Forest University Baptist Medical Center
- King Holidays
- Advance Holidays
- Airbound Trampoline Park
- Paul J Ciener Botanical Garden
- Visit Winston - Salem
- Ski Holiday Packages Winston - Salem