Winston Salem Holiday Rentals
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
252 rentals in Winston Salem.
Charming Ardmore 2-bedroom condo 3 mins to Baptist Hospital - Pets welcomed
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
The Red Door Cabin
More info
Check-in
Check-out
As seen on
Updated Hidden Gem, close to Kernersville and Winston
More info
Check-in
Check-out
As seen on
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
More info
Check-in
Check-out
As seen on
Cozy guest suite in Winston Salem
More info
Check-in
Check-out
As seen on
Private & sweet patio level apartment in downtown Winston-Salem
More info
Check-in
Check-out
As seen on
NEW, Clean, Modern! 4 bed Cozy Home Close To DWNTN
More info
Check-in
Check-out
As seen on
Elegant Pet Friendly Ranch Home close to everything!
More info
Check-in
Check-out
As seen on
Downtown Winston-Salem Condo w/ Private Library!
More info
Check-in
Check-out
As seen on
Winston-Salem's Man Cave
More info
Check-in
Check-out
As seen on
3 Bedroom -1 mile from Mall and Hospital. - Long Term Allowed
More info
Check-in
Check-out
As seen on
The Blue Door Cabin
More info
Check-in
Check-out
As seen on
Classic Bungalow steps from Wake Forest University!
More info
Check-in
Check-out
As seen on
Luxury 3BR Townhome - Sleep 6
More info
Check-in
Check-out
As seen on
Great 4 Long Stays! 4 Miles From Hosp & Shopping!
More info
Check-in
Check-out
As seen on
Cozy Townhome in a Great Location
More info
Check-in
Check-out
As seen on
Close-Mall, Food, Dwntwn, Self Checkin, Fast Wi-Fif
More info
Check-in
Check-out
As seen on
West End Jewel on Sunset
More info
Check-in
Check-out
As seen on
Vintage Modern Synthesis in the Heart of Winston-Salem
More info
Check-in
Check-out
As seen on
THE GIANT! Downtown! Sleeps 16! 7 bd/4 Ba -10 beds
More info
Check-in
Check-out
As seen on
Sunlight facing entire Townhome with 2 BR & 2.5 Bath
More info
Check-in
Check-out
As seen on
Classy Catch in Winston
More info
Check-in
Check-out
As seen on
The Vista Studio-Close to Downtown Wake Forest Baptist Hospital
More info
Check-in
Check-out
As seen on
Charming Ardmore Home minutes from hospitals/I-40
More info
Check-in
Check-out
As seen on
Comfortable, covenient, quaint
More info
Check-in
Check-out
As seen on
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
More info
Check-in
Check-out
As seen on
Charming Winston-Salem Studio on Miller Park!
More info
Check-in
Check-out
As seen on
Historic West End Hideaway, walk to downtown WS
More info
Check-in
Check-out
As seen on
Historic Beauty: 5BR Home with Yard Near Hospital
More info
Check-in
Check-out
As seen on
Deacon Stays: The Brookwood - Walk to WFU
More info
Check-in
Check-out
As seen on
Privacy And Proximity
More info
Check-in
Check-out
As seen on
Hartman Casita! Quiet neighborhood.1 king Bed!
More info
Check-in
Check-out
As seen on
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
More info
Check-in
Check-out
As seen on
Historical Washington Park Bungalow mins from Hosp
More info
Check-in
Check-out
As seen on
Adorable near UNCSA and Downtown
More info
Check-in
Check-out
As seen on
Serene 5Bd/4Ba - sleeps 12+ - 5 min to Wake Forest Univ
More info
Check-in
Check-out
As seen on
Ardmore Gem close to mall and Hospitals, 4bed/3bth
More info
Check-in
Check-out
As seen on
West End Stained Glass on Sunset
More info
Check-in
Check-out
As seen on
Winston-Salem Vacation Rental ~ 3 Mi to Downtown!
More info
Check-in
Check-out
As seen on
An urban oasis in downtown Winston-Salem
More info
Check-in
Check-out
As seen on
Luxury tent on lowery mill creek
More info
Check-in
Check-out
As seen on
The Hot Tub Hideaway
More info
Check-in
Check-out
As seen on
The Oasis at Camel City Lofts WS
More info
Check-in
Check-out
As seen on
Captains Quarters - Historical Home Downtown Rental
More info
Check-in
Check-out
As seen on
Winston-Salem! Never boring, Always Fun! Relax &..
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
West End Gem on Sunset
More info
Check-in
Check-out
As seen on
King Room in Boutique Inn
More info
Check-in
Check-out
As seen on
Queen Room in Boutique Inn
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Luxurious King Room in Historic Boutique Inn
More info
Check-in
Check-out
As seen on
King Suite in Boutique Inn
More info
Check-in
Check-out
As seen on
Showing results 1-50 of 252
Frequently Asked Questions about Winston Salem
- Yes, here are some popular holiday rentals in Winston Salem that have a pool:
- Charming Ardmore 2-bedroom condo 3 mins to Baptist Hospital - Pets welcomed
- The Red Door Cabin
- Updated Hidden Gem, close to Kernersville and Winston
- Yes, here are some popular holiday rentals in Winston Salem that have internet access:
- Charming Ardmore 2-bedroom condo 3 mins to Baptist Hospital - Pets welcomed
- The Red Door Cabin
- Updated Hidden Gem, close to Kernersville and Winston
- Some of the most popular kid friendly rentals in Winston Salem are:
- Charming Ardmore 2-bedroom condo 3 mins to Baptist Hospital - Pets welcomed
- The Red Door Cabin
- Updated Hidden Gem, close to Kernersville and Winston
Winston Salem TourismWinston Salem HotelsBed and Breakfast Winston SalemWinston Salem Holiday RentalsFlights to Winston SalemWinston Salem RestaurantsWinston Salem AttractionsWinston Salem Travel ForumWinston Salem PhotosWinston Salem MapWinston Salem Guide
All Winston Salem HotelsWinston Salem Hotel DealsLast Minute Hotels in Winston Salem
Things to DoRestaurantsFlightsTravel StoriesCruisesCar HireWinston Salem MotelsBusiness Hotels Winston SalemFamily Hotels Winston SalemRomantic Hotels in Winston SalemWinston Salem Green HotelsLuxury Hotels in Winston Salem
Quality Inns in Winston SalemBest Western Hotels in Winston SalemMarriott Hotels in Winston SalemChoice Hotels in Winston SalemWyndham Hotels in Winston SalemCourtyard (Marriott Bonvoy) Hotels in Winston SalemBest Western Plus Hotels in Winston SalemHoliday Inns Express in Winston SalemInterContinental (IHG) Hotels in Winston SalemHilton Hotels in Winston SalemFairfield (Marriott Bonvoy) Hotels in Winston SalemHampton by Hilton Hotels in Winston Salem
Hotels with Kitchenette in Winston SalemHistoric Hotels in Winston SalemWinston Salem Hot Tub Suite HotelsWinston Salem Cheap Pet Friendly HotelsWinston Salem Pet Friendly MotelsHotels with Bars in Winston SalemWinston Salem Hotels With Indoor PoolsHotels with Room Service in Winston SalemModern Hotels in Winston SalemWinston Salem Spa Hotels