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Winston Salem
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Winston Salem, NC Holiday Rentals & Apartments
Holiday Rentals
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North Carolina (NC)
Winston Salem, NC Holiday Rentals & Apartments
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Air Conditioning (223)
Internet or Wifi (222)
Washer/Dryer (158)
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Suitability
Kid friendly (191)
Pet friendly (95)
Smoking allowed (18)
Elder access (7)
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Holiday Rental House (163)
Condominium/Apartment (66)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (1)
Staffed Property (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Old Salem Museums & Gardens
Reynolda House Museum of American Art
Salem God's Acre Cemetery
Kaleideum North
Quarry Park
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229 rentals
in Winston Salem.
The Red Door Cabin
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Updated Hidden Gem Close to Winston/Kernersville
9 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Sunny remodeled historic home! Steps away from Old Salem, shops, dining & coffee
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Cozy guest suite in Winston Salem
18 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Private & sweet patio level apartment in downtown Winston-Salem
56 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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NEW, Clean, Modern! 4 bed Cozy Home Close To DWNTN
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Renovated Perfection in Winston-Salem Quiet Neighborhood
110 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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Elegant Pet Friendly Ranch Home close to everything!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Downtown Winston-Salem Condo w/ Private Library!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Winston-Salem's Man Cave
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Cozy! ~5 Min Walk to Hospital
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
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3 Bedroom House - 1 mile from Mall and Hospital
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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The Blue Door Cabin
5 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
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Classic Bungalow steps from Wake Forest University!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Luxury 3BR Townhome - Sleep 6
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Great 4 Long Stays! 4 Miles From Hosp & Shopping!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Cozy Townhome in a Great Location
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
Match:
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Walking Distance To The Mall, Park, Food, Hospital
4 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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West End Jewel on Sunset
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Vintage Modern Synthesis in the Heart of Winston-Salem
9 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Big Stone Cottage Dwntwn WS! Sleeps 16, Self Check!
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 15
Match:
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Sunlight facing entire Townhome with 2 BR & 2.5 Bath
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Farmhouse on the Meadow
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
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Classy Catch in Winston
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
The Vista Studio-Close to Downtown Wake Forest Baptist Hospital
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Charming Ardmore Home minutes from hospitals/I-40
4 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Single family home near Reynolda Village and Wake Forest University
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Comfortable, covenient, quaint
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Charming Winston-Salem Studio, 3 Mi to Downtown!
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Historic West End Hideaway, walk to downtown WS
3 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Historic Beauty: 5BR Home with Yard Near Hospital
60 reviews
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Deacon Stays: The Brookwood - Walk to WFU
7 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 11
Match:
Sleeps
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Privacy And Proximity
32 reviews
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Home away from Home
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Hartman Casita!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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As seen on
The Sunrise! Close to Wake forest University
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Carolina Cheerful and Charming
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Historical Bungalow Mins From Downtown, Shop, Hosp
8 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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As seen on
Adorable near UNCSA and Downtown
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Serene 5Bd/4Ba - sleeps 12+ - 5 min to Wake Forest Univ
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Ardmore Gem close to mall and Hospitals, 4bed/3bth
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
West End Stained Glass on Sunset
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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As seen on
NEW! Beautiful One Level � Close 2 Everything!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Winston-Salem Vacation Rental ~ 3 Mi to Downtown!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
An urban oasis in downtown Winston-Salem
68 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Luxury tent on lowery mill creek
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 5
Match:
Sleeps
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1bedroom home with free parking on premise+pet fee
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Hidden Treasure of the Winston Salem + Pet Fee
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Retreat to affordable house in WinstonSalem+PetFee
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Showing results 1-50 of 229
Frequently Asked Questions about Winston Salem
Do any holiday rentals in Winston Salem have a pool?
Yes, here are some popular holiday rentals in Winston Salem that have a pool:
The Red Door Cabin
Updated Hidden Gem Close to Winston/Kernersville
Sunny remodeled historic home! Steps away from Old Salem, shops, dining & coffee
See all holiday rentals with a pool in Winston Salem on Tripadvisor
Do any holiday rentals in Winston Salem have internet access?
Yes, here are some popular holiday rentals in Winston Salem that have internet access:
The Red Door Cabin
Updated Hidden Gem Close to Winston/Kernersville
Sunny remodeled historic home! Steps away from Old Salem, shops, dining & coffee
See all holiday rentals in Winston Salem on Tripadvisor
What are the best pet friendly rentals in Winston Salem?
The best pet friendly rentals in Winston Salem are:
Updated Hidden Gem Close to Winston/Kernersville
Renovated Perfection in Winston-Salem Quiet Neighborhood
Elegant Pet Friendly Ranch Home close to everything!
See all pet friendly holiday rentals in Winston Salem on Tripadvisor
What are some great rentals in Winston Salem that are kid friendly?
Some of the most popular kid friendly rentals in Winston Salem are:
The Red Door Cabin
Updated Hidden Gem Close to Winston/Kernersville
Sunny remodeled historic home! Steps away from Old Salem, shops, dining & coffee
See all kid friendly holiday rentals in Winston Salem on Tripadvisor