Holiday Rentals in Winston Salem
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121 rentals in Winston Salem.
The Red Door Cabin
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Updated Hidden Gem Close to Winston/Kernersville
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunny remodeled historic home! Steps away from Old Salem, shops, dining & coffee
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy guest suite in Winston Salem
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private & sweet patio level apartment in downtown Winston-Salem
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW, Clean, Modern! 4 bed Cozy Home Close To DWNTN
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Elegant Pet Friendly Ranch Home close to everything!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Winston-Salem Condo w/ Private Library!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Winston-Salem's Man Cave
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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3 Bedroom House - 1 mile from Mall and Hospital
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Blue Door Cabin
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Classic Bungalow steps from Wake Forest University!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury 3BR Townhome - Sleep 6
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great 4 Long Stays! 4 Miles From Hosp & Shopping!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Townhome in a Great Location
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Walking Distance To The Mall, Park, Food, Hospital
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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West End Jewel on Sunset
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vintage Modern Synthesis in the Heart of Winston-Salem
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Big Stone Cottage Dwntwn WS! Sleeps 16, Self Check!
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Sunlight facing entire Townhome with 2 BR & 2.5 Bath
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Classy Catch in Winston
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Vista Studio-Close to Downtown Wake Forest Baptist Hospital
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Ardmore Home minutes from hospitals/I-40
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Comfortable, covenient, quaint
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Winston-Salem Studio, 3 Mi to Downtown!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Historic West End Hideaway, walk to downtown WS
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Deacon Stays: The Brookwood - Walk to WFU
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Privacy And Proximity
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Hartman Casita!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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The Sunrise! Close to Wake forest University
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Historical Bungalow Mins From Downtown, Shop, Hosp
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Adorable near UNCSA and Downtown
Holiday Rental House
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
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Ardmore Gem close to mall and Hospitals, 4bed/3bth
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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West End Stained Glass on Sunset
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Winston-Salem Vacation Rental ~ 3 Mi to Downtown!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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An urban oasis in downtown Winston-Salem
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury tent on lowery mill creek
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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The Hot Tub Hideaway
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Oasis at Camel City Lofts WS
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Captains Quarters - Historical Home Downtown Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Winston-Salem! Never boring, Always Fun! Relax &..
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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West End Gem on Sunset
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Backyard camping tent
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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1-Bedroom QN - HS Internet - .5 mile 2 Salis Creek
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful Place in Winston Salem
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Blue Belle of Winston Salem
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Cottage minutes to Downtown
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*New Listing* Cozy Home in the Ardmore Neighborhood
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Showing results 1-50 of 121
Frequently Asked Questions about Winston Salem
- 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
- 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
- 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
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