House holiday rentals in Winston-Salem
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Top-rated house rentals in Winston-Salem
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winston-Salem house rentals
House rentals with a pool
Home in Kernersville
4.95 out of 5 average rating, 212 reviewsKernersville Pool, FirePit, Grill, Hot Tub, Arcade
1–8 Jan
Home in Winston-Salem
4.93 out of 5 average rating, 30 reviewsCozy Cottage Minutes From WFU!
7–14 Dec
Home in Winston-Salem
4.9 out of 5 average rating, 10 reviewsEmerald Retreat - Central & Stylish - 2 BR/2 BA
17–24 Feb
Home in Germanton
5.0 out of 5 average rating, 10 reviewsBasecamp Ranch
21–28 Dec
Home in Greensboro
4.93 out of 5 average rating, 27 reviewsTownhouse near the Airport
16–23 May
Home in Greensboro
4.93 out of 5 average rating, 15 reviewsModern Luxury Home (Towel Warmers, Wi-Fi, Coffee)
30 May – 6 Jun
Home in Greensboro
5.0 out of 5 average rating, 44 reviewsQuiet Townhouse near the airport and beltline
14–21 Nov
Home in Greensboro
4.8 out of 5 average rating, 40 reviewsComfy townhouse near airport and dining!
6–13 Jul
Weekly house rentals
Home in Winston-Salem
4.86 out of 5 average rating, 115 reviewsCozy Ardmore Cottage Basement Apartment
26 Mar – 2 Apr
Home in Summerfield
4.93 out of 5 average rating, 140 reviewsPrivate. Hot Tub & Movie Den. 7 mins to Airport
17–24 Jul
Home in Mocksville
4.95 out of 5 average rating, 133 reviewsLittle Farm House
15–22 Nov
Home in Winston-Salem
4.98 out of 5 average rating, 58 reviews1 Bed Entire Place Ardmore 3 min Baptist Hospital
22–29 May
Home in Winston-Salem
4.84 out of 5 average rating, 91 reviewsCamilas House
6–13 Mar
Home in Winston-Salem
4.97 out of 5 average rating, 78 reviewsPeaceful house minutes from Wake Forest University
26 Jun – 3 Jul
Home in Winston-Salem
5.0 out of 5 average rating, 10 reviewsUpdated 1BR cottage on private acre+ lot
1–8 Jun
Home in Winston-Salem
4.92 out of 5 average rating, 25 reviewsArdmore Carriage House - 5 Minute walk to Hospital
11–18 Apr
Private house rentals
Home in Winston-Salem
4.97 out of 5 average rating, 30 reviewsCasa Patria-Conveniently located, pet friendly
27 May – 3 Jun
Home in Winston-Salem
4.96 out of 5 average rating, 92 reviewsCHARMING WEST SALEM BUNGALOW
3–10 Sep
Home in Winston-Salem
4.95 out of 5 average rating, 43 reviews3 Bed 2 Bath Brick Ranch w/ Large Fenced Backyard
17–24 Nov
Home in Winston-Salem
4.93 out of 5 average rating, 71 reviewsCozy home away from home in cul-de-sac community!
22–29 Jan
Home in Winston-Salem
4.97 out of 5 average rating, 71 reviewsContemporary Cottage Gem | 4 mins Bapt Hospital
7–14 Jul
Home in Winston-Salem
4.94 out of 5 average rating, 18 reviewsLittle House in Winston-Salem, NC
24–31 Jan
Home in Winston-Salem
5.0 out of 5 average rating, 19 reviewsNew in the Heart of Ardmore
12–17 May
Home in Winston-Salem
4.78 out of 5 average rating, 32 reviewsNewly Renovated Beauty! 5 mins to downtown w/ pets
5–12 May
Quick stats about house rentals in Winston-Salem
Total rentals
530 properties
Rentals with dedicated workspaces
360 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
350 properties are a good fit for families
Total number of reviews
18K reviews
Destinations to explore
- Charlotte Holiday rentals
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