Vacation rentals with a pool in Winston-Salem
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winston-Salem
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winston-Salem rentals with a pool
House rentals with a pool
Home in Germanton
5.0 out of 5 average rating, 10 reviewsRancho de Basecamp
Dec 21 – 28
Home in Greensboro
4.93 out of 5 average rating, 27 reviewsTownhouse near the Airport
May 16 – 23
Home in Greensboro
5.0 out of 5 average rating, 43 reviewsQuiet Townhouse near the airport and beltline
Nov 14 – 21
Home in Greensboro
4.8 out of 5 average rating, 40 reviewsComfy townhouse near airport and dining!
Jul 7 – 14
Home in Clemmons
5.0 out of 5 average rating, 5 reviewsVillage Brook
Dec 24 – 31
Home in Greensboro
5.0 out of 5 average rating, 5 reviewsModern Townhome - Peaceful space in heart of GSO
Jun 28 – Jul 5
Home in High Point
4.98 out of 5 average rating, 59 reviewsHotTub, Htd Pool, Private, Fast Wi-Fi, Office, FUN
Jul 26 – Aug 2
Home in Greensboro
4.93 out of 5 average rating, 15 reviewsModern Luxury Home (Towel Warmers, Wi-Fi, Coffee)
Nov 7 – 14
Condo rentals with a pool
Condo in High Point
4.91 out of 5 average rating, 32 reviewsBe Happy. Spacious, Remodeled Condo
Aug 12 – 19
Condo in Greensboro
4.94 out of 5 average rating, 18 reviewsCozy Benjamin Park Condo
Jul 1 – 8
Condo in Winston-Salem
4.75 out of 5 average rating, 88 reviewsNice Downtown Condo/ Pool/ Free Parking/Pet😊
May 23 – 30
Condo in Winston-Salem
4.67 out of 5 average rating, 3 reviewsThe Quiet Place with Free Parking and on Bus Route
Oct 7 – 14
Condo in Greensboro
4.5 out of 5 average rating, 24 reviewsLovely 2 bedroom condo perfect for long term stays
Oct 15 – 22
Condo in High Point
Cute two bedroom condo
Apr 17 – 24
Condo in High Point
4.9 out of 5 average rating, 49 reviewsHeaven in High Point / Luxury 1bd/1ba
May 8 – 15
Quick stats about vacation rentals with a pool in Winston-Salem
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
G$4,179 GYD before taxes and fees
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