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 Kernersville
4.95 out of 5 average rating, 212 reviewsKernersville Pool, FirePit, Grill, Hot Tub, Arcade
Dec 23 – 30
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
Jun 29 – Jul 6
Home in Greensboro
5.0 out of 5 average rating, 44 reviewsQuiet Townhouse near the airport and beltline
Dec 2 – 9
Home in Clemmons
5.0 out of 5 average rating, 6 reviewsVillage Brook
Dec 10 – 17
Home in Winston-Salem
5.0 out of 5 average rating, 3 reviewsCozy Entire Home Near Downtown Winston-Salem
Aug 31 – Sep 7
Home in High Point
4.98 out of 5 average rating, 59 reviewsHotTub, Htd Pool, Private, Fast Wi-Fi, Office, FUN
Nov 17 – 24
Home in Greensboro
4.78 out of 5 average rating, 41 reviewsComfy townhouse near airport and dining!
Jul 6 – 13
Condo rentals with a pool
Condo in High Point
4.91 out of 5 average rating, 34 reviewsBe Happy. Spacious, Remodeled Condo
Oct 9 – 16
Condo in Winston-Salem
4.75 out of 5 average rating, 88 reviewsNice Downtown Condo/ Pool/ Free Parking/Pet😊
May 22 – 29
Condo in Winston-Salem
4.67 out of 5 average rating, 3 reviewsThe Quiet Place with Free Parking and on Bus Route
Oct 12 – 19
Condo in Greensboro
4.5 out of 5 average rating, 24 reviewsLovely 2 bedroom condo perfect for long term stays
May 21 – 28
Condo in High Point
Cute two bedroom condo
Oct 29 – Nov 5
Condo in High Point
4.9 out of 5 average rating, 49 reviewsHeaven in High Point / Luxury 1bd/1ba
Jun 7 – 14
Condo in Greensboro
4.95 out of 5 average rating, 19 reviewsCozy Benjamin Park Condo
Jul 1 – 8
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
$20 before taxes and fees
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