
Holiday 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.
Holiday 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

Perfect Greensboro location Entire Townhome

Belews Lake Paradise

Quiet Townhouse near the airport and beltline

Theater, heated pool/hot tub near HPU/Market

The High Point Escape | Pool + FirePit + Basketbal

Village Brook

Pickleball, Basketball, Movie Theater, King Beds

Fun home with backyard oasis!
Condo rentals with a pool

2br King-Queen/2ba/Pool/ No cleaning fees!

Terrific Stay in Tanglewood !

Mid-Century Modern Condo

Modern/Retro Luxury Condo

The Best of Benjamin

Charming Condo - Near WFU and Hospitals, Fast WiFi
Other holiday rentals with a pool

Pool and Hot Tub | Stunning home

The Haven

Private Peaceful Cottage & Serene Gardens

Serenity at Arden Sleeps 8; <5 mins to HPU and MKT

Remodeled Oasis in the heart of Greensboro

Entire Private Entrance Studio Apartment with Pool

Farm Stay at the Outskirts of Heaven

Great deal, great location!
Quick stats about holiday rentals with a pool in Winston-Salem
Total rentals
70 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Fitness-friendly rentals Winston-Salem
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- Rentals with pools Forsyth County
- Rentals with pools North Carolina
- Rentals with pools United States
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- High Meadows Golf & Country Club
- Sedgefield Country Club
- Dan Nicholas Park
- Meadowlands Golf Club
- Stone Mountain State Park
- Greensboro Science Center
- Old Town Club
- Lake Norman State Park
- Divine Llama Vineyards
- Starmount Forest Country Club
- Lazy 5 Ranch
- Mooresville Golf Course
- Olde Homeplace Golf Club
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Raffaldini Vineyards & Winery
- Childress Vineyards
- Shelton Vineyards
- Guilford Courthouse National Military Park
- Autumn Creek Vineyards