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Winston - Salem Vacation Rentals

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winston - Salem vacation rentals

Exterior
King Beds Hot Tub Arcade Grill & Firepit

Residence in Winston-Salem

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
8.0 out of 10, Very Good, (1)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is P7,473
P17,256 total
includes taxes & fees
Jan 4 - Jan 5, 2026
King Beds Hot Tub Arcade Grill & Firepit
Interior
Cozy Cottage: Nature-filled Winston-salem Retreat!

Cottage in Winston-Salem

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
The price is P9,341
P26,719 total
includes taxes & fees
Dec 30 - Dec 31
Cozy Cottage: Nature-filled Winston-salem Retreat!
In-room dining
Heated Pool King Bed Jacuzzi Bath Arcade

Residence in Winston-Salem

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 star property
8.0 out of 10, Very Good, (1)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
The price is P10,010
P18,858 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Heated Pool King Bed Jacuzzi Bath Arcade
BBQ/picnic area
Exec Suite King Bed Hot Tub Gym Laundry

Residence in Kernersville

Exec Suite King Bed Hot Tub Gym Laundry
4.0 star property
The price is P12,491
P18,521 total
includes taxes & fees
Dec 30 - Dec 31
Exec Suite King Bed Hot Tub Gym Laundry
Terrace/patio
Winston Sleeps 16 - 2 Kitchens Hot Tub

Residence in Winston-Salem

Winston Sleeps 16 - 2 Kitchens Hot Tub
3.5 star property
Winston Sleeps 16 - 2 Kitchens Hot Tub
Fridge, microwave, oven, stovetop
Arcade Kid Friendly Firepit Grill HotTub

Residence in Winston-Salem

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
The price is P10,222
P26,238 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Arcade Kid Friendly Firepit Grill HotTub
Children's activities
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Vacation Home in Kernersville

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
3.0 star property
6.0 out of 10, (4)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
United States
Troy
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
Exterior
The Ardmore Executive Suite

Residence in Winston-Salem

The Ardmore Executive Suite
3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
United States
Nicholas
The Ardmore Executive Suite
Seasonal outdoor pool, pool umbrellas, sun loungers
KingBed Hot Tub BBQ Games Hypoallergenic

Residence in Kernersville

KingBed Hot Tub BBQ Games Hypoallergenic
3.5 star property
4.8 out of 10, (3)
"We ended up not staying because after i booked they listed all the fees. You have to check in by 8 pm but is listed as 2:30am and there is a $20 per person per day fee to use the pool. And you have to give a 48 hr notice to even use the pool and i booked last minute so that would have been a waste too. To use the hot tub its $100 extra but that is the only thing listed before you book. It would not have been worth the 3.5 hr drive we were going to make. "
United States
Tiffany
The price is P7,637
P13,036 total
includes taxes & fees
Jan 3 - Jan 4, 2026
KingBed Hot Tub BBQ Games Hypoallergenic
Living area
Three Trails Downtown Elkin

Apartment in Elkin

Three Trails Downtown Elkin
4.0 star property
9.0 out of 10, Wonderful, (39)
"The bed could be updated other than that great. "
United States
Dottie
The price is P8,777
P9,918 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Three Trails Downtown Elkin
Interior
Bright & Elegant Home in High Point w/ Deck!

Cottage in High Point

Bright & Elegant Home in High Point w/ Deck!
3.0 star property
The price is P7,167
P24,777 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bright & Elegant Home in High Point w/ Deck!
Private kitchen
King Bed Pet Friendly BBQ Grill Peaceful

Residence in Madison

King Bed Pet Friendly BBQ Grill Peaceful
3.5 star property
8.0 out of 10, Very Good, (1)
The price is P10,428
P26,157 total
includes taxes & fees
Jan 4 - Jan 5, 2026
King Bed Pet Friendly BBQ Grill Peaceful
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winston - Salem Hotel Reviews

Best Western Kernersville

Best Western Kernersville

10/10 Excellent
"Cleanliness of room. "
RYAN 2-night trip
Posted 4 days ago
Best Western Kernersville

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