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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winston-Salem holiday rentals

Room

1. Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very good, (1 review)
"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 4.614.187 ₫
11.734.781 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Heated Pool King Bed Jacuzzi Bath Arcade
House | Terrace/patio

2. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is 4.436.718 ₫
11.534.242 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Winston Sleeps 16 - 2 Kitchens Hot Tub
House

3. Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
4.0 star property
Winston-Salem
The price is 10.141.070 ₫
17.980.160 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Arcade Kid Friendly Firepit Grill HotTub
House | Private kitchen

4. King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Loved this little house and all the attention to detail! Would definitely return."
United States
Brittney N
The price is 10.141.070 ₫
15.371.860 ₫ total
includes taxes & fees
12 Sept - 13 Sept
King Beds Hot Tub Arcade Grill & Firepit
House (3 Bedrooms) | Interior

5. Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is 6.964.161 ₫
14.109.077 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage: Nature-filled Winston-salem Retreat!
Studio | Bathroom

6. Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.5 star property
Kernersville
4.0 out of 10, (1 review)
"Very nice setup, but wasn't aware that it was a basement that was converted into a studio apartment! Bathroom is extremely small, but shower can fit two! Ceiling in the shower was unfinished, which exposed tubing and insulation!!! Terrible!! Toilet is so close to the wall that it is a struggle to use it!! Hot tub downstairs, which I assume is for basement renters, was completely disgusting!!! My wife and I were lucky to be able to use the one upstairs, only because no one hadn't shown up yet!!!...
United States
Charles
The price is 1.585.696 ₫
3.749.487 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Exec Suite King Bed Hot Tub Gym Laundry
Studio, 1 Queen Bed | Breakfast meal

7. StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.2 out of 10, Wonderful, (45 reviews)
"We enjoyed out stay very much at the StudioRes."
United States
Laurie
The price is 2.217.055 ₫
2.499.728 ₫ total
includes taxes & fees
30 Aug - 31 Aug
StudioRes by Marriott Greensboro Airport
House

8. Modern Retreat Hot Tub Bar Patio HPU

Modern Retreat Hot Tub Bar Patio HPU
2.0 star property
High Point
The price is 8.409.335 ₫
22.786.537 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Modern Retreat Hot Tub Bar Patio HPU
Exterior

9. King beds Hot Tub Arcade Luxury Showers

King beds Hot Tub Arcade Luxury Showers
4.5 star property
Kernersville
The price is 25.018.161 ₫
34.791.272 ₫ total
includes taxes & fees
5 Sept - 6 Sept
King beds Hot Tub Arcade Luxury Showers
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

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

8/10 Good
"The Hawthorne was nice, clean, convenient, the staff was friendly and it all and all met my needs. The Hotel was a little dated, but they have obviously worked to keep things up to date. I would definitely stay here again."
Robert 2-night trip
Posted 4 hours ago
Hawthorne Inn and Conference Center

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Salem College Elberson Fine Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and lush forest in Winston-Salem. Make sure to also enjoy the university campus and top-notch restaurants during your holiday.

How many holiday rentals will I find in Winston-Salem?

Choose from 206 Expedia holiday rentals in Winston-Salem for a memorable holiday.

What can I see and do in Winston-Salem?

Enjoy the outdoors at Reynolda Gardens and Salem Lake, or simply take in cultural attractions like Old Salem and Southeastern Center for Contemporary Art. Truist Stadium and Bowman Gray Stadium are other places to visit while you're in town.

What are holiday rentals like in Winston-Salem?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston-Salem. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.