Winston - Salem Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Holiday Rentals in Winston - Salem

Exterior
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4.0 star property
Winston-Salem
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 HK$887
HK$1,342 total
includes taxes & fees
16 Nov - 17 Nov
King Beds Hot Tub Arcade Grill & Firepit
In-room dining
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

4.0 star property
Winston-Salem
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 HK$878
HK$1,602 total
includes taxes & fees
16 Nov - 17 Nov
Heated Pool King Bed Jacuzzi Bath Arcade
Private spa tub
Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry

4.0 star property
Kernersville
The price is HK$705
HK$1,379 total
includes taxes & fees
16 Nov - 17 Nov
Exec Suite King Bed Hot Tub Gym Laundry
Exterior
3 mins from Downtown - PS5, King Bed & EV Charger

3 mins from Downtown - PS5, King Bed & EV Charger

2.0 star property
Winston-Salem
8.6 out of 10, Excellent, (11)
"This unit would be fine for an overnight stay but my husband and I stayed for a week and did not find it adequate. For instance, it has a comfortable bed, however, except for 3 flimsy stools in the kitchen, there are no chairs nor sofa to watch tv or read. As for the bathroom, there is a large gap all along the wall and the bathtub insert and the rusty drain is exposed. Moreover, there are no hooks to hang your used towels which becomes necessary if staying for longer than a night. Lastly,...
United States
Allan S.
The price is HK$713
HK$1,509 total
includes taxes & fees
16 Nov - 17 Nov
3 mins from Downtown - PS5, King Bed & EV Charger
Property grounds
Cozy Secluded Cabin on 50 Acre Horse Ranch

Cozy Secluded Cabin on 50 Acre Horse Ranch

Mocksville
10.0 out of 10, Exceptional, (43)
"Very peaceful and quiet!"
United States
Elaine H.
The price is HK$971
HK$1,927 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Secluded Cabin on 50 Acre Horse Ranch
Fridge, microwave, oven, stovetop
Chic 2BR/2BA Near Dining & Shops

Chic 2BR/2BA Near Dining & Shops

2.0 star property
Winston-Salem
9.0 out of 10, Wonderful, (2)
"This house was a nice spot to gather while we visited our son at school. We enjoyed the location and were able to walk around and visit the cute nearby shops while we waited to check in. (When we arrived, we learned that the guests before us had left a mess, so the woman who was cleaning the place wasn’t finished yet. She did a great job, though—it was in good shape when we were able to get settled in.The house did have some minor issues: one of the chairs at the dining table seemed like it was...
United States
Susan J.
The price is HK$669
HK$1,985 total
includes taxes & fees
18 Nov - 19 Nov
Chic 2BR/2BA Near Dining & Shops
Smart TV
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

2.0 star property
Greensboro
9.8 out of 10, Exceptional, (10)
"Place was super nice, love the location..Highly recommend..We’ll definitely stay again."
United States
Native Q.
The price is HK$679
HK$2,544 total
includes taxes & fees
17 Nov - 18 Nov
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro
Interior
Downtown Charm, 3 Bdr, Near Rest and Bars

Downtown Charm, 3 Bdr, Near Rest and Bars

Winston-Salem
9.2 out of 10, Wonderful, (17)
"Good spot with easy access to the medical appointments that we were in town for. Easy walk to a good restaurant and comfortable space. Had all that we needed for a quick stay. "
United States
Amy A.
The price is HK$669
HK$1,982 total
includes taxes & fees
7 Dec - 8 Dec
Downtown Charm, 3 Bdr, Near Rest and Bars
Fridge, microwave, oven, stovetop
Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
Winston-Salem
The price is HK$1,557
HK$3,702 total
includes taxes & fees
17 Nov - 18 Nov
Arcade Kid Friendly Firepit Grill HotTub
Fridge, microwave, oven, stovetop
Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown

2.0 star property
Winston-Salem
The price is HK$612
HK$1,782 total
includes taxes & fees
17 Nov - 18 Nov
Cozy 3BR Home Near Fairgrounds and Downtown
Terrace/patio
The Cook's Wall Cabin

The Cook's Wall Cabin

Germanton
9.8 out of 10, Exceptional, (127)
"Hosts were super friendly and informative Clean and very comfortable Toilet area is small but everything we needed and more was there for the affordable price Would stay again "
United States
Terri
The price is HK$643
HK$853 total
includes taxes & fees
16 Nov - 17 Nov
The Cook's Wall Cabin
Outdoor dining
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Winston-Salem
9.6 out of 10, Exceptional, (5)
"The cottage was super cozy; I absolutely loved it. Although our stay was short, I enjoyed it very much because of this cottage and Katy. Katy made sure we had everything we needed at all times, and she was an amazing host. I definitely would recommend this VRBO experience to anyone and everyone!"
United States
Tori B.
The price is HK$389
HK$834 total
includes taxes & fees
2 Dec - 3 Dec
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Fridge, microwave, oven, stovetop
Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston-Salem
10.0 out of 10, Exceptional, (4)
"A very comfortable and spacious house with all the amenities you need!"
United States
Bethel S.
The price is HK$726
HK$2,041 total
includes taxes & fees
10 Dec - 11 Dec
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Interior
4-bedroom house in lovely High Point with AC, fitness room

4-bedroom house in lovely High Point with AC, fitness room

2.0 star property
Deep River
The price is HK$692
HK$1,604 total
includes taxes & fees
16 Nov - 17 Nov
4-bedroom house in lovely High Point with AC, fitness room
Fridge, microwave, oven, stovetop
Cute cottage in a rural setting

Cute cottage in a rural setting

Clemmons
7.6 out of 10, Good, (7)
"While there are other houses visible, this property was extremely quiet and relaxing. Great location, "civilization" easily accessible...just a short drive. Hope to stay again when we're more physically mobile (one broken back and one broken leg... hopefully we'll be fully recovered soon). Plenty of historic sites nearby."
United States
Bridget B.
The price is HK$783
HK$2,385 total
includes taxes & fees
16 Nov - 17 Nov
Cute cottage in a rural setting
Exterior
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Winston-Salem
9.6 out of 10, Exceptional, (5)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is HK$1,112
HK$2,003 total
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Property grounds
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

Winston-Salem
10.0 out of 10, Exceptional, (8)
"Pictures are exactly what the unit looks like. Appliances are new and nice. Wonderful location - right in Winston’s west end. Great for a weekend or longer!"
United States
Christian
The price is HK$816
HK$1,296 total
includes taxes & fees
20 Nov - 21 Nov
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
Private kitchen
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

Winston-Salem
10.0 out of 10, Exceptional, (2)
"We enjoyed our short stay, house is very cute and cozy and well put together "
United States
Anonymous traveller
The price is HK$748
HK$1,926 total
includes taxes & fees
16 Nov - 17 Nov
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Terrace/patio
Cozy 2-bedroom bungalow in lovely Winston-Salem

Cozy 2-bedroom bungalow in lovely Winston-Salem

Winston-Salem
10.0 out of 10, Exceptional, (10)
"Stayed a week while we dropped off our daughter for a summer program at Wake Forest. The house was well lit from the outside which made it easy to use the simple comb door lock as we arrived after dark. The house is spacious, has very comfortable seating in the living room nice dining table and great kitchen. So many amenities from snacks, teas and coffees and sugar and cream, to soaps, make up remover, toothbrushes and toothpastes lotion and even face scrub and face masks, plenty of toilet...
United States
Rebecca M.
The price is HK$1,018
HK$2,011 total
includes taxes & fees
17 Nov - 18 Nov
Cozy 2-bedroom bungalow in lovely Winston-Salem
Exterior detail
Mel’s Country Cottage

Mel’s Country Cottage

Germanton
10.0 out of 10, Exceptional, (29)
"Joe and Cindy were Wonderful beautiful country getaway loved the surroundings Especially the Goats...Will be back again definitely Thanks a Bunch "
United States
Sonja P.
The price is HK$505
HK$871 total
includes taxes & fees
16 Nov - 17 Nov
Mel’s Country Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston - Salem Hotel Reviews

Quality Inn & Suites Hanes Mall

Quality Inn & Suites Hanes Mall

10/10 Excellent
"Everything was great and i will b coming back again "
Anita 1-night trip
Posted 2 days ago
Quality Inn & Suites Hanes Mall

Find out more about Winston - Salem

Search for holiday rentals in Winston - Salem on Expedia! You can easily find your home rentals, villas, holiday apartments in Winston - Salem using one of the methods below:

  • View our selection of featured holiday rentals in Winston - Salem
  • Use the map to find apartments and other holiday homes in the Winston - Salem neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winston - Salem while they last

Look no further and take a look at our great range of rental properties in Winston - Salem!