A cityscape with various buildings, including a prominent skyscraper and several mid-rise structures.

Winston-Salem Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winston-Salem holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

1. The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Place was wonderful. Host was great. No complaints at all."
United States
Jean
The Ardmore Executive Suite
A wooden deck with wicker furniture, a grill, and a white door.

2. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
Winston Sleeps 16 - 2 Kitchens Hot Tub
A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

3. 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
Heated Pool King Bed Jacuzzi Bath Arcade
A modern kitchen with white cabinets, a stainless steel refrigerator, and a tiled backsplash.

4. King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
8.6 out of 10, Excellent, (4 reviews)
"Loved this little house and all the attention to detail! Would definitely return."
United States
Brittney N
King Beds Hot Tub Arcade Grill & Firepit
A spacious living area with a kitchen, wooden flooring, and a high ceiling with exposed beams.

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

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is S$692
includes taxes & fees
20 Oct - 21 Oct
Cozy Cottage: Nature-filled Winston-salem Retreat!
A multi-story building with a sign reading 'STUDIOS'.

6. StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.2 out of 10, Wonderful, (74 reviews)
"Good place to stay"
United States
avadhoot
The price is S$127
includes taxes & fees
2 Nov - 3 Nov
StudioRes by Marriott Greensboro Airport
A patio with blue Adirondack chairs, a fire pit, and an umbrella.

7. KingBed PetFriendly Washer Dryer Sleep16

KingBed PetFriendly Washer Dryer Sleep16
4.5 star property
Kernersville
KingBed PetFriendly Washer Dryer Sleep16
An outdoor seating area with wicker furniture and a red stool, surrounded by a white fence and greenery.

8. Modern Retreat Hot Tub Bar Patio HPU

Modern Retreat Hot Tub Bar Patio HPU
2.5 star property
High Point
The price is S$1,294
includes taxes & fees
3 Nov - 4 Nov
Modern Retreat Hot Tub Bar Patio HPU
A wooden bridge leading to a cabin with a balcony overlooking a body of water, surrounded by trees.

9. Pet-friendly Lexington Vacation Rental on Lake!

Pet-friendly Lexington Vacation Rental on Lake!
3.0 star property
Lexington
The price is S$566
includes taxes & fees
1 Nov - 2 Nov
Pet-friendly Lexington Vacation Rental on Lake!
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

Suburban Studios Winston Salem-University Parkway

Suburban Studios Winston Salem-University Parkway

10/10 Excellent
"I choose this site because it was 6.2 miles from the Forsyth Medical Center. I live too far away so I needed a room. It was clean and well cared for. The parking lot is lite up, fully, with LED lighting a night. Handicap parking. Parking in front of the rooms. The room was neat & spotless, no bugs either. There is a small burea, a shelf over it; a table & 2 chairs; nice size refrigerator; 2 coiled areas to cook on a counter with a sink; storage cabinets; full bathroom with out stains; no pealing paint on walls/clean and cared for. The staff are friendly & helpful. They are working on it constantly. The price is correct for a minimalist room. No breakfast, no pool, just a basic room. Great if it’s all you need or want. I would 100% stay there again. I felt safe & thankful."
Marie 1-night trip
Posted 1 day ago
Suburban Studios Winston Salem-University Parkway

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.

What are some of the best holiday rentals that Winston-Salem has to offer?

Arcade Kid Friendly Firepit Grill HotTub: This highly rated holiday home rental in Winston-Salem is located near the airport, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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

Choose from 210 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 Reynolda House Museum of American 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.