Winston-Salem Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Winston-Salem holiday rentals

Terrace/patio

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
3.5 star property
Winston-Salem
The price is HK$1,407
HK$3,535 total
includes taxes & fees
24 Feb - 25 Feb
Winston Sleeps 16 - 2 Kitchens Hot Tub
Interior

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is HK$1,383
HK$3,705 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Cottage: Nature-filled Winston-salem Retreat!
Property amenity

Landing Furnished Apartments Winston-Salem

Landing Furnished Apartments Winston-Salem
3.0 star property
Winston-Salem
The price is HK$938
HK$2,310 total
includes taxes & fees
1 Mar - 2 Mar
Landing Furnished Apartments Winston-Salem
Outdoor spa tub

Winston Sleeps 16 - 2 Kitchens

Winston Sleeps 16 - 2 Kitchens
Winston-Salem
6.0 out of 10, (1 review)
"BEWARE ⚠️⚠️⚠️ Beautiful house and amenities but beware of the pop in guest fee( people that aren’t staying the night) that isn’t mentioned in the booking. They make it seem like they just want to know how many pop in guests you will have so they will have enough supplies (towels, etc) but really it’s to hit you with a fee unexpectedly. One hour before my daughter‘s 17th birthday party I was told I need to pay $660 in the next 30 minutes or my reservation will be terminated after I’ve already...
United States
Deonica
The price is HK$1,524
HK$3,342 total
includes taxes & fees
24 Feb - 25 Feb
Winston Sleeps 16 - 2 Kitchens
5 bedrooms, hypo-allergenic bedding, laptop workspace

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
Winston-Salem
The price is HK$1,247
HK$3,363 total
includes taxes & fees
2 Mar - 3 Mar
Arcade Kid Friendly Firepit Grill HotTub
Smart TV, fireplace, ping pong, offices

WFU Gem Pet|Kid Friendly near Hospital|Restaurants

WFU Gem Pet|Kid Friendly near Hospital|Restaurants
Winston-Salem
The price is HK$1,337
HK$2,889 total
includes taxes & fees
25 Feb - 26 Feb
WFU Gem Pet|Kid Friendly near Hospital|Restaurants
Private kitchen

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"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$1,011
HK$2,315 total
includes taxes & fees
24 Feb - 25 Feb
King Beds Hot Tub Arcade Grill & Firepit
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout curtains

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 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 HK$6,433
HK$8,273 total
includes taxes & fees
4 Mar - 5 Mar
Heated Pool King Bed Jacuzzi Bath Arcade
Fridge, microwave, oven, stovetop

Winston Salem: Heated Pool, Arcade, & Jacuzzis

Winston Salem: Heated Pool, Arcade, & Jacuzzis
Winston-Salem
10.0 out of 10, Exceptional, (1 review)
"Pool was nice, well heated. "
United States
Silke N.
Winston Salem: Heated Pool, Arcade, & Jacuzzis
Interior

Rosewood Loft I Lower Suite

Rosewood Loft I Lower Suite
Winston-Salem
The price is HK$805
HK$1,749 total
includes taxes & fees
24 Feb - 25 Feb
Rosewood Loft I Lower Suite
Smart TV, fireplace

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

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.4 out of 10, Exceptional, (6 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is HK$1,118
HK$2,032 total
includes taxes & fees
24 Feb - 25 Feb
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Private kitchen

The Ardmore Executive Suite

The Ardmore Executive Suite
3.5 star property
Winston-Salem
6.0 out of 10, (3 reviews)
"Very clean and nice setup "
United States
Nicholas
The price is HK$628
HK$1,296 total
includes taxes & fees
1 Mar - 2 Mar
The Ardmore Executive Suite
Interior

Charming 3-bedroom house with WiFi, AC in delightful Winston-Salem

Charming 3-bedroom house with WiFi, AC in delightful Winston-Salem
Winston-Salem
Charming 3-bedroom house with WiFi, AC in delightful Winston-Salem
Smart TV, fireplace

New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University

New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University
Winston-Salem
New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University
Exterior

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (19 reviews)
"Very peaceful "
United States
MARLON B.
The price is HK$1,243
HK$2,102 total
includes taxes & fees
24 Feb - 25 Feb
The Red Door Cabin
TV, offices

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
Winston-Salem
Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
Private kitchen

La Casita #3

La Casita #3
Winston-Salem
The price is HK$500
HK$70,450 total
includes taxes & fees
24 Feb - 25 Feb
La Casita #3
Smart TV, fireplace

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Winston-Salem
9.6 out of 10, Exceptional, (35 reviews)
"Very nice place and centrally located for everything we had going on. "
United States
Casey H.
The price is HK$1,336
HK$3,612 total
includes taxes & fees
25 Feb - 26 Feb
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Fridge, microwave, oven, stovetop

Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
The price is HK$656
HK$1,891 total
includes taxes & fees
24 Feb - 25 Feb
Cozy 3BR Home Near Fairgrounds and Downtown
Smart TV, fireplace, table football, books

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Winston-Salem
10.0 out of 10, Exceptional, (15 reviews)
"The host was AWESOME! The accommodations were also so comfortable and great!! The location was extremely convenient for Winston-Salem area."
United States
Sandra M.
The price is HK$1,688
HK$3,771 total
includes taxes & fees
24 Feb - 25 Feb
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
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 Plus University Inn

Best Western Plus University Inn

10/10 Excellent
"Quiet. Clean. Friendly, helpful staff. Comfortable bed"
Jill 1-night trip
Posted 3 days ago
Best Western Plus University Inn

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
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  • 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!

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Forest Hills, 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?

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!: This highly rated holiday home rental in Winston-Salem offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Winston-Salem is Southern Charm Meets City Comfort.

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

Choose from 223 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.