Winston-Salem Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Winston-Salem

Landing Winston-Salem near Wake Forest University
Interior

Landing Winston-Salem near Wake Forest University

4.0 star property
7.4 out of 10, Good, (3)
Landing Winston-Salem near Wake Forest University
High ceiling house close to downtown
3 bedrooms, free WiFi

High ceiling house close to downtown

7.8 out of 10, Good, (9)
"Nicely upgraded older home. It’s clean and very comfortable. The beds are comfy and big tv in each room. Huge back yard. Quiet neighborhood."
The price is HK$693
HK$1,487 total
includes taxes & fees
14 Oct - 15 Oct
High ceiling house close to downtown
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Exterior

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

9.6 out of 10, Exceptional, (5)
"It was perfect for our needs! Ty so much for a great place to stay!"
The price is HK$1,114
HK$2,006 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
Property grounds

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

10.0 out of 10, Exceptional, (4)
"Location is perfect and the apartment was very clean. Great communication with the host! "
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Fridge, microwave, oven, stovetop

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is HK$3,113
HK$7,440 total
includes taxes & fees
12 Oct - 13 Oct
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (47)
"Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year."
The price is HK$1,177
HK$2,095 total
includes taxes & fees
12 Oct - 13 Oct
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
The Hot Tub Hideaway
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (24)
"Stay is awesome!"
The price is HK$1,237
HK$2,076 total
includes taxes & fees
29 Oct - 30 Oct
The Hot Tub Hideaway
The Ardmore Executive Suite
Exterior

The Ardmore Executive Suite

3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
The price is HK$1,498
HK$2,277 total
includes taxes & fees
13 Oct - 14 Oct
The Ardmore Executive Suite
King Beds Hot Tub Arcade Grill & Firepit
Exterior

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."
The price is HK$1,874
HK$2,459 total
includes taxes & fees
13 Oct - 14 Oct
King Beds Hot Tub Arcade Grill & Firepit
La Casita: A Cozy Retreat Near Wake Forest University"
Exterior detail

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (50)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
The price is HK$778
HK$1,952 total
includes taxes & fees
27 Oct - 28 Oct
La Casita: A Cozy Retreat Near Wake Forest University"
The Ardmore Executive Suite
Outdoor spa tub

The Ardmore Executive Suite

8.0 out of 10, Very good, (1)
"Overall, my stay was nice and was a great location for my daughter, granddaughters, and myself to celebrate my granddaughter's birthday, shop, eat dinner, and spend time together. The living space was nice, bed in the bedroom was comfortable, the pull out beds from two couches were not as comfortable, but my granddaughters enjoyed the board games that were there. The place was well furnished and clean. The upstair guests were doing karaoke which was somewhat loud late night. The most...
The price is HK$1,284
HK$2,389 total
includes taxes & fees
13 Oct - 14 Oct
The Ardmore Executive Suite
Charming & Modern Home / Prime Location / Sleeps 8
Fridge, microwave, oven, stovetop

Charming & Modern Home / Prime Location / Sleeps 8

9.4 out of 10, Exceptional, (9)
"Great stay and the property was pictured exactly how it was. Perfect for our family as we visited our oldest who is living in Winston-Salem."
Charming & Modern Home / Prime Location / Sleeps 8
Arcade Kid Friendly Firepit Grill HotTub
Fridge, microwave, oven, stovetop

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
The price is HK$3,064
HK$5,409 total
includes taxes & fees
13 Oct - 14 Oct
Arcade Kid Friendly Firepit Grill HotTub
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby
Exterior

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

10.0 out of 10, Exceptional, (189)
"Great place to chill by the lake for a few days. Not a lot to do around the town, but the house is clean, cozy and had all the amenties that you would need. "
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby
Walden Cabin Experience
Property grounds

Walden Cabin Experience

10.0 out of 10, Exceptional, (24)
"Wonderful family, memorable visit.Highly recommend "
The price is HK$700
HK$985 total
includes taxes & fees
21 Oct - 22 Oct
Walden Cabin Experience
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Exterior

Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain

8.8 out of 10, Excellent, (18)
"We really enjoyed being close to Pilot Mtn State Park and family in Winston-Salem. This is a cozy little house and met our needs. Thank you. "
The price is HK$665
HK$1,631 total
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
Fridge, microwave, oven, stovetop

Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

2.0 star property
9.6 out of 10, Exceptional, (17)
"Was a wonderful place to stay. Will definitely come back."
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
Luxe Cottage w/ hot tub + firepit + library near lake. Pet friendly!
Fridge, microwave, oven, stovetop

Luxe Cottage w/ hot tub + firepit + library near lake. Pet friendly!

10.0 out of 10, Exceptional, (8)
"We just love our little house !"
Luxe Cottage w/ hot tub + firepit + library near lake. Pet friendly!
The Cottage Hill is a charming 3-bed house in a primary location in Greensboro
Interior

The Cottage Hill is a charming 3-bed house in a primary location in Greensboro

10.0 out of 10, Exceptional, (1)
"Perfect location while visiting HPU campus. The house is in a quiet neighborhood and very family friendly. Easy access to shopping, restaurants, and downtown Greensboro. The house was perfect for the weekend away, very clean, renovated, very nicely decorated. Little touches of flowers, pumpkins, and garden tomatoes made us feel right at home. Highly recommend. "
The price is HK$1,226
HK$3,085 total
includes taxes & fees
13 Oct - 14 Oct
The Cottage Hill is a charming 3-bed house in a primary location in Greensboro
Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro
Exterior

Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro

9.8 out of 10, Exceptional, (16)
"Had a nice stay, and I like how much they've tried to cater to the family element, LOTs of entertainment options. Only suggestion is that they might want to get someone to read over their literature. "
The price is HK$973
HK$2,448 total
includes taxes & fees
29 Oct - 30 Oct
Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro
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

Courtyard by Marriott Winston-Salem Hanes Mall

Courtyard by Marriott Winston-Salem Hanes Mall

10/10 Excellent
" heck in was fast and easy and the front desk person was friendly and very informative. Very good experience! "
Terry 1-night trip
Posted 2 days ago
Courtyard by Marriott Winston-Salem 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
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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 Airbound Trampoline Park, 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?

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!: This highly rated holiday home rental in Winston-Salem is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Winston-Salem is Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem.

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

Choose from 186 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.