Winston-Salem Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Holiday Rentals in Winston-Salem

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$2,093 total
includes taxes & fees
8 Oct - 9 Oct
The Hot Tub Hideaway
Cozy 2-bedroom bungalow in lovely Winston-Salem
Terrace/patio

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay and loved the house. Great location for our needs."
The price is HK$1,019
HK$2,014 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom bungalow in lovely 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
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
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.
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$980
HK$1,838 total
includes taxes & fees
9 Oct - 10 Oct
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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$2,276 total
includes taxes & fees
15 Oct - 16 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$1,533
HK$2,073 total
includes taxes & fees
20 Oct - 21 Oct
King Beds Hot Tub Arcade Grill & Firepit
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$2,354 total
includes taxes & fees
2 Nov - 3 Nov
The Ardmore Executive Suite
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$1,471
HK$5,346 total
includes taxes & fees
5 Oct - 6 Oct
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
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
5 Oct - 6 Oct
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
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
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$777
HK$1,987 total
includes taxes & fees
27 Oct - 28 Oct
La Casita: A Cozy Retreat Near Wake Forest University"
Arcade Kid Friendly Firepit Grill HotTub
Fridge, microwave, oven, stovetop

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
The price is HK$2,543
HK$4,820 total
includes taxes & fees
9 Oct - 10 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, (187)
"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
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Terrace/patio

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

9.8 out of 10, Exceptional, (61)
"Home was clean, great location. "
The price is HK$1,315
HK$2,448 total
includes taxes & fees
9 Oct - 10 Oct
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Relaxation and a priceless view!
Exterior

Relaxation and a priceless view!

10.0 out of 10, Exceptional, (12)
"Nice location with a perfect view of Pilot Mountain. It is fairly secluded and private. Would stay here again."
The price is HK$879
HK$1,609 total
includes taxes & fees
9 Oct - 10 Oct
Relaxation and a priceless view!
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$3,066 total
includes taxes & fees
5 Oct - 6 Oct
The Cottage Hill is a charming 3-bed house in a primary location in Greensboro
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
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 had a great stay for a quick trip to see family! "
The price is HK$665
HK$1,631 total
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
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

Embassy Suites Hotel Winston-Salem

Embassy Suites Hotel Winston-Salem

10/10 Excellent
"Staff was attentive, friendly & available "
Daniel 2-night trip
Posted 4 days ago
Embassy Suites Hotel Winston-Salem

Find out more about Winston-Salem

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!

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 189 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.