Winston-Salem Holiday Rentals

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Holiday Rentals in Winston-Salem

Quiet, newly renovated. Near everything!

9.6 out of 10, Exceptional, (5)
"Wonderful property in a quiet, safe neighborhood within 10 minutes of almost everything in Winston-Salem. Good walking area (albeit hilly). Home was recently renovated with a very nice kitchen and bathrooms, one with a walk-in shower. Owner has stocked almost every amenity under the sun from K-Cups with creamer, sugar and Sweet and Low to wrapped toothbrushes and toothpaste, shampoo, body wash, and conditioner. Frequent travelers will even appreciate the high quality of the toilet paper...
The price is NZ$465
includes taxes & fees
9 Mar - 10 Mar
Quiet, newly renovated. Near everything!

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (108)
"This little place was perfect for my husband & I. We were in Winston Salem meeting friends and needed a litle efficiency place for a couple of nights. Clean, comfortable bed, plenty of coffee supplied, good size refrigerator and the host was wonderful to work with. There is no stove or oven, but we weren't looking for one. Would definitely stay again!! "
Cozy guest suite in Winston Salem

Luxury 3BR Townhome - Sleep 6

8.8 out of 10, Excellent, (25)
"We were in town for a work conference and didn't want to stay in an over-priced hotel! This house was in a great location, within 15 minutes from downtown WS and close to many local restaurants. The house was very clean, updated, comfortable, and had everything we needed for a few days! The parking situation was great, we had 3 cars and there was plenty of space! The neighbors were friendly, the neighborhood was nice, and felt very safe the whole trip! Only downside was, we struggled to get the...
The price is NZ$455
includes taxes & fees
5 Mar - 6 Mar
Luxury 3BR Townhome - Sleep 6

High ceiling house close to downtown

7.4 out of 10, Good, (6)
"Very homey and comfortable only issue was with the ants"
High ceiling house close to downtown

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

10.0 out of 10, Exceptional, (28)
"Clean. Backyard is cool. Fenced in but if you have an escape artist dog I wouldn’t leave them out there unattended. Lots of cats around fyi"
The price is NZ$411
includes taxes & fees
5 Mar - 6 Mar
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

10.0 out of 10, Exceptional, (3)
"House was clean and well organized. We were visiting colleges and the house is in a great location for visiting Wake Forest and still have quick access to the interstate for visiting other nearby schools from the same house. "
The price is NZ$454
includes taxes & fees
26 Mar - 27 Mar
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

The Ardmore Executive Suite

3.5 star property
The price is NZ$448
includes taxes & fees
5 Mar - 6 Mar
The Ardmore Executive Suite

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (49)
"This property is lovely, clean, and spacious. This was our second stay and will definitely return."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

The Hot Tub Hideaway

9.8 out of 10, Exceptional, (13)
"We really enjoyed our stay in the tiny home. It wasn't so small we were in each other's way and really enjoyed our weekend away here"
The price is NZ$479
includes taxes & fees
5 Mar - 6 Mar
The Hot Tub Hideaway

3 bedrooms 7min from downtown, college and hospital

9.4 out of 10, Exceptional, (3)
"I had a great stay! It was a nice place for my small family. Our flight ended up getting delayed so the host was nice enough to let us stay a little longer than check out time. Definitely will book again when I come to NC "
3 bedrooms 7min from downtown, college and hospital

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

10.0 out of 10, Exceptional, (21)
"This is house is amazing, it was perfect. Initially, it was supposed to be for just four ladies we ended up growing to eight ladies. This house was ample space and had everything we needed. The host Lina was responsive and quite accommodating when an early arrival was needed. I meet up with my friends annually in this area, we will definitely book this property again. It has all the comforts of home. "
The price is NZ$737
includes taxes & fees
5 Mar - 6 Mar
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

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

9.6 out of 10, Exceptional, (4)
"This is a neat as a pin, quaint cottage. The lack of a bath/shower and hot water bothered me more than i thought it would. Otherwise, it would be five stars hands down."
The price is NZ$191
includes taxes & fees
9 Mar - 10 Mar
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Cozy Townhome in a Great Location

9.8 out of 10, Exceptional, (22)
"Check in was very easy convenient. House was exactly as described, very welcoming felt like being at home. Will definitely be back. "
Cozy Townhome in a Great Location

Cozy 3-bedroom house in welcoming Winston-Salem with Alarm System

Cozy 3-bedroom house in welcoming Winston-Salem with Alarm System

Nice quite home all to yourself! Centrally Located

9.6 out of 10, Exceptional, (25)
"House was good size for my family. The hold was clean and had a great home feel. I will definitely rent this property again. "
Nice quite home all to yourself! Centrally Located

Cozy RV in Pleasant Winston-Salem with AC, WiFi

The price is NZ$392
includes taxes & fees
9 Mar - 10 Mar
Cozy RV in Pleasant Winston-Salem with AC, WiFi

Newly renovated home away from home downtown High Point.

10.0 out of 10, Exceptional, (69)
"Home was very clean, there were supplies for making coffee, bed was super comfortable. I had a little trouble figuring out the shower head situation. Otherwise no issues! "
The price is NZ$412
includes taxes & fees
9 Mar - 10 Mar
Newly renovated home away from home downtown High Point.

Beautiful apt Downtown perfect for long term stays

8.2 out of 10, Very good, (27)
"The room was cute and clean. The plumbing in the bathroom was needing to be replaced but was functional. Overall it was fine for the couple of nights I was there.."
The price is NZ$259
includes taxes & fees
7 Mar - 8 Mar
Beautiful apt Downtown perfect for long term stays

Lakefront Home with Saltwater Pool, Hot Tub, Firepit, Kayaks. Pet Friendly

10.0 out of 10, Exceptional, (31)
"This place had all of the convenience of home and then some. Beautiful sun room that overlooks the pool area and river. Our stay was short so we did not get a chance to use the hot tub but it was sanitized and ready to go. Very nice neighborhood. Kevin was very quick to respond and super accommodating. We would highly recommend this property. "
Lakefront Home with Saltwater Pool, Hot Tub, Firepit, Kayaks. Pet Friendly

Secluded close to everything!

8.0 out of 10, Very good, (4)
"This property was in a nice quiet area. It was perfect for large family. We enjoyed being able to cook & spend time together. The kids really enjoyed the karaoke machine. Personally I enjoyed sitting on the rear porch enjoying the quiet mornings. "
The price is NZ$648
includes taxes & fees
9 Mar - 10 Mar
Secluded close to everything!
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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Other types of properties in Winston-Salem you may be interested in

Best Western Plus University Inn

3.5 star property
7.4 out of 10, Good, (1012)
"Nice humble hotel with delicious egg, bacon and waffle breakfast (grits/cereal/). Room and bathroom was small, but quiet, dark and comfortable. Desk and pull-out coffee maker were nice. Luggage rack. Closet. Climate control not central heat/air, nice white noise when I turned it on. Slept well. Quiet refrigerator in the room. Roomy gym. "
The price is NZ$135
includes taxes & fees
6 Mar - 7 Mar
Best Western Plus University Inn

Comfort Suites Hanes Mall

2.5 star property
8.8 out of 10, Excellent, (1001)
"We have stayed here multiple times while in town. The place was clean and well taken care of by the staff. Always nice to smell a clean hotel ! "
The price is NZ$179
includes taxes & fees
23 Mar - 24 Mar
Comfort Suites Hanes Mall

Holiday Inn Express Winston-Salem Medical Center Area by IHG

2.5 star property
8.2 out of 10, Very good, (876)
"Loved the beds and the shower."
The price is NZ$195
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Express Winston-Salem Medical Center Area by IHG
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.

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?

Quiet, newly renovated. Near everything!: This highly rated holiday home rental in Winston-Salem offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Winston-Salem are High ceiling house close to downtown and Luxury 3BR Townhome - Sleep 6.

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

Choose from 182 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 Old Town Park, 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.