Winston-Salem Holiday Rentals

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Holiday Rentals in Winston-Salem

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

10.0 out of 10, Exceptional, (34)
"Awesome stay! We had a great time "
The price is NZ$381
includes taxes & fees
22 Apr - 23 Apr
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

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

10.0 out of 10, Exceptional, (50)
"We have stayed at this home before, and will definitely stay again whenever we are in W-S. Great location close to UNCSA, and comfortable home in all ways. Thanks so much for hosting our family !!"
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

Hidden GEM 1 king bed &2 queens

8.4 out of 10, Very good, (5)
"We stayed to visit family nearby for Thanksgiving. The owner was very responsive even on Thanksgiving when the main room TV would not work. Property could have used a few more cooking utensils and necessities(tinfoil, etc.) for preparing food. Front door screen needs attention as it kept getting stuck. Good value. preparing food specifica"
The price is NZ$394
includes taxes & fees
4 May - 5 May
Hidden GEM 1 king bed &2 queens

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

9.6 out of 10, Exceptional, (4)
"The property owners were very communicative and helpful. The property itself was beautiful and cozy—a perfect place for a weekend getaway. "
The price is NZ$180
includes taxes & fees
23 Apr - 24 Apr
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (6)
"Great house for a bunch of O40 soccer players in the Carolinas Cup. Good location and nice, clean accommodations for relaxing after abusing our bodies for the weekend. Thanks for a great stay!"
The price is NZ$434
includes taxes & fees
28 Apr - 29 Apr
Quiet, newly renovated. Near everything!

The Ardmore Executive Suite

3.5 star property
8.0 out of 10, Very good, (2)
"Very clean and nice setup "
The price is NZ$346
includes taxes & fees
22 Apr - 23 Apr
The Ardmore Executive Suite

Luxury 3BR Townhome - Sleep 6

9.0 out of 10, Wonderful, (27)
"Very clean and well maintained. Would definitely stay here again. "
The price is NZ$424
includes taxes & fees
13 May - 14 May
Luxury 3BR Townhome - Sleep 6

Cozy Townhome in a Great Location

9.8 out of 10, Exceptional, (24)
"Great place for our Mother’s Day weekend"
Cozy Townhome in a Great Location

Nice quite home all to yourself! Centrally Located

9.6 out of 10, Exceptional, (26)
"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

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (16)
"Wonderful, private tiny house"
The price is NZ$447
includes taxes & fees
24 Apr - 25 Apr
The Hot Tub Hideaway

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (112)
"Great stay. Very close to everywhere in town. Huge shower and a nice amount of space. So glad to have fridge, microwave and other kitchen/dining amenities. Would stay again! "
Cozy guest suite in Winston Salem

Charming Cape-Cod Retreat in South Winston Salem

The price is NZ$540
includes taxes & fees
21 Apr - 22 Apr
Charming Cape-Cod Retreat in South Winston Salem

BBQ Grill Private Patio Parking Pets Allowed

The price is NZ$398
includes taxes & fees
23 Apr - 24 Apr
BBQ Grill Private Patio Parking Pets Allowed

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

9.8 out of 10, Exceptional, (6)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
The price is NZ$440
includes taxes & fees
5 May - 6 May
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

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

10.0 out of 10, Exceptional, (22)
"Very nice option for staying near Wake!"
The price is NZ$647
includes taxes & fees
20 Apr - 21 Apr
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (47)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
The price is NZ$538
includes taxes & fees
20 Apr - 21 Apr
La Casita: A Cozy Retreat Near Wake Forest University"

Cute 3 Bedroom Home centrally located in the Triad.

10.0 out of 10, Exceptional, (3)
"Loved the place, was very clean and looked exactly like the photos, beds were super comfortable, was very easy to check in"
The price is NZ$450
includes taxes & fees
21 Apr - 22 Apr
Cute 3 Bedroom Home centrally located in the Triad.

Newly renovated home away from home downtown High Point.

10.0 out of 10, Exceptional, (75)
"Beautiful property with great amenities for the guests."
The price is NZ$387
includes taxes & fees
4 May - 5 May
Newly renovated home away from home downtown High Point.

Secluded close to everything!

8.8 out of 10, Excellent, (6)
"This house met all of our needs! It was clean, spacious, had a great back deck to hang out on. We would definitely stay again. Thank you!"
The price is NZ$551
includes taxes & fees
20 Apr - 21 Apr
Secluded close to everything!

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay "
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
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

Courtyard by Marriott Winston-Salem University

3.0 star property
8.6 out of 10, Excellent, (680)
"This is a nicely remodeled hotel, great staff and great food in the diner"
The price is NZ$189
includes taxes & fees
30 Apr - 1 May
Courtyard by Marriott Winston-Salem University

Hawthorne Inn and Conference Center

3.0 star property
8.0 out of 10, Very good, (1003)
"Convenient place to stay. "
The price is NZ$178
includes taxes & fees
19 Apr - 20 Apr
Hawthorne Inn and Conference Center

Comfort Suites Hanes Mall

2.5 star property
8.8 out of 10, Excellent, (1010)
"had a wonderful stay"
The price is NZ$171
includes taxes & fees
21 Apr - 22 Apr
Comfort Suites Hanes Mall
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?

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 Hidden GEM 1 king bed &2 queens.

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 Cooper 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.