Winston-Salem Vacation Rentals

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Vacation Rentals in Winston-Salem

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (8)
"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!"
$217 nightly
The price is $245
Jul 6 - Jul 7
Total includes taxes and fees
Quiet, newly renovated. Near everything!

Charming & Modern Home / Prime Location / Sleeps 8

9.6 out of 10, Exceptional, (5)
"The property was clean and exactly what was advertised. It was very nice and I would recommend it."
Charming & Modern Home / Prime Location / Sleeps 8

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

10.0 out of 10, Exceptional, (58)
"We enjoyed the property and the convenience of proximity to town and the wedding venue we were in town for. The house was very comfortable for us ( two couples) and had everything we needed except toiletries. The restaurant behind the house was very convenient for a quick dinner and breakfast! "
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

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

9.4 out of 10, Exceptional, (12)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
$237 nightly
The price is $253
Jul 8 - Jul 9
Total includes taxes and fees
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

High ceiling house close to downtown

7.8 out of 10, Good, (7)
"Our stay was excellent! The host was very courteous and helped out a lot. The house was very clean and the beds very comfortable. My family and I really enjoyed our trip and we would recommend this property to those who want a comfortable stay at a great price."
$170 nightly
The price is $192
Jul 13 - Jul 14
Total includes taxes and fees
High ceiling house close to downtown

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

9.8 out of 10, Exceptional, (39)
"We had a great stay! The property manager had great communication and it was very clean! "
$221 nightly
The price is $250
Jul 16 - Jul 17
Total includes taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

9.6 out of 10, Exceptional, (14)
"Wonderful stay! "
$210 nightly
The price is $237
Jul 3 - Jul 4
Total includes taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (5)
$243 nightly
The price is $275
Jul 21 - Jul 22
Total includes taxes and fees
Cozy 2-bedroom bungalow in lovely Winston-Salem

Guest suite in Winston Salem

9.4 out of 10, Exceptional, (119)
"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! "
Guest suite in Winston Salem

Deacon Stays: The Brookwood - Walk to WFU

10.0 out of 10, Exceptional, (44)
"We stayed for 2 nights to visit Wake Forest, and found the house to be perfect for what we needed. "
Deacon Stays: The Brookwood - Walk to WFU

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (48)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
$252 nightly
The price is $285
Jul 16 - Jul 17
Total includes taxes and fees
La Casita: A Cozy Retreat Near Wake Forest University"

Nice quite home all to yourself! Centrally Located

9.6 out of 10, Exceptional, (29)
"A very nice house. The host was quick to reply to a couple questions. The 3 of us had a wonderful time. "
Nice quite home all to yourself! Centrally Located

Winston Salem: Heated Pool, Arcade, & Jacuzzis

$609 nightly
The price is $618
Jul 6 - Jul 7
Total includes taxes and fees
Winston Salem: Heated Pool, Arcade, & Jacuzzis

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (18)
"Stay is awesome!"
$239 nightly
The price is $270
Jul 3 - Jul 4
Total includes taxes and fees
The Hot Tub Hideaway

Charming Cape-Cod Retreat in South Winston Salem

8.0 out of 10, Very Good, (2)
"It is a new listing so I think some things need to be worked out. Pros: check in process was easy, host was very responsive to questions, house has pretty much all the basic things you need and tidy . Seems like a safe neighborhood . Cons: there is a mattress on the floor in one of the bedrooms, but otherwise the other bedrooms have actual beds. There was no ironing board or steamer. (we did contact the host to ask if there was one, and it seemed as though she was willing to bring one by , but...
$352 nightly
The price is $398
Jul 14 - Jul 15
Total includes taxes and fees
Charming Cape-Cod Retreat in South Winston Salem

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

10.0 out of 10, Exceptional, (24)
"Very nice option for staying near Wake!"
$391 nightly
The price is $442
Jul 29 - Jul 30
Total includes taxes and fees
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

The Camel City Lofts, Downtown!

9.8 out of 10, Exceptional, (14)
"Perfect weekend for the race. "
The Camel City Lofts, Downtown!

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
$478 nightly
The price is $541
Jul 7 - Jul 8
Total includes taxes and fees
Arcade Kid Friendly Firepit Grill HotTub

Granny's House Retreat

Granny's House Retreat

Backyard camping tent

$94 nightly
The price is $106
Jul 3 - Jul 4
Total includes taxes and fees
Backyard camping tent
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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Frequently asked questions

Can I find vacation rentals in Winston-Salem?

Yes, there are vacation rentals in Winston-Salem close to Airbound Trampoline Park, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and lush forest in Winston-Salem. Make sure to also enjoy the college campus and top-notch restaurants during your vacation.

What are some of the best vacation rentals that Winston-Salem has to offer?

Quiet, newly renovated. Near everything!: This Winston-Salem vacation home rental 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 favorite homes for rent in Winston-Salem are Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK! and High ceiling house close to downtown.

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

Choose from 182 Expedia vacation rentals in Winston-Salem for a memorable vacation.

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 Reynolda House Museum of American Art. Truist Stadium and Bowman Gray Stadium are other places to visit while you're in town.

What are vacation rentals like in Winston-Salem?

Vacation rentals are privately owned properties you can book for several days or longer in Winston-Salem. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.