Winston-Salem Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Winston-Salem vacation rentals

Smart TV, fireplace

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

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.6 out of 10, Exceptional, (8 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is ￥22,452
￥40,444 total
includes taxes & fees
May 10 - May 11
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Smart TV, fireplace

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

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Winston-Salem
9.8 out of 10, Exceptional, (36 reviews)
"Perfect size, very clean and great location!"
United States
Laron A.
The price is ￥27,526
￥73,065 total
includes taxes & fees
Jun 9 - Jun 10
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
1 bedroom

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (32 reviews)
"It was a good stay"
United States
Kim R.
The price is ￥22,452
￥38,313 total
includes taxes & fees
May 10 - May 11
The Hot Tub Hideaway
Terrace/patio

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

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
9.8 out of 10, Exceptional, (51 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
The price is ￥23,690
￥42,172 total
includes taxes & fees
May 10 - May 11
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (26 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is ￥18,175
￥40,370 total
includes taxes & fees
May 10 - May 11
Quiet, newly renovated. Near everything!
Interior

Hartman Casita! Quiet neighborhood.1 king Bed!

Hartman Casita! Quiet neighborhood.1 king Bed!
Winston-Salem
9.8 out of 10, Exceptional, (20 reviews)
"The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! "
United States
Stefanie H.
The price is ￥35,146
￥78,907 total
includes taxes & fees
May 11 - May 12
Hartman Casita! Quiet neighborhood.1 king Bed!
Fridge, microwave, oven, stovetop

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Winston-Salem
9.6 out of 10, Exceptional, (11 reviews)
"Host was fantastic!! Couldn't have asked for a better experience. Everything I needed was readily accessible. Looking forward to my next stay!!"
United States
mike j.
The price is ￥18,044
￥49,112 total
includes taxes & fees
May 19 - May 20
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Outdoor dining

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is ￥11,986
￥29,479 total
includes taxes & fees
May 10 - May 11
La Casita .
Exterior

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and secluded but still close to the city. Thank you"
United States
Michael S.
The price is ￥22,452
￥38,313 total
includes taxes & fees
May 10 - May 11
The Red Door Cabin
Terrace/patio

Luxury 3BR Townhome - Sleep 6

Luxury 3BR Townhome - Sleep 6
Winston-Salem
9.2 out of 10, Wonderful, (49 reviews)
"The amenities were great as was the location for us."
United States
jeanne k.
The price is ￥14,003
￥39,229 total
includes taxes & fees
May 11 - May 12
Luxury 3BR Townhome - Sleep 6
TV, fireplace

Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi

Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great. Very clean. Great location. "
United States
Mitchell L.
The price is ￥24,798
￥59,977 total
includes taxes & fees
May 10 - May 11
Charming Condo Near WFU, Full Kitchen, Strong WiFi, Charming condo near WFU, full kitchen, strong Wi
Fridge, microwave, oven, stovetop

Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
The price is ￥13,180
￥37,258 total
includes taxes & fees
May 10 - May 11
Cozy 3BR Home Near Fairgrounds and Downtown
2 bedrooms, desk, free WiFi, bed sheets

2-bedroom cottage perfect for Furniture Market

2-bedroom cottage perfect for Furniture Market
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
The price is ￥26,322
￥53,822 total
includes taxes & fees
May 17 - May 18
2-bedroom cottage perfect for Furniture Market
Fridge, microwave, oven, stovetop

La Casita: A Cozy Retreat Near Wake Forest University"

La Casita: A Cozy Retreat Near Wake Forest University"
Winston-Salem
9.6 out of 10, Exceptional, (54 reviews)
"Very nice place to stay! "
United States
Kirby M.
The price is ￥17,102
￥42,019 total
includes taxes & fees
May 11 - May 12
La Casita: A Cozy Retreat Near Wake Forest University"
Iron/ironing board, travel crib, WiFi, bed sheets

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"Very clean. Fairly quiet neighborhood. Huge TV’s. Great relaxing after a days work. Kitchen could benefit from a dish drain rack. Would happily stay there again. "
United States
John
The price is ￥14,885
￥38,851 total
includes taxes & fees
Jun 9 - Jun 10
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Smart TV, fireplace, books, offices

High Ceilings | King Beds | 85” TV | Near Downtown

High Ceilings | King Beds | 85” TV | Near Downtown
Winston-Salem
7.6 out of 10, Good, (17 reviews)
"Lovely and affordable apartment with incredibly attentive and responsive host. Would totally stay again!"
United States
Caleb W.
The price is ￥15,511
￥37,609 total
includes taxes & fees
May 11 - May 12
High Ceilings | King Beds | 85” TV | Near Downtown
House (3 Bedrooms) | Interior

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is ￥37,447
￥84,673 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Cottage: Nature-filled Winston-salem Retreat!
Private kitchen

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
The price is ￥12,991
￥30,638 total
includes taxes & fees
May 11 - May 12
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Fridge, microwave, oven, stovetop

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.6 out of 10, Exceptional, (12 reviews)
"We were there for a conference, so this location is ideal! So close to the convention center, comfortable, clean and spacious. We loved it!"
United States
Terrie H.
The price is ￥21,182
￥51,062 total
includes taxes & fees
May 10 - May 11
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Cozy Stay Near DT w/Deck and Fenced Yard

Cozy Stay Near DT w/Deck and Fenced Yard
Winston-Salem
9.6 out of 10, Exceptional, (7 reviews)
"Clean, quiwt, and close to everything. "
United States
Rebecca G.
The price is ￥16,921
￥27,975 total
includes taxes & fees
May 11 - May 12
Cozy Stay Near DT w/Deck and Fenced Yard
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

WoodSpring Suites Winston-Salem near Hanes Mall

WoodSpring Suites Winston-Salem near Hanes Mall

6/10 Okay
"was expecting breakfast, not included. expected ice machines, not included. expected a bed with comfortable mattress, mattress basically sat on the floor. does work to well who has trouble walking. didn't use the shower because I couldn't figure out how to turn it on. there was no personnel onsite to call and ask. front desk was all shut down."
sherry 1-night trip
Posted 3 hours ago
WoodSpring Suites Winston-Salem near 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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Look no further and take a look at our great range of rental properties in Winston-Salem!

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?

La Casita .: This Winston-Salem vacation home rental is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Another good choice for your trip to Winston-Salem is Quiet, newly renovated. Near everything!.

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

Choose from 214 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 Southeastern Center for Contemporary 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.