Winston-Salem Vacation Rentals

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Vacation Rentals in Winston-Salem

Kasa Winston-Salem Arts District

Kasa Winston-Salem Arts District

2.5 out of 5
511 N Cherry St, Winston-Salem, NC
The price is $360 per night from Nov 4 to Nov 4
Located in the heart of Winston-Salem, this aparthotel is within 1 mi (2 km) of Benton Convention Center, Truist Stadium, and Old Salem. Wake Forest University ...
Kasa Winston-Salem Arts District
Home2 Suites by Hilton Winston-Salem Hanes Mall

Home2 Suites by Hilton Winston-Salem Hanes Mall

3 out of 5
1010 Marriot Crossing Way, Winston-Salem, NC
The price is $123 per night from Nov 7 to Nov 7
Situated in Winston-Salem, this aparthotel is within 3 mi (5 km) of Wilkes Regional, Hanes Mall, and Novant Health Forsyth Medical Center. Brenner Children's ...
4.7/5 Exceptional! (252 reviews)
"Friendly staff. LOVE that it is pet friendly... but should probably make very clear to other guests staying there so they are not "shocked" when elevator opens and a dog is there! We had one lady who was SUPER rude about seeing a dog. This hotel accommodations were great, every staff member was wonderful ..."

Reviewed on Jul 13, 2021

Home2 Suites by Hilton Winston-Salem Hanes Mall
Super Cute Condo- DownTown WS/Free Parking/Pets ok

Super Cute Condo- DownTown WS/Free Parking/Pets ok

Winston-Salem, NC
The price is $119 per night from Oct 25 to Oct 25
Located in the heart of Winston-Salem, this apartment building is within 2 mi (3 km) of Benton Convention Center, Old Salem, and Truist Stadium. Winston Salem ...
5/5 Exceptional! (3 reviews)
The host was SUPER . Communications were answered within an hour. Very neat and clean unit .
"Came to Winston Salem for an event down town so it was very convenient being only 3 walking blocks away ."

Reviewed on Sep 30, 2021

Super Cute Condo- DownTown WS/Free Parking/Pets ok
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Cozy guest suite in Winston Salem

Cozy guest suite in Winston Salem

Winston-Salem, NC
Situated in Winston-Salem, this apartment building is within 2 mi (3 km) of Truist Stadium, Brenner Children's, and Wake Forest University Baptist Medical Center. ...
4.5/5 Wonderful! (30 reviews)
Beautiful place
"Really enjoyed my time at this property. Thanks for having me"

Reviewed on Oct 13, 2021

Cozy guest suite in Winston Salem
An urban oasis in downtown Winston-Salem

An urban oasis in downtown Winston-Salem

Winston-Salem, NC
The price is $107 per night from Oct 21 to Oct 21
Located in the heart of Winston-Salem, this historic apartment building is within a 15-minute walk of Benton Convention Center and Truist Stadium. Old Salem ...
4.9/5 Exceptional! (47 reviews)
Clean & siP
"The apartment was very clean & simple. It had everything we needed. There is a beautiful view out of the kitchen window at the night sky. Beds were comfortable & clean. Sweet black cat was our greeter every time we came back to the apartment."

Reviewed on Sep 16, 2021

An urban oasis in downtown Winston-Salem
The James Bond Hidden Cottage By Wake Forest University & Downtown

The James Bond Hidden Cottage By Wake Forest University & Downtown

Winston-Salem, NC
Situated in Winston-Salem, this historic cottage is within 2 mi (3 km) of Benton Convention Center, Truist Stadium, and Wake Forest University Baptist Medical ...
5/5 Exceptional! (87 reviews)
This Cottage is one big hug!
"I can’t say enough about the James Bond cottage. Every detail is thought of, and everything in the house is inviting. It is the perfect spot to recharge and refresh. Cara went above and beyond to prep us for the visit and check in throughout the weekend to make sure everything was going well. It ..."

Reviewed on Sep 30, 2021

The James Bond Hidden Cottage By Wake Forest University & Downtown
Private & sweet patio level apartment in downtown Winston-Salem

Private & sweet patio level apartment in downtown Winston-Salem

Winston-Salem, NC
The price is $107 per night from Oct 24 to Oct 24
Situated in Winston-Salem, this historic apartment building is within a 15-minute walk of Benton Convention Center and Truist Stadium. Old Salem and Wake Forest ...
4.8/5 Exceptional! (33 reviews)
Great property!!
"Had everything we needed - loved the French press ❤️ Comfortable, clean and cozy! Thanks for a great stay!"

Reviewed on Sep 15, 2021

Private & sweet patio level apartment in downtown Winston-Salem
Single family home near Reynolda Village and Wake Forest University

Single family home near Reynolda Village and Wake Forest University

Winston-Salem, NC
The price is $200 per night from Oct 21 to Oct 21
Situated in Winston-Salem, this vacation home is within a 10-minute walk of Reynolda Gardens and Southeastern Center for Contemporary Art. Reynolda House Museum ...
5/5 Exceptional! (2 reviews)
Enjoyed our stay
"Excellent location for our visit to WFU. The spacious place is on a quiet street with a beautiful backyard and a nice patio for eating outdoors. All three of us and our dog enjoyed the homey atmosphere, the comforts of home and good nights' sleep. Michael was very helpful and made sure we had what ..."

Reviewed on Oct 15, 2021

Single family home near Reynolda Village and Wake Forest University
Ardmore Home

Ardmore Home

Winston-Salem, NC
The price is $110 per night from Oct 21 to Oct 21
Situated in Winston-Salem, this historic vacation home is within 2 mi (3 km) of Novant Health Forsyth Medical Center, Brenner Children's, and Wake Forest University ...
4.5/5 Wonderful! (11 reviews)
Perfect stay
"Had a great experience and comfortable stay. Enjoyed the screened in back porch with our dogs. Large back yard was also a nice feature. Owner is very responsive and helpful."

Reviewed on Sep 9, 2021

Ardmore Home
Serene Condo Retreat

Serene Condo Retreat

Winston-Salem, NC
The price is $100 per night from Oct 31 to Oct 31
Situated in Winston-Salem, this condo building is within 3 mi (5 km) of Novant Health Forsyth Medical Center, Hanes Mall, and Brenner Children's. Southeastern ...
5/5 Exceptional! (2 reviews)
Great stay!
"The unit was exactly as advertised, clean and well appointed, and the owner was easy to communicate with! We enjoyed our stay and look forward to staying again!"

Reviewed on Oct 6, 2021

Serene Condo Retreat
Historic Winston-Salem Guest Barn on Farm!

Historic Winston-Salem Guest Barn on Farm!

Winston-Salem, NC
Set in Winston-Salem, this family-friendly vacation home is within 9 mi (15 km) of Cedar Creek Family Medicine, University of North Carolina School of the Arts, ...
5/5 Exceptional! (3 reviews)
Beautifully and thoughtfully decorated barn with gracious hosts!
"We traveled to the area for my daughter's college graduation weekend, and enjoyed staying at this property so much! The owners have lovingly restored a century-old barn with items collected over years of travels and curated with a great deal of care. The owners are warm and welcoming and even cooked ..."

Reviewed on Jun 9, 2021

Historic Winston-Salem Guest Barn on Farm!
Beautiful lake front living close to Wake Forest U

Beautiful lake front living close to Wake Forest U

Winston-Salem, NC
Situated on a lake, this vacation home is within 3 mi (5 km) of Wake Forest University, Reynolda House Museum of American Art, and Reynolda Gardens. Southeastern ...
4.8/5 Exceptional! (6 reviews)
Pretty lake view, relaxing, close & convenient to Wake Forest University
"Easy process, accurate description, nice host! Close to anything you might want or need but located in a quiet neighborhood."

Reviewed on Sep 20, 2021

Beautiful lake front living close to Wake Forest U
La Casita!! COZY, CHARMING near to WFU

La Casita!! COZY, CHARMING near to WFU

Winston-Salem, NC
The price is $126 per night from Nov 14 to Nov 14
Situated in Winston-Salem, this vacation home is within 1 mi (2 km) of Reynolda House Museum of American Art, Reynolda Gardens, and Wake Forest University. Southeastern ...
5/5 Exceptional! (3 reviews)
Adorable!
"Such a great use of space. Smaller than what we expected but our family of 6 was extremely comfortable there."

Reviewed on Sep 4, 2021

La Casita!! COZY, CHARMING near to WFU
1BR 1st Floor Apt Near Downtown with Free Parking

1BR 1st Floor Apt Near Downtown with Free Parking

Winston-Salem, NC
Situated in Winston-Salem, this apartment building is within a 15-minute walk of Brenner Children's and Wake Forest University Baptist Medical Center. Truist ...
1BR 1st Floor Apt Near Downtown with Free Parking
Luxury Condo/ Roof Top Pool/Amazing Views In The Heart of Downtown WS!!

Luxury Condo/ Roof Top Pool/Amazing Views In The Heart of Downtown WS!!

Winston-Salem, NC
Located in the heart of Winston-Salem, this apartment building is within 1 mi (2 km) of Benton Convention Center, Truist Stadium, and Old Salem. Wake Forest ...
4/5 Very Good! (2 reviews)
Great location!
"The property was just as pictured. In a safe area with close parking. Great neighborhood. About ten minutes from WF. Person before us must have smoked inside because the unit had a strange smell upon entering. That was the only drawback."

Reviewed on Aug 22, 2021

Luxury Condo/ Roof Top Pool/Amazing Views In The Heart of Downtown WS!!
**New** Renovated 4 bedroom - Walk to WFU!

**New** Renovated 4 bedroom - Walk to WFU!

Winston-Salem, NC
Situated in Winston-Salem, this vacation home is within 1 mi (2 km) of Wake Forest University and Truist Field. Lawrence Joel Veterans Memorial Coliseum and ...
5/5 Exceptional! (1 review)
Wake move in
"This house was ideally located close to the Wake Forest campus and had obviously been newly renovated. Charming decor and artwork throughout. Daniel was super responsive and easy to work with. We’ll definitely hope to stay again on our next trip to visit our daughter at Wake!"

Reviewed on Aug 21, 2021

**New** Renovated 4 bedroom - Walk to WFU!
Walk to Downtown Winston Salem! 1 Bed / 1 Bath

Walk to Downtown Winston Salem! 1 Bed / 1 Bath

Winston-Salem, NC
The price is $99 per night from Oct 31 to Oct 31
Situated in Winston-Salem, this vacation home is within a 15-minute walk of Truist Stadium and Old Salem. Benton Convention Center and Wake Forest University ...
Walk to Downtown Winston Salem! 1 Bed / 1 Bath
Classy 1BR Steps from WF Hospital - Free Parking

Classy 1BR Steps from WF Hospital - Free Parking

Winston-Salem, NC
Situated in Winston-Salem, this apartment building is within a 15-minute walk of Brenner Children's and Wake Forest University Baptist Medical Center. Truist ...
5/5 Exceptional! (5 reviews)
Great Winston-Salem Spot for Business Travel
"This apartment worked out great for me on a work assignment in North Carolina. Property management was great too!"

Reviewed on May 3, 2020

Classy 1BR Steps from WF Hospital - Free Parking
Beautifully renovated flat located in perfect downtown location.

Beautifully renovated flat located in perfect downtown location.

Winston-Salem, NC
Located in the heart of Winston-Salem, this historic apartment building is within a 15-minute walk of Old Salem and Benton Convention Center. Truist Stadium ...
4.8/5 Exceptional! (29 reviews)
Just as advertised
"Clean, well Equipped Great location Super owners"

Reviewed on Sep 15, 2021

Beautifully renovated flat located in perfect downtown location.
Renovated Duplex in Historic Old Salem Home

Renovated Duplex in Historic Old Salem Home

Winston-Salem, NC
Situated in Winston-Salem, this vacation home is within 1 mi (2 km) of Old Salem, Benton Convention Center, and Truist Stadium. Winston Salem State University ...
5/5 Exceptional! (1 review)
Great location!
"The apartment location was perfect for a girl's trip to Old Salem and other historic properties in the Winston-Salem area. We were comfortable and enjoyed the historic charm of this property."

Reviewed on Aug 4, 2021

Renovated Duplex in Historic Old Salem Home
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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.

Everything you need to know about Winston-Salem vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winston-Salem vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on … and on. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winston-Salem vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winston-Salem vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winston-Salem. If you’re looking for a little peace, consider booking during the quieter months, such as April, July, June. For more hustle and bustle, you may prefer to visit in April, July, June. 

Prices vary throughout the year. June is the cheapest month to visit, with April the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Winston-Salem vacation rentals range between $99 per night and $360 per night.

How to find incredible deals on Winston-Salem rentals

At Expedia, we put the best Winston-Salem vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winston-Salem rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winston-Salem vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winston-Salem. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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