Holiday Rentals in Winston-Salem

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Winston-Salem

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (9)
"My son was graduating from NC state but lives in Winston Salem. This was the perfect spot for 5 adults and served as a great base camp. There were many small touches included and communication was immediate. We would definitely stay here again! "
The price is €241
includes taxes & fees
10 Aug - 11 Aug
Quiet, newly renovated. Near everything!

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (18)
"Stay is awesome!"
The price is €238
includes taxes & fees
4 Aug - 5 Aug
The Hot Tub Hideaway

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

10.0 out of 10, Exceptional, (41)
"We had a great stay! The property manager had great communication and it was very clean! "
The price is €214
includes taxes & fees
10 Aug - 11 Aug
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

The Ardmore Executive Suite

3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
The Ardmore Executive Suite

Charming & Modern Home / Prime Location / Sleeps 8

9.0 out of 10, Wonderful, (6)
"Great stay and the property was pictured exactly how it was. Perfect for our family as we visited our oldest who is living in Winston-Salem."
Charming & Modern Home / Prime Location / Sleeps 8

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (48)
"Great location WFU, Reynolda Rd. House very clean with well equipped kitchen. King size beds. Outdoor patio table and chairs "
The price is €229
includes taxes & fees
25 Aug - 26 Aug
La Casita: A Cozy Retreat Near Wake Forest University"

High ceiling house close to downtown

7.8 out of 10, Good, (8)
"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."
The price is €170
includes taxes & fees
4 Aug - 5 Aug
High ceiling house close to downtown

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

9.6 out of 10, Exceptional, (15)
"Wonderful stay! "
The price is €208
includes taxes & fees
8 Aug - 9 Aug
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

3 mins from Downtown - PS5, King Bed & EV Charger

2.0 star property
8.4 out of 10, Very good, (8)
"Clean well kept property, best TV of any place I've stayed"
The price is €172
includes taxes & fees
4 Aug - 5 Aug
3 mins from Downtown - PS5, King Bed & EV Charger

King Beds Hot Tub Arcade Grill & Firepit

4.0 star property
King Beds Hot Tub Arcade Grill & Firepit

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
Arcade Kid Friendly Firepit Grill HotTub

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

9.6 out of 10, Exceptional, (5)
"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 €92
includes taxes & fees
8 Aug - 9 Aug
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed

Charming Cape-Cod Retreat in South Winston Salem

8.0 out of 10, Very good, (3)
"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...
Charming Cape-Cod Retreat in South Winston Salem

InTown Suites Extended Stay Greensboro NC - Airport

2.0 star property
6.2 out of 10, (661)
"Ok.. just nice to stay… need abit of cleaning and improvement on the house cleaning "
InTown Suites Extended Stay Greensboro NC - Airport

Waterfront Bungalow with private pier/dock and fire pit on High Rock lake

9.8 out of 10, Exceptional, (58)
" We had an excellent time. WE ENJOYED THE BUNGALOW"
Waterfront Bungalow with private pier/dock and fire pit on High Rock lake

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"Enjoyed our stay "
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

The Lakeview House - access to pier/dock, fire pit and lake access

9.8 out of 10, Exceptional, (109)
"nice place to vacation and relax"
The Lakeview House - access to pier/dock, fire pit and lake access

Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain

9.0 out of 10, Wonderful, (14)
"We had a great stay for a quick trip to see family! "
The price is €185
includes taxes & fees
5 Aug - 6 Aug
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain

Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro

10.0 out of 10, Exceptional, (11)
"Great property - enjoyed the amenities of the home and the location. The owners were quickly responsive which was nice and made all actions an easy fix. Will definitely book again! "
The price is €265
includes taxes & fees
4 Aug - 5 Aug
Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

9.8 out of 10, Exceptional, (55)
"The property was cozy, clean, and a great location for what we needed. "
The price is €239
includes taxes & fees
10 Aug - 11 Aug
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winston-Salem Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Winston-Salem?

Yes, there are holiday rentals in Winston-Salem close to Airbound Trampoline Park, 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. Another good choice for your trip to Winston-Salem is Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!.

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

Choose from 184 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 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 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.