Winston-Salem Vacation Rentals

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Check prices for these dates

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
This weekend
Aug 15 - Aug 17
Next weekend
Aug 22 - Aug 24

Vacation Rentals in Winston-Salem

Quiet, newly renovated. Near everything!
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (10)
"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 ￥18,106
￥40,502 total
includes taxes & fees
Aug 24 - Aug 25
Quiet, newly renovated. Near everything!
The Hot Tub Hideaway
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (19)
"Stay is awesome!"
The price is ￥23,500
￥39,415 total
includes taxes & fees
Aug 17 - Aug 18
The Hot Tub Hideaway
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

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 ￥22,347
￥39,781 total
includes taxes & fees
Aug 18 - Aug 19
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
The Ardmore Executive Suite
Exterior

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
Fridge, microwave, oven, stovetop

Charming & Modern Home / Prime Location / Sleeps 8

9.2 out of 10, Wonderful, (7)
"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
High ceiling house close to downtown
3 bedrooms, free WiFi

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 ￥13,302
￥28,394 total
includes taxes & fees
Aug 17 - Aug 18
High ceiling house close to downtown
La Casita: A Cozy Retreat Near Wake Forest University"
Exterior detail

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (49)
"Great location WFU, Reynolda Rd. House very clean with well equipped kitchen. King size beds. Outdoor patio table and chairs "
The price is ￥14,765
￥36,894 total
includes taxes & fees
Sep 8 - Sep 9
La Casita: A Cozy Retreat Near Wake Forest University"
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Outdoor dining

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 ￥16,566
￥35,027 total
includes taxes & fees
Aug 17 - Aug 18
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
3 mins from Downtown - PS5, King Bed & EV Charger
Exterior

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 ￥13,568
￥28,694 total
includes taxes & fees
Aug 18 - Aug 19
3 mins from Downtown - PS5, King Bed & EV Charger
King Beds Hot Tub Arcade Grill & Firepit
Exterior

King Beds Hot Tub Arcade Grill & Firepit

4.0 star property
King Beds Hot Tub Arcade Grill & Firepit
Arcade Kid Friendly Firepit Grill HotTub
Fridge, microwave, oven, stovetop

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
Outdoor dining

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 ￥6,626
￥14,977 total
includes taxes & fees
Aug 22 - Aug 23
1930’s Guest Cottage and Vintage Shop with 1/2 Bath and Full Bed
Charming Cape-Cod Retreat in South Winston Salem
Outdoor dining

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
Country's Club Southern Comfort Retreat
Outdoor dining

Country's Club Southern Comfort Retreat

10.0 out of 10, Exceptional, (1)
"Had no issues, other than locking myself out of the rental. Totally my fault and owner was quick to come over and let me in. Clean, quiet, close to lots. Great star. Thanks!"
Country's Club Southern Comfort Retreat
InTown Suites Extended Stay Greensboro NC - Airport
1 bedroom, free WiFi, bed sheets

InTown Suites Extended Stay Greensboro NC - Airport

2.0 star property
6.2 out of 10, (662)
"Friendly staff/mildew odor in room"
InTown Suites Extended Stay Greensboro NC - Airport
Private pier, dock, fire pit and access to boat access on High Rock lake
Property grounds

Private pier, dock, fire pit and access to boat access on High Rock lake

9.8 out of 10, Exceptional, (58)
"We enjoyed the stay . A great location and house to relax and enjoy the lake. The owner and the host was very friendly and very courteous. Hope to stay there again sometime."
Private pier, dock, fire pit and access to boat access on High Rock lake
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Exterior

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

8.6 out of 10, Excellent, (15)
"We had a great stay for a quick trip to see family! "
The price is ￥12,590
￥30,865 total
includes taxes & fees
Aug 26 - Aug 27
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
The Lakeview House - access to pier/dock, fire pit and lake access
Interior

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

9.8 out of 10, Exceptional, (110)
"nice place to vacation and relax"
The Lakeview House - access to pier/dock, fire pit and lake access
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
Fridge, microwave, oven, stovetop

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

2.0 star property
9.6 out of 10, Exceptional, (12)
"Enjoyed our stay "
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Terrace/patio

⭐️ 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. "
⭐️ 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.
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Top Winston-Salem Hotel Reviews

The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

10/10 Excellent
"The Brookstown Inn is our favorite place to stay when visiting Winston Salem. We have stayed multiple times and it’s always great! The front desk staff are friendly and helpful and make you feel welcome. The historical feel of the property is nice and the rooms are spacious and comfortable. The hotel has a great breakfast, wine and cheese hour and milk and cookies at night. We always enjoy our stay here!"
Ashley 1-night trip
Posted 1 day ago
The Historic Brookstown Inn, Trademark Collection by Wyndham

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. 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 vacation rentals will I find in Winston-Salem?

Choose from 193 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.