Winston-Salem Vacation Rentals

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Vacation Rentals in Winston-Salem

Our top choices for Winston-Salem vacation rentals

The Hot Tub Hideaway

9.6 out of 10, Exceptional, (20)
"Stay is awesome!"
The price is CA $219
CA $367 total
includes taxes & fees
Sep 2 - Sep 3
The Hot Tub Hideaway

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

10.0 out of 10, Exceptional, (46)
"Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year."
The price is CA $208
CA $370 total
includes taxes & fees
Sep 2 - Sep 3
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

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

9.4 out of 10, Exceptional, (3)
"It was perfect for our needs! Ty so much for a great place to stay!"
The price is CA $197
CA $353 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

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 CA $172
CA $381 total
includes taxes & fees
Sep 23 - Sep 24
Quiet, newly renovated. Near everything!

The Ardmore Executive Suite

3.5 star property
6.0 out of 10, (3)
"Very clean and nice setup "
The price is CA $199
CA $329 total
includes taxes & fees
Aug 31 - Sep 1
The Ardmore Executive Suite

High ceiling house close to downtown

7.8 out of 10, Good, (9)
"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 CA $124
CA $264 total
includes taxes & fees
Sep 2 - Sep 3
High ceiling house close to downtown

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (7)
"We enjoyed our stay and loved the house. Great location for our needs."
The price is CA $190
CA $365 total
includes taxes & fees
Sep 15 - Sep 16
Cozy 2-bedroom bungalow in lovely Winston-Salem

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

9.8 out of 10, Exceptional, (25)
"The property description and photos are accurate. The property was clean and well cared for. The property is in a nice quiet neighborhood with restaurants and shopping close by. No issues whatsoever. Highly recommended. "
The price is CA $215
CA $589 total
includes taxes & fees
Sep 7 - Sep 8
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is CA $260
CA $956 total
includes taxes & fees
Aug 30 - Aug 31
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (49)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
The price is CA $137
CA $345 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.

9.6 out of 10, Exceptional, (15)
"Wonderful stay! "
The price is CA $124
CA $292 total
includes taxes & fees
Aug 30 - Aug 31
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

King Beds Hot Tub Arcade Grill & Firepit

4.0 star property
The price is CA $254
CA $348 total
includes taxes & fees
Sep 1 - Sep 2
King Beds Hot Tub Arcade Grill & Firepit

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

2.0 star property
8.4 out of 10, Very good, (8)
"Cute in-law apt. Close walk to UNCSA! Perfect for our stay. Manuel was an excellent host. Super responsive with any inquiries. "
The price is CA $126
CA $267 total
includes taxes & fees
Aug 30 - Aug 31
3 mins from Downtown - PS5, King Bed & EV Charger

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

Arcade Kid Friendly Firepit Grill HotTub

3.5 star property
The price is CA $406
CA $803 total
includes taxes & fees
Sep 1 - Sep 2
Arcade Kid Friendly Firepit Grill HotTub

InTown Suites Extended Stay Greensboro NC - Airport

2.0 star property
6.2 out of 10, (664)
"Front desk was handled very beautifully."
InTown Suites Extended Stay Greensboro NC - Airport

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

10.0 out of 10, Exceptional, (186)
"Great location and house. Well stocked and very easy! "
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (117)
"Great location, perfect little cabin for visiting Hanging Rock State Park."
The price is CA $114
CA $151 total
includes taxes & fees
Sep 1 - Sep 2
The Cook's Wall Cabin

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

2.0 star property
9.6 out of 10, Exceptional, (13)
"Enjoyed our stay "
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

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

9.8 out of 10, Exceptional, (57)
"The property was cozy, clean, and a great location for what we needed. "
The price is CA $164
CA $338 total
includes taxes & fees
Sep 3 - Sep 4
⭐️ 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

Find out more about Winston-Salem

Find out more about Winston-Salem

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, cottages, cabins, villas... 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  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winston-Salem vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winston-Salem vacation rentals we have selected for you start as low as CA $114 per night. Entering your travel dates in the search wizard you might find even better deals!

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. 

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?

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!: This Winston-Salem vacation home rental is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub. 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 192 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.