A cityscape with various buildings, including a prominent skyscraper and several mid-rise structures.

Winston-Salem Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winston-Salem vacation rentals

4 bedrooms, hypo-allergenic bedding available, in-room safe

1. Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
The price is ￥20,426
￥62,883 total
includes taxes & fees
Aug 27 - Aug 28
Heated Pool King Bed Jacuzzi Bath Arcade
House | Terrace/patio

2. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is ￥32,164
￥76,117 total
includes taxes & fees
Sep 10 - Sep 11
Winston Sleeps 16 - 2 Kitchens Hot Tub
House | 5 bedrooms, hypo-allergenic bedding available, laptop workspace

3. Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
4.0 star property
Winston-Salem
The price is ￥25,532
￥68,650 total
includes taxes & fees
Aug 27 - Aug 28
Arcade Kid Friendly Firepit Grill HotTub
House | Private kitchen | Espresso maker, coffee/tea maker, fridge, microwave

4. King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Loved this little house and all the attention to detail! Would definitely return."
United States
Brittney N
The price is ￥61,897
￥93,823 total
includes taxes & fees
Sep 5 - Sep 6
King Beds Hot Tub Arcade Grill & Firepit
House (3 Bedrooms) | Interior

5. Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is ￥42,477
￥86,057 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Cottage: Nature-filled Winston-salem Retreat!
Studio | Bathroom | Shower, hair dryer, towels, soap

6. Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.5 star property
Kernersville
4.0 out of 10, (1 review)
"Very nice setup, but wasn't aware that it was a basement that was converted into a studio apartment! Bathroom is extremely small, but shower can fit two! Ceiling in the shower was unfinished, which exposed tubing and insulation!!! Terrible!! Toilet is so close to the wall that it is a struggle to use it!! Hot tub downstairs, which I assume is for basement renters, was completely disgusting!!! My wife and I were lucky to be able to use the one upstairs, only because no one hadn't shown up yet!!!...
United States
Charles
The price is ￥9,665
￥22,853 total
includes taxes & fees
Aug 30 - Aug 31
Exec Suite King Bed Hot Tub Gym Laundry
Studio, 1 Queen Bed | Breakfast meal

7. StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.2 out of 10, Wonderful, (45 reviews)
"We enjoyed out stay very much at the StudioRes."
United States
Laurie
The price is ￥13,523
￥15,247 total
includes taxes & fees
Aug 31 - Sep 1
StudioRes by Marriott Greensboro Airport
House | 4 bedrooms

8. Modern Retreat Hot Tub Bar Patio HPU

Modern Retreat Hot Tub Bar Patio HPU
2.0 star property
High Point
The price is ￥47,623
￥134,787 total
includes taxes & fees
Aug 27 - Aug 28
Modern Retreat Hot Tub Bar Patio HPU
Exterior

9. King beds Hot Tub Arcade Luxury Showers

King beds Hot Tub Arcade Luxury Showers
4.5 star property
Kernersville
The price is ￥157,465
￥217,735 total
includes taxes & fees
Sep 5 - Sep 6
King beds Hot Tub Arcade Luxury Showers
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

Hampton Inn Winston-Salem Hanes Mall

Hampton Inn Winston-Salem Hanes Mall

10/10 Excellent
"Enjoyed a few days stay while dropping our daughter at WF. The hotel was in good condition, clean and room was well appointed. Enjoyed the breakfast and staff was very sweet and attentive."
Lisa 3-night trip
Posted 7 hours ago
Hampton Inn Winston-Salem 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
  • Use the map to find apartments and other holiday homes in the Winston-Salem neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winston-Salem while they last

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 Salem College Elberson Fine Arts Center, 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: A Cozy Retreat Near Wake Forest University": This Winston-Salem vacation home rental offers a patio, 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 Quiet, newly renovated. Near everything!.

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

Choose from 205 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.