Winston-Salem vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Winston-Salem

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Winston-Salem vacation rentals

Most recommended vacation rentals in Winston-Salem

Show all
Sapphire Shire - Winston-Salem - Bedroom
Parking
Free Wi-Fi
Ardmore Home - Winston-Salem
Ardmore Home
Winston-Salem, NC
Pet friendly

Vacation rentals near M.C. Benton Jr. Convention Center

Show all
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
September
$176
$166
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 136% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Winston-Salem vacation rental deals

  • Hot tub, pet friendly, and pool are the most popular vacation rental property amenities in Winston-Salem
  • Vacation rentals in Winston-Salem are around 63% more expensive than hotels on average. Search here to compare prices for all accommodation types in Winston-Salem.
  • The best vacation rental properties in Winston-Salem are La Casita: A Cozy Retreat Near Wake Forest University\' (9.6, 37 reviews), Entire condo in downtown winston (8.8, 27) and Entire condo in downtown winston (8.8, 27), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Winston-Salem with the most affordable vacation rental properties (21 properties with an average price of $216 per night). Entire condo in downtown winston, Winston-Salem Vacation Rental - Walk Downtown!, and Captains Quarters - Historical Home Downtown Rental are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Winston-Salem, you should consider visiting during the low season. The cheapest vacation homes in Winston-Salem can be found in May and December.
  • The cheapest night for renting a vacation home in Winston-Salem is Saturday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winston-Salem for 10 days.

FAQs when booking a vacation home in Winston-Salem

  • How much is a vacation rental for a week in Winston-Salem?

    The average price for a weekly Winston-Salem vacation rental found by KAYAK users in the last 2 weeks is $402.

  • How much is a vacation rental for a month in Winston-Salem?

    The average price for a monthly Winston-Salem vacation rental found by KAYAK users in the last 2 weeks is $1,725.

  • What types of vacation rentals are available in Winston-Salem?

    There are loads of different property types that you can make your vacation home in Winston-Salem. You’ll find apartments, bungalows, caravan parks, condos, cottages, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Winston-Salem?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Cozy Guest Suite In Winston Salem.

  • Are there any pet-friendly vacation rentals in Winston-Salem?

    There are a number of dog and pet-friendly Winston-Salem vacation rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a vacation rental in Winston-Salem for tonight?

    In the last 72 hours, users have found Winston-Salem vacation rentals for tonight for as low as $227. Search here for similar prices

  • How much is a vacation rental in Winston-Salem for this weekend?

    In the last 72 hours, users have found Winston-Salem vacation rentals for this weekend for as low as $158 per night. Search here for similar prices

  • How can I find vacation rentals near me in Winston-Salem?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Winston-Salem?

Our map will help you find the perfect place to stay in Winston-Salem by showing you the exact location of each vacation rental.

Winston-Salem vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Winston-Salem. Find cheap vacation homes to rent in Winston-Salem. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Winston-Salem that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.