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Winston-Salem vacation rentals

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Best Winston-Salem vacation rentals

Most recommended vacation rentals in Winston-Salem

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Charming Winston-Salem Studio on Miller Park! - Winston-Salem - Building
Charming Winston-Salem Studio on Miller Park!
9.2 Wonderful
C$ 307+
C$ 307+
Free Wi-Fi
Pet friendly
Entire condo in downtown winston - Winston-Salem - Patio
Entire condo in downtown winston
9.3 Wonderful
DowntownC$ 280+
C$ 280+
Parking
Free Wi-Fi
Winston-Salem Vacation Rental - Walk Downtown! - Winston-Salem - Kitchen
Winston-Salem Vacation Rental - Walk Downtown! - Winston-Salem - Kitchen
Winston-Salem Vacation Rental - Walk Downtown!
DowntownC$ 342+
C$ 342+
Free Wi-Fi
Cozy Guest Suite In Winston Salem - Winston-Salem - Living room
Cozy Guest Suite In Winston Salem - Winston-Salem - Living room
Cozy Guest Suite In Winston Salem
C$ 116+
C$ 116+
Free Wi-Fi
2 minutes from Old Salem Meseums - Winston-Salem - Dining room
2 minutes from Old Salem Meseums - Winston-Salem - Dining room
2 minutes from Old Salem Meseums
C$ 316+
C$ 316+
Free Wi-Fi
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital - Winston-Salem - Living room
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital - Winston-Salem - Living room
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
9.1 Wonderful
C$ 258+
C$ 258+
Free Wi-Fi
Cozy Winston-Salem Home Less Than 2 Mi to Downtown! - Winston-Salem - Living room
Cozy Winston-Salem Home Less Than 2 Mi to Downtown! - Winston-Salem - Living room
Cozy Winston-Salem Home Less Than 2 Mi to Downtown!
C$ 1,109+
C$ 1,109+
Free Wi-Fi
Captains Quarters - Historical Home Downtown Rental - Winston-Salem - Patio
Captains Quarters - Historical Home Downtown Rental - Winston-Salem - Patio
Captains Quarters - Historical Home Downtown Rental
DowntownC$ 188+
C$ 188+
Private & sweet patio level apartment in downtown Winston-Salem - Winston-Salem - Living room
Private & sweet patio level apartment in downtown Winston-Salem - Winston-Salem - Living room
Private & sweet patio level apartment in downtown Winston-Salem
DowntownC$ 311+
C$ 311+
Mid-Century Modern Cottage in Ardmore Area! - Winston-Salem - Living room
Mid-Century Modern Cottage in Ardmore Area! - Winston-Salem - Living room
Mid-Century Modern Cottage in Ardmore Area!
9.5 Wonderful
C$ 220+
C$ 220+
Free Wi-Fi
1-Bedroom Qn - Hs Internet - .5 Mile 2 Salis Creek - Winston-Salem - Living room
1-Bedroom Qn - Hs Internet - .5 Mile 2 Salis Creek - Winston-Salem - Living room
1-Bedroom Qn - Hs Internet - .5 Mile 2 Salis Creek
C$ 377+
C$ 377+
Backyard camping tent - Winston-Salem - Patio
Backyard camping tent - Winston-Salem - Patio
Backyard camping tent
C$ 136+
C$ 136+
Ardmore Home - Winston-Salem
Ardmore Home - Winston-Salem
Ardmore Home
C$ 230+
C$ 230+
Pet friendly
Luxury 3BR Townhome in the Heart of Winston Salem NC - Sleep 6 - Winston-Salem
Luxury 3BR Townhome in the Heart of Winston Salem NC - Sleep 6 - Winston-Salem
Luxury 3BR Townhome in the Heart of Winston Salem NC - Sleep 6
8.4 Very good
C$ 376+
C$ 376+
Parking
Free Wi-Fi
Pet friendly
Entire townhome available near nice park library and shopping - Winston-Salem
Entire townhome available near nice park library and shopping - Winston-Salem
Entire townhome available near nice park library and shopping
9.1 Wonderful
C$ 103+
C$ 103+
Parking
Free Wi-Fi
Kasa | Inviting Studio + Steps to Dining | Winston-Salem - Winston-Salem
Kasa | Inviting Studio + Steps to Dining | Winston-Salem - Winston-Salem
Kasa | Inviting Studio + Steps to Dining | Winston-Salem
DowntownC$ 119+
C$ 119+
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C$ 89 - C$ 383C$ 383 - C$ 676C$ 676 - C$ 970C$ 970 - C$ 1,263C$ 1,263+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

When to book a vacation rental in Winston-Salem

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Winston-Salem vacation rental deals

  • Pet friendly and pool are the most popular vacation rental property amenities in Winston-Salem
  • Vacation rentals in Winston-Salem are around 54% 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 howdy doody (10.0, 21 reviews), Winston-Salem's Man Cave (9.9, 43), and Deacon Stays: The Brookwood - Walk To Wfu (9.9, 23), based on ratings and reviews from real travelers.
  • Book your Winston-Salem vacation rental more than 90 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winston-Salem for 5 days.
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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 C$ 3,498.

  • 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 C$ 14,990.

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

    in Winston-Salem you’ll find that most vacation rentals are houses.

  • 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 22% 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 C$ 222. 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 C$ 237 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.

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

    KAYAK users have found vacation rentals in Winston-Salem for as cheap as C$ 222 in the last 3 days. The average price is C$ 500.

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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.

Everything you need to know for your stay in Winston-Salem

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.

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