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Winston-Salem vacation rentals

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winston-Salem vacation rentals

Self check-in
Monthly stays
Gym
BBQ grill
Laptop-friendly workspace

Stay near Winston-Salem's top sights

Wake Forest University48 locals recommend
Old Salem Visitor Center149 locals recommend
Reynolda House Museum of American Art99 locals recommend
Benton Convention Center8 locals recommend
Village Tavern84 locals recommend
Whole Foods Market64 locals recommend

Other great vacation rentals in Winston-Salem

Guest favorite

Home in Belews Creek

4.86 out of 5 average rating, 51 reviews

Belews Lake Paradise

Guest favorite

Home in Lewisville

5 out of 5 average rating, 47 reviews

Hidden Gem mins from winston/cooperate & long term

Guest favorite

Home in Greensboro

4.8 out of 5 average rating, 25 reviews

Great location home 3Br/2 Bath

Guest favorite

Tiny home in Jamestown

4.95 out of 5 average rating, 272 reviews

Tiny House

Guest favorite

Home in Greensboro

4.98 out of 5 average rating, 128 reviews

Relax at Beck & Call Sauna, Hot tub, mini-Gym

Guest favorite

Cabin in Pinnacle

4.96 out of 5 average rating, 142 reviews

Lizard Lookout

Guest favorite

Home in Colfax

4.93 out of 5 average rating, 40 reviews

SuperHost ~ Spacious Home with 5 King size beds!

Guest favorite

Home in Greensboro

4.91 out of 5 average rating, 35 reviews

Great house with huge yard in good location!

Show all

Quick stats about vacation rentals in Winston-Salem

  • Total rentals

    960 properties

  • Total number of reviews

    41K reviews

  • Family-friendly rentals

    520 properties are a good fit for families

  • Pet-friendly rentals

    380 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    610 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Winston-Salem?

    Make yourself at home in Winston-Salem by choosing from our most frequently booked neighborhoods. We have over 440 vacation rentals in Ardmore, over 250 vacation rentals in Buena Vista, over 30 vacation rentals in Salem Gardens, and over 440 vacation rentals in West Salem.

  • Are there vacation rentals with a dedicated workspace in Winston-Salem?

    Yes! Work meets play with ease at over 610 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Four-legged friends are welcome in Winston-Salem. Choose from more than 380 vacation rentals for guests traveling with pets.

  • Are there Winston-Salem vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Winston-Salem, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Winston-Salem?

    Experience the best of Winston-Salem with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Winston-Salem?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Winston-Salem have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Winston-Salem have self check-in?

    Absolutely! We offer over 10 condo rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winston-Salem have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Winston-Salem?

    Winston-Salem has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore