Vacation rentals in Winston-Salem

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Popular amenities for Winston-Salem vacation rentals

Stay near Winston-Salem's top sights

Reynolda House Museum of American Art42 locals recommend
Benton Convention Center7 locals recommend
Village Tavern6 locals recommend
Whole Foods Market10 locals recommend
Mozelle's Fresh Southern Bistro40 locals recommend
Foothills Brewpub22 locals recommend

Vacation rentals with jacuzzis in Winston-Salem

Guest favorite
A serene lakeside view is captured during sunset, showcasing vibrant hues of pink and orange in the sky. Silhouetted trees line the shore, while a private dock extends into the water, offering a tranquil spot for relaxation amidst nature.
Cottage in Lexington
4.9 out of 5 average rating, 200 reviews

Peaceful high rock lake front cottage !

TommyRating, 5 stars1 week ago
Great little cottage on the lake. Make sure you're on the deck for the sunset!
Superhost
A modern dining area features a sleek black dining table surrounded by six chairs. Stylish green accent chairs complement the decor. Bright green wall sconces and a round mirror enhance the ambiance, while framed artwork hangs elegantly on the walls. Natural light enters through a window draped in light curtains.
Home in High Point
4.88 out of 5 average rating, 132 reviews

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families

RichardRating, 5 stars2 weeks ago
Great location, house is nice and they have convenient amenities, very family friendly with a provided play pen and high-chair (that was awesome). Well stocked kitchen with basics for simple food prep. Bedroom layout and number of beds is great. Overall a good experience.
Superhost
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.89 out of 5 average rating, 280 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

SteveRating, 5 stars1 week ago
I can’t say enough about this place. Was very beautiful, like a little oasis. The outdoors was fantastic. And the inside was so clean and modern and the little bottle of champagne and the waters was so nice. Definitely will be back
Guest favorite
The charming farmhouse presents a welcoming facade with classic architectural details. A large porch is adorned with white railings, while a pathway leads through a grassy area. The home is surrounded by trees and features a light-colored exterior complemented by decorative trim.
Home in Mayodan
4.91 out of 5 average rating, 244 reviews

Home away from home.. 20 minutes-Greensboro/Triad

DarcyRating, 5 stars5 days ago
This is a return stay for us as we have enjoyed this beautiful property previously. This home is gorgeous and has a spacious layout. Host Kimberly is fantastic to work with. I highly recommend to others traveling to the Madison, NC area!
Top guest favorite
A workout room is shown, featuring a wooden sauna with glass doors and a treadmill positioned beside it. Fresh towels are stacked on a shelf nearby, and large windows allow natural light to fill the space, complemented by neutral-colored walls.
Home in Greensboro
4.98 out of 5 average rating, 137 reviews

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

MariaRating, 5 stars3 weeks ago
We had an amazing time! The house was absolutely gorgeous and if we had any questions the host were super responsive! The house made us feel at home and the host left treats that made the stay that much better! We’d definitely come and stay again when back in Greensboro!
Top guest favorite
A spacious living area features a large sectional sofa arranged around a wooden coffee table. Natural light flows through tall windows above, highlighting the wooden floor and neutral wall colors. Decorative wall art adds a subtle touch, while a lamp and a plant complete the inviting space.
Home in Greensboro
5 out of 5 average rating, 18 reviews

Everything You Need

MireilleRating, 5 stars1 month ago
The house was just like the photos. The neighborhood is beautiful and safe. Zakiyyah was very responsive and helpful.
Top guest favorite
An open living area features a stone fireplace as the focal point, surrounded by large windows that allow natural light to illuminate the wooden walls and ceiling. A cozy seating arrangement, including a dark sofa and coffee table, complements the cabin's rustic charm.
Cabin in Lewisville
4.99 out of 5 average rating, 128 reviews

Cozy renovated 3 bedroom cabin with hot tub

ElizabethRating, 5 stars2 months ago
Lovely cabin home, matching decor, fully stocked, comfy mattresses, and great amenities. Felt private but was close to extracurricular activities we had planned (spa, winery, steakhouse). Enjoyed the hot tub and wanted to have smores at the firepit (compliments of the host!) but the windy weather made a fire unsafe. Maybe next time!
Guest favorite
An outdoor courtyard is surrounded by greenery, featuring a mix of shaded areas and sunlight. Colorful umbrellas provide shade over lounge chairs, while a pathway leads through the space. A mix of textures from awnings and wooden structures offers a casual, inviting atmosphere for relaxation.
Farm stay in Ararat
4.9 out of 5 average rating, 171 reviews

Hippie Hill: farm cottage w/hot tub & fenced yard

ClaudineRating, 5 stars1 week ago
Second stay with Lori. Always peaceful and comfortable. Good host and my dog loves Bear, Luna, and the fenced in yard.💕

Other great vacation rentals in Winston-Salem

Guest favorite
A spacious deck is surrounded by greenery, featuring a sturdy wooden railing. A round dining table with several chairs is positioned under a large umbrella, while an outdoor grill is also present. The wooden flooring adds a natural touch to the setting.
Home in Winston-Salem
4.93 out of 5 average rating, 27 reviews

Peacefulness of Country Club Rd

JeffreyRating, 5 stars7 months ago
Roomy house with all the amenities that we needed. Host was responsive and gave clear instructions. TJ’s hand made ice cream up the street was yummy and we walked the muddy creek trail in the mornings.
Top guest favorite
A screened-in porch is adorned with lush potted plants and comfortable seating. Two chairs face each other beside a small table, offering a peaceful spot to relax. Natural light filters through the screens, enhancing the view of the greenery outside.
Home in Greensboro
5 out of 5 average rating, 67 reviews

RusticParaiso: Unique Stay for Intimate Gatherings

RobertRating, 5 stars3 weeks ago
Betty was super accommodating and the place was perfect for our large group to remain together under one roof. Would stay again for sure.
Top guest favorite
The exterior of a newly renovated two-story home is highlighted, featuring a wrap-around porch and a symmetrical layout. The porch is bordered by manicured shrubs and small trees. Stairs lead to the central entrance, while large windows add natural light to the façade.
Home in Belews Creek
4.87 out of 5 average rating, 53 reviews

Belews Lake Paradise

KristiRating, 5 stars1 month ago
Perfect location for a family reunion traveling from SC, NC and VA! The property has so much to offer we didn’t need to leave the house. Indoor and outdoor dining and cooking, pool, hot tub, ping pong, covered and uncovered decks, comfortable furniture and all the amenities you need add up to an amazing place. Thank you Eli for everything! We hope to make this an annual event.
Top guest favorite
An inviting living area is highlighted by a vibrant blue pool table, surrounded by ample seating arrangements. Large windows allow natural light to fill the space, while a tall ceiling adds an open feel. A flat-screen TV is mounted on the wall, enhancing entertainment options.
Home in Lewisville
5 out of 5 average rating, 47 reviews

Hidden Gem mins from winston/cooperate & long term

AdrienneRating, 5 stars10 months ago
The house was perfect! The amenities, the coffee bar, wireless charging phone stations, pool table, and laundry room was great! There were plenty of linens, dishes, kitchen utensils. It kept our family of 7 comfortable and entertained. We all felt right at home.
Top guest favorite
A charming white cottage is set against a backdrop of tall trees and an expansive snowy yard. The front porch features four black chairs and is adorned with wreaths. Steps lead up to a dark entrance door, welcoming guests into the cozy space.
Tiny home in Jamestown
4.96 out of 5 average rating, 316 reviews

Tiny House

TaniaRating, 5 stars2 days ago
Herminia’s place was excellent. First of all, it’s in a prime location. There is so much to do within a short drive. Very close to High Point University which is why we were down there as well. Her place is clean, quiet, and has everything you need. Such a good place!
Guest favorite
Home in Jamestown
4.91 out of 5 average rating, 22 reviews

The Arlington Oasis | Sport Court + HotTub + Golf

CorbinRating, 5 stars1 month ago
Amazing house on a dead end street with a beautiful view of the pond and woods. No neighbors except on one side but don’t even notice them. Very private and quiet with a lot of stuff to do. Myself and 6 co-workers were working out of town at the Toyota plant for the weekend so we decided to get a house. It was much cheaper than 7 hotel rooms and we never got bored after work. Only issue was the 2nd floor AC unit was struggling to keep up during the day but eventually cooled off by night time. Just needs some Freon I’m sure. Great communication with the management company about the issue though. Backyard is a dream: basketball, cornhole, fire pit and much more. Would definitely stay again, it’s a must rent for big groups of people.
Top guest favorite
A well-appointed bathroom features natural wood paneling, highlighting a vintage-style clawfoot bathtub and a glass shower. Octagonal windows provide natural light, while a dark stone countertop complements the warm tones. Decorative elements, like a plush bear, add a cozy touch.
Cabin in Pinnacle
4.96 out of 5 average rating, 148 reviews

Lizard Lookout

ZacharyRating, 5 stars1 week ago
Bobbi’s house was a great spot for our family who was attending a wedding in pilot mountain. Very inviting and comfortable!
Guest favorite
A dining area is highlighted by a long wooden table surrounded by upholstered chairs. Natural light fills the space from large windows. An art piece with earthy tones is mounted on the wall, and a staircase is visible in the background, leading to an upper level.
Home in Colfax
4.91 out of 5 average rating, 55 reviews

SuperHost ~ Spacious Home with 5 King size beds!

ElanaRating, 5 stars2 weeks ago
very thankful to Wes. The house was beautiful and felt right at home, clean and comfortable. We love to cook.The kitchen provided enough space, beautiful equipment made it easy. loved being able to sit outside and enjoyed everyone company. We most definitely rent feom.Wes again. Thank you

Quick stats about vacation rentals in Winston-Salem

  • Total rentals

    1K properties

  • Total number of reviews

    44K reviews

  • Family-friendly rentals

    550 properties are a good fit for families

  • Pet-friendly rentals

    390 properties allow pets

  • Rentals with a pool

    60 properties have a pool

  • Rentals with dedicated workspaces

    630 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 450 vacation rentals in Ardmore, over 30 vacation rentals in Salem Gardens, over 450 vacation rentals in West Salem, and over 240 vacation rentals in Buena Vista.

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

    Yes! Work meets play with ease at over 630 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Winston-Salem with our hotel rentals, starting at about $90 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 House Rentals in Winston-Salem?

    Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with self check-in, over 40 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Four-legged friends are welcome in Winston-Salem. Choose from more than 390 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 60 vacation homes with pools in Winston-Salem, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 40 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

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