
Vacation rentals in Winston-Salem
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Top-rated vacation rentals in Winston-Salem
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Vacation rentals for every style
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Popular amenities for Winston-Salem vacation rentals
Vacation rentals with jacuzzis in Winston-Salem

Peaceful high rock lake front cottage !
Great little cottage on the lake. Make sure you're on the deck for the sunset!

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

Cozy King Blue H2O Staycation , Pool & Hot Tub
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

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

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

Everything You Need
The house was just like the photos. The neighborhood is beautiful and safe. Zakiyyah was very responsive and helpful.

Cozy renovated 3 bedroom cabin with hot tub
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!

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

Peacefulness of Country Club Rd
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.

RusticParaiso: Unique Stay for Intimate Gatherings
Betty was super accommodating and the place was perfect for our large group to remain together under one roof. Would stay again for sure.

Belews Lake Paradise
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.

Hidden Gem mins from winston/cooperate & long term
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.

Tiny House
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!

The Arlington Oasis | Sport Court + HotTub + Golf
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.

Lizard Lookout
Bobbi’s house was a great spot for our family who was attending a wedding in pilot mountain. Very inviting and comfortable!

SuperHost ~ Spacious Home with 5 King size beds!
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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- North Carolina Zoo
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Greensboro Science Center
- Pilot Mountain State Park
- Sedgefield Country Club
- Stone Mountain State Park
- High Meadows Golf & Country Club
- Old Beau Resort & Golf Club
- Starmount Forest Country Club
- Old Town Club
- Mooresville Golf Course
- Roaring Gap Club
- Divine Llama Vineyards
- Dan Nicholas Park
- Olde Homeplace Golf Club
- Lazy 5 Ranch
- International Civil Rights Center & Museum
- Lake Norman State Park
- Gillespie Golf Course
- Meadowlands Golf Club
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