
Vacation rentals in Winston-Salem
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winston-Salem
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Foothills in Downtown WS! Renovated | King Bed
Your downtown getaway awaits at the SUMMIT @ West End! Walk to endless restaurants, bars, shops & entertainment throughout beautiful, downtown Winston! Relax in our fully renovated space, designed with comfort & creativity in mind. Enjoy on-site parking & laundry, deluxe coffee/tea station, premium KING mattress & linens, smart TVs in living room & bedroom, high-speed Wi-Fi & more! 3 min to Millennium Center 5 min to Wake Forest Baptist Health 7 min to LJVM 8 min to Novant Health 8 min to WFU

Log Cabin in the city
READ ENTIRE LISTING! NO PARTIES/ GATHERINGS. Only the guests on the reservation are allowed to be on my property. I WILL KICK YOU OUT AND CALL THE COPS. I DO NOT PLAY GAMES. The listing is the entire UPPER LEVEL of my log cabin, which is conveniently located less than a mile from Downtown Winston-Salem! The back yard is surrounded by woods and a privacy fence! Great place close to downtown. NO SMOKING of any kind allowed anywhere. Pots and pans are available. No salt and pepper or condiments

Private, Peaceful, Green Hideaway 6 Minutes to WFU
Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

K obscura
Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

Entire COZY Unit - 3 min walk to WFU.
Welcome to your cozy - little net. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

Elegant Pet Friendly Ranch close to everything!
Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

Luxury Downtown Loft
Enjoy a stylish experience at this centrally-located place. 3rd Floor urban loft in a secure, historic building in heart of downtown full of natural light, bright decor, and polished hardwood floors. Loft is just steps from Aperture theatre, 4th Street restaurants, the Stevens Center, and lots of shopping. Easy walk to everywhere downtown, and many ways to get to Wake quickly. Full of supplies and amenities - an oasis for business travel, vacation, or anything in between!

Old Salem Getaway - Visit DTWS via the Strollway
We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

Mel’s country cottage. Country life near the city.
Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Bright and refreshing apartment in Ardmore
Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

Charming quiet condo all to yourself
This is a cozy non pet condo for two. Perfect for extended stay hospital visits. Next door to Novant Health care and 1.5 miles from Baptist Hospital. Grocery and restaurants in walking distance. Will meet new guests in person. A few easy steps to the lower level then flat up to the door. Non-smoking. No pets. Contact host in message box for availability.

Joyful Loft! Private Stylish Apartment!
This unique place has a style all its own. This is a stylish studio apartment with a full bathroom and small kitchenette. The space is completely separate from the main house and is located above the garage with a separate entrance to the right of the garage. You will need to go up the stairs to the right of the garage to access the apartment.
Popular amenities for Winston-Salem vacation rentals
Other great vacation rentals in Winston-Salem

Charming Historic Tobacco Barn Serene w/Hot Tub

Urban oasis in downtown W-S; sparkling clean

Camilas House

"Deacon House" 3 bedrooms

Historic, Walkable Flat in Downtown WS!

Sleepy Bee Cottage, simple charms, near WFU

Rooster's Rest, a peaceful farm in the city

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp
When is the best time to visit Winston-Salem?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,130 GYD | G$20,921 GYD | G$20,921 GYD | G$23,222 GYD | G$23,432 GYD | G$22,386 GYD | G$21,967 GYD | G$21,758 GYD | G$22,176 GYD | G$24,059 GYD | G$22,386 GYD | G$21,549 GYD |
| Avg. temp | 4°C | 6°C | 10°C | 15°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
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 West Salem, and over 440 vacation rentals in Ardmore.
Are there vacation rentals with a dedicated workspace in Winston-Salem?
Yes! Work meets play with ease at over 620 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 cabin rentals in Winston-Salem?
Experience the best of Winston-Salem with our cabin rentals, starting at about $80 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 570 homes with wifi, over 30 homes with a gym, over 60 homes with a bbq area, over 130 homes with self check-in, 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 400 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 house rentals in Winston-Salem have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winston-Salem have self check-in?
Absolutely! We offer over 130 house 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.
Do bungalow rentals in Winston-Salem have wifi?
Absolutely! We offer over 10 bungalow rentals with wifi in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Winston-Salem

Total vacation rentals
Explore 1,000 vacation rentals in Winston-Salem

Nightly prices starting at
Winston-Salem vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 46,400 verified reviews to help you choose

Family-friendly vacation rentals
560 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 390 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
620 properties have a dedicated workspace

Wi-Fi availability
980 of Winston-Salem vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Winston-Salem rentals

4.8 Average rating
Winston-Salem stays are highly rated by guests—averaging 4.8 out of 5!
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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- High Meadows Golf & Country Club
- Sedgefield Country Club
- Meadowlands Golf Club
- Dan Nicholas Park
- Stone Mountain State Park
- Greensboro Science Center
- Old Town Club
- Lake Norman State Park
- Divine Llama Vineyards
- Starmount Forest Country Club
- Lazy 5 Ranch
- Mooresville Golf Course
- Olde Homeplace Golf Club
- Gillespie Golf Course
- International Civil Rights Center & Museum
- Raffaldini Vineyards & Winery
- Childress Vineyards
- Shelton Vineyards
- Autumn Creek Vineyards
- Guilford Courthouse National Military Park