
Holiday houses in Winston-Salem
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winston-Salem
Guests agree: these stays are highly rated for location, cleanliness and more.

New in the Heart of Ardmore
The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

Single Family Ardmore 3 min to Wake Forest Hosp.
2 BR Bungalow in Historic Ardmore District, 8 min walk to Wake Forest Hospital and conveniently located 5 min from Starbucks, Whole Foods and Publix. Small well behaved dogs are welcome with prior approval. It is also a short stroll to Ardmore coffee shop, ice cream, Carlisles pub, Arthur’s diner, famous PB’s hot dogs and burgers, groceries. We offer special monthly rates for anyone staying 30 days or longer for $2750 a month. Please message us if you are looking to rent for a month or longer

The Man Cave
The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV & DirecTV satellite cable, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for a couples get away, solo adventurers, and business travelers looking for a unique experience.

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.

Sanctuary – 1bedroom & 1bathroom
My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

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.

Rooster's Rest, a peaceful farm in the city
Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.

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!

Entire COZY Unit - 3 min walk to WFU.
Welcome to your cozy - little nest. 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: - 5 min walk to WFU Campus. - 5 min drive to Downtown. - 3 min drive to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

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.

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 TRAVEL NURSE or 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.
Popular amenities for Winston-Salem holiday rentals
Other great holiday rentals in Winston-Salem

Cozy 2-Bedroom near Hospitals

Ardmore Nest

West End Charm

Just Beachy in Ardmore

Casa Del Jefe! Located In the Heart of Downtown

Charming Ardmore w-s house; fam friendly; king bed

Ideal Downtown Getaway-walkable to everything!

Quiet, Spacious Suite with Private Entrance
When is the best time to visit Winston-Salem?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $143 AUD | $142 AUD | $142 AUD | $157 AUD | $159 AUD | $152 AUD | $150 AUD | $149 AUD | $154 AUD | $167 AUD | $159 AUD | $154 AUD |
| 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
What are the best places to stay in Winston-Salem?
Winston-Salem has popular stays near downtown, the Historic West End, and Ardmore neighborhoods, known for tree-lined streets and easy access to arts, dining, and local attractions. Many guests look for accommodations with outdoor spaces or walkable surroundings to enjoy the city’s relaxed character.
What are the best things to do in Winston-Salem with kids?
Families often explore interactive museums, local parks, and playgrounds, enjoying hands-on experiences related to history or nature. The city's gardens, science centers, and seasonal festivals are frequently suggested for children.
What are some of the best things to do in Winston-Salem?
Explore Old Salem Museums & Gardens for historic interpretation, stroll the Reynolda Gardens, and discover galleries in the downtown arts district. Many visitors also enjoy tasting local cuisine and attending community events.
How is the weather in Winston-Salem?
Winston-Salem has mild winters around 30–49°F (-1–10°C) and warm, humid summers near 69–89°F (21–31°C), with rainfall fairly evenly spread throughout the year. Spring and autumn feature moderate temperatures and blooming landscapes.
When is the best time to visit Winston-Salem?
Spring and autumn are frequently suggested for their comfortable temperatures and local festivals. These seasons bring blooming gardens and outdoor events across Winston-Salem.
What are the best places to visit in Winston-Salem?
Popular sites include Old Salem Museums & Gardens, Reynolda House Museum of American Art, and the Southeastern Center for Contemporary Art. Neighborhood markets and local parks add to the city's welcoming atmosphere.
What are some hiking trails in Winston-Salem?
Stroll the nature paths at Reynolda Gardens, explore wooded trails in Salem Lake Park, or visit historic walking routes at Tanglewood Park just outside the city. Trails here feature forest views and opportunities for birdwatching.
What are some family activities we can do in Winston-Salem?
Families can visit interactive museums, participate in outdoor activities at neighborhood parks, and join hands-on workshops that highlight local crafts or traditions. Community festivals often feature music, food, and kid-friendly events.
What are some of the best day trip ideas from Winston-Salem?
Plan a day exploring the wine country around Yadkin Valley, tour nearby nature preserves, or discover mountain trails just outside the city. Small towns surrounding Winston-Salem have historic districts and vibrant local markets.
Are there any pet friendly accommodations available in Winston-Salem?
Many hosts in Winston-Salem welcome pets, especially around neighborhoods like Ardmore, West End, and downtown. Several parks and green spaces nearby make outings with your dog easy and enjoyable.
What are some local tips for visiting Winston-Salem?
Enjoy walking tours in historic districts, arrive early at local markets for fresh goods, and try seasonal flavors at neighborhood bakeries. Locals also suggest checking event calendars for pop-up concerts and art shows.
What is Winston-Salem known for?
Winston-Salem is recognized for its art scene, historic districts, and tobacco industry heritage. The city has strong ties to universities and offers interpretation of regional history, including periods of enslavement at some historic sites.
What are the best hidden gems to explore in Winston-Salem?
Winston-Salem has vibrant murals in the downtown arts district, tucked-away coffee shops around West End, and small galleries featuring local artists. Guests often enjoy discovering public gardens and quiet walking trails in residential neighborhoods.
What are the best foods to try in Winston-Salem?
Sample locally made Moravian cookies, Carolina-style barbecue, and scratch-made biscuits. Farm-to-table restaurants highlight seasonal ingredients, and artisanal bakeries create treats inspired by the city’s heritage.
What should I bring for a trip to Winston-Salem?
Pack comfortable walking shoes, an umbrella or light rain jacket, and layers for changing temperatures. In warmer months, sunscreen and reusable water bottles are helpful for exploring outdoor sites.
What is the nightlife in Winston-Salem like?
Nightlife in Winston-Salem includes downtown brewpubs, intimate venues for live music, and lively patios around the arts district. Many visitors enjoy creative cocktails and community gatherings into the evening.
What are the most popular events or festivals in Winston-Salem?
The National Black Theatre Festival draws theatergoers in late summer, and RiverRun International Film Festival lights up the film scene in spring. Community street fairs, art walks, and music events are frequently suggested, especially during warmer months.
Are there family friendly vacation rentals in Winston-Salem?
Winston-Salem has family-friendly vacation rentals, especially in the Ardmore, West End, and Buena Vista neighborhoods. Many stays feature spacious layouts or outdoor areas, creating comfortable spaces for families to relax after a day exploring.
Quick stats about holiday rentals in Winston-Salem

Total holiday rentals
Explore 1,030 holiday rentals in Winston-Salem

Nightly prices starting at
Winston-Salem holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 47,520 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 410 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
640 properties have a dedicated workspace

Wi-Fi availability
1,010 of Winston-Salem holiday 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!
Destinations to explore
- Augusta Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- Family-friendly rentals Winston-Salem
- Rentals with outdoor seating Winston-Salem
- Townhouse rentals Winston-Salem
- Rentals with pools Winston-Salem
- Rentals with a hot tub Winston-Salem
- Fitness-friendly rentals Winston-Salem
- Hotel rooms Winston-Salem
- Mansion rentals Winston-Salem
- Rentals with a washing machine and dryer Winston-Salem
- Apartment rentals Winston-Salem
- Condo rentals Winston-Salem
- Rentals with a fire pit Winston-Salem
- Pet-friendly rentals Winston-Salem
- Rentals with a patio Winston-Salem
- Rentals with a fireplace Winston-Salem
- Guesthouse rentals Winston-Salem
- House rentals Winston-Salem
- Private suite rentals Winston-Salem
- Cabin rentals Winston-Salem
- Rentals with breakfast Winston-Salem
- Rentals with an EV charger Winston-Salem
- North Carolina Zoo
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Pilot Mountain State Park
- Stone Mountain State Park
- Greensboro Science Center
- Lake Norman State Park
- Wake Forest University
- Lazy 5 Ranch
- Elon University
- International Civil Rights Center & Museum
- Childress Vineyards
- Greensboro Coliseum Complex
- Martinsville Speedway
- Reynolda Village Shops & Restaurants
- University Of North Carolina At Greensboro
- Fairy Stone State Park
- Tanger Family Bicentennial Garden
- Guilford Courthouse National Military Park
- Bailey Park
- Cherry Treesort
- Shelton Vineyards
- Andy Griffith Museum
- North Carolina Transportation Museum




