
Holiday rentals in Winston-Salem
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Top-rated holiday rentals in Winston-Salem
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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.

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.

West Salem Art Hotel, "Art"partment #1
Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

Wake Forest Fave, 3BR sleeps 6 (K,Q, 2Tw) 1.5 BA
Welcome to your home away from home! Wake Forest's back gate is only 1/2 mile walk down the sidewalk. Stay with us and you will be 2 miles (five minute drive) from Lawrence Joel Coliseum and BB&T Football field, and 5 miles (eight minute drive) to the heart of downtown Winston. If you're looking for a centrally located, spacious home in Winston-Salem, we are just the place for you!

Urban oasis in downtown W-S; sparkling clean
Top unit of a three-family house, this 1000 sq ft. 2 bedroom, 1 bath apartment is in the heart of downtown Winston-Salem. Please review our house rules before you book. It is an ideal location two blocks away from all of the action of Fourth and Trade Streets, tucked into a funky, tree-lined neighborhood that is quiet and private.

Good View In-laws suite
Newly refreshed second-story In-Laws suite above a detached garage. The suite includes hardwood floors, full kitchen, king bed, and a separate living room area. Located on a gated 1/2 acre property on the edge of Winston's highly desirable Buena Vista neighborhood. Guests can use courtyard area for eating, working or talking.
Popular amenities for Winston-Salem holiday rentals
Other great holiday rentals in Winston-Salem

Premium Retreat close to WFU w/ Lvl 2 EV Charger

Comfortable convenient quaint

Stylish 3BR/4BD Home w/ Huge Yard, Games & Grill

3 Bedroom Home Located in Ardmore

Vintage Grocery-now Artsy downtown Apt near UNCSA

Cozy Konnoak Studio

Awesome Cottage

Deacon Stays: The Oak Crest 4BRs
When is the best time to visit Winston-Salem?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £75 | £75 | £75 | £83 | £84 | £80 | £79 | £78 | £81 | £88 | £84 | £81 |
| 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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
1,010 of Winston-Salem holiday rentals include wifi 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
- 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
- Greensboro Coliseum Complex
- Elon University
- Childress Vineyards
- International Civil Rights Center & Museum
- Martinsville Speedway
- University Of North Carolina At Greensboro
- Reynolda Village Shops & Restaurants
- Bailey Park
- Guilford Courthouse National Military Park
- Andy Griffith Museum
- Cherry Treesort
- Fairy Stone State Park
- Tanger Family Bicentennial Garden
- North Carolina Transportation Museum
- High Point City Lake Park




