
House holiday rentals in Winston-Salem
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Top-rated house rentals in Winston-Salem
Guests agree: these houses are highly rated for location, cleanliness and more.

The Zen Ranch - Spacious Layout with Modern Decor
1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

West End Gem - Large 1 Bed/1 Bath Near Everything!
Newly renovated 1 bed, 1 bath unit in the historic West End neighborhood of Winston Salem. Conveniently located near 2 hospitals, Hanes Park, the YMCA, the ballpark, and downtown; this place has it all! In addition to historic character and a wraparound porch, you will fall in love with the spacious shower with rainfall and standard shower heads, and sleep well in the large bedroom featuring a pillow top, king size bed and black-out curtains over the bedroom windows. Washer and dryer is included

Serene Salem ~ FirePit, Ping-Pong. Mall. WFU. WSSU
Serene Salem is a destination where great memories are made. Nestled in the heart of Winston-Salem NC, this idyllic retreat provides a delightful escape for families, friends or couples in search of comfort, style and relaxation. Close to local attractions, arts, shopping, dining, and outdoor adventures, including Childress Winery, Wake Forest University, hospitals, and Hanes Mall. Escape to the tranquility of Serene Salem – an unforgettable getaway with outdoor games and a fire pit. Book today

Emerald Retreat - Central & Stylish - 2 BR/2 BA
Centrally located, yet away from the hustle and bustle is this contemporary styled condo ideal for families, couples and professionals with downtown, supermarkets, medical centers and great food all just mins away. Nestled within a leafy community, the condo features chic design, spacious living, a fully equipped kitchen, 2 beautiful bedrooms, 2 modern bathrooms and a private patio. You’ll be mins from Hanes Mall, Forsyth Tech, Novant and Wake Forest Medical Center, shops and many restaurants.

Wake Forest University Home
Your home away from home! This 3 bed/2 bath home is located between Wake Forest University and WS Downtown. Minutes away from Truist Field and LJVM Coliseum. Walking distance to Wake. 6-10$ UBER ride distance from downtown restaurants and pubs. Stay close to everywhere, offers free WiFi, washer/dryer upon a 3 day stay, and great community/work bar to share w/family and friends. Work visit? College tour? Visiting your kid at Wake or family in Winston? We would love to host you! Come on by!

The Walnut Cottage. Charming! Near Everything!
Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

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

Cozy King Blue H2O Staycation , Pool & Hot Tub
Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

House in Washington Park, historic Winston-Salem
I love my neighborhood! Brand New Location for me! Relax with the family at this peaceful place to stay! If you are just passing through or traveling for work, this is the perfect place for you! Located in Washington Park (which is just 2 miles from Downtown), you will have easy access to all Winston has to offer! I also own Hoots Beer Company, and I will be happy to give you a beer tasting! If you see a concert you want to attend at my place, a free ticket is on me! Side note: NO PARTIES!

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp
The "Dragonfly" is a spacious, peaceful 1BR garden terrace apartment (800 sq ft) in one of Winston-Salem’s most desirable neighborhoods. Just 1 mile from Baptist Hospital, 4 miles from Wake Forest University, and 10 minutes from downtown, this light-filled retreat is perfect for medical travelers, university visitors, couples, or small families. Features a king bed, washer/dryer, workspace with fast Wi-Fi, kitchenette, and private patio with garden views. Hi-chair & Packngo for families

Beautiful 2 BR home with Office and Game Room
This beautifully decorated 2 bedroom home, part of a duplex, comes with high-speed Internet and Wi-Fi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. The kitchen has all the tools needed to prepare your favorite meals. The TV in the living room includes Disney+. Everything except the game room is on the main level. The back deck is ready for hosting a barbecue, with a view of the backyard and adjoining green space.

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!
Popular amenities for house rentals in Winston-Salem
House rentals with a pool

Hidden gem! Movie and spa oasis!

Belews Lake Paradise

Theater, heated pool/hot tub near HPU/Market

Amazing Retreat Outdoors+Indoors

Cozy Townhouse close to WFU!

Modern, Relaxing, Peaceful home near Mkt and HPU

The Fun House! King Beds Hot Tub 75in OLED Firepit

Historic Street House/Hot Tub
Weekly house rentals

4 bedroom 4.5 bath ~ West Salem Neighborhood

Premium Retreat close to WFU w/ Lvl 2 EV Charger

Comfortable convenient quaint

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

2 Bedroom in West Highlands

New in the Heart of Ardmore

A Noble Mission | 3 Qns | Near Dwntwn & Hospitals

Serene ranch conveniently located in Ardmore area.
Private house rentals

New Build: Downtown WS - Minutes to Universities

The Dreamin Deacon @ Sherwood

Good View Bungalow

Hoover's Hidden Hide Out

Polo Comfort-Wake Forest/Graylyn (3BR, Sunroom)

Cozy home a mile from Baptist Hospital

The Demon Deacon Den - BuenaVista

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 | $140 SGD | $139 SGD | $139 SGD | $153 SGD | $157 SGD | $148 SGD | $149 SGD | $146 SGD | $152 SGD | $175 SGD | $161 SGD | $155 SGD |
| 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 |
Quick stats about house rentals in Winston-Salem

Total holiday rentals
Explore 590 holiday rentals in Winston-Salem

Nightly prices starting at
Winston-Salem holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 24,630 verified reviews to help you choose

Family-friendly holiday rentals
430 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wifi availability
590 of Winston-Salem holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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
- Pilot Mountain State Park
- Wet'n Wild Emerald Pointe Water Park
- Zootastic Park
- Stone Mountain State Park
- Greensboro Science Center
- Lake Norman State Park
- Wake Forest University
- Greensboro Coliseum Complex
- International Civil Rights Center & Museum
- Childress Vineyards
- Lazy 5 Ranch
- Elon University
- Andy Griffith Museum
- Martinsville Speedway
- Fairy Stone State Park
- Guilford Courthouse National Military Park
- Reynolda Village Shops & Restaurants
- University Of North Carolina At Greensboro
- Cherry Treesort
- Shelton Vineyards
- North Carolina Transportation Museum
- Bailey Park




