Compare Vacation Rentals & Airbnb in Winston-Salem, NC

1193 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Winston-Salem, NC vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

1193 Rentals and Airbnb in Winston-Salem, NC

Best family friendly Winston-Salem, NC vacation rentals

Among the 1193 accommodations in Winston-Salem, NC, here are the 4 best family friendly rentals

2br Cottage, Walk To Wake Forest - Winston-Salem, NC
10 9 reviews

2br Cottage, Walk To Wake Forest

apartment, Winston-Salem
The Mint Cottage is a pet-friendly self-catering property located in a peaceful Winston-Salem neighbourhood, a short walk (less than 1.6 km) from Wake Forest University and within a few minutes' drive of Winston-Salem city centre, the Innovation Quarter, and Industry Hill.
This two-bedroom house sleeps five, offering a fully equipped kitchen, a wood-burning stove in the sunroom, a private fenced garden, and parking for up to three cars; a washing machine and dryer are also provided.
Cozy Stay Near Dt With Deck And Yard - Winston-Salem, NC
9.4 5 reviews

Cozy Stay Near Dt With Deck And Yard

house, Winston-Salem
This Winston-Salem holiday home is situated approximately 6.4 km from the Benton Convention Center and within a 32 km radius of attractions including the LJVM Coliseum and BB&T Field.
The two-bathroom property sleeps seven guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and a private deck and yard.
The Ardmore Chalet  Fenced Yard  Pets Ok - Winston-Salem, NC
9.9 68 reviews

The Ardmore Chalet Fenced Yard Pets Ok

apartment, Winston-Salem
The Ardmore Chalet is situated in Winston-Salem's Ardmore neighbourhood, approximately 8km from Atrium Health Wake Forest Baptist Hospital, 16km from the city centre, and 24km from Wake Forest University.
This three-bedroom, two-bathroom holiday home sleeps five guests and offers a contemporary mountain aesthetic, a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and excellent Wi-Fi.
⭐️Entire Modern Farmhouse Finished Basement Suite - Winston-Salem, NC
9.7 75 reviews

⭐️Entire Modern Farmhouse Finished Basement Suite

apartment, Winston-Salem
This studio apartment is located in a peaceful rural area of Winston-Salem, just a short drive (around 5 km) from restaurants, parks, and shopping. It has received excellent ratings for its location, cleanliness, and overall user experience.
The self-contained studio has its own private entrance and is suitable for up to three guests. Enjoy a range of amenities including a private patio, a game room, a wine lounge, and a fully equipped kitchen with a mini fridge, microwave, and coffee maker.

Best Winston-Salem, NC vacation rentals with parking

Spacious 5-bedroom House With Wifi And Ac In Charming Winston-salem - Winston-Salem, NC
8.4 7 reviews

Spacious 5-bedroom House With Wifi And Ac In Charming Winston-salem

apartment, Winston-Salem
This recently constructed five-bedroom detached house is situated in Winston-Salem, offering convenient access to Theatre Alliance, Southeastern Center for Contemporary Art, and Old Salem, all within a 2-kilometer radius, and is a short distance from family attractions such as Adventure Landing Winston-Salem and Airbound Trampoline Park.
This property accommodates up to eight guests with its spacious open-plan living, dining, and kitchen areas, a gourmet kitchen with modern appliances, four well-appointed bedrooms including a master suite, and an outdoor patio, all featuring air conditioning and Wi-Fi.
Upscale City Cottage Getaway - Winston-Salem, NC
9.6 31 reviews

Upscale City Cottage Getaway

cottage, Winston-Salem
This modern cottage is situated in Winston-Salem, North Carolina, within 1.6 kilometres of Wake Forest University and Reynolda Gardens.
The cottage features a spacious garden, a terrace, and a fully equipped kitchen, accommodating up to four guests and welcoming pets.
The Man Cave - Winston-Salem, NC
10 761 reviews

The Man Cave

B&B, Winston-Salem
The Man Cave is a private, detached apartment located just off the highway, a short drive from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. It has received excellent ratings for user experience, location, and cleanliness.
The apartment is 70 square metres with one bedroom, one bathroom, and sleeps up to two guests. Guests can enjoy a fully equipped kitchen, a private garden, a spa, and a "Man Cave" with a pool table, dartboard, and a large TV.
Quiet New Home Near Uptown Winston-salem! - Winston-Salem, NC
10 12 reviews

Quiet New Home Near Uptown Winston-salem!

apartment, Winston-Salem
This apartment in Winston-Salem is located in a quiet residential area just outside the city centre, offering easy access to local attractions.
This accommodation for 6 guests features 2 bathrooms, air conditioning, and a kitchen equipped with a fridge and microwave, with a garden also available.

Frequently Asked Questions about vacation rentals in Winston-Salem, NC

  • What are the top family-friendly attractions in Winston-Salem, NC?

    The Children's Museum of Winston-Salem is a great place for kids of all ages, and the SciWorks science museum is also very popular. For outdoor fun, consider a visit to the Tanglewood Park with its playground, walking trails, and picnic areas.
  • What are the best Airbnb and vacation rentals in Winston-Salem, NC?

    New Luxury 1br Near Downtown And Hospital, Courtyard Cottage Safe Parking and Urban Oasis In Downtown W-s; Sparkling Clean are the most popular Airbnb and vacation rentals in Winston-Salem, NC among travelers.

  • When is the best time to book a vacation rental in Winston-Salem, NC?

    The best time to book a vacation rental in Winston-Salem is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and enjoy pleasant weather. The weather in Winston-Salem is generally mild, so you can visit any time of year.
  • What are the most popular Airbnbs in Winston-Salem, NC?

  • What events or festivals should visitors check out in and around Winston-Salem, NC?

    The Winston-Salem Spring Festival in April is a big one, with live music, arts and crafts, and food. The National Black Theatre Festival in July is another highlight, showcasing African American theatre and culture. And the Salem Fall Festival in October is a great time to enjoy the autumn colours and local produce.
  • What are the best vacation rentals with a pool in Winston-Salem, NC?

  • What are the best budget-friendly activities in Winston-Salem, NC?

    A stroll through the beautiful Salem Lake Park is free and offers great views. The Winston-Salem Downtown Arts District is also a great place to wander and admire the street art. And don't forget to check out the free concerts and events at the Stevens Center for the Performing Arts.
  • What are the best rentals for families and kids in Winston-Salem, NC?

  • What are the best restaurants with local dishes in Winston-Salem, NC?

    For a taste of Winston-Salem, try a local favourite like the 'Winston-Salem Burger' at the 'The Old Town Pub'. And if you're looking for something a little more upscale, 'The Gallery Restaurant' is a great choice for its Southern cuisine.
  • What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?

  • What are the best walking or cycling routes in Winston-Salem, NC?

    The Salem Lake Trail is a popular choice for both walking and cycling, offering stunning views of the lake. The Greensboro Urban Loop is another great option for a longer ride, taking you through the heart of the city. And the Winston-Salem Riverwalk is a scenic route along the Winding River.
  • Are there pet-friendly attractions in Winston-Salem, NC?

    Yes, many attractions in Winston-Salem are pet-friendly. The Salem Lake Park is a great place to walk your dog, and Tanglewood Park also has trails and picnic areas where pets are welcome. Many restaurants also have outdoor seating where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy compared to hotels. They often come with amenities like kitchens and laundry facilities, which can be more convenient for families or longer stays. And they can be a more budget-friendly option, especially for larger groups.

Popular destinations

Best Winston-Salem, NC vacation rentals with a balcony

Spacious 2-bedroom Pet Friendly Townhome In Beautiful Winston-salem With Carport - Winston-Salem, NC
10 3 reviews

Spacious 2-bedroom Pet Friendly Townhome In Beautiful Winston-salem With Carport

apartment, Winston-Salem
This pet-friendly townhome in Winston-Salem offers convenient access to the Country Club Golf Centre and Reynolda Gardens, located just a short drive from the city centre.
This recently remodelled two-bedroom, two-bathroom end-unit property accommodates up to five guests and features a well-equipped kitchen, air conditioning, a swimming pool, and a terrace, with exterior stairs required for entry.
3br | King Beds |85 Tv | 3min Wake Forest & Dt - Winston-Salem, NC
8.8 10 reviews

3br | King Beds |85 Tv | 3min Wake Forest & Dt

apartment, Winston-Salem
This Winston-Salem house rental is conveniently located within 1.6km of the Lawrence Joel Veterans Memorial Coliseum, the Children's Theatre of Winston-Salem, and Truist Field, and within 4.8km of Wake Forest University.
The three-bedroom property sleeps six, boasts a fully equipped kitchen with a fridge, oven and stovetop, a patio, garden, Wi-Fi, and air conditioning; nearby attractions include Forest Hills.
The Hilltop Haven Historic West Salem Charm 5 Mins To Downtown Hospitals  Walk To Greenway - Winston-Salem, NC
9.0 2 reviews

The Hilltop Haven Historic West Salem Charm 5 Mins To Downtown Hospitals Walk To Greenway

apartment, Winston-Salem
This four-bedroom, two-bathroom flat is situated in downtown Winston-Salem, offering convenient access to local attractions such as the George Black House and Brickyard, Wilshire Golf Club, and Forest Hills, with Old Salem just a 3-minute drive away.
This accommodation, which accommodates up to 10 guests, provides on-site laundry facilities and is ideal for those seeking outdoor pursuits like fishing and horseback riding, with Tanglewood Park a 14-minute drive and Reynolda Gardens 9 minutes away.
3-bedroom House In Fabulous Winston-salem With Cool Ac Breeze - Winston-Salem, NC
No reviews

3-bedroom House In Fabulous Winston-salem With Cool Ac Breeze

apartment, Winston-Salem
This 3-bedroom dwelling in Winston-Salem is conveniently located, offering easy access to historical sites such as Old Salem and the George Black House and Brickyard.
This property provides a relaxing atmosphere with 3 bedrooms and 2 bathrooms, featuring internet, air conditioning, a terrace/balcony, garden, and parking, making it ideal for families or groups exploring local attractions like Hobby Park and the Salem College Elberson Fine Arts Centre.

Best Winston-Salem, NC vacation rentals with air conditioning

Park View Place - 2 Bed/1.5 Bath - Winston-Salem, NC
9.7 45 reviews

Park View Place - 2 Bed/1.5 Bath

apartment, Winston-Salem
This stylish Ardmore duplex in Winston-Salem offers convenient access to Wake Forest Baptist Medical Center and downtown attractions, all within a few kilometres.
The two-bedroom, 1.5-bathroom property sleeps five guests and includes a fully equipped kitchen, in-unit laundry, and a dedicated workspace; keyless entry adds security.
Updated Hidden Gem- Kernersville/winston-salem - Winston-Salem, NC
9.7 138 reviews

Updated Hidden Gem- Kernersville/winston-salem

apartment, Winston-Salem
This charming property is situated in a family-friendly neighbourhood in Winston-Salem, just 3 kilometres from local amenities like grocery stores, restaurants and petrol stations. It has consistently received excellent ratings for cleanliness, location and user experience.
The house has a spacious layout, comfortably accommodating up to 8 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a relaxing garden, a spa, a tennis court and free parking.
Modern Craftsman *Pet-friendly* Near Downtown - Winston-Salem, NC
9.9 118 reviews

Modern Craftsman *Pet-friendly* Near Downtown

apartment, Winston-Salem
Casa Patria, a newly renovated three-bedroom craftsman bungalow in a quiet Winston-Salem historic neighbourhood, is located approximately 4 minutes from the University of North Carolina School of the Arts and 7 minutes from both the city centre and major hospitals.
This pet-friendly property sleeps six guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, parking, excellent internet access, and is close to Wake Forest University (approx. 24km).
Cozy A-frame Minutes From Wfu! - Winston-Salem, NC
9.8 80 reviews

Cozy A-frame Minutes From Wfu!

cabin, Winston-Salem
This Winston-Salem A-frame cottage is conveniently located approximately 11km from Wake Forest and 19km from Winston-Salem city centre.
Sleeping up to six guests, the two-bedroom, two-bathroom lodge boasts a fully equipped kitchen with granite worktops, a king-size loft suite, a queen-size bedroom, and a cosy patio with a fire pit; internet access and parking are also provided.
©2026 cozycozy.com