Holiday Rentals in Winston-Salem, NC

821 available vacation rental offers

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Winston-Salem, NC holiday rentals
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Best Holiday rentals and Airbnb offers in Winston-Salem, NC

Best family friendly Winston-Salem, NC holiday rentals

Among the 821 accommodations in Winston-Salem, NC, here are the 4 best family friendly rentals

Wake Forest Univ.-walking Distance! 4bdrm/3bath - Winston-Salem, NC
9.8 163 reviews
Winston-Salem, NC
07/08 – 09/08
SG$580/nightTotal: SG$1160 (2 )

Wake Forest Univ.-walking Distance! 4bdrm/3bath

4 7
apartment , Winston-Salem
This charming red brick house is situated in a quiet neighbourhood just 5km from Wake Forest University and the High Point Furniture Market, offering a peaceful retreat amidst the bustling city. The property consistently receives excellent ratings for its cleanliness, location and overall guest experience.
The house comfortably accommodates up to 9 guests across 4 bedrooms and 3 bathrooms. It features a fully equipped kitchen, a dedicated workspace, a spacious living area, a relaxing patio, and a dedicated games room, providing everything you need for a comfortable and enjoyable stay.
Updated Hidden Gem- Kernersville/winston-salem - Winston-Salem, NC
9.7 127 reviews
Winston-Salem, NC
07/08 – 09/08
SG$304/nightTotal: SG$608 (2 )

Updated Hidden Gem- Kernersville/winston-salem

3 7
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.
Deacon Stays: The Polo - Walking Distance To Wake Forest University - Winston-Salem, NC
10 32 reviews
Winston-Salem, NC
20/11 – 22/11
SG$908/nightTotal: SG$1816 (2 )

Deacon Stays: The Polo - Walking Distance To Wake Forest University

4 2
apartment , Winston-Salem
This charming apartment is located in a quiet residential neighbourhood in Winston-Salem, just a short walk from Wake Forest University and a short drive from the city centre. It has received excellent reviews from previous guests, highlighting its comfortable and convenient location.
The spacious apartment offers four bedrooms and two bathrooms, covering 212 square metres and accommodating up to 12 guests. It is equipped with air conditioning and is pet-friendly, making it ideal for families or groups of friends looking for a comfortable and well-equipped base for exploring Winston-Salem and its surrounding attractions.
Cozy Cottage On Turner Street - 3 Br 2.5 Bath - Winston-Salem, NC
9.7 89 reviews
Winston-Salem, NC
23/06 – 27/06
SG$246/nightTotal: SG$984 (4 )

Cozy Cottage On Turner Street - 3 Br 2.5 Bath

1 1
apartment , Winston-Salem
The Cozy Cottage is situated in a peaceful neighbourhood just 3 km from Wake Forest University and 5 km from Winston-Salem city centre, offering a convenient base for exploring the area. This property consistently receives excellent ratings for location, cleanliness, and overall experience.
This charming three-bedroom home can comfortably accommodate up to eight guests, making it ideal for families or groups of friends. The cottage provides a fully equipped kitchen, a private garden, and parking, ensuring a comfortable and enjoyable stay.

Best Winston-Salem, NC holiday rentals with parking

Winston Salem 3bd 2ba Game Room Mins To Downtown - Winston-Salem, NC
9.2 14 reviews
Winston-Salem, NC
02/09 – 09/09
SG$192/nightTotal: SG$1344 (7 )

Winston Salem 3bd 2ba Game Room Mins To Downtown

3 2
apartment , Winston-Salem
This Winston-Salem holiday home is conveniently located near the city centre, a 3.2km drive from Wake Forest University and within 6.4km of Winston-Salem State University.
The three-bedroom, two-bathroom property sleeps six guests and boasts a 65-inch TV, balcony overlooking a large garden, and is close to the Children's Theatre of Winston-Salem and Hanes Mall.
Buttercup Hideaway; Cozy Oasis Near Wfu & Reynolda - Winston-Salem, NC
10 77 reviews
Winston-Salem, NC
28/06 – 11/07
SG$195/nightTotal: SG$2535 (13 )

Buttercup Hideaway; Cozy Oasis Near Wfu & Reynolda

1 2
apartment , Winston-Salem
This Winston-Salem cottage, situated between Old Town and Buena Vista, is approximately 1.6 kilometres from Wake Forest University and Reynolda Village, offering easy access to Graylyn Estate, Bethabara Park, and the Southeastern Center for Contemporary Art (SECCA).
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen, a spacious deck, a dedicated office with a massage chair, and modern amenities including a smart lock; nearby attractions include restaurants, shops, and walking trails in Old Town and Buena Vista.
Quiet, Newly Renovated. Near Everything! - Winston-Salem, NC
9.8 28 reviews
Winston-Salem, NC
27/06 – 04/07
SG$227/nightTotal: SG$1589 (7 )

Quiet, Newly Renovated. Near Everything!

2 4
apartment , Winston-Salem
This apartment is located just 3 kilometres from the Furniture Market, offering easy access to downtown, hospitals, and Hanes Mall. It has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
This two-bedroom, two-bathroom flat spans 81 square meters and comfortably accommodates up to 9 guests. The apartment is fully equipped with a range of amenities, including a kitchen with a fridge, microwave, dishwasher, and a spa, making it a great choice for families and groups.
The Ransom Estate 9br Oasis Near Wfu & Reynolda - Winston-Salem, NC
Winston-Salem, NC
26/12 – 29/12
SG$858/nightTotal: SG$2574 (3 )

The Ransom Estate 9br Oasis Near Wfu & Reynolda

9 12
apartment , Winston-Salem
This substantial flat is located in Winston-Salem's historic Ardmore/West End district, offering convenient access to Atrium Health Wake Forest Baptist (2.9 kilometres), Wake Forest University (1.8 kilometres), and Reynolda Gardens (1.4 kilometres).
Boasting 267 square metres of living space with 9 bedrooms and 3 bathrooms, this residence accommodates up to 16 guests and features high-speed internet, a fully equipped chef's kitchen, and off-street parking, ideal for extended stays and group bookings.

Frequently asked questions about holiday rentals in Winston-Salem, NC

  • Which neighborhood in Winston-Salem, NC should you consider for a vacation rental?

    The West End is a great choice for a vacation rental. It's close to downtown and has lots of charming shops and restaurants. If you're looking for a more residential feel, try the Ardmore neighborhood.
  • What are the best Airbnb and vacation rentals in Winston-Salem, NC?

    Renovated 1br Apartment Steps From Wfu Hospital, Courtyard Cottage Safe Parking No Pet Fees and Urban Oasis In Downtown W-s; Sparkling Clean are the most popular Airbnb and vacation rentals in Winston-Salem, NC among travelers.

  • 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 museum is perfect for budding scientists. If you're looking for something outdoorsy, the Salem Lake Park offers plenty of space for picnics and playtime.
  • What are the most popular Airbnbs in Winston-Salem, NC?

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

    The best time to book a vacation rental is during the spring or fall, when the weather is pleasant and there are fewer crowds. You'll also find that prices are generally lower during these shoulder seasons.
  • What are the best vacation rentals with a pool in Winston-Salem, NC?

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

    For a taste of local cuisine, try 'The Faded Rose', known for its Southern comfort food, or 'Mozelle's', which serves up classic soul food. 'The Green Bean' is another great option for locally sourced and seasonal dishes.
  • What are the best rentals for families and kids in Winston-Salem, NC?

    The best rentals for families and kids in Winston-Salem, NC are Historic Beauty: 5br Home With Yard Near Hospital, Sanctuary – 1bedroom & 1bathroom and A Bright Spot In West End.

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

    The 'Salem Lake Greenway' is a popular choice for both walkers and cyclists, offering scenic views of the lake. The 'Winston-Salem Urban Trail' is another great option, winding its way through the city's historic districts.
  • What are the best rentals or Airbnbs with a jacuzzi in Winston-Salem, NC?

  • Are there pet-friendly attractions in Winston-Salem, NC?

    Many of the city's parks, such as 'Salem Lake Park' and 'Millennium Park', are pet-friendly. You can also bring your furry friend along on the 'Salem Lake Greenway'.
  • What are the benefits of choosing a vacation rental in Winston-Salem, NC?

    Vacation rentals offer more space and privacy than a hotel, and they're often located in more residential neighbourhoods. This can give you a more authentic feel for the city.
  • What are the top sports attractions and facilities in Winston-Salem, NC?

    The city is home to the 'Winston-Salem Dash', a minor league baseball team, and the 'Wake Forest Demon Deacons', a Division I college athletics program. There are also several public golf courses and a number of parks with sports fields.

Destinations nearby

Best Winston-Salem, NC holiday rentals with a balcony

Heated Pool L Indoor Jacuzzi Tubs I Arcade L Outdoor Hot Tub - Winston-Salem, NC
9.7 3 reviews
Winston-Salem, NC
07/08 – 09/08
SG$2270/nightTotal: SG$4540 (2 )

Heated Pool L Indoor Jacuzzi Tubs I Arcade L Outdoor Hot Tub

4 7
house , Winston-Salem
This spacious Winston-Salem holiday home is situated approximately 8 kilometres from the Benton Convention Centre, 11 kilometres from the LJVM Coliseum, and 12 kilometres from BB&T Field.
The 353-square-metre property boasts four bedrooms, two bathrooms, sleeps 41 guests, and includes a heated pool, jacuzzi, terrace, garden, spa, free Wi-Fi, private parking, and a children's playground.
Cozy 3-bedroom House In Welcoming Winston-salem With Alarm System - Winston-Salem, NC
Winston-Salem, NC
20/11 – 22/11
SG$272/nightTotal: SG$544 (2 )

Cozy 3-bedroom House In Welcoming Winston-salem With Alarm System

3 2
apartment , Winston-Salem
This Winston-Salem house, located in a peaceful neighbourhood approximately 6.4km from the city centre, offers easy access to Old Salem and Reynolda Gardens.
The three-bedroom property sleeps six guests, boasting a fully equipped kitchen, modern amenities including Wi-Fi and air conditioning, and a private garden with a spa.
Nice Cozyhome, Winston-salem - Winston-Salem, NC
9.0 6 reviews
Winston-Salem, NC
02/09 – 09/09
SG$227/nightTotal: SG$1589 (7 )

Nice Cozyhome, Winston-salem

2 2
apartment , Winston-Salem
This two-bedroom townhouse is conveniently located just 5 kilometres from Winston-Salem city centre, a short distance from Wake Forest University and the Lawrence Joel Coliseum, offering easy access to both the city and the university. It has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The townhouse offers a spacious layout, comfortably accommodating up to 5 guests. It comes equipped with a fully fitted kitchen, washer and dryer, a private fenced-in porch area, complimentary snacks and wine, and is close to a golf course, ensuring a comfortable and enjoyable stay for all guests.
The Frequent Flyer - Winston-Salem, NC
9.8 11 reviews
Winston-Salem, NC
02/09 – 09/09
SG$281/nightTotal: SG$1967 (7 )

The Frequent Flyer

2 2
apartment , Winston-Salem
This apartment is located in Winston-Salem, a short walk from the M C Benton Jr Convention Center and just over 3 kilometres from LJVM Coliseum and BB&T Field. The property has received excellent ratings for its location, cleanliness and overall quality, making it a great choice for travellers.
The apartment has two bedrooms and two bathrooms, offering enough space for up to 11 guests across a floor area of 93 square metres. The property comes complete with a fully equipped kitchen, a private terrace, free parking, and free Wi-Fi, ensuring a comfortable and convenient stay.

Best Winston-Salem, NC holiday rentals with air conditioning

Ideal Downtown Getaway-walkable To Everything! - Winston-Salem, NC
9.9 71 reviews
Winston-Salem, NC
28/06 – 11/07
SG$144/nightTotal: SG$1872 (13 )

Ideal Downtown Getaway-walkable To Everything!

1 2
apartment , Winston-Salem
This one-bedroom flat is situated in the heart of Winston-Salem, just a short walk from restaurants, cafes, and the BB&T Field, offering a peaceful retreat despite being in the city centre. The property has received excellent ratings for location, cleanliness and overall user experience.
The flat is suitable for up to two guests and features a fully equipped kitchen with a fridge, microwave and gas range. You can enjoy amenities such as air conditioning, parking, and internet access, as well as a quiet location close to a Moravian church.
Vibrant Home 2 Mi To Dtwn & Wake Forest University - Winston-Salem, NC
Winston-Salem, NC
07/08 – 09/08
SG$425/nightTotal: SG$850 (2 )

Vibrant Home 2 Mi To Dtwn & Wake Forest University

3 7
house , Winston-Salem
This detached house in Winston-Salem is located just over 1.6 kilometres from downtown attractions such as BB&T Field and the M C Benton Jr Convention Centre, and an 18-minute walk from the LJVM Coliseum, with Wake Forest University also nearby.
This property offers 94 square metres of living space with three bedrooms, one bathroom, free WiFi, air conditioning, a fully equipped kitchen, and parking, accommodating up to 15 guests.
Modern New Build / 3 Bdr / 2 Bath / Central Location - Winston-Salem, NC
Winston-Salem, NC
17/07 – 19/07
SG$455/nightTotal: SG$910 (2 )

Modern New Build / 3 Bdr / 2 Bath / Central Location

3 6
apartment , Winston-Salem
This three-bedroom flat in Winston-Salem offers convenient access to historic Old Salem and the George Black House and Brickyard, with Hobby Park and Reynolda Gardens approximately 3 kilometres away.
This property accommodates up to six guests and features air conditioning, two bathrooms, and is ideally situated for exploring local attractions such as the Joe White Tennis Centre at Hanes Park.
The Deacon Den
Studio Basement In Winston-salem - Winston-Salem, NC
10 69 reviews
Winston-Salem, NC
03/07 – 04/07
SG$257/nightfor 1 night

The Deacon Den Studio Basement In Winston-salem

1 4
apartment , Winston-Salem
This Winston-Salem guesthouse offers private downstairs access and is located near Wake Forest University, a short distance from the city centre, and close to local parks and hospitals.
The self-catering property features two queen-sized bedrooms sleeping four, a small kitchenette with refrigerator and washer/dryer, a private hot tub, and an on-site fitness centre including an inversion table and exercise bike.
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