Discover Your Perfect Winston - Salem Vacation Homes

Winston - Salem Luxury Rentals

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Winston - Salem Pet Friendly Vacation Rentals

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Winston - Salem Large Vacation Homes

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9.7 (71 Reviews)
Bed & Breakfast
The Zevely Inn
  • Air Conditioner
  • Parking
  • TV
View Availability
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Why Choose Rent By Owner for your Winston - Salem Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Winston - Salem Vacation Rentals

Where are the best neighborhoods to stay in Winston - Salem?

When exploring Winston-Salem, North Carolina, selecting the right neighborhood to stay in can greatly enhance your visit. Whether you prefer the historic charm of districts with tree-lined streets or vibrant areas close to local attractions, this city offers a variety of neighborhoods suited to different preferences. By choosing a well-located area, you’ll enjoy convenient access to the city's cultural and recreational sites, making your stay more enjoyable. Discover the perfect neighborhood that aligns with your travel plans and experience all that Winston-Salem has to offer during your visit to North Carolina.

Williamsburg Square

This neighborhood offers a charming setting within Winston-Salem, ideal for those seeking comfortable and well-located vacation rentals. Here, you can enjoy easy access to local amenities while experiencing the relaxed atmosphere of this area.

View 244+ Rentals in Williamsburg Square

Best Times to Visit Winston - Salem

When should you plan your Vacation Rentals stay?

Timing your visit to match the regional seasons can greatly enhance your experience, whether you prefer vibrant local events or quieter periods in Winston - Salem for your perfect vacation rental stay.

Peak Season Highlights

spring
Spring (March to May)

Experience the vibrant blooms and pleasant weather by visiting during spring, making it an ideal time to explore this destination’s local culture and scenic beauty.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Enjoy the stunning fall foliage and cooler temperatures, perfect for outdoor activities and appreciating the region's natural charm at this popular time of year.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

Visit during winter to escape the crowds and take advantage of lower rates, while experiencing a cozy atmosphere in the area’s welcoming vacation rentals.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 25°F to 35°F
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Summer (June to August)

Although summer can bring heat, this quieter period offers affordable rental options and fewer tourists, allowing for a more relaxed exploration of this destination.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Weekly Weather Forecast for Winston - Salem

How to Book Your Winston - Salem Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Winston - Salem

More Top-Rated Vacation Rentals in Winston - Salem Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor seating areas perfect for relaxing or dining al fresco amidst the scenic surroundings.
  • Take advantage of spacious yards ideal for outdoor activities or family gatherings in this charming region.
  • Make use of outdoor grills to prepare delicious meals while enjoying the pleasant climate here.
  • Discover well-maintained patios or decks that provide a comfortable space for unwinding outdoors.
  • Benefit from access to a swimming pool or hot tub, allowing you to unwind after exploring local attractions.
  • Experience outdoor fire pits that create cozy evenings under the starry skies of the area.
  • Utilize bicycle or kayak storage when planning outdoor adventures around this destination's natural beauty.

Top Attractions Around Winston - Salem

What attractions are nearby?

In this vibrant area, you can enjoy exploring local art galleries, savoring Southern cuisine at nearby eateries, or strolling through scenic parks, all just moments from your Winston - Salem vacation rentals.

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Family Activities

  • Children's Museum of Winston-Salem: Engage your family with interactive exhibits that promote learning and fun, making it a perfect activity for all ages here in this vibrant area.
  • Reynolda House Museum of American Art: Discover American history and art through engaging programs and beautiful grounds that appeal to families exploring local culture.
  • Zootastic Park: Enjoy a day with the animals at this family-friendly zoo, offering close encounters that create lasting memories in this welcoming destination.
  • Old Salem Museums & Gardens: Step back in time with immersive experiences and charming gardens that captivate children and adults alike in the historic district.
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Adult Activities

  • Winston-Salem Symphony: Experience an evening of world-class orchestral performances that showcase the area's vibrant arts scene and musical heritage.
  • Old Salem Museums & Gardens: Discover the historic Moravian community through guided tours, authentic crafts, and beautiful gardens that offer a glimpse into the region's rich history.
  • Reynolda House Museum of American Art: Explore impressive American artworks set within a stunning estate, perfect for art enthusiasts seeking cultural enrichment in this destination.
  • Tanglewood Park: Enjoy outdoor activities such as hiking, golf, or relaxing picnics in this expansive park that provides a peaceful retreat right here in the area.

Other Places to Stay in Winston - Salem, NC

Forsyth County
Forsyth County Vacation Rentals
Winston
Winston Vacation Rentals
Williamsburg Square
Williamsburg Square Vacation Rentals
King
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Davie County
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Mocksville
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Wallburg
Wallburg Vacation Rentals
Kernersville
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Shady Grove
Shady Grove Vacation Rentals
Advance
Advance Vacation Rentals
Yadkin
Yadkin Vacation Rentals
Clemmons
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Winston - Salem Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Discover the area's cultural sites and hidden gems to enrich your stay in Winston - Salem, North Carolina.
  • Plan Your Dining Experiences: Take advantage of the region's diverse culinary scene by trying local favorites during your visit.
  • Utilize Public Transportation: Navigate efficiently within here by using available transit options to maximize your sightseeing opportunities.
  • Book Strategic Accommodations: Choose well-located vacation rentals that provide easy access to the region’s top destinations and amenities.

Transportation Options

  • Chapel Hill Transit: This regional bus service offers convenient routes within the area, connecting you to popular destinations and making local travel hassle-free.
  • Winston-Salem Transit Authority (WSTA): The city’s public transportation system provides reliable bus services that help you explore the region without the need for a car.
  • Rental Cars: Numerous rental agencies operate here, providing flexibility and comfort for exploring the broader landscape at your own pace.
  • Shared Rides and Taxis: On-demand ride services and traditional taxis are readily available, offering quick and direct transportation throughout the area.

Local Customs Options

  • Traditional Southern Hospitality: You’ll find that welcoming warmth and courteous manners are a hallmark of the region’s local customs, making your stay in this area feel like visiting family.
  • Sweet Tea Culture: Sipping sweet tea is a cherished tradition here, reflecting the area's rich history of hospitality and social gatherings.
  • Barbecue Etiquette: When enjoying local cuisine, be prepared for a distinct barbecue style that emphasizes community sharing and casual dining traditions.
  • Historic Preservation Practices: Respect for preserving the area's historical sites and architecture is deeply ingrained in local customs, offering you a glimpse into the region’s storied past.

Frequently Asked Questions About Winston - Salem?

1. What are the top vacation rentals in Winston - Salem?

There are a lot of options in Winston - Salem. If you plan on staying in the Winston - Salem area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winston - Salem:

2. How many vacation rentals have private pools in Winston - Salem?

There are 13 vacation rentals with private pools near Winston - Salem. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Winston - Salem are best for families?

If you are looking for a family-friendly vacation home in Winston - Salem, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winston - Salem:

4. How many Rentbyowner vacation rentals are available in Winston - Salem?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 836 in the Winston - Salem area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winston - Salem. 

5. What is the cancellation policy for vacation rentals in Winston - Salem, North Carolina?

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms listed on the booking page or contact the property owner directly for detailed information.

6. How do I find pet-friendly vacation rentals in Winston - Salem, North Carolina?

To locate pet-friendly options, utilize the search filters available on this platform and look for listings that specify pet accommodations. It's advisable to confirm with the owner about any breed restrictions or additional fees before booking.

7. Are there any age restrictions for booking a vacation rental in this area?

Age requirements are set by each property owner; typically, a minimum age of 21 applies. Be sure to check the individual listing details or contact the host to verify any age restrictions before completing your reservation.

8. What amenities are commonly included in vacation rentals here?

Many vacation rentals in the region offer amenities such as Wi-Fi, kitchen facilities, parking, and laundry services. For specific amenities, review the property description and inquire with the owner if needed.

9. How do I know if the vacation rental I choose has flexible booking options?

Flexible booking options depend on the individual property listing. Check the reservation details and cancellation policy of each property, or reach out to the owner for clarification on cancellation flexibility and potential date adjustments.