688+ Rental Villas and Private Getaways in Winston |
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Winston Vacation Rentals & One Degree Stays Homes

About Winston Vacation Rentals

There are more than 688 vacation rentals that are available in Winston. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Winston.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Winston, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Winston. Places to stay near Winston are 718.5 ft² on average, with prices averaging US $246 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Winston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Winston

Type Count
Vacation Homes 354
Holiday Apartments 175
Cottages 20
Villas 6

Use these Quick Filters to Find a Vacation Rental in Winston

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winston.

Weather in Winston, NC

View the weather forecast for Winston before booking your Winston Vacation Rentals to confirm your best time to go.

December - February
High 64°F       Low 32°F
March - May
High 78°F       Low 40°F
June - August
High 90°F       Low 65°F
September - November
High 80°F       Low 38°F

Top Attractions Around Winston, NC

OneDegreeStays offers a large selection of top attractions around Winston. Research things to do on your vacation before you visit Winston.


Wake Forest University
Wake Forest University Baptist Medical Center
Hanes Mall
Old Salem
Benton Convention Center
Truist Stadium
Lawrence Joel Veterans Memorial Coliseum
Winston Salem State University
Grand 18-Winston-Salem
Reynolda Gardens
Airbound Trampoline Park
BB&T Field
Bowman Gray Stadium
Southeastern Center for Contemporary Art
SciWorks
Theatre Alliance
Reynolda House Museum of American Art
Children's Theatre of Winston-Salem
Forest Hills
Frank L. Horton Museum Center
Home Moravian Church
Brenner Children's
University of North Carolina School of the Arts
Novant Health Medical Park Hospital
Novant Health Forsyth Medical Center
Wilkes Regional
Cedar Creek Family Medicine

Other Places to Stay in Winston, NC


Winston - Salem 580 Properties
Forsyth County 543 Properties
Brenner Children's 398 Properties
Novant Health Medical Park Hospital 395 Properties
Wake Forest University Baptist Medical Center 394 Properties
Novant Health Forsyth Medical Center 361 Properties
Theatre Alliance 353 Properties
Truist Stadium 346 Properties
Children's Theatre of Winston-Salem 328 Properties
Home Moravian Church 323 Properties
Old Salem 323 Properties
Williamsburg Square 244 Properties

Frequently Asked Questions About Winston?

What are the top vacation rentals in Winston?

There are a lot of options in Winston. If you plan on staying in the Winston 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:

How many vacation rentals have private pools in Winston?

There are 5 vacation rentals with private pools near Winston. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Winston are best for families?

If you are looking for a family-friendly vacation home in Winston, 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:

How many onedegreestays vacation rentals are available in Winston?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 688 in the Winston area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Winston. 


People Also Ask

There are 688 Winston, NC Vacation Rentals

Recently Booked Vacation Rentals in Winston