716+ Rental Villas and Private Getaways in Winston |
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Winston Villa Rentals

About Winston Vacation Rentals

There are more than 716 incredible getaway rentals that are available in Winston. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winston.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winston, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winston. Places to stay near Winston are 707.72 ft² on average, with prices averaging US $235 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winston. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Winston

Type Count
Vacation Homes 378
Holiday Apartments 177
B&B 24
Cottages 20
Cabin Rentals 8
Villas 6
Unique Vacation Rentals 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Winston

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Winston with BedroomVillas.

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

Stay Near Winston's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Winston's Research Top Attractions For Your Vacation


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Winston - Salem 536 Properties
Forsyth County 506 Properties
Brenner Children's 432 Properties
Wake Forest University Baptist Medical Center 426 Properties
Novant Health Medical Park Hospital 412 Properties
Theatre Alliance 401 Properties
Truist Stadium 396 Properties
Novant Health Forsyth Medical Center 388 Properties
Children's Theatre of Winston-Salem 377 Properties
Home Moravian Church 376 Properties
Old Salem 375 Properties
Williamsburg Square 262 Properties

Complexes around Winston, NC


Bld Willow Oaks 4 Properties
Comfort Suites Hanes Mall 3 Properties
Doubletree 3 Properties
La Quinta 3 Properties
Ramada 3 Properties
Springhill 3 Properties
The Brookstown Inn Trademark 3 Properties
University Inn 3 Properties

Frequently Asked Questions About Winston?

What are the top hotels or resorts in Winston?

We provide an array of great vacation destinations in Winston. If you are looking to stay in or around the Winston area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winston:

How many vacation rentals have private pools in Winston?

We have 6 luxury villas and vacation rentals featuriung a private pool in and near Winston. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Winston is best for families?

Searching for a family-friendly getaway in Winston? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Winston?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 716 in the Winston area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winston. 


People Also Ask

There are 76 hotels in Winston and 569 rentals

Recently Booked Hotels, Resorts, or Rentals in Winston