Compare Vacation Rentals & Rent By Owner Homes in Winston, Kentucky, USA
About Winston Vacation Rentals
With more than 102 Winston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 RBO property in Winston.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winston, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Winston. Places to stay near Winston are 706.44 ft² on average, with prices averaging ZA R2,629 a night.
RentByOwner 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.
Frequently Asked Questions About Winston?
What are the top vacation rentals in Winston?
- Authentic, Rustic, Historic Log Cabin
- Big and spacious., 2 Acres, New Furniture, Fishing Pond, Game Room, Paddle Boat
- Luxury on Main/South
- Secluded & Tranquil Cabin ~ Near Red River Gorge
- Comfy Upstairs 2 bed/1 bath near EKU in Richmond
- Hot Tub! Fire pit! Picnic area & Grill! Dog friendly! Hardwicks Creek Haven@RRG
- Cozy upstairs 2 bed/1 bath Richmond apt near EKU
- Robin’s Nest: Walk EKU/Downtown
- 540-acre farm with trails, creeks, animals & nearby attractions
- Good Vibes Only: Red River Gorge! Large Game Room! Hot Tub!
How many Rentbyowner vacation rentals are available in Winston?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 102 in the Winston 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.
