Compare Vacation Rentals & Rent By Owner Homes in Winchester, Indiana, USA
About Winchester Vacation Rentals
With more than 224 Winchester 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 Winchester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winchester, 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 Winchester. Places to stay near Winchester are 633.67 ft² on average, with prices averaging AU $355 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winchester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Winchester, IN
Frequently Asked Questions About Winchester?
What are the top vacation rentals in Winchester?
- Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
- Creek House On Burton Farm
- 5 min walk to BSU Campus - Quiet Neighborhood
- Recently remodeled Colonial-style home with room for the whole family!
- Settle in at the Petite Retreat.
- Downtown New Castle Indiana Condo Available for short-term and long-term stays.
- Near Ball State & IU Hospital Fall Specials Top-Rated Guest Favorite
- Updated condo in the heart of Historic District with patio, streaming, fast WiFi
- 3 Bedroom House in Fort Recovery
- Pet-Friendly Greenville Home w/Private Yard
How many Rentbyowner vacation rentals are available in Winchester?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 224 in the Winchester 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 Winchester.
