Compare Vacation Rentals & Rent By Owner Homes in Old Town Winchester, Winchester, Virginia, USA
About Old Town Winchester Vacation Rentals
With more than 119 Old Town 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 Old Town Winchester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Old Town 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 Old Town Winchester. Places to stay near Old Town Winchester are 700.54 ft² on average, with prices averaging US $165 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Old Town 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 Old Town Winchester, VA
Old Town Winchester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Old Town Winchester?
- City Charmer near Historic OldTown Winchester.
- Colonial Getaway near Old Town Historic Winchester
- Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
- Indigo Blue modern open vibe on tree lined street
- Cameron Grace Brand New 1BR 1BA apt downtown Winchester
- Luxury 4BR Retreat Kitchen Grill Fireplace
- Pure Luxury
- Morocco Loft 2BR overlooking city walking mall
- Pretty Little Apt by the Train II
- Stunning Mountain Top 1 Bedroom Apartment - Walk-out Basement
How many Rentbyowner vacation rentals are available in Old Town Winchester?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 119 in the Old Town 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 Old Town Winchester.
