Compare Vacation Rentals & Rent By Owner Homes in Winchester-on-the-Severn, Annapolis, Maryland, USA
About Winchester-on-the-Severn Vacation Rentals
With more than 539 Winchester-on-the-Severn 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-on-the-Severn.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winchester-on-the-Severn, 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-on-the-Severn. Places to stay near Winchester-on-the-Severn are 869.78 ft² on average, with prices averaging ZA R10,520 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winchester-on-the-Severn 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 Winchester-on-the-Severn?
What are the top vacation rentals in Winchester-on-the-Severn?
- Annapolis waterfront "tiny house" in garden setting
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- PERFECT LOCATION in the heart of history
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- Brand New Reno in Historic Dist w 2 Parking spots
- A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
- Historic Downtown Charmer, Water Views and Parking!
- Charming garden row home, easy 4 block walk to the heart of Annapolis.
- One of a kind renovation in the center of it all - THE BEST LOCATION DOWNTOWN !
- Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District
How many Rentbyowner vacation rentals are available in Winchester-on-the-Severn?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 539 in the Winchester-on-the-Severn 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-on-the-Severn.
