1. What are the top vacation rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor: Waterfront Properties vacation rental Historic Main Street private 2 bedroom apartment with views and all amenities. Charming 3 bedroom farmhouse with AC, fitness room in amazing Windsor NY Charming 3-bedroom cottage in Windsor. Stone Bear Sanctuary- A Secluded Nature and Wildlife Lovers' Retreat Tentrr Signature Site - Little Sit Farm Cosmic Glamping Site Tentrr Signature Site - Agfa Lake The Bald Eagles Nest riverside cabin Tentrr Signature Site - Occanum Creek

2. How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 9 in the Windsor 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 Windsor .

3. What is the cancellation policy for vacation rentals in Windsor, New York?

Cancellation policies vary depending on the property listing. To ensure your plans are flexible enough, review the specific cancellation terms provided in the listing details or contact the property owner directly before booking.

4. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning fees, service charges, or deposits may apply and are detailed within each listing. Make sure to read the full reservation description or reach out to the host for clarification.

5. How do I ensure my booking is secure when reserving a vacation rental in this area?

Book through a trusted platform that offers secure payment options and verified listings. Always verify the property's reviews and communicate with the owner through official channels to confirm your reservation.

6. What amenities can I expect from vacation rentals in Windsor, New York?

Amenities vary by property but commonly include essentials like Wi-Fi, kitchen facilities, parking, and heating or air conditioning. For specific amenities, refer to the individual listing details or contact the host directly.

7. What is the check-in and check-out process for rentals here?

Check-in and check-out procedures are outlined in each listing. Many properties offer self-check-in options for convenience, but it’s best to confirm these details with the owner prior to your arrival to ensure a smooth stay.