Windsor Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Windsor, Vermont, USA

10.0 (74 Reviews)
1 Bedroom 4 Guests
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
10.0 (63 Reviews)
1 Bedroom 2 Guests
|
10.0 (1 Review)
4 Bedrooms 9 Guests
From ZA R5,292 per night
|
9.0 (2 Reviews)
3 Bedrooms 9 Guests
|
8.8 (176 Reviews)
23 Bedrooms 44 Guests
From ZA R4,175 per night
10.0 (1 Review)
1 Bedroom 4 Guests
From ZA R6,451 per night
10.0 (8 Reviews)
2 Bedrooms 4 Guests
9.6 (15 Reviews)
2 Bedrooms 6 Guests
9.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (14 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
3 Bedrooms 8 Guests
9.8 (20 Reviews)
3 Bedrooms 6 Guests
9.8 (6 Reviews)
3 Bedrooms 7 Guests
9.6 (17 Reviews)
3 Bedrooms 10 Guests
8.0 (2 Reviews)
4 Bedrooms 9 Guests

About Windsor Vacation Rentals

With more than 57 Windsor 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 Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windsor, 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 Windsor. Places to stay near Windsor are 994.61 ft² on average, with prices averaging ZA R8,142 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Windsor 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 Windsor?

What are the top vacation rentals in Windsor?

How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 57 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.