Compare Vacation Rentals & Rent By Owner Homes in Madison, Wisconsin, USA
About Madison Vacation Rentals
With more than 753 Madison 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 Madison.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Madison, 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 Madison. Places to stay near Madison are 665.56 ft² on average, with prices averaging CA $461 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Madison 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 Madison, WI
Frequently Asked Questions About Madison?
What are the top vacation rentals in Madison?
- A TOUCH OF COUNTRY LIVING Minutes from Madison
- Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
- ONE OF A KIND vacation rental with a view
- Conveniently Located just off University Avenue on Madison's West Side
- Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
- COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN ! SPRING AND SUMMER FUN !
- Welcome To Your Home Away From Home. Welcome To Cambridge Lake House.
- Madison/Stoughton 3 BR/3 BA Lake Kegonsa Cottage
- HOLY COW! Guest Haus in The Heart of New Glarus
- Beautiful White Barn
How many Rentbyowner vacation rentals are available in Madison?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 753 in the Madison 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 Madison.
Nearby Neighborhood (14)
| Neighborhood | Property Count |
|---|---|
| Regent Vacation Rentals in Madison, Wisconsin | 145 |
| Marquette Vacation Rentals in Madison, Wisconsin | 168 |
| Tenney-Lapham Vacation Rentals in Madison, Wisconsin | 162 |
| Spring Harbor Vacation Rentals in Madison, Wisconsin | 108 |
| Bay Creek Vacation Rentals in Madison, Wisconsin | 167 |
| Greenbush Vacation Rentals in Madison, Wisconsin | 152 |
| Emerson East Vacation Rentals in Madison, Wisconsin | 132 |
| Shorewood Hills Vacation Rentals in Madison, Wisconsin | 91 |
| North Lake Mendota Vacation Rentals in Madison, Wisconsin | 255 |
| Eagle Heights Assembly Vacation Rentals in Madison, Wisconsin | 93 |
| Lakeview Vacation Rentals in Madison, Wisconsin | 81 |
| Middleton Springs Vacation Rentals in Madison, Wisconsin | 67 |
| Meadowood Vacation Rentals in Madison, Wisconsin | 58 |
| Waubesa Beach Vacation Rentals in Madison, Wisconsin | 38 |
