Compare Vacation Rentals & Rent By Owner Homes in Madison, Connecticut, USA
![Stunning Artisan Waterfall Escape [Walk to Downtown]](https://imgservice.rentbyowner.nz/640x417/stunning-artisan-waterf-us-chester-ha-3211062918-0.jpg)
About Madison Vacation Rentals
With more than 574 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 886.34 ft² on average, with prices averaging US $511 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, CT
Frequently Asked Questions About Madison?
What are the top vacation rentals in Madison?
- Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
- Waterfront Retreat overlooking Long Island Sound w/gorgeous sunrises & sunsets!
- Wake up with Views of the Ocean
- Waterfront Cottage in Branford
- Luxury Waterfront Home-Labor Day Weekend is available
- Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
- The Homestead
- Unique, refined-rustic suite in Stony Creek village.
- Direct waterfront renovated cottage.
- Cozy cottage near downtown Clinton, Marina & Hammonasset Park
How many Rentbyowner vacation rentals are available in Madison?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 574 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 (1)
| Neighborhood | Property Count |
|---|---|
| Madison Center Vacation Rentals in Old Saybrook, Connecticut | 84 |
