Compare Vacation Rentals & Rent By Owner Homes in Madison, Connecticut, USA
About Madison Vacation Rentals
With more than 91 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 951.9 ft² on average, with prices averaging CA $856 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?
- The Homestead
- Direct waterfront renovated cottage.
- New Madison beach house - Ocean front- Great views- booking Summer 2026
- Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
- Ideal Madison home just steps to the beach
- Rare! Private Beachfront House in Madison CT - Sleeps 8 - Last Min Availability
- Summersalt Madison: New England shoreline charm 2-3 minutes from private beach
- Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
- Coastal getaway with water views in every room
- Waterfront home surrounded by stunning water views.
How many Rentbyowner vacation rentals are available in Madison?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 91 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 | 96 |
