Compare Vacation Rentals & Rent By Owner Homes in Madison, Connecticut, USA
About Madison Vacation Rentals
With more than 93 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 959.41 ft² on average, with prices averaging R10,055 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
- Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
- Direct waterfront renovated cottage.
- New Madison beach house - Ocean front- Great views- booking Summer 2026
- Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
- Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
- Ideal Madison home just steps to the beach
- Beautiful Beach Home and Garden Paradise
- Newly-renovated beach house; steps to water; walk to town!
- Summersalt Madison: New England shoreline charm 2-3 minutes from private beach
How many Rentbyowner vacation rentals are available in Madison?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 93 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 |
