Compare Vacation Rentals & Rent By Owner Homes in Middlesex County, Connecticut, USA
![Stunning Artisan Waterfall Escape [Walk to Downtown]](https://imgservice.rentbyowner.com/640x417/stunning-artisan-waterf-us-chester-ha-3211062918-0.jpg)
About Middlesex County Vacation Rentals
With more than 503 Middlesex County 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 Middlesex County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Middlesex County, 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 Middlesex County. Places to stay near Middlesex County are 907.88 ft² on average, with prices averaging US $441 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Middlesex County 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 Middlesex County, CT
Middlesex County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Middlesex County?
- Classic Lake House w/private waterfront, 4 steps to water, FirePit/Kayaks/canoe
- Waterfront Retreat overlooking Long Island Sound w/gorgeous sunrises & sunsets!
- Luxury Waterfront Home-Now booking through Summer 2026
- Cozy cottage near downtown Clinton, Marina & Hammonasset Park
- Cozy Cottage at The Cabins
- UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
- Seasonal cottage rental,waterview
- Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
- Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
- Spacious yard and view of Long Island Sound- walk to secluded beach!
How many Rentbyowner vacation rentals are available in Middlesex County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 503 in the Middlesex County 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 Middlesex County.
