Compare Vacation Rentals & Rent By Owner Homes in Simsbury, Connecticut, USA
About Simsbury Vacation Rentals
With more than 96 Simsbury 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 Simsbury.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Simsbury, 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 Simsbury. Places to stay near Simsbury are 1273.97 ft² on average, with prices averaging US $442 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Simsbury 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 Simsbury, CT
Simsbury Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Simsbury?
- Cozy house with waterfall view!
- Cozy Apartment in Private, Wooded Hillside Home Enjoy Biking, Hiking, Kayaking
- Mountaintop Horse Farm with Heated Pool
- Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
- Recently Updated, One Level, Attached Garage, Peaceful, Zen-Minimalist Space.
- Sunny, vintage farmhouse in the center of quintessential New England farm town.
- Stylish Townhome | Perfect for Family Gatherings & Events
- Historic Farmhouse in Northwest Connecticut. Minutes from Ski Sundown!
- Mint restored historic Simsbury 4BR estate; optional 1BR apt; all new amenities
- Luxury 4-bedroom house in charming Bloomfield, Secluded, WiFi & Security camera.
How many Rentbyowner vacation rentals are available in Simsbury?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 96 in the Simsbury 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 Simsbury.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Simsbury Center Vacation Rentals in Hartford, Connecticut | 93 |
