Compare Vacation Rentals & Rent By Owner Homes in Westport, Connecticut, USA
About Westport Vacation Rentals
With more than 888 Westport 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 Westport.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Westport, 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 Westport. Places to stay near Westport are 1001.23 ft² on average, with prices averaging US $548 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Westport 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 Westport, CT
Frequently Asked Questions About Westport?
What are the top vacation rentals in Westport?
- Lower Lvl Private 2BR/1BA Family/Pet Friendly
- Bright Stylish Chic 4BR 4BA Home Pet Friendly!
- Westport "Gold Coast" across from Southport beach
- Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!
- Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
- Sunny Westport Studio Apt. Above Historic Mill
- Private French Country Estate-New Canaan CT-Pool-Film Set-August available
- Charming Fairfield Beach 3BR 2BA Cottage By The Sea
- Lakeside luxury: beautiful, relaxing 4 bedroom home
- Summer estate close to NY, NJ, MA w heated pool sleeps 16+
How many Rentbyowner vacation rentals are available in Westport?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 888 in the Westport 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 Westport.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| East Norwalk Vacation Rentals in Stamford, Connecticut | 81 |
