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View all tripsLodging Near Westport Country Playhouse
Designer 3BR w/ Lush Yard, Gym, and Garden..
Westport CT
Stay at this holiday home in Westport. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Levitt Pavilion and Westport Country Playhouse ...
9/10 Wonderful! (2 reviews)
Enjoyed our stay & overall a good experience & place to stayVery peaceful
Reviewed on 14 Aug 2025
Westport Gem - walk to shops, dining, town center, pet-friendly
Westport CT
Stay at this holiday home in Westport. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Westport Country ...
9.8/10 Exceptional! (10 reviews)
This home is in a close to town and fabulous for walking. It was spotless with a yard in the back for the dogs to run. There is a permanent tenant who lives in the downstairs apartment.
Reviewed on 29 Sept 2025
Carriage House on Gated Estate in Westport, CT for Rent - 9 months+
Westport CT
Stay at this cottage in Westport. Enjoy laundry facilities and air conditioning. Popular attractions Westport Country Playhouse and Levitt Pavilion are located ...
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Main Street Westport, walk to shops, dining, downtown
Westport CT
Stay at this holiday home in Westport. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Westport Country Playhouse ...
9.4/10 Exceptional! (3 reviews)
Host was great, accommodating our early check-in and staying in touch.
Reviewed on 29 Nov 2025
Spacious Family Home
Westport CT
Stay at this holiday home in Westport. Enjoy laundry facilities and air conditioning. Popular attractions Levitt Pavilion and Westport Country Playhouse are ...
10/10 Exceptional! (1 review)
Fabulous Spot
We had a getaway weekend for a close friend group from college. This location could not have been better! We had everything we needed. Four bedrooms and three full bathrooms and across the street, a bakery, pizza place, fantastically stocked market, and a nice restaurant! A short drive allowed us ...
Reviewed on 24 Feb 2025
Sweet Studio w/ Lounge & Pool Table
Westport CT
Stay at this apartment in Westport. Enjoy a pool table, an in-room coffee maker and air conditioning. Popular attractions Westport Country Playhouse and Levitt ...
8.6/10 Excellent! (7 reviews)
There isn’t a “kitchen” but a minimum amenity was there and that was enough for me. Lots of dining options nearby. A quiet neighborhood and separate entry. Host was very responsive and accommodating.
Reviewed on 9 Dec 2025
6-bedroom house with fitness room and pool in Westport
Westport CT
Stay at this holiday home in Westport. Enjoy private pools, a fitness centre and a garden. Popular attractions Westport Country Playhouse and Levitt Pavilion ...
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!
Westport CT
Stay at this holiday home in Westport. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Westport Country Playhouse and Levitt Pavilion are ...
10/10 Exceptional! (4 reviews)
Lovely, modern home close to Westport's main shopping street. Great for families and a very responsive host that made sure our stay was comfortable.
Reviewed on 2 Dec 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.