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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Westport holiday rentals

Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ฿29,060
฿44,815 total
includes taxes & fees
28 May - 29 May
Beechmont - Perfect for Family Retreat!
House (4 Bedrooms) | Interior

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is ฿10,843
฿18,997 total
includes taxes & fees
27 May - 28 May
4 Mi to Beach & Dtwn! Charming Fairfield Home
Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (89 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is ฿5,740
฿8,587 total
includes taxes & fees
26 May - 27 May
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ฿11,690
฿13,443 total
includes taxes & fees
27 May - 28 May
Guesthouse at Norwalk Inn
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (118 reviews)
"I stay there because it's fully equipped to cook and parking is excellent."
United States
fatima
The price is ฿4,633
฿5,327 total
includes taxes & fees
8 Jun - 9 Jun
Stamford Suites
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is ฿6,578
฿14,321 total
includes taxes & fees
27 May - 28 May
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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.
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Top Westport Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"This is the former Conde Naste headquarters so the property is very stylish and impressive. It’s a huge hotel with a recent remodel so there are conferences on the weekdays and weddings on the weekends. I was there on a Monday, so it was quiet, perfect for a good nights sleep. Rooms are spacious, clean and well lit. I liked the quality of the shampoo etc. Some rooms face the interior atrium which I would probably not be comfortable in since there could be noise from the bar area."
Jill 1-night trip
Posted 13 hours ago
Hyatt Regency Greenwich

Find out more about Westport

Search for holiday rentals in Westport on Expedia! You can easily find your home rentals, villas, holiday apartments in Westport using one of the methods below:

  • View our selection of featured holiday rentals in Westport
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  • Enter your travel dates to view the best deals on holiday rentals in Westport while they last

Look no further and take a look at our great range of rental properties in Westport!

Frequently asked questions

Can I find holiday rentals in Westport?

Yes, there are holiday rentals in Westport close to Rolnick Observatory, or you can select a more secluded option if you're looking for a relaxing stay. Westport is known for its football games and waterfront. Make sure you have time to check out the entertainment choices and theatres during your trip.

How many holiday rentals will I find in Westport?

Expedia has 58 holiday rentals for your stay in Westport.

What’s there to see and do in Westport?

Family-friendly attractions include Rolnick Observatory and Earthplace Museum, whereas Old Mill Beach and Compo Beach are a couple of great spots to enjoy the outdoors. Levitt Pavilion and Westport Country Playhouse are other places to visit while you're in town.

What’s a holiday rental in Westport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westport. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.