A calm river reflecting buildings and trees, with a clear sky above.

Search Westport Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Westport cottages

Property grounds

1. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is ￥55,051
￥120,805 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Property grounds

2. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (8 reviews)
"This house is the perfect private getaway! Everything was just as described and the host was super helpful. Will definitely stay again. "
United States
Anna F.
The price is ￥85,322
￥201,993 total
includes taxes & fees
Aug 16 - Aug 17
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westport Hotel Reviews

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"It was ok. Nothing stood out."
Cindy 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

Find out more about Westport

Westport Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Westport cost?
You'll pay between and per night for cottages in Westport. Whatever your budget, the perfect stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Westport with Expedia?
Reserving a cottage in Westport is as easy as working out your travel dates and selecting your ideal place for outdoor relaxation and recreation. From upscale retreats to affordable properties and cottages that feature perks like a hot tub, Expedia has something for all traveler tastes. As for the best deals around? We've got you covered!
How can I find cheap cottages in Westport?
With Expedia's handy filter tool, getting your hands on cheap cottages in Westport has never been easier. To discover accommodations that'll make your bank balance smile, narrow your search results by budget, amenities and star rating.
What is there to do in Westport near my cottage?
Whatever you love to do, Westport has loads of things to keep you entertained. Compo Beach, Levitt Pavilion and Westport Country Playhouse are on most travelers' trip plans. Don't forget to explore Burying Hill Beach, Westport Farmers Market and Alvord Beach either. With Expedia's Westport hotel deals, you'll be able to see more renowned attractions like these with the cash you save.