Find Vacation Rentals in Southport, Fairfield

We have 94 properties to choose from
Westport
Anytime
Guests

Popular Westport Vacation Rentals

Find the perfect Westport vacation rental

House Westport
$907 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$733 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (11 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Cottage Westport
$306 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$1,325 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$519 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$869 per night
House ∙ 7 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$1,196 per night
House ∙ 6 guests ∙ 3 bedrooms
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$2,165 per night
House ∙ 12 guests ∙ 6 bedrooms
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$1,314 per night
House ∙ 10 guests ∙ 5 bedrooms
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

House Air conditioning Westport
$702 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
Vrbo
Details
Details
Apartment Air conditioning Westport
$113 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (43 ratings)
Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
Vrbo
Details
Details
House Air conditioning Westport
$2,013 per night
House ∙ 8 guests ∙ 5 bedrooms
Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Vacation rentals with Wi-Fi

House Internet Westport
$837 per night
House ∙ 10 guests ∙ 5 bedrooms
Westport, Fairfield County, Connecticut, United States
Internet
Details
Vrbo
Details
Details
Cottage Internet Westport
$242 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.7
"Outstanding" (25 ratings)
Westport, Fairfield County, Connecticut, United States
Internet
Details
Vrbo
Details
Details
House Internet Westport
$641 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (21 ratings)
Westport, Fairfield County, Connecticut, United States
Internet
Details
Vrbo
Details
Details
View more

Apartments and vacation rentals with a kitchen

House Kitchen Westport
$524 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
"Very good" (20 ratings)
Westport, Fairfield County, Connecticut, United States
Kitchen
Details
Vrbo
Details
Details
Villa Kitchen Westport
$982 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Westport, Fairfield County, Connecticut, United States
Kitchen
Details
Vrbo
Details
Details
Cottage Kitchen Westport
$598 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (12 ratings)
Westport, Fairfield County, Connecticut, United States
Kitchen
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

Can I find cheap vacation rentals in Westport?

Vacation rentals in Westport are priced starting at $113 per night.

Is it possible to compare multiple vacation rentals in Westport?

Currently, there are 94 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Westport

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Westport offers 66 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Westport start at an average price of $414 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 59 of Westport’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 23 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 55 vacation home rentals. Traveling with your dog or cat? Choose from 23 pet-friendly rentals in Westport that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 4 vacation rental sites in Westport where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 58 HomeAway rentals, 4 TripAdvisor short term rentals and 2 Booking.com vacation rentals.

Popular Day Trips Near Westport

image-tag