Find Vacation Rentals in Southport, Fairfield

We have 56 properties to choose from
Westport
Anytime
Guests
Westport
Anytime
Guests

Popular Westport Vacation Rentals

Find the perfect Westport vacation rental

House Westport
$902 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (4 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$766 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Apartment Westport
$110 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding (87 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Apartment Westport
$114 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (8 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Apartment Westport
$581 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (24 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Apartment Westport
$205 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (15 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$576 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
House Westport
$202 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (11 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
Details
Details
Cottage Westport
$589 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (14 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Vrbo
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Details
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Recommended Rentals With Pools

Villa  Westport
$1,047 per night
Villa ∙ 10 guests ∙ 4 bedrooms
Westport, Fairfield County, Connecticut, United States
Pool
Details
Vrbo
Details
Details
House  Westport
$2,331 per night
House ∙ 10 guests ∙ 5 bedrooms
Westport, Fairfield County, Connecticut, United States
Pool
Details
Vrbo
Details
Details
House  Westport
$1,018 per night
House ∙ 10 guests ∙ 3 bedrooms
Westport, Fairfield County, Connecticut, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Westport
$434 per night
House ∙ 4 guests ∙ 2 bedrooms
Westport, Fairfield County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Westport
$740 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (23 ratings)
Westport, Fairfield County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Westport
$3,357 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (4 ratings)
Westport, Fairfield County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
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Vacation Homes With Terraces

House  Westport
$607 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (24 ratings)
Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
Vrbo
Details
Details
House  Westport
$591 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
Vrbo
Details
Details
House  Westport
$1,014 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent (28 ratings)
Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
Vrbo
Details
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Westport?

Vacation rentals in Westport are priced starting at $100 per night.

Is it possible to compare multiple vacation rentals in Westport?

Currently, there are 56 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

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