Find Vacation Rentals in Southport, Fairfield

We have 79 properties to choose from
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Popular Westport Vacation Rentals

Find the perfect Westport vacation rental

House Westport
from $574 per night
House ∙ 8 guests ∙ 5 bedrooms

353 m² House

5.0
Outstanding(2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Apartment Westport
from $198 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

112 m² Apartment

5.0
Outstanding(23 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $539 per night
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

4.4
Very good(20 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $560 per night
House ∙ 8 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(23 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $299 per night
4 guests ∙ 2 bedrooms

House

5.0
Outstanding(5 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $668 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

4.9
Outstanding(24 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $963 per night
9 guests ∙ 3 bedrooms

House

5.0
Outstanding(12 ratings)
Westport, Fairfield County, Connecticut, United States
Details
House Westport
from $588 per night
7 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Westport, Fairfield County, Connecticut, United States
Details
Apartment Westport
from $213 per night
3 guests ∙ 2 bedrooms

Apartment

4.0
Very good(1 rating)
Westport, Fairfield County, Connecticut, United States
Details
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Vacation Homes With Terraces

Apartment  Westport
from $148 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(8 ratings)
Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
House  Westport
from $843 per night
House ∙ 6 guests ∙ 4 bedrooms

490 m² House

5.0
Outstanding(2 ratings)
Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
House  Westport
from $1,078 per night
House ∙ 10 guests ∙ 6 bedrooms

397 m² House

Westport, Fairfield County, Connecticut, United States
Balcony/Patio
Details
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Apartments and vacation rentals with a kitchen

House  Westport
from $966 per night
12 guests ∙ 6 bedrooms

House

Westport, Fairfield County, Connecticut, United States
Kitchen
Details
House  Westport
from $379 per night
8 guests ∙ 4 bedrooms

House

Westport, Fairfield County, Connecticut, United States
Kitchen
Details
Apartment  Westport
from $235 per night
Apartment ∙ 4 guests ∙ 1 bedroom

108 m² Apartment

Westport, Fairfield County, Connecticut, United States
Kitchen
Details
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Vacation rentals and apartments with air conditioning

House  Westport
from $397 per night
8 guests ∙ 4 bedrooms

House

Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
Apartment  Westport
from $148 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(8 ratings)
Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
House  Westport
from $534 per night
House ∙ 5 guests ∙ 3 bedrooms

245 m² House

5.0
Outstanding(1 rating)
Westport, Fairfield County, Connecticut, United States
Air conditioning
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Westport?

Vacation rentals in Westport are priced starting at $151 per night.

Is it possible to compare multiple vacation rentals in Westport?

Currently, there are 79 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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