Skip to navigation
Skip to main content
Skip to footer
Westport, CT
Dates
Guests
Favorites
Alerts
Log in
Sign up
Filters
Popular filters
Pets allowed
Accessible
Free Cancellation
Price
$
0
/night
Min price
$
1,000+
/night
Max price
Type of place
Cabin
Cottage
Mansion
House
Hotel
Villa
Boat
Condo
Show more
Rooms & spaces
Bedrooms
Studio
1
2
3
4+
Bathrooms
1
2
3
4
5
6
7
8+
Other spaces
Kitchen
Outdoor space
Workspace
Amenities
Basics
Air conditioning
Laundry
Central heating
Parking
TV
Wifi
Show more
Locations
Lake
Waterfront
Beach
Oceanfront
Ski in/Ski out
Mountains
Accessibility
Only show listings with accessibility features.
Rules & policies
Pets allowed
Smoking allowed
Free cancellation
Price
$
0
/night
Min price
$
1,000+
/night
Max price
Clear
Apply
Type
Cabin
Cottage
Mansion
House
Hotel
Villa
Boat
Condo
Show all
Clear
Apply
More filters
Create Alert
Vacation Rentals in Westport, CT
Sort by:
Relevance
Most relevant
Newest first
Price: low to high
Price: high to low
Sort by:
Relevance
Most relevant
Newest first
Price: low to high
Price: high to low
PRICE PER NIGHT
Up to $100
$100 - $199
From $200
ACCOMMODATION TYPES
Apartment
House
Condo
Top-Rated Vacation Rentals in Westport, CT
Book a vacation rental in Westport that has the highest visitor rating. Here are 6 of the best vacation rentals in Westport.
Sunny Studio APT above historic Westport Mill
10
Excellent
·
Details
Westport
·
1 br
·
Sleeps 4
·
More
Furnished · Assigned Parking · Oven ·
More
From
$133
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Assigned Parking
Oven
Wifi
In Unit Laundry
Business Center
Air Conditioning
Hardwood Floor
Other spaces
Kitchen, Workspace
Price drop
Sunny Westport 2BR Retreat above historic Mill
10
Excellent
·
Details
Westport
·
2 br
·
Sleeps 6
·
More
In Unit Laundry · Oven · Kitchen ·
More
From
$189
/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Oven
Air Conditioning
Assigned Parking
Hot Tub
Business Center
Dishwasher
Hardwood Floor
Other spaces
Kitchen, Workspace
Price drop
Waterfront Getaway - Saugatuck Shores, Westport
10
Excellent
·
Details
Westport
·
4 br
·
Sleeps 7
·
More
Walk In Closets · Air Conditioning · Furnished ·
More
From
$750
/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Walk In Closets
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Price drop
Historic Apartment in Downtown Westport
10
Excellent
·
Details
Westport
·
1 br
·
Sleeps 3
·
More
Furnished · Wifi · In Unit Laundry ·
More
From
$137
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
In Unit Laundry
Residents Lounge
Garage Parking
Oven
Air Conditioning
Other spaces
Kitchen
Westport: Walk to Town (Really) Private Yard, One Floor
10
Excellent
·
Details
Westport
·
4 br
·
Sleeps 8
·
More
Garage Parking · Hardwood Floor · Swimming Pool ·
More
From
$667
/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Garage Parking
Hardwood Floor
Swimming Pool
Oven
In Unit Laundry
Air Conditioning
Residents Lounge
Hot Tub
Other spaces
Kitchen, Workspace
Price drop
Westport Paradise With Every Amenity!
10
Excellent
·
Details
Westport
·
1 br
·
Sleeps 4
·
More
Wifi · Ev Charging · Pool ·
More
From
$585
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Ev Charging
Pool
In Unit Laundry
On Site Laundry
Residents Lounge
Furnished
Private Pool
Other spaces
Workspace, Balcony, Kitchen
Budget-Friendly Vacation Rentals in Westport, CT
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Westport starting at $133. Use the price filter at the top of the page to search for more specific prices.
Your perfect Westport getaway is here!
10
Excellent
·
Details
Saugatuck
·
2 br
·
Sleeps 4
·
More
In Unit Laundry · Kitchen · Furnished ·
More
From
$168
/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
In Unit Laundry
Furnished
Oven
Wifi
Other spaces
Kitchen
Summer rental House Westport
No rating
·
Details
Compo-Owenoke Historic District
·
3 br
·
Sleeps 6
·
More
Furnished ·
More
From
$334
/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Furnished
Dramatic family home directly on the Saugatuck River in Westport, CT
No rating
·
Details
Westport
·
5 br
·
Sleeps 8
·
More
Kitchen · Dishwasher · Furnished ·
More
From
$338
/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Dishwasher
Furnished
Air Conditioning
Oven
Waterfront
In Unit Laundry
Swimming Pool
Wifi
Other spaces
Kitchen, Balcony
Expand your search criteria to see more vacation rentals near Westport.
Home
>
Connecticut Vacation Rentals
>
Westport Vacation Rentals
Updated: September 20, 2023
Nearby
Points of Interest
Bus stops
Cafes
Groceries
Nightlife
Parks
Rapid transit stations
Restaurants
Schools
Train stations
Clear
Apply
Search as I move the map