Vacation Rentals in Westport, CT
Westport summer 5 bed home on quiet street 6 mins to the beach!
No reviews
·
Westport
·
5 br
·
Sleeps 10
·
High Ceilings · Walk In Closets · On Site Laundry ·
From
$700/nightProperty
House · 5 Beds · 5 baths
Amenities
High Ceilings
Walk In Closets
On Site Laundry
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Modern Waterfront Home with Deep Water DocK & Spectacular Water Views
10
Excellent
·
Westport
·
5 br
·
Sleeps 6
·
Waterfront · Balcony · Pool ·
From
$820/nightProperty
House · 5 Beds · 5 baths
Amenities
Waterfront
Pool
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
3 Bedroom Luxury Cape - Walk To Train & Beach
8.8
Very good
·
Westport
·
3 br
·
Sleeps 6
·
On Site Laundry · Workspace · Beach ·
From
$499/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Westport: Walk to Town (Really) Private Yard, One Floor
9.6
Excellent
·
Westport
·
4 br
·
Sleeps 8
·
Hardwood Floor · On Site Laundry · Hot Tub ·
From
$644/nightProperty
House · 4 Beds · 2 baths
Amenities
Hardwood Floor
On Site Laundry
Hot Tub
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Less than 1 block to the beach in Westport! Long Term Rentals too.
No reviews
·
Compo-Owenoke Historic District
·
4 br
·
Sleeps 10
·
Hot Tub · Pool · Fitness Center ·
From
$970/nightProperty
House · 4 Beds · 3 baths
Amenities
Hot Tub
Pool
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen
Walk-to-Town New home w/new furnishings, Grill Center & Playset
No reviews
·
Westport
·
5 br
·
Sleeps 10
·
Hardwood Floor · Outdoor Space · Beach ·
From
$807/nightProperty
House · 5 Beds · 6 baths
Amenities
Hardwood Floor
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Kitchen
Westport, CT - Walk To The Beach - NYC Getaway
9.2
Excellent
·
Compo-Owenoke Historic District
·
4 br
·
Sleeps 8
·
Fitness Center · Fireplace · Dishwasher ·
From
$1,000/nightProperty
House · 4 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Newly renovated summer home in Westport CT private pool & spa, near beach & town
No reviews
·
Westport
·
6 br
·
Private Pool · Hot Tub · Pool ·
From
$1,750/nightProperty
House · 6 Beds · 5 baths
Amenities
Private Pool
Hot Tub
Pool
Fitness Center
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen
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Westport Paradise With Every Amenity!
10
Excellent
·
Westport
·
1 br
·
Sleeps 4
·
Ev Charging · Balcony · Private Pool ·
From
$385/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ev Charging
Private Pool
On Site Laundry
Hot Tub
Pool
Fitness Center
Beach
Oven
Other spaces
Balcony, Workspace, Kitchen
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
10
Excellent
·
Westport
·
4 br
·
Sleeps 8
·
Ski In Ski Out · Balcony · Private Pool ·
From
$786/nightProperty
House · 4 Beds · 5 baths
Amenities
Ski In Ski Out
Private Pool
Pool
Fitness Center
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Summer in Westport, CT! - Renovated, Private, Close to everything!
No reviews
·
Westport
·
5 br
·
Sleeps 8
·
Walk In Closets · Fireplace · Dishwasher ·
From
$1,095/nightProperty
House · 5 Beds · 4 baths
Amenities
Walk In Closets
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Amazing New Construction Home with Large Yard. 5 Minutes to EVERYTHING!
10
Excellent
·
Compo-Owenoke Historic District
·
3 br
·
Sleeps 8
·
Fitness Center · Outdoor Space · Beach ·
From
$585/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Kitchen
Modern Waterfront Home steps from the water in quiet beachside neighborhood
10
Excellent
·
Westport
·
3 br
·
Sleeps 5
·
Waterfront · Workspace · Fitness Center ·
From
$500/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Fitness Center
Beach
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Walk-To-Town Cozy Colonial with Fireplace!
10
Excellent
·
Westport
·
4 br
·
Sleeps 8
·
Mountains · Outdoor Space · Beach ·
From
$495/nightProperty
House · 4 Beds · 3 baths
Amenities
Mountains
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Kitchen
Your perfect Westport getaway is here!
No reviews
·
Saugatuck
·
2 br
·
Sleeps 4
·
Dishwasher · Oven · Wifi ·
From
$176/nightProperty
House · 2 Beds · 1 bath
Amenities
Dishwasher
Oven
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
A private summer compound in Westport, CT - total seclusion yet close to it all
10
Excellent
·
Westport
·
6 br
·
Sleeps 12
·
Ev Charging · Balcony · Private Pool ·
From
$1,561/nightProperty
House · 6 Beds · 8 baths
Amenities
Ev Charging
Private Pool
Hot Tub
Pool
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.
No reviews
·
Westport
·
6 br
·
Sleeps 12
·
Private Pool · On Site Laundry · Hot Tub ·
From
$1,750/nightProperty
House · 6 Beds · 5 baths
Amenities
Private Pool
On Site Laundry
Hot Tub
Pool
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen
Historic Updated Carriage House
No reviews
·
Greens Farms
·
4 br
·
Sleeps 6
·
Carpet · On Site Laundry · Outdoor Space ·
From
$750/nightProperty
House · 4 Beds · 4 baths
Amenities
Carpet
On Site Laundry
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Kitchen
Real log house on Directly on the River with heated pool one hour from NYC.
No reviews
·
Westport
·
4 br
·
Waterfront · Private Pool · Hot Tub ·
From
$1,443/nightProperty
House · 4 Beds · 4 baths
Amenities
Waterfront
Private Pool
Hot Tub
Pool
Fitness Center
Fireplace
Dishwasher
Oven
Other spaces
Kitchen
Dramatic family home directly on the Saugatuck River in Westport, CT
No reviews
·
Westport
·
5 br
·
Sleeps 8
·
Waterfront · Balcony · Outdoor Space ·
From
$338/nightProperty
House · 5 Beds · 5 baths
Amenities
Waterfront
Beach
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Balcony, Kitchen
Modern Farmhouse - Recently Renovated
No reviews
·
Old Hill
·
4 br
·
Workspace · Beach · Fireplace ·
From
$700/nightProperty
House · 4 Beds · 3 baths
Amenities
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
No reviews
·
Westport
·
3 br
·
Sleeps 10
·
High Ceilings · Private Pool · Pool ·
From
$1,000/nightProperty
House · 3 Beds · 3 baths
Amenities
High Ceilings
Private Pool
Pool
Beach
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Fabulous private home on desirable street in Westport.
10
Excellent
·
Westport
·
4 br
·
Sleeps 6
·
On Site Laundry · Fitness Center · Beach ·
From
$895/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Ideal Westport location - Compo Beach, Longshore Club Park, fine dining
No reviews
·
Westport
·
4 br
·
Sleeps 8
·
Deck · Fitness Center · Beach ·
From
$800/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Deck, Kitchen
Amazing Westport Beach House Just One Block From Compo Beach
No reviews
·
Compo-Owenoke Historic District
·
5 br
·
Sleeps 8
·
Beach · Fireplace · Dishwasher ·
From
$1,850/nightProperty
House · 5 Beds · 5 baths
Amenities
Beach
Fireplace
Dishwasher
Air Conditioning
Wifi
In Unit Laundry
Furnished
Garage Parking
Other spaces
Kitchen
Historic Apartment in Downtown Westport
10
Excellent
·
Westport
·
1 br
·
Sleeps 3
·
Outdoor Space · Oven · Air Conditioning ·
From
$150/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Garage Parking
Residents Lounge
Other spaces
Kitchen
5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
10
Excellent
·
Westport
·
4 br
·
Walk In Closets · On Site Laundry · Oven ·
From
$2,063/nightProperty
House · 4 Beds · 5 baths
Amenities
Walk In Closets
On Site Laundry
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Garage Parking
Other spaces
Kitchen
Charming historic cottage perfectly kept in Westport, CT close to New York City
9.1
Excellent
·
Westport
·
2 br
·
Sleeps 5
·
Smoking Allowed · Fitness Center · Fireplace ·
From
$209/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Smoking Allowed
Fitness Center
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Kitchen
Exquisite Waterfront Villa
No reviews
·
Westport
·
4 br
·
Sleeps 8
·
Ocean · Waterfront · Balcony ·
From
$950/nightProperty
Apartment · 4 Beds · 6 baths
Amenities
Ocean
Waterfront
Hot Tub
Pool
Beach
Fireplace
Dishwasher
Oven
Other spaces
Balcony, Workspace, Kitchen
Summer in This Custom Westport Home
No reviews
·
Old Hill
·
3 br
·
Sleeps 6
·
Waterfront · Private Pool · Pool ·
From
$1,166/nightProperty
House · 3 Beds · 4 baths
Amenities
Waterfront
Private Pool
Pool
Fitness Center
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Ultimate Vacation Home Feel Like your in the woods 2023
No reviews
·
Old Hill
·
4 br
·
Sleeps 6
·
Mountains · High Ceilings · Balcony ·
From
$1,200/nightProperty
House · 4 Beds · 4 baths
Amenities
Mountains
High Ceilings
Hot Tub
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Luxurious Water Front House -- With large dock!
No reviews
·
Westport
·
3 br
·
Sleeps 5
·
Fireplace · Air Conditioning · Wifi ·
From
$999/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Nama-stay, sweet pink Saugatuck Shores beach cottage
No reviews
·
Westport
·
3 br
·
Sleeps 4
·
Workspace · Fitness Center · Outdoor Space ·
From
$458/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Residents Lounge
Other spaces
Workspace, Kitchen
The Benjamin on Franklin
No reviews
·
Saugatuck
·
2 br
·
Sleeps 4
·
Free Parking · Assigned Parking · Oven ·
From
$157/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
Assigned Parking
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Sunny Studio APT Above Historic Westport Mill
9.9
Excellent
·
Westport
·
1 br
·
Sleeps 4
·
Assigned Parking · Hardwood Floor · Workspace ·
From
$117/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Hardwood Floor
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Business Center
Other spaces
Workspace, Kitchen
European style country chic with pool & privacy!
10
Excellent
·
Westport
·
3 br
·
Sleeps 6
·
Pool · Fireplace · Dishwasher ·
From
$452/nightProperty
House · 3 Beds · 2 baths
Amenities
Pool
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Mill Pond Retreat
10
Excellent
·
Westport
·
4 br
·
Sleeps 6
·
Waterfront · Balcony · On Site Laundry ·
From
$508/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Waterfront
On Site Laundry
Beach
Dishwasher
Oven
Air Conditioning
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
Pet Friendly Private 1 BR+1 Bed Loft Quaint Cottage w/ Fireplace in Westport
No reviews
·
Old Hill
·
1 br
·
Sleeps 4
·
Outdoor Space · Fireplace · Dishwasher ·
From
$350/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Fireplace
Dishwasher
Oven
Air Conditioning
In Unit Laundry
Furnished
Wheelchair Accessible
Swimming Pool
Other spaces
Kitchen
Upscale custom home minutes from NYC
No reviews
·
Westport
·
3 br
·
Sleeps 6
·
Dishwasher · Kitchen · Furnished ·
From
$450/nightProperty
House · 3 Beds · 4 baths
Amenities
Dishwasher
Furnished
Fitness Center
Other spaces
Kitchen
Historic oyster shack.
No reviews
·
Westport
·
1 br
·
Sleeps 10
·
Furnished · Business Center ·
From
$3,600/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Business Center
Summer rental House Westport
No reviews
·
Compo-Owenoke Historic District
·
3 br
·
Sleeps 6
·
Furnished ·
From
$334/nightProperty
House · 3 Beds · 2 baths
Amenities
Furnished
Showing 1 - 41 of 41 results
Updated: March 21, 2023
Learn about vacation rentals in
Westport
Explore 42 vacation rentals near Westport, Connecticut. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Westport, you can see photos of Westport vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Westport vacation rentals in specific areas. Whether you’re looking for a Westport staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Westport is $117 per night and the highest price is $3,600 per night.
3 of the vacation rentals near Westport are
apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation
units is $150 per night. There are
currently 2 vacation units under this
price. 33 of the vacation rentals near Westport are houses.
The average bathroom count for a vacation house near Westport is
4. The average price for vacation houses near Westport is $898 per night. There are 20 vacation homes under this price. The most common
amenities for vacation rentals near Westport are: furnished, kitchen, and in-unit laundry. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
5 available
2 bed rentals
3 available
3 bed rentals
10 available
4+ bed rentals
24 available
Getting around Westport
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
2/10
FYI, there are little to no public transit options within walking distance.
Points of interest in Westport
Groceries
3/10
At least one grocery store within a 30-minute walk
Shopping
5/10
Variety of shops within walking distance
Cafes
3/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Parks
6/10
Moderate amount of park space nearby
Nightlife
2/10
Few or no bars within walking distance
Vacation Rentals in Westport, CT FAQ
How many vacation rentals in Westport are available?
There are currently 42 vacation rentals in Westport available. Our vacation rentals in Westport include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Westport?
Yes, right now there are 16 pet friendly vacation rentals in Westport. A pet friendly vacation rental in Westport means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Westport with a pool?
Yes there are vacation rentals with a pool available in Westport, CT. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Westport with internet access?
As of March 21, 2023, there are vacation rentals with internet access available in Westport, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.
