Vacation Rentals in Weston, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Gorgeous Weston Retreat with Tennis & Hot Tub

No reviews

·
Weston
·
4 br
·
Sleeps 8
·
High Ceilings · Balcony · Workspace ·
From
$917/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
High Ceilings
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
Modern 4 bed 4.5 bath w hot tub & heated pool close to beach
10

Excellent

·
Weston
·
5 br
·
Sleeps 8
·
Mountains · Hot Tub · Fitness Center ·
From
$795/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Mountains
Hot Tub
Fitness Center
Beach
Pool
Private Pool
Fireplace
Dishwasher
Other spaces
Balcony, Workspace, Kitchen
The Weston River House 1 hr from NYC Designed by Famed Artisan Michael Greenberg
9.6

Excellent

·
Weston
·
1 br
·
Sleeps 4
·
Waterfront · Fireplace · Dishwasher ·
From
$203/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
A private room for any traveler
2

Poor

·
Weston
·
1 br
·
Sleeps 1
·
Pool · Private Pool · Workspace ·
From
$45/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Pool
Private Pool
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Workspace
Riverfront retreat in the woods of scenic Weston, Connecticut.

No reviews

·
Weston
·
3 br
·
Sleeps 6
·
Ocean · Beach · Waterfront ·
From
$499/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ocean
Beach
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Other spaces
Balcony, Workspace, Kitchen
Two Renovated Barns=Spectacular CT Home
10

Excellent

·
Weston
·
4 br
·
Sleeps 6
·
Hot Tub · Beach · Balcony ·
From
$550/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hot Tub
Beach
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen
Enchanting, cozy & secluded riverfront English cottage SANCTUARY

No reviews

·
Weston
·
3 br
·
On Site Laundry · Fitness Center · Waterfront ·
From
$463/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Waterfront
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Luxury family home w/ pool, hot tub, sauna & gym

No reviews

·
Weston
·
4 br
·
Sleeps 6
·
Outdoor Space · Pool · Private Pool ·
From
$850/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Other spaces
Workspace, Kitchen

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Adorable 1-Bedroom Cottage in Weston, CT
10

Excellent

·
Weston
·
1 br
·
Sleeps 3
·
Fitness Center · Outdoor Space · In Unit Laundry ·
From
$185/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Showing 1 - 9 of 9 results
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Private Luxury Stay in Expansive Home & Property
10

Excellent

·
Easton
·
6 br
·
Sleeps 11
·
Lake · Ski In Ski Out · Mountains ·
From
$760/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
Lake
Ski In Ski Out
Mountains
Beach
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Southern Connecticut House for a Summer Retreat with Pool

No reviews

·
Wilton
·
3 br
·
Sleeps 5
·
Pool · Private Pool · Dishwasher ·
From
$800/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Pool
Private Pool
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Westport summer 5 bed home on quiet street 6 mins to the beach!

No reviews

·
Westport
·
5 br
·
Sleeps 10
·
Walk In Closets · On Site Laundry · High Ceilings ·
From
$700/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Walk In Closets
On Site Laundry
High Ceilings
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Other spaces
Workspace, Kitchen
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
10

Excellent

·
Westport
·
4 br
·
Sleeps 8
·
Ski In Ski Out · Fitness Center · Balcony ·
From
$786/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Ski In Ski Out
Fitness Center
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
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/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Walk In Closets
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Entire Guest House at Fox Pond Farm with Access to In ground Pool
9.5

Excellent

·
Easton
·
4 br
·
Ski In Ski Out · Outdoor Space · Pool ·
From
$738/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Ski In Ski Out
Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Cozy summer house 4 bed & 2 baths - Weekly rental

No reviews

·
Fairfield
·
4 br
·
Sleeps 5
·
In Unit Laundry · Air Conditioning · Furnished ·
From
$215/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
In Unit Laundry
Air Conditioning
Furnished
A private summer compound in Westport, CT - total seclusion yet close to it all
10

Excellent

·
Westport
·
6 br
·
Sleeps 12
·
Ev Charging · Hot Tub · Balcony ·
From
$1,561/night
Check availability
Property
House · 6 Beds · 8 baths
Amenities
Ev Charging
Hot Tub
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen

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Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.

No reviews

·
Westport
·
6 br
·
Sleeps 12
·
On Site Laundry · Hot Tub · Outdoor Space ·
From
$1,750/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Hot Tub
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Wifi
Other spaces
Kitchen
CT Country Estate with Pool, Spa, Tennis Court, Fitness Studio, Outdoor Kitchen
10

Excellent

·
Wilton
·
4 br
·
High Ceilings · Hot Tub · Fitness Center ·
From
$1,280/night
Check availability
Property
House · 4 Beds · 6 baths
Amenities
High Ceilings
Hot Tub
Fitness Center
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Private family friendly home with in-ground pool and tennis court
10

Excellent

·
Redding
·
4 br
·
Sleeps 8
·
Outdoor Space · Pool · Private Pool ·
From
$689/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Pool
Private Pool
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Historic Updated Carriage House

No reviews

·
Greens Farms
·
4 br
·
Sleeps 6
·
Carpet · On Site Laundry · Outdoor Space ·
From
$750/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Carpet
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Real log house on Directly on the River with heated pool one hour from NYC.

No reviews

·
Westport
·
4 br
·
Hot Tub · Fitness Center · Waterfront ·
From
$1,443/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Hot Tub
Fitness Center
Waterfront
Pool
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Dramatic family home directly on the Saugatuck River in Westport, CT

No reviews

·
Westport
·
5 br
·
Sleeps 8
·
Beach · Waterfront · Balcony ·
From
$338/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Beach
Waterfront
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Modern Farmhouse - Recently Renovated

No reviews

·
Old Hill
·
4 br
·
Beach · Workspace · Fireplace ·
From
$700/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Beach
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Home > Connecticut Vacation Rentals > Weston Vacation Rentals
Updated: March 24, 2023

Learn about vacation rentals in

Weston

Explore 9 vacation rentals near Weston, 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 Weston, you can see photos of Weston vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Weston vacation rentals in specific areas. Whether you’re looking for a Weston 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 Weston is $45 per night and the highest price is $917 per night.
7 of the vacation rentals near Weston are houses. The average bathroom count for a vacation house near Weston is 3. The average price for vacation houses near Weston is $551 per night. There are 4 vacation homes under this price. The most common amenities for vacation rentals near Weston are: furnished, air conditioning, and outdoor space. 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

3 available

3 bed rentals

2 available

4+ bed rentals

4 available

Getting around Weston

Walking

3/10
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

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Weston

Groceries

3/10
At least one grocery store within a 30-minute walk

Shopping

2/10
Few or no shops within walking distance

Cafes

2/10
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

1/10
Few or no bars within walking distance

Vacation Rentals in Weston, CT FAQ

How many vacation rentals in Weston are available?

There are currently 9 vacation rentals in Weston available. Our vacation rentals in Weston include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Weston?

Yes, right now there are 3 pet friendly vacation rentals in Weston. A pet friendly vacation rental in Weston 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 Weston with a pool?

Yes there are vacation rentals with a pool available in Weston, CT. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Weston with internet access?

As of March 24, 2023, there are vacation rentals with internet access available in Weston, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.

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