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Westport Holiday Rentals

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Check prices for these dates

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Holiday Rentals in Westport

Interior
Sweet Studio w/ Lounge & Pool Table

Apartment in Westport

8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
The price is HK$1,105
HK$2,153 total
includes taxes & fees
2 Dec - 3 Dec
Sweet Studio w/ Lounge & Pool Table
Fridge, microwave, oven, stovetop
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

Holiday Home in Westport

10.0 out of 10, Exceptional, (3)
"A perfect location to Westport shopping and Fairfield. Beautiful and welcoming home. A must stay "
United States
Tracey G.
The price is HK$5,448
HK$9,712 total
includes taxes & fees
10 Dec - 11 Dec
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (1)
The price is HK$662
HK$1,275 total
includes taxes & fees
24 Nov - 25 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Private kitchen
The Mansion Hotel-style

Aparthotel in Norwalk

2.5 star property
8.4 out of 10, Very good, (14)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is HK$683
HK$786 total
includes taxes & fees
23 Nov - 24 Nov
The Mansion Hotel-style
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$1,759
HK$2,023 total
includes taxes & fees
2 Dec - 3 Dec
Guesthouse at Norwalk Inn
2 bedrooms, iron/ironing board, travel cot, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is HK$824
HK$2,247 total
includes taxes & fees
7 Dec - 8 Dec
Renovated 2BR Retreat / Modern Comforts Included
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (73)
"It was great"
United States
Natalie
The price is HK$932
HK$1,071 total
includes taxes & fees
23 Nov - 24 Nov
Stamford Suites
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Holiday Home in Greenwich

9.6 out of 10, Exceptional, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is HK$778
HK$1,805 total
includes taxes & fees
24 Nov - 25 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in West End - West Side

10.0 out of 10, Exceptional, (1)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,244
HK$3,019 total
includes taxes & fees
24 Nov - 25 Nov
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is HK$979
HK$3,041 total
includes taxes & fees
24 Nov - 25 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The price is HK$824
HK$2,177 total
includes taxes & fees
24 Nov - 25 Nov
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
2 bedrooms, iron/ironing board, WiFi, bed sheets
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Holiday Home in Stony Brook

2.0 star property
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
The price is HK$1,780
HK$4,159 total
includes taxes & fees
2 Dec - 3 Dec
Stylish 2BR House Near Stony Brook University and shopping, fully renovated
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Holiday Home in North End

9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is HK$5,604
HK$10,761 total
includes taxes & fees
23 Nov - 24 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop
Beach Apartment in Woodmont Milford

Apartment in Milford

2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great stay!"
United States
Garry G.
The price is HK$1,175
HK$3,231 total
includes taxes & fees
24 Nov - 25 Nov
Beach Apartment in Woodmont Milford
Terrace/patio
Cozy cute Relaxing home

Holiday Home in Southbury

8.8 out of 10, Excellent, (6)
"nice quiet area"
United States
Alex V.
The price is HK$1,284
HK$2,434 total
includes taxes & fees
23 Nov - 24 Nov
Cozy cute Relaxing home
2 bedrooms, iron/ironing board, WiFi, bed sheets
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Apartment in Downtown Bridgeport

9.0 out of 10, Wonderful, (2)
"Very convenient location to everything in Bridgeport. Very easy and explicit check in directions! The unit was very clean!"
United States
Kelly
The price is HK$1,946
HK$3,020 total
includes taxes & fees
4 Dec - 5 Dec
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
Front of property
Beechmont - Perfect for Family Retreat!

Holiday Home in North End

5.0 star property
The price is HK$5,604
HK$9,169 total
includes taxes & fees
24 Nov - 25 Nov
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Holiday Home in Fairfield

10.0 out of 10, Exceptional, (10)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is HK$1,518
HK$3,871 total
includes taxes & fees
18 Dec - 19 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (12)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is HK$946
HK$1,392 total
includes taxes & fees
23 Nov - 24 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westport Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"The room was clean and tidy, and the staff were very helpful and friendly. "
Yanny 2-night trip
Posted 1 day ago
Hyatt Regency Greenwich

Find out more about Westport

Search for holiday rentals in Westport on Expedia! You can easily find your home rentals, villas, holiday apartments in Westport using one of the methods below:

  • View our selection of featured holiday rentals in Westport
  • Use the map to find apartments and other holiday homes in the Westport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westport while they last

Look no further and take a look at our great range of rental properties in Westport!

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Frequently asked questions

Can I find holiday rentals in Westport?

Yes, there are holiday rentals in Westport close to Earthplace Museum, or you can select a more secluded option if you're looking for a relaxing stay. Westport is known for its football games and waterfront. Make sure you have time to check out the entertainment choices and theatres during your trip.

What are some of the best holiday rentals that Westport has to offer?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Westport is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Westport?

Expedia has 59 holiday rentals for your stay in Westport.

What’s there to see and do in Westport?

Family-friendly attractions include Earthplace Museum and Rolnick Observatory, whereas Old Mill Beach and Compo Beach are a couple of great spots to enjoy the outdoors. Levitt Pavilion and Westport Country Playhouse are other places to visit while you're in town.

What’s a holiday rental in Westport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westport. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.