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Westport Holiday Rentals

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Holiday Rentals in Westport

Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (12)
"Super clean, comfortable, and great for overnight stay. Will definitely be back!"
The price is HK$4,373
HK$6,309 total
includes taxes & fees
8 May - 9 May
Westport Paradise With Every Amenity!
Sunny Studio APT above historic Westport Mill
9.8 out of 10, Exceptional, (57)
"Had a wonderful stay!!"
Sunny Studio APT above historic Westport Mill
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
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Stamford Suites
2.5 star property
7.0 out of 10, Good, (700)
"Big clean spacious rooms, easily walkable to Stamford downtown with free breakfast. Property is not in great condition but otherwise centrally located with free parking."
The price is HK$1,131
HK$1,301 total
includes taxes & fees
16 May - 17 May
Stamford Suites
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is HK$587
HK$1,056 total
includes taxes & fees
8 May - 9 May
Business or Weekend escape
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (8)
"Great stay"
The price is HK$1,543
HK$2,205 total
includes taxes & fees
9 May - 10 May
DUNE Fairfield Beach
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
The price is HK$2,190
HK$4,089 total
includes taxes & fees
8 May - 9 May
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Beautiful, ultra comfy and clean space, great beds, amazing gym and home theatre, easy check-in and excellent, rapid responses from host. Wish I could have stayed longer."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (8)
"Paul was very communicative and helpful. We did not like the neighborhood but once you enter the apartment it’s a whole different story. The apartment was very clean and spacious. As mentioned in another review, it needs coverings on all windows for privacy from the neighbors."
The price is HK$1,001
HK$3,115 total
includes taxes & fees
13 May - 14 May
Luxury Designer 2 bedroom+office/3bed vacation home.
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (14)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Bedford Hall
3.0 star property
The price is HK$1,447
HK$2,368 total
includes taxes & fees
4 May - 5 May
Bedford Hall
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (15)
"We so enjoyed our stay! The house was perfect for our family, conveniently located close to extended family and with the most beautiful view. The house had everything we needed and provided the perfect home base for spring break in our hometown. We even got to experience an earth quake ;) thank you!!"
Serenity Awaits at this Cozy Lakeside Bungalow
Charming Private Oasis in Old Greenwich – A Commuter's Dream!
10.0 out of 10, Exceptional, (1)
"the owners were on property and very accommodating, the unit was pristine with lots of little extras. would definitely stay there again. "
Charming Private Oasis in Old Greenwich – A Commuter's Dream!
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (26)
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, (11)
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
10.0 out of 10, Exceptional, (3)
"We went to a show at the Capital Theater and this place was very convenient. Had a nice dinner in walking distance as well. The building is old and kind of gross, but the apartment itself was very nice, modern, and clean."
The price is HK$1,173
HK$2,124 total
includes taxes & fees
4 May - 5 May
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (37)
"The pictures are very deceiving - as they are of the Guesthouses not the main hotel. I thought I was booking at an Inn, but I was really booked at a regular ole chain hotel. One that charges $8 per person per day for their pool! (you should really change this policy for paying overnight guests - why should we pay additional for facilities like this?) There's also nowhere to walk to from here, so if you're without a car expect to be paying for Ubers everywhere (which is fine as they're readily...
The price is HK$1,790
HK$2,059 total
includes taxes & fees
9 May - 10 May
Guesthouse at Norwalk Inn
The Safe House - High Tech Apt #2 - 3 Beds
10.0 out of 10, Exceptional, (29)
"Since it was first time with VRBO, I was a little nervous about the whole process going into it. Rob was great to answer questions and deal with both myself and my granddaughter.It was an ideal location for visiting the Hudson River Valley and along the coast to Newport. We flew into White Plains and it is just a 20 minute ride away. The apartment was clean and convenient. We only ate 3 meals in 5 days away from there. The beds were comfortable and the shower was very nice. I liked the shower...
The price is HK$1,385
HK$2,268 total
includes taxes & fees
27 May - 28 May
The Safe House - High Tech Apt #2 - 3 Beds
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See all available properties in Westport
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.

Other types of properties in Westport you may be interested in

Inn at Longshore
2.5 star property
9.2 out of 10, Wonderful, (102)
"Beautiful views. Love the old time feel. Restaurant staff very kind. "
The price is HK$1,244
HK$1,431 total
includes taxes & fees
5 May - 6 May
Inn at Longshore
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, (1499)
"The stay was very enjoyable and located in a very conscientious area."
The price is HK$782
HK$907 total
includes taxes & fees
8 May - 9 May
Amsterdam Hotel
Hilton Garden Inn Shelton
3.0 star property
7.6 out of 10, Good, (1004)
"The front desk staff were excellent. "
The price is HK$858
HK$986 total
includes taxes & fees
23 May - 24 May
Hilton Garden Inn Shelton
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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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?

Business or Weekend escape: This holiday home rental outside of Westport has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Westport?

Expedia has 52 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 Compo Beach and Burying Hill 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.

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