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Westport Holiday Rentals

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Holiday Rentals in Westport

Sweet Studio w/ Lounge & Pool Table
8.8 out of 10, Excellent, (6)
"This was our first time getting a VRBO while coming up for a family July 4th party. Everything was great. The space was clean and very comfortable and looked just like the pictures. It was only 5 minutes from our family’s house and very easy to find and in a nice neighborhood. The host was great and very easy to communicate with. "
United States
Annamarie W.
The price is NZ$448
includes taxes & fees
16 Nov - 17 Nov
Sweet Studio w/ Lounge & Pool Table
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (75)
"Great stay"
Canada
Gilles
DUNE Fairfield Beach
The Mansion Hotel-style
4.5 star property
8.0 out of 10, Very good, (6)
"Super clean, our host was a great, we felt valued and welcomed. 100% we will be staying at The Mansion Hotel. "
United States
Maslah
The price is NZ$288
includes taxes & fees
6 Nov - 7 Nov
The Mansion Hotel-style
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
United States
Brian
The price is NZ$512
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is NZ$553
includes taxes & fees
6 Nov - 7 Nov
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"My stay was comfortable for an over night stay after family celebration. I would definitely use this unit again if I travel without a senior person. My suggestion is to clearly identify the unit regarding the stair climbing for prospective renters for the second and third floor. Thank you,"
United States
Magalie L.
The price is NZ$506
includes taxes & fees
6 Nov - 7 Nov
Renovated 2BR Retreat / Modern Comforts Included
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is NZ$364
includes taxes & fees
9 Nov - 10 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is NZ$1,999
includes taxes & fees
6 Nov - 7 Nov
Beechmont - Perfect for Family Retreat!
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.6 out of 10, Exceptional, (4)
"Extremely clean and well prepared home stocked with items we may need. Plenty of space for all guests. Comfortable beds. Felt safe with the use of electronic keypad entry and security system. Very well maintained. Historic feel with modern amenities. Great location in regards to where we needed to be. Able to communicate with host who assisted in accommodations. Plenty of parking. Lovely place. "
United States
natalie c.
The price is NZ$2,421
includes taxes & fees
12 Nov - 13 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (10)
"This house is adorable! We rented it for our adult children and two grandchildren for our wedding weekend. The owner is excellent at communicating and providing information about things to do in the area. The house is immaculate and the sleeping quarters are perfect! I would definitely recommend this house for a family looking in the area and am keeping their information in my records for future use! Cannot say enough good things about the house and the owner!"
United States
Judy F.
The price is NZ$924
includes taxes & fees
2 Dec - 3 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.0 out of 10, Wonderful, (6)
"My daughter and I stayed here for two nights. We drove from Philadelphia, PA to see a Conan Gray concert on Friday night. The apartment was absolutely beautiful! There were two huge water bottles in the refrigerator, snacks to hold us over until we could get our own food, and all kinds of small amenities (toothbrushes, toothpaste, ear plugs, q-tips, shampoo, conditioner, etc). The apartment was spotless and beautiful, and the bed was the most comfortable bed my daughter and I have ever slept on....
United States
Lisa
The price is NZ$403
includes taxes & fees
15 Nov - 16 Nov
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
9.4 out of 10, Exceptional, (20)
"My family was thrilled to stay at Andrew's property for a family wedding! The house was beautiful, clean, and spacious.. thanks so much for everything!"
United States
Lisa O.
The price is NZ$1,303
includes taxes & fees
6 Nov - 7 Nov
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Renovated 2 bedroom entire apartment w/parking
10.0 out of 10, Exceptional, (1)
"Good location and great landlords."
United States
Ricardo S.
The price is NZ$447
includes taxes & fees
10 Nov - 11 Nov
Renovated 2 bedroom entire apartment w/parking
Stamford Suites
4.0 star property
6.0 out of 10, (68)
"Location very good."
United States
Sheila
The price is NZ$269
includes taxes & fees
9 Nov - 10 Nov
Stamford Suites
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (1)
"Wonderful "
United States
Nolufefe Z.
The price is NZ$664
includes taxes & fees
6 Nov - 7 Nov
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Spacious 4-bedroom house with WiFi and AC in awesome Milford
10.0 out of 10, Exceptional, (3)
"Perfect rental for a family or a group of friends. Great house. Great location. Super great hosts. Highly recommend. "
United States
John V.
The price is NZ$1,232
includes taxes & fees
20 Nov - 21 Nov
Spacious 4-bedroom house with WiFi and AC in awesome Milford
Beach house in Milford, CT
10.0 out of 10, Exceptional, (1)
"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"
United States
Alex F.
The price is NZ$1,605
includes taxes & fees
16 Nov - 17 Nov
Beach house in Milford, CT
Designer 3BR Treehouse w/ Soaking Tub & Skylights
10.0 out of 10, Exceptional, (1)
"We came to stay near our son at Sacred Heart. The neighborhood is cute, the house is a perfect size and the location was close to everything we needed."
United States
Sarah M.
The price is NZ$1,041
includes taxes & fees
30 Nov - 1 Dec
Designer 3BR Treehouse w/ Soaking Tub & Skylights
Beach Apartment in Woodmont Milford
2.0 star property
9.0 out of 10, Wonderful, (2)
"Beach location is perfect and the interior of this unit is immaculate and brand new. Communication with the owner was good and extremely responsive. Lots of stairs not a problem for us and exterior not well lit for arrivals in the dark. There is off street parking. "
United States
Joanna T.
The price is NZ$754
includes taxes & fees
2 Dec - 3 Dec
Beach Apartment in Woodmont Milford
Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Very nice stay and very clean"
United States
Markel W.
The price is NZ$249
includes taxes & fees
9 Nov - 10 Nov
Business or Weekend escape
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

Find out more about Westport

Everything you need to know about Westport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westport holiday rentals we have selected for you start as low as NZ$249 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 free WiFi 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 57 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.