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Holiday Rentals in Westport

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Holiday Rentals in Westport

Main Street Westport, walk to shops, dining, downtown

8.0 out of 10, Very good, (1)
"It’s a good house - very basic - but gets job done - tricky driveway & noise from road is thing - we did not spend much time in house so was not much of factor Property managers were very helpful supportive"
Main Street Westport, walk to shops, dining, downtown

Sweet Studio w/ Lounge & Pool Table

10.0 out of 10, Exceptional, (1)
"A clean and spacious place to stay in a quiet residential neighborhood. Easy to access. Nice amenities. I didn't get a chance to use the pool table. Thanks for the hospitality."
Sweet Studio w/ Lounge & Pool Table

Stamford Suites

4.0 star property
5.6 out of 10, (39)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (56)
"Simple and efficient check in…clean and rooms!"
DUNE Fairfield Beach

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (19)
"My stay was good only con was the parking. Parking was in the street and hope you come in early to get a space or you will park down the street… there is parking in the back for a fee which was not in the description of the property upon booking."
The price is €359
includes taxes & fees
30 Jun - 1 Jul
Luxury Designer 2 bedroom+office/3bed vacation home.

Business or Weekend escape

9.6 out of 10, Exceptional, (38)
"Very nice owner with great communication. "
The price is €129
includes taxes & fees
28 Jul - 29 Jul
Business or Weekend escape

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is €275
includes taxes & fees
3 Jul - 4 Jul
Guesthouse at Norwalk Inn

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

The Safe House - High Tech Apt #2 - 3 Beds

9.6 out of 10, Exceptional, (42)
"If we are ever in the area again we would love to stay here again if available. "
The price is €202
includes taxes & fees
29 Jun - 30 Jun
The Safe House - High Tech Apt #2 - 3 Beds

Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC

9.8 out of 10, Exceptional, (6)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC

Spacious One Bedroom suite

8.0 out of 10, Very good, (4)
"Nice stay enjoyed it "
Spacious One Bedroom suite

Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (6)
"Property manager was very attentive to our needs and replied to all msgs in a very timely fashion. There were a couple things that needed tending to when we arrived and he took care of it immediately. Despite having parking on the street, it was never an issue and often got the spot that was right next to the house. The beach was directly across the street and was clean with friendly neighbors! Although there is a sign stating no dogs or animals allowed on the beach, there were many dogs on the...
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (3)
"This house was perfect for our visit. It was clean and comfortable and provided everything we needed. Walking distance to a restaurant, coffee shop and the best ice cream! Would definitely stay here again. "
Minutes to Walnut Beach, newly renovated 3 bedroom home

The Safe House - High Tech Apt #3 - 4 beds

9.6 out of 10, Exceptional, (48)
"This is a really great place. It is well kept with attention to every detail. The neighborhood is quiet and friendly. The host was really responsive while we were staying. I highly recommend this Vrbo."
The Safe House - High Tech Apt #3 - 4 beds

My favorite place!

2.0 star property
My favorite place!

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

9.0 out of 10, Wonderful, (7)
"This property is well maintained. Some amenities available that made our stay more enjoyable. My only issue was the amount of noise you could hear throughout the night.but once you're asleep it doesn't matter. "
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.0 out of 10, Good, (6)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is €1,474
includes taxes & fees
20 Jul - 21 Jul
Charming Long Island Family Getaway with Pool. An hour from Hamptons

Beach house in Milford, CT

The price is €624
includes taxes & fees
30 Jun - 1 Jul
Beach house in Milford, CT
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?

Main Street Westport, walk to shops, dining, downtown: This highly rated holiday home rental in Westport is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a fridge, a microwave and a coffee maker, so that you can cook with friends or family.

How many holiday rentals will I find in Westport?

Expedia has 53 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.