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Westport Holiday Rentals

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Holiday Rentals in Westport

Westport Paradise With Every Amenity!
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is HK$3,809
HK$5,520 total
includes taxes & fees
6 Nov - 7 Nov
Westport Paradise With Every Amenity!
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Dining
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
10.0 out of 10, Exceptional, (66)
"Gerard was excellent in communicating and checking in. The property is adorable and has all necessary items and then some. Close to downtown Fairfield and shopping and restaurants."
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Miscellaneous
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
10.0 out of 10, Exceptional, (3)
"After a rough year we were able to get a few days away and at the last minute chose this location. Everything we were looking for was there. The home and grounds were beautiful. The location in Westport was exactly what we wanted: magnificent fall foliage, quiet where the home was but close enough to walk to town and enjoy every aspect of being close by the town for lovely cafes and restaurants. Also, beautiful places were accessible by car in minutes such as Earthplace for trails and nature...
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Stamford Suites
Exterior
Stamford Suites
2.5 star property
6.8 out of 10, (759)
"Place was okay. I would stay there again. "
The price is HK$1,117
HK$1,284 total
includes taxes & fees
12 Nov - 13 Nov
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (40)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is HK$1,569
HK$2,232 total
includes taxes & fees
6 Nov - 7 Nov
DUNE Fairfield Beach
Business or Weekend escape
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is HK$583
HK$1,049 total
includes taxes & fees
11 Nov - 12 Nov
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (113)
"Beautiful neighborhood. Absolutely clean. Apartment was laid out kind of strange. The stairs to go down into the apartment were a little tough. It was very dark walking the path and then the stairs are very narrow. Other than that, the place was perfect for what we needed. A clean house, a place to shower and sleep. I would stay again if ever in the area."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Luxury Designer 2 bedroom+office/3bed vacation home.
Miscellaneous
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (15)
"Great little spot. Central enough to get everywhere we needed to. Walked to restaurants and to a concert (about 30 minutes). Host had some treats for us when we checked in. Apartment was clean and spacious. Felt comfortable walking around the neighborhood "
The price is HK$995
HK$3,087 total
includes taxes & fees
6 Nov - 7 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (23)
"Nicest hosts, beautiful beach bungalow was perfect for our family weekend. Walked the beach daily, best sunrise and sunsets. Really appreciated the host contacting us before our stay explaining everything and providing great ideas for what the area had to offer that weekend. Place was full of great snacks and beverages so much more than we needed. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Serenity Awaits at this Cozy Lakeside Bungalow
Interior
Serenity Awaits at this Cozy Lakeside Bungalow
9.6 out of 10, Exceptional, (23)
"We had such a lovely weekend in this home. The house is so peaceful, overlooking a quiet lake surrounded by nature. We were very comfortable as the home was well-stocked and the check-in and check-out procedures were super easy. My nerdy husband was also very impressed by the very fast WiFi speed. Thank you so much for a wonderful stay!"
Serenity Awaits at this Cozy Lakeside Bungalow
Guesthouse at Norwalk Inn
Private kitchen
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"
The price is HK$2,169
HK$2,494 total
includes taxes & fees
11 Nov - 12 Nov
Guesthouse at Norwalk Inn
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Point of interest
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
8.6 out of 10, Excellent, (4)
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Direct Beachfront Property On Long Island Sound
3 bedrooms, desk, WiFi, bed sheets
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (28)
"Very comfortable home. Perfect for our grown family. We enjoyed the relaxed atmosphere, the beach and water views right outside the back steps. We set up our umbrellas and chairs, had fun using the kyack and paddle board. It was a wonderful and relaxing time together! Looking forward to it again next year."
Direct Beachfront Property On Long Island Sound
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
10.0 out of 10, Exceptional, (22)
"Plenty of living space inside which worked well for us. Conveniently parked right out front of home on street. Walked down to ocean each day. Communication with owner was excellent."
Cheerful 4 bedrooms residential house.
The Safe House - High Tech Apt #2 - 3 Beds
Beach
The Safe House - High Tech Apt #2 - 3 Beds
9.6 out of 10, Exceptional, (34)
"Enjoyed my second stay at the Safe House. Plenty of space, great proximity to Greenwich downtown."
The price is HK$785
HK$1,586 total
includes taxes & fees
6 Nov - 7 Nov
The Safe House - High Tech Apt #2 - 3 Beds
The Safe House - High Tech Apt #3 - 4 beds
Beach
The Safe House - High Tech Apt #3 - 4 beds
9.8 out of 10, Exceptional, (38)
"We had a great stay at the apt. Very clean and well kept. It is in a great location close to everything. Very responsive manager, Rob. Enjoyed it! Thx. "
The price is HK$871
HK$1,694 total
includes taxes & fees
11 Nov - 12 Nov
The Safe House - High Tech Apt #3 - 4 beds
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
Terrace/patio
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
8.4 out of 10, Very good, (5)
"I enjoyed my stay here. The cottage was snug but clean. My host was friendly and helpful. ( Actually gave me a pound of really good coffee) Northport is a very pretty village with lots of interesting shops and art galleries as well as a Playhouse with surprisingly excellent talent. "
The price is HK$1,073
HK$1,609 total
includes taxes & fees
7 Nov - 8 Nov
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (33)
"This cottage is so beautiful, well equipped and comfortable. The hosts were welcoming, accommodating and checked in with us to make certain we were enjoying our visit. The gorgeous location was perfect for us. We were visiting family in the area which is why we chose it. We didn’t realize how near it was to quaint towns, great restaurants, etc. We also spent an afternoon at nearby Sherwood Island followed by lobster rolls at a nearby restaurant. Thank you! Looking forward to a return visit! "
The price is HK$1,516
HK$2,357 total
includes taxes & fees
7 Nov - 8 Nov
Adorable 1-Bedroom Cottage in Weston, CT
Life is Better at the Beach!
Beach nearby, sun-loungers
Life is Better at the Beach!
10.0 out of 10, Exceptional, (28)
"When I walked in I immediately noticed how spotless the place was. Every room looked exactly like the pictures that were listed. They had all of the essentials. We didn't need anything except food. The host and the people in the neighborhood were friendly. It was a comfortable and fun stay."
Life is Better at the Beach!
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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Other types of properties in Westport you may be interested in

Inn at Longshore
Outdoor wedding area
Inn at Longshore
2.5 star property
9.2 out of 10, Wonderful, (128)
"Didn’t have much time there but the room was comfortable and staff helpful. "
The price is HK$1,236
HK$1,421 total
includes taxes & fees
10 Nov - 11 Nov
Inn at Longshore
Westport Paradise With Every Amenity!
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is HK$3,809
HK$5,520 total
includes taxes & fees
6 Nov - 7 Nov
Westport Paradise With Every Amenity!
EVEN Hotel Norwalk, an IHG Hotel
Individually decorated, individually furnished, desk, laptop workspace
EVEN Hotel Norwalk, an IHG Hotel
3.5 star property
8.2 out of 10, Very good, (1002)
"The people working there were helpful and friendly!"
The price is HK$867
HK$998 total
includes taxes & fees
10 Nov - 11 Nov
EVEN Hotel Norwalk, an IHG Hotel
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.

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 is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in Westport?

Expedia has 46 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 Old Mill 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.