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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$3,810
HK$5,492 total
includes taxes & fees
24 Dec - 25 Dec
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, (68)
"Can’t say enough good things about studio apartment! Gerard was wonderful and easy to communicate with. This apartment had absolutely everything we needed! The airline lost one of our bags, so the onsite washing machine was very much appreciated! We will definitely be back to stay here again!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Miscellaneous

Stay 3 Nights or Longer Until January 31 and Get 15% Off

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...
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Stamford Suites
Exterior

Stamford Suites

2.5 star property
6.8 out of 10, (772)
"It was in walking distance of the event we were going to."
The price is HK$1,091
HK$1,254 total
includes taxes & fees
3 Jan - 4 Jan 2025
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, (44)
"Good communication and easy to check in and out. The blow dryer was broken. The internet kept going out; I dropped off a work call and had a hard time getting back on. Please fix the WiFi."
The price is HK$1,774
HK$2,468 total
includes taxes & fees
5 Jan - 6 Jan 2025
DUNE Fairfield Beach
Business or Weekend escape
Pool

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is HK$365
HK$799 total
includes taxes & fees
24 Dec - 25 Dec
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, (115)
"Enjoyed the theater room and the comfortable bed"
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$1,229
HK$3,349 total
includes taxes & fees
3 Jan - 4 Jan 2025
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, (26)
"Wonderful little bungalow. Owners are really nice and responsive. House is well maintained, cleaned and better stocked than any other rental we've been in. Thank you!!"
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (25)
"Great communication and accommodations from the host. We were in town for a concert and the location couldn't have been better! Would recommend this stay for anyone looking within the area."
Cheerful 4 bedrooms residential house.
(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
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, (42)
"Property worked out great for us"
The price is HK$785
HK$1,586 total
includes taxes & fees
6 Jan - 7 Jan 2025
The Safe House - High Tech Apt #3 - 4 beds
Beachfront 3-bedroom vacation home just 14 minutes from Yale University
3 bedrooms, desk, WiFi, bed sheets

Beachfront 3-bedroom vacation home just 14 minutes from Yale University

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."
Beachfront 3-bedroom vacation home just 14 minutes from Yale University
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$2,148
HK$2,471 total
includes taxes & fees
28 Dec - 29 Dec
Guesthouse at Norwalk Inn
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is HK$1,866
HK$3,656 total
includes taxes & fees
20 Jan - 21 Jan 2025
Captain's Cottage - Cold Spring Harbor Water Views
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, (35)
"Enjoyed my second stay at the Safe House. Plenty of space, great proximity to Greenwich downtown."
The price is HK$871
HK$1,703 total
includes taxes & fees
14 Jan - 15 Jan 2025
The Safe House - High Tech Apt #2 - 3 Beds
Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr
Terrace/patio

Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

8.8 out of 10, Excellent, (6)
"Very cute cottage on the water with a deck and beautiful views. A short walk into town to shops and restaurants. "
Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr
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!
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Interior

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

10.0 out of 10, Exceptional, (46)
"The house was beautiful and a perfect place for our family to be at while visiting our daughter who is a student at Yale. We saw the sunrise over the ocean from our bedroom window. Wish we found this sooner!"
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
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, (132)
"Very clean and pleasant staff. Clean room. Affordable pricing"
The price is HK$1,236
HK$1,422 total
includes taxes & fees
29 Dec - 30 Dec
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$3,810
HK$5,492 total
includes taxes & fees
24 Dec - 25 Dec
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, (1009)
"Great stay"
The price is HK$750
HK$863 total
includes taxes & fees
23 Jan - 24 Jan 2025
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 WiFi 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 48 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. Westport Country Playhouse and Westport Farmers Market 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.