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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$3,814
HK$5,512 total
includes taxes & fees
24 Nov - 25 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, (67)
"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, (766)
"All is well"
The price is HK$1,118
HK$1,286 total
includes taxes & fees
29 Nov - 30 Nov
Stamford Suites
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$623
HK$1,095 total
includes taxes & fees
24 Nov - 25 Nov
Business or Weekend escape
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, (42)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is HK$2,617
HK$3,437 total
includes taxes & fees
30 Nov - 1 Dec
DUNE Fairfield Beach
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Terrace/patio

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
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$1,152
HK$3,263 total
includes taxes & fees
26 Nov - 27 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, (25)
"The house was clean, and very comfortable. They are well stocked, even with our odd allergies, we were able to find some snacks. It saved us a good amount of town since it was a short visit. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
(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
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$2,150
HK$2,473 total
includes taxes & fees
24 Nov - 25 Nov
Guesthouse at Norwalk Inn
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
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (23)
"Washer downstairs unavailable, thermostat only on request, feather pillows (allergy). Otherwise it was ok with plenty of bedrooms and baths. "
Cheerful 4 bedrooms residential house.
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
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is HK$1,557
HK$3,292 total
includes taxes & fees
3 Dec - 4 Dec
Captain's Cottage - Cold Spring Harbor Water Views
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$1,004
HK$1,837 total
includes taxes & fees
10 Dec - 11 Dec
The Safe House - High Tech Apt #3 - 4 beds
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$786
HK$1,588 total
includes taxes & fees
25 Nov - 26 Nov
The Safe House - High Tech Apt #2 - 3 Beds
Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr
3 bedrooms, desk, iron/ironing board, travel cot

Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr

10.0 out of 10, Exceptional, (4)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
The price is HK$4,647
HK$7,487 total
includes taxes & fees
25 Nov - 26 Nov
Wow Seaside Beach House Sunset Oasis! Walk Waterfront Village East End NYC 1 Hr
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$1,922
HK$2,600 total
includes taxes & fees
26 Nov - 27 Nov
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 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!
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
9.0 out of 10, Wonderful, (129)
"Didn’t have much time there but the room was comfortable and staff helpful. "
The price is HK$1,238
HK$1,423 total
includes taxes & fees
24 Nov - 25 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$3,814
HK$5,512 total
includes taxes & fees
24 Nov - 25 Nov
Westport Paradise With Every Amenity!
Amsterdam Hotel
Front of property

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1514)
"Staff was nice. Bed pillows were old as was bedding. "
The price is HK$778
HK$902 total
includes taxes & fees
1 Dec - 2 Dec
Amsterdam 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.
Beautiful view of the beach with palm trees

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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 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.