Photo by Tim Rousseau

Fairfield Holiday Rentals

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Holiday Rentals in Fairfield

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (44)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is AU$530
includes taxes & fees
27 Dec - 28 Dec
DUNE Fairfield Beach

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

Spacious&Gracious- 5BR Fam-Friendly near I95&Shops

9.4 out of 10, Exceptional, (17)
"The property was great and perfect for a Christmas Weekend with college friends. The theatre worked perfectly and the space was great!"
The price is AU$1,592
includes taxes & fees
8 Jan - 9 Jan 2025
Spacious&Gracious- 5BR Fam-Friendly near I95&Shops

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (1984)
"It was good"
The price is AU$180
includes taxes & fees
25 Dec - 26 Dec
New Haven Village Suites

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 AU$258
includes taxes & fees
1 Jan - 2 Jan 2025
Stamford Suites

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 AU$228
includes taxes & fees
1 Jan - 2 Jan 2025
Business or Weekend escape

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.

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 AU$696
includes taxes & fees
1 Jan - 2 Jan 2025
Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (37)
"Great location. Nice place. Noisy neighbors though"
Luxury Furnished Apartments by Hyatus Downtown at Yale

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 AU$1,141
includes taxes & fees
25 Dec - 26 Dec
Westport Paradise With Every Amenity!

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

(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

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

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.

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 AU$508
includes taxes & fees
28 Dec - 29 Dec
Guesthouse at Norwalk Inn

New Haven Gem w/ Private Pool, Walk to Beach!

9.6 out of 10, Exceptional, (4)
"In town for college visits we were able to stay and use the home as “base” giving everyone space - inside and out to decompress. Kitchen was great and outdoor space is lovely. Beautiful walk to Lighthouse Point Park!"
New Haven Gem w/ Private Pool, Walk to Beach!

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!

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

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

Waterfront Sunset Oasis Beach House Village Brewery Winery 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! "
Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr
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 Fairfield you may be interested in

The Circle Hotel Fairfield

3.0 star property
9.0 out of 10, Wonderful, (1259)
"We’ve stayed at this hotel several times and never been disappointed. Rooms are very clean, beds are comfortable. The only issue I had this time was, we asked for later check out (12:00) and housekeeping came knocking on our door and tried to enter at 9:30 am. 😕 They should know if people have checked out yet before coming to clean the room. "
The price is AU$263
includes taxes & fees
2 Jan - 3 Jan 2025
The Circle Hotel Fairfield

Hotel Hi-Ho - Contactless Check-In

3.0 star property
7.8 out of 10, Good, (1000)
"Very convenient location "
The price is AU$214
includes taxes & fees
5 Jan - 6 Jan 2025
Hotel Hi-Ho - Contactless Check-In

Best Western Plus Fairfield Hotel

2.5 star property
8.0 out of 10, Very good, (1000)
"I left my key card in my room and was pleasantly surprised how quickly I was given another key card."
The price is AU$276
includes taxes & fees
1 Jan - 2 Jan 2025
Best Western Plus Fairfield 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 Fairfield?

Yes, there are holiday rentals in Fairfield close to Connecticut Audubon Birdcraft Museum, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Fairfield is known for its shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Fairfield has to offer?

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center: This highly rated holiday home rental in Fairfield is located next to a golf course, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Fairfield?

With 49 Expedia holiday rentals, you're guaranteed to find just the right place for your Fairfield stay.

What can I see and do in Fairfield?

Enjoy the outdoors at Penfield Beach and Fairfield Beach, or simply take in cultural attractions like Fairfield Theater Company and Fairfield Museum and History Center. Jennings Beach and Lake Mohegan are other places to visit while you're in town.

What are holiday rentals like in Fairfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fairfield. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.