Fairfield Holiday Rentals

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Our top choices for Fairfield holiday rentals

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
10.0 out of 10, Exceptional, (1 review)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is HK$968
HK$2,461 total
includes taxes & fees
1 Feb - 2 Feb
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,170
HK$2,904 total
includes taxes & fees
3 Feb - 4 Feb
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (24 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is HK$1,387
HK$3,740 total
includes taxes & fees
11 Jan - 12 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is HK$1,387
HK$3,727 total
includes taxes & fees
11 Jan - 12 Jan
Bright Escape, Top-Rated Design, Fire pit, Near Beach
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is HK$2,525
HK$5,743 total
includes taxes & fees
11 Jan - 12 Jan
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
10.0 out of 10, Exceptional, (1 review)
"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "
United States
Patricia B.
The price is HK$6,146
HK$15,623 total
includes taxes & fees
12 Jan - 13 Jan
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
10.0 out of 10, Exceptional, (3 reviews)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
The price is HK$584
HK$1,777 total
includes taxes & fees
13 Jan - 14 Jan
Westville Stay • 2BR • Near Yale • Free Parking
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is HK$967
HK$1,417 total
includes taxes & fees
11 Jan - 12 Jan
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
9.4 out of 10, Exceptional, (3 reviews)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is HK$740
HK$1,604 total
includes taxes & fees
22 Jan - 23 Jan
One bedroom apartment in United States of America, New Haven

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is HK$825
HK$2,265 total
includes taxes & fees
11 Jan - 12 Jan
Renovated 2BR Retreat / Modern Comforts Included
3.0 star property
The price is HK$1,068
HK$2,790 total
includes taxes & fees
11 Jan - 12 Jan
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Apartment in Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (12 reviews)
"Great location, exactly as advertised. The shades are somewhat translucent, so a bit bright at night, but wore a mask and it was fine. "
United States
Scott B.
The price is HK$491
HK$1,364 total
includes taxes & fees
12 Jan - 13 Jan
Charming Studio| Near Yale| Downtown New Haven

Apartment in West New Haven

The Nest At Elm City Flats.
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. "
United States
Joan S.
The price is HK$694
HK$1,851 total
includes taxes & fees
11 Jan - 12 Jan
The Nest At Elm City Flats.
2.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay!"
United States
Garry G.
The price is HK$997
HK$2,990 total
includes taxes & fees
11 Jan - 12 Jan
Beach Apartment in Woodmont Milford
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
The price is HK$1,017
HK$2,461 total
includes taxes & fees
10 Jan - 11 Jan
Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (21 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$716
HK$979 total
includes taxes & fees
15 Jan - 16 Jan
Cozy One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (11 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is HK$842
HK$2,189 total
includes taxes & fees
12 Jan - 13 Jan
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Apartment in Downtown New Haven

Modern apt in Wooster Square
10.0 out of 10, Exceptional, (2 reviews)
"great ty NICE PLACE TO VISIT IN CT"
United States
JOSE
Modern apt in Wooster Square
10.0 out of 10, Exceptional, (4 reviews)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is HK$1,122
HK$2,954 total
includes taxes & fees
11 Jan - 12 Jan
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
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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Top Fairfield Hotel Reviews

Find out more about Fairfield

Search for holiday rentals in Fairfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Fairfield using one of the methods below:

  • View our selection of featured holiday rentals in Fairfield
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  • Enter your travel dates to view the best deals on holiday rentals in Fairfield while they last

Look no further and take a look at our great range of rental properties in Fairfield!

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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Fairfield is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Fairfield?

With 57 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.