A leafless tree by a frozen body of water with a bright moon in the sky.

Fairfield Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Fairfield holiday rentals

Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (98 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is HK$1,679
HK$2,409 total
includes taxes & fees
4 Aug - 5 Aug
DUNE Fairfield Beach
Beach nearby, sun-loungers, beach towels

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (38 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is HK$3,112
HK$6,352 total
includes taxes & fees
6 Aug - 7 Aug
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Terrace/patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
10.0 out of 10, Exceptional, (2 reviews)
"Host was attentive and the space was comfortable and exactly what we needed"
United States
Parker M.
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Interior

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is HK$3,480
HK$5,325 total
includes taxes & fees
9 Aug - 10 Aug
4 Mi to Beach & Dtwn! Charming Fairfield Home
Interior

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
The price is HK$2,916
HK$5,340 total
includes taxes & fees
2 Aug - 3 Aug
4 Mi to Beach & Dtwn! Charming Fairfield Home
Fridge, microwave, oven, stovetop

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (15 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is HK$3,457
HK$6,423 total
includes taxes & fees
4 Aug - 5 Aug
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Coffee/tea maker, fridge, microwave, oven

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is HK$2,328
HK$4,417 total
includes taxes & fees
4 Aug - 5 Aug
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Coffee/tea maker, fridge, microwave, oven

5 minute walk to beach, walk to town & train

5 minute walk to beach, walk to town & train
Fairfield Beach
10.0 out of 10, Exceptional, (26 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is HK$3,441
HK$7,892 total
includes taxes & fees
1 Aug - 2 Aug
5 minute walk to beach, walk to town & train
4 bedrooms, Internet

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
Stareway to Heaven in Fairfield
Internet, bed sheets

Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
The price is HK$784
HK$1,453 total
includes taxes & fees
16 Jul - 17 Jul
Welcome to Sweet Abby Rose!
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is HK$886
HK$1,544 total
includes taxes & fees
20 Jul - 21 Jul
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Private kitchen

Elite room stay

Elite room stay
Bridgeport
The price is HK$1,622
HK$2,673 total
includes taxes & fees
16 Jul - 17 Jul
Elite room stay
1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is HK$651
HK$1,491 total
includes taxes & fees
22 Jul - 23 Jul
One bedroom in United States of America, New Haven
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,137
HK$2,645 total
includes taxes & fees
16 Jul - 17 Jul
Angelica’s safe haven @ west haven
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (41 reviews)
"rooms were lovely and spacious and hosts were responsive and helpful. "
United States
nina a.
The price is HK$1,481
HK$2,722 total
includes taxes & fees
20 Jul - 21 Jul
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,098 total
includes taxes & fees
20 Jul - 21 Jul
Centric property close to all the great things in the city
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (58 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is HK$666
HK$1,148 total
includes taxes & fees
23 Jul - 24 Jul
Business or Weekend escape
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is HK$846
HK$1,909 total
includes taxes & fees
19 Jul - 20 Jul
Bright Downtown Studio near Yale & East Rock!
Dining

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (77 reviews)
Spacious 2 Bedroom apartment close to Yale Bowl
Dining

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
The price is HK$627
HK$878 total
includes taxes & fees
26 Jul - 27 Jul
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fairfield Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

8/10 Good
"Friendly staff & good location"
Jeremy 1-night trip
Posted 11 hours ago
Amsterdam Hotel

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
  • Use the map to find apartments and other holiday homes in the Fairfield neighbourhood you prefer
  • 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 Fairfield Theater Company, 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, 2 King beds, 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 50 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 Connecticut Audubon Birdcraft Museum. Country Club of Fairfield and Jennings Beach 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.