Photo by Tim Rousseau

Holiday Rentals in Fairfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Fairfield

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (66)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Charming 2-bedroom house with WiFi, AC in Fairfield

8.4 out of 10, Very good, (5)
The price is €303
includes taxes & fees
26 Aug - 27 Aug
Charming 2-bedroom house with WiFi, AC in Fairfield

The Inn at Fairfield Beach

3.0 star property
8.2 out of 10, Very good, (523)
"Best location, good value, stayed there 3 times, will return again "
The Inn at Fairfield Beach

Stamford Suites

4.0 star property
5.6 out of 10, (49)
"Excellent sleep"
The price is €130
includes taxes & fees
1 Sept - 2 Sept
Stamford Suites

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is €262
includes taxes & fees
3 Sept - 4 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is €274
includes taxes & fees
26 Aug - 27 Aug
Guesthouse at Norwalk Inn

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

5.0 out of 10, (2)
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the house and all the way around the property, but it isn't terrible. A bit of a dead zone for Verizon but T-mobile was OK; Wi-Fi was available which was needed. Good for easy overnight stay and cheaper...
The price is €201
includes taxes & fees
31 Aug - 1 Sept
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Business or Weekend escape

9.2 out of 10, Wonderful, (45)
"Very nice owner with great communication. "
The price is €129
includes taxes & fees
14 Sept - 15 Sept
Business or Weekend escape

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 10, Exceptional, (1)
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (17)
"cleanliness. quiet. "
Luxury Apartments by Hyatus at The Asher

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (124)
"We had a magical stay in this truly enchanting home the beds were comfortable. The kitchen well equipt for entertaining a large crowd. The fire place and piano were the backdrop for many intimate moments. The gardens were beautiful with azaleas and many perennials. The location directly across from the beach allowed for many walks and playtime together and the waves sung us to sleep at night. We would love to make a new family tradition for visiting here again and again."
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (1)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is €1,202
includes taxes & fees
26 Aug - 27 Aug
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Seven Sleeps + Patio retreat/lake + Two-in-one game table/PS5

10.0 out of 10, Exceptional, (1)
"This place was very clean and Michael was great, answering all my questions quickly. check in was simple just a code to get in it was very updated and the beds were very comfortable. It was close to Yale and to some great pizza places"
Seven Sleeps + Patio retreat/lake + Two-in-one game table/PS5

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (20)
"Had a great stay!"
The price is €366
includes taxes & fees
1 Sept - 2 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

The price is €970
includes taxes & fees
31 Aug - 1 Sept
Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Direct Waterfront Private Beach Escape

9.8 out of 10, Exceptional, (17)
"Thank you so Much, the family had a great time. Found some good seaglass"
Direct Waterfront Private Beach Escape

Waterfront Breathtaking Cozy Beach Cottage Sunsets Inspiring Peaceful 1 hr NYC

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
The price is €442
includes taxes & fees
26 Aug - 27 Aug
Waterfront Breathtaking Cozy Beach Cottage Sunsets Inspiring Peaceful 1 hr NYC

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (44)
"Wonderful property with a great location."
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fairfield Hotel Reviews

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?

Business or Weekend escape: This holiday home rental outside of Fairfield 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 are there in Fairfield?

With 53 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 Regina A. Quick Center for the Arts. 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.