Fairfield Holiday Rentals

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Holiday Rentals in Fairfield

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (75)
"Great stay"
Canada
Gilles
DUNE Fairfield Beach

Charming 3-bedroom house with WiFi, AC in serene Fairfield

Fairfield
9.0 out of 10, Wonderful, (9)
"No complaints here, it was a nice house in a quiet neighborhood! I would visit again when the time is right! "
United States
Sharon O.
Charming 3-bedroom house with WiFi, AC in serene Fairfield

The Inn at Fairfield Beach

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

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Fairfield
10.0 out of 10, Exceptional, (10)
"This house is adorable! We rented it for our adult children and two grandchildren for our wedding weekend. The owner is excellent at communicating and providing information about things to do in the area. The house is immaculate and the sleeping quarters are perfect! I would definitely recommend this house for a family looking in the area and am keeping their information in my records for future use! Cannot say enough good things about the house and the owner!"
United States
Judy F.
The price is NZ$950
includes taxes & fees
2 Dec - 3 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Stamford Suites

4.0 star property
Downtown Stamford
6.0 out of 10, (69)
"Location very good."
United States
Sheila
The price is NZ$270
includes taxes & fees
16 Nov - 17 Nov
Stamford Suites

Luxury Apartments by Hyatus at The Asher

4.5 star property
Downtown Stamford
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
United States
Tasha
Luxury Apartments by Hyatus at The Asher

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

Greenwich
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is NZ$381
includes taxes & fees
16 Nov - 17 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
The Hill
9.6 out of 10, Exceptional, (60)
"Wonderful property- brand new building, nice spacious rooms perfect for family. Instructors for check in and out and everything in between very clear and helpful. "
United States
Zhuo
Luxury Furnished Apartments by Hyatus Downtown at Yale

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
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"
United States
Brian
The price is NZ$508
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Very nice stay and very clean"
United States
Markel W.
The price is NZ$250
includes taxes & fees
16 Nov - 17 Nov
Business or Weekend escape

Beechmont - Perfect for Family Retreat!

5.0 star property
Bridgeport
The price is NZ$2,057
includes taxes & fees
10 Nov - 11 Nov
Beechmont - Perfect for Family Retreat!

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

Brookfield
9.4 out of 10, Exceptional, (3)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Bridgeport
9.6 out of 10, Exceptional, (4)
"Extremely clean and well prepared home stocked with items we may need. Plenty of space for all guests. Comfortable beds. Felt safe with the use of electronic keypad entry and security system. Very well maintained. Historic feel with modern amenities. Great location in regards to where we needed to be. Able to communicate with host who assisted in accommodations. Plenty of parking. Lovely place. "
United States
natalie c.
The price is NZ$2,457
includes taxes & fees
10 Nov - 11 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Peaceful Vintage Home with Private Lake in Redding, CT.

2.0 star property
Redding
10.0 out of 10, Exceptional, (2)
"Property was beautiful in a very quiet and peaceful area. Our host Kadriia was so amazing and would respond so quickly to any questions we had and communicated clearly. My wife and our friends had a Halloween themed wedding party for our friends who couldn’t make it to the actual wedding and we couldn’t have had a better time. "
United States
Connor K.
The price is NZ$1,046
includes taxes & fees
10 Nov - 11 Nov
Peaceful Vintage Home with Private Lake in Redding, CT.

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport
9.2 out of 10, Wonderful, (12)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

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

Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"Don’t be worried about the neighborhood. It might be different than what you’re used to but it’s safe and a ton of local places to eat are great! Hosts are great and the space was excellent!!"
United States
Jack R.
The price is NZ$700
includes taxes & fees
10 Nov - 11 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"Nice location in downtown New Haven. The room itself is nice and convenient. The window near the bed does not close because there is a large tube going through the window with tape around it. On a chilly day/night this is not comfortable and there is nothing one can do since the window does not close. You can also hear everything going on outside because the window does not close. Bedsheets were not clean either. Contacted the host about the window and bedsheets and the host gave me the...
United States
Noel
The price is NZ$391
includes taxes & fees
23 Nov - 24 Nov
Charming Studio| Near Yale| Downtown New Haven

DIRECT WATERFRONT with awesome views and near Yale

West Haven
10.0 out of 10, Exceptional, (2)
"Great place to stay! Easy for an overnight for a family wedding!"
United States
Phoebe T.
The price is NZ$817
includes taxes & fees
18 Nov - 19 Nov
DIRECT WATERFRONT with awesome views and near Yale

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury
10.0 out of 10, Exceptional, (24)
"Beautiful house with amazing views. Can’t wait to stay again. Great location too! Close to everything (shopping/food/activities) but located on a very quiet dead end. Owners were easy to communicate with and very friendly. "
United States
Mary M.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

2.0 star property
West New Haven
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is NZ$230
includes taxes & fees
10 Nov - 11 Nov
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
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

Everything you need to know about Fairfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fairfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fairfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fairfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fairfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fairfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fairfield holiday rentals we have selected for you start as low as NZ$230 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fairfield rentals

At Expedia, we put the best Fairfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fairfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fairfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fairfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

The Inn at Fairfield Beach: This highly rated holiday home rental in Fairfield is located in a shopping district, and has a private beach, a patio and air conditioning to put you at ease in your new surroundings. 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.