Fairfield Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Fairfield holiday rentals

Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in serene Fairfield

Holiday Home in Tunxis Hill

Charming 3-bedroom house with WiFi, AC in serene Fairfield
9.0 out of 10, Wonderful, (9)
"Cute place with large bedrooms. Would absolutely go back!"
United States
Sandra G.
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Front of property
The Inn at Fairfield Beach

Holiday Home in Fairfield Beach

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 "
United States
slava
The Inn at Fairfield Beach
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (79)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is HK$859
HK$988 total
includes taxes & fees
21 Dec - 22 Dec
Stamford Suites
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$1,976
HK$2,273 total
includes taxes & fees
2 Jan - 3 Jan 2026
Guesthouse at Norwalk Inn
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Holiday Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (23)
"This was a great place! The host George and his wife were incredibly helpful and so nice, making the stay even better. I would absolutely recommend this spot to anyone and definitely plan to be back again!"
United States
Alexus C.
The price is HK$1,072
HK$2,166 total
includes taxes & fees
20 Dec - 21 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Lounge
Luxury Apartments by Hyatus at The Asher

Aparthotel in Downtown Stamford

Luxury Apartments by Hyatus at The Asher
4.5 star property
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
Pool
Business or Weekend escape

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$661
HK$1,140 total
includes taxes & fees
3 Jan - 4 Jan 2026
Business or Weekend escape
In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Aparthotel in The Hill

Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (61)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Terrace/patio
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Holiday Home in Brookfield

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
9.6 out of 10, Exceptional, (4)
"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
Front of property
Beechmont - Perfect for Family Retreat!

Holiday Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
The price is HK$6,584
HK$10,294 total
includes taxes & fees
23 Dec - 24 Dec
Beechmont - Perfect for Family Retreat!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (14)
"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$945
HK$1,391 total
includes taxes & fees
21 Dec - 22 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Exterior
Charming Studio| Near Yale| Downtown New Haven

Apartment in Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
8.8 out of 10, Excellent, (11)
"Convenient location. Just off Rte 91. Easy street parking. The studio is as pictured - exposed brick walls, high ceilings. Everything you need for a short stay. "
United States
Lois G.
The price is HK$529
HK$1,416 total
includes taxes & fees
29 Dec - 30 Dec
Charming Studio| Near Yale| Downtown New Haven
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Holiday Home in North End

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.4 out of 10, Exceptional, (6)
"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"
United States
April R.
The price is HK$6,827
HK$12,344 total
includes taxes & fees
21 Dec - 22 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (3)
"Nice little spot with a great host."
United States
J M.
The price is HK$973
HK$1,640 total
includes taxes & fees
5 Jan - 6 Jan 2026
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Holiday Home in Redding

Peaceful Vintage Home with Private Pond in Redding, CT.
2.0 star property
9.6 out of 10, Exceptional, (4)
"The house is absolutely beautiful and in a very serene location. The host was super helpful. We had a wonderful time and plan to make this our yearly gathering place for our holiday get together."
United States
Amarilis R.
The price is HK$3,151
HK$5,025 total
includes taxes & fees
20 Dec - 21 Dec
Peaceful Vintage Home with Private Pond in Redding, CT.
Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Holiday Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is HK$934
HK$1,531 total
includes taxes & fees
21 Dec - 22 Dec
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Microwave, oven, stovetop, dishwasher
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

Holiday Home in Cranbury

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
7.0 out of 10, Good, (2)
"This was a great house to stay in as we visited family whose house had a strict no dogs allowed in the house rule. The beds were comfortable and the house was clean and updated. We only stayed upstairs, we didn’t have a use for the in law apartment downstairs, but I loved that the backyard was fenced in and clean. We’ll be back again, maybe when the pool is open and the weather warmer and we would recommend the place for anyone looking for a clean, updated place to stay."
United States
Crystal S.
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

Apartment in West New Haven

Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
2.0 star property
9.4 out of 10, Exceptional, (3)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is HK$703
HK$1,099 total
includes taxes & fees
12 Jan - 13 Jan 2026
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Exterior
The Bella Vista St James! Waterfront house with a beach dock and so much more!

Holiday Home in Saint James

The Bella Vista St James! Waterfront house with a beach dock and so much more!
10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The price is HK$9,998
HK$15,583 total
includes taxes & fees
20 Dec - 21 Dec
The Bella Vista St James! Waterfront house with a beach dock and so much more!
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Everything went well. My short stay was good. I particularly like the hotel's proximity to my favorite places in New Haven. Also the general cleanliness and overall pleasant atmosphere."
Dermalee 1-night trip
Posted 3 days ago
New Haven 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 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?

Charming 3-bedroom house with WiFi, AC in serene Fairfield: This highly rated holiday home rental in Fairfield is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. 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 56 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.