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

Fairfield Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Fairfield holiday rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (111 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is HK$1,382
HK$2,068 total
includes taxes & fees
21 Sept - 22 Sept
DUNE Fairfield Beach
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

2. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is HK$1,856
HK$4,805 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

3. 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, (18 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is HK$2,172
HK$5,224 total
includes taxes & fees
30 Sept - 1 Oct
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

4. 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$1,767
HK$3,702 total
includes taxes & fees
21 Sept - 22 Sept
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

5. 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$3,575
HK$5,876 total
includes taxes & fees
31 Aug - 1 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

6. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
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$3,309
HK$6,812 total
includes taxes & fees
8 Sept - 9 Sept
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is HK$3,003
HK$5,916 total
includes taxes & fees
31 Aug - 1 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home
A modern living room with a large window, a sofa, a coffee table, and a TV.

8. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is HK$839
HK$1,490 total
includes taxes & fees
28 Sept - 29 Sept
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A bedroom with a bed, bedside tables, a mirror, and a patterned rug.

9. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is HK$1,051
HK$2,031 total
includes taxes & fees
1 Sept - 2 Sept
Spacious Studio with Pool Table
A swimming pool at night with blue lighting.

10. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is HK$706
HK$1,194 total
includes taxes & fees
29 Sept - 30 Sept
Business or Weekend escape
A modern kitchen with white cabinetry, a granite countertop, and a built-in island with bar stools.

11. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
The price is HK$1,058
HK$2,332 total
includes taxes & fees
31 Aug - 1 Sept
Zen, Spacious & Comfy 2 bed, Lux beds
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (26 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is HK$1,082
HK$3,228 total
includes taxes & fees
14 Sept - 15 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

13. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cozy get away"
United States
Anonymous traveller
The price is HK$1,125
HK$2,727 total
includes taxes & fees
8 Sept - 9 Sept
Modern 2 Bed in BlackRock
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

14. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is HK$1,717
HK$1,975 total
includes taxes & fees
31 Aug - 1 Sept
Guesthouse at Norwalk Inn
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

15. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveller
The price is HK$992
HK$2,497 total
includes taxes & fees
22 Sept - 23 Sept
Renovated 2BR Retreat / Modern Comforts Included
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

16. 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
6.8 out of 10, (16 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,235
HK$2,106 total
includes taxes & fees
31 Aug - 1 Sept
Centric property close to all the great things in the city
A bedroom with two beds, a wooden dresser, and a mirror.

17. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is HK$2,413
HK$3,777 total
includes taxes & fees
31 Aug - 1 Sept
Cozy 1-bedroom house in welcoming Bridgeport

18. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is HK$1,325
HK$3,131 total
includes taxes & fees
21 Sept - 22 Sept
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

19. 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, (17 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is HK$1,098
HK$1,819 total
includes taxes & fees
2 Sept - 3 Sept
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

20. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is HK$1,835
HK$3,388 total
includes taxes & fees
7 Sept - 8 Sept
Gilded Age Luxury Surrounded by Nature
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Room was clean. Bed was comfortable. Re: Shower. Good water pressure, shower head and plenty of hot water. I’ve staid there before and I will stay there again, the next time I’m in Danbury."
Francis 1-night trip
Posted less than an hour ago
Ethan Allen 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?

Charming Home in Seaside: This holiday home rental outside of Fairfield is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 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 52 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.