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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Fairfield holiday homes

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

1. 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, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is HK$1,567
HK$4,288 total
includes taxes & fees
15 Nov - 16 Nov
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.

2. 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, (19 reviews)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is HK$2,197
HK$5,067 total
includes taxes & fees
7 Dec - 8 Dec
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

3. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is HK$7,128
HK$10,218 total
includes taxes & fees
24 Nov - 25 Nov
Stareway to Heaven in Fairfield
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

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

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (22 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$2,953
HK$6,027 total
includes taxes & fees
15 Nov - 16 Nov
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.

5. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
6.0 out of 10, (2 reviews)
"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$4,079
HK$6,936 total
includes taxes & fees
15 Nov - 16 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

6. Elite room stay

Elite room stay
Bridgeport
The price is HK$1,624
HK$2,573 total
includes taxes & fees
14 Nov - 15 Nov
Elite room stay
A swimming pool at night with blue lighting.

7. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is HK$706
HK$1,132 total
includes taxes & fees
15 Nov - 16 Nov
Business or Weekend escape
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

8. 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, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,236
HK$2,005 total
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

9. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
10.0 out of 10, Exceptional, (1 review)
"Terrific place to stay in Milford. Quaint & quiet neighborhood, close to beach and beautiful park near by to walk at (Walnut Beach Park). House was very well kept and stocked with everything you would need. Host communication was thorough and prompt. Would absolutely stay here again."
United States
Michelle D.
The price is HK$993
HK$3,398 total
includes taxes & fees
18 Nov - 19 Nov
Renovated Beachside Retreat
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

10. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is HK$2,314
HK$4,591 total
includes taxes & fees
19 Nov - 20 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A two-story house with a porch, stone steps, and a variety of plants.

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is HK$5,136
HK$9,739 total
includes taxes & fees
16 Nov - 17 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A bedroom with two beds, a wooden dresser, and a mirror.

12. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is HK$2,415
HK$3,599 total
includes taxes & fees
20 Nov - 21 Nov
Cozy 1-bedroom house in welcoming Bridgeport
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

13. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is HK$1,750
HK$3,176 total
includes taxes & fees
18 Nov - 19 Nov
Gilded Age Luxury Surrounded by Nature
A modern living room with a black leather sofa, a coffee table, and a TV stand. There is a staircase leading to another level.

14. 171 Broadway · Renovated House Steps Away From The Ocean

171 Broadway · Renovated House Steps Away From The Ocean
Milford
8.4 out of 10, Very good, (8 reviews)
"very clean, new and great location! Will book again."
United States
ScottTakacs a.
The price is HK$1,649
HK$3,085 total
includes taxes & fees
15 Nov - 16 Nov
171 Broadway · Renovated House Steps Away From The Ocean
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

15. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is HK$2,125
HK$5,096 total
includes taxes & fees
15 Nov - 16 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

16. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$4,907
HK$8,389 total
includes taxes & fees
14 Nov - 15 Nov
Beechmont - Perfect for Family Retreat!
A modern kitchen with white cabinets, a marble island, and black bar stools.

17. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is HK$2,619
HK$5,719 total
includes taxes & fees
18 Nov - 19 Nov
Spacious Retreat with Game Room and Fire Pit
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is HK$1,235
HK$3,598 total
includes taxes & fees
18 Nov - 19 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A living room with a staircase, a sofa, a coffee table, and a TV.

19. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is HK$920
HK$1,905 total
includes taxes & fees
18 Nov - 19 Nov
Loft •Pool • Gym • Free Parking • Near Yale
An outdoor seating area with a round table, a chair, and a hanging light fixture.

20. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (22 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is HK$1,759
HK$3,488 total
includes taxes & fees
16 Nov - 17 Nov
Gem by the water+ firepit and all fenced backyard
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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Learn more about Fairfield

Stroll along Jennings Beach at sunset when local joggers have it mostly to themselves. History buffs should visit the Fairfield Museum, then grab lunch at one of the charming cafés city centre.

See all hotels in Fairfield
A marina with multiple sailboats docked at sunset.