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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Fairfield holiday homes

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

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$1,566
HK$4,301 total
includes taxes & fees
9 Nov - 10 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$1,566
HK$4,301 total
includes taxes & fees
9 Nov - 10 Nov
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$7,216
HK$10,318 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, (21 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$2,951
HK$6,047 total
includes taxes & fees
9 Nov - 10 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$4,077
HK$6,963 total
includes taxes & fees
9 Nov - 10 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
A swimming pool at night with blue lighting.

6. 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$1,131 total
includes taxes & fees
11 Nov - 12 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.

7. 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$1,235
HK$2,004 total
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

8. Elite room stay

Elite room stay
Bridgeport
The price is HK$1,623
HK$2,580 total
includes taxes & fees
9 Nov - 10 Nov
Elite room stay
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

9. 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$2,313
HK$4,588 total
includes taxes & fees
9 Nov - 10 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.

10. 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$5,066
HK$9,617 total
includes taxes & fees
9 Nov - 10 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Deck: Comfortable outdoor sofa sets for outdoor conversations

11. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
The price is HK$862
HK$2,313 total
includes taxes & fees
9 Nov - 10 Nov
Serenity Haven: A Modern Retreat
A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

12. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (10 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is HK$1,346
HK$3,383 total
includes taxes & fees
11 Nov - 12 Nov
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
A modern living room with a black leather sofa, a coffee table, and a TV stand. There is a staircase leading to another level.

13. 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$1,648
HK$3,083 total
includes taxes & fees
15 Nov - 16 Nov
171 Broadway · Renovated House Steps Away From The Ocean
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

14. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$4,904
HK$8,383 total
includes taxes & fees
9 Nov - 10 Nov
Beechmont - Perfect for Family Retreat!
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$1,722
HK$4,505 total
includes taxes & fees
9 Nov - 10 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

16. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is HK$2,705
HK$4,328 total
includes taxes & fees
9 Nov - 10 Nov
Gilded Age Luxury Surrounded by Nature
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$2,441
HK$5,364 total
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat with Game Room and Fire Pit
A bedroom with two beds, a wooden dresser, and a mirror.

18. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is HK$2,413
HK$3,604 total
includes taxes & fees
9 Nov - 10 Nov
Cozy 1-bedroom house in welcoming Bridgeport
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$1,129
HK$2,168 total
includes taxes & fees
1 Dec - 2 Dec
Loft •Pool • Gym • Free Parking • Near Yale
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.

20. 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$1,168
HK$3,425 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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.