Photo by Tim Rousseau

Holiday Homes in Fairfield

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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Featured Holiday Homes in Fairfield and around

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private kitchen

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (25)
"stayed here with my parents and 4 other adults to visit my son at stony brook. The house is very clean and well decorated, new kitchen with all the necessary tools. We will stay here again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Cozy Ocean Front Retreat with Private Beach!
Fridge, microwave, oven, stovetop

Cozy Ocean Front Retreat with Private Beach!

10.0 out of 10, Exceptional, (16)
"The views from this home are great - really enjoyed sunrises from the master bedroom. A very comfortable home with everything we needed. "
Cozy Ocean Front Retreat with Private Beach!
McAngel Haven: 5 mins from Yale
Fridge, microwave, oven, stovetop

McAngel Haven: 5 mins from Yale

9.8 out of 10, Exceptional, (9)
"Excellent to had a nice house like that "
The price is €559
includes taxes & fees
23 Jan - 24 Jan
McAngel Haven: 5 mins from Yale
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Fridge, microwave, oven, stovetop

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Property grounds

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

10.0 out of 10, Exceptional, (16)
"My time spent at the lake house with my family was unforgettable. Nestled along the serene shoreline, the house offered stunning lake views from every window. Mornings began with coffee on the spacious deck, watching the sun rise over the water. Days were filled with family fun. The house itself was cozy yet modern, with plush furnishings, a crackling fireplace, and a fully-equipped kitchen where we cooked meals together. Evenings were spent playing board games, hanging out by the fire pit. It...
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Bright Milford Beach House w/ Outdoor Shower
Property grounds

Bright Milford Beach House w/ Outdoor Shower

9.6 out of 10, Exceptional, (7)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower
Historic Hideaway with Lake Access!
Fridge, microwave, oven, stovetop

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (13)
"We had a great stay at this fascinating historic house! The house is exactly as described and the hosts were incredibly responsive, even to a last minute request to extend our stay."
Historic Hideaway with Lake Access!
Home on the sound
Beach

Home on the sound

8.6 out of 10, Excellent, (7)
"This was a greay stay and the property was really cute and cozy. It is an upstairs portion of a duplex "
Home on the sound
Near Yale with Game Room
Fridge, microwave, oven, stovetop

Near Yale with Game Room

The price is €1,128
includes taxes & fees
23 Jan - 24 Jan
Near Yale with Game Room
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Terrace/patio

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Lake house cozy to relax with a family. 6 bedroom very spacious house.
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Fridge, microwave, oven, stovetop

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (26)
"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"
Cheerful 4 bedrooms residential house.
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Interior

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

10.0 out of 10, Exceptional, (46)
"The house was beautiful and a perfect place for our family to be at while visiting our daughter who is a student at Yale. We saw the sunrise over the ocean from our bedroom window. Wish we found this sooner!"
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Miscellaneous

Stay 3 Nights or Longer Until January 31 and Get 15% Off

9.8 out of 10, Exceptional, (30)
"A lovely place but a lot of stairs - there is a broken stair lift for the upstairs bedroom - no bathroom on the main floor so for anyone with knee etc issues, this is not the place to stay- beautiful home and location - fully equipped kitchen and comfortable stay otherwise - perfect for warmer months with lake activities"
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Lakeview Estate - Chef's Kitchen - NYC Getaway
Property grounds

Lakeview Estate - Chef's Kitchen - NYC Getaway

9.8 out of 10, Exceptional, (25)
"Great place, great service!!"
Lakeview Estate - Chef's Kitchen - NYC Getaway
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Terrace/patio

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

9.6 out of 10, Exceptional, (99)
"Perfect location for nearby wedding (Old Field Club in East Setauket) and for places to shop and explore. Beautiful view , comfortable for the 6 of us. Would stay there again."
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Waterview House Walking Distance from Cove Beach
Terrace/patio

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is €836
includes taxes & fees
23 Jan - 24 Jan
Waterview House Walking Distance from Cove Beach
New Beach Home near Stamford Downtown/Shippan
Terrace/patio

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (18)
"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."
The price is €900
includes taxes & fees
27 Jan - 28 Jan
New Beach Home near Stamford Downtown/Shippan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed, Near...
Miscellaneous

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed, Near...

9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
The price is €424
includes taxes & fees
23 Jan - 24 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed, Near...
Dunes Beach House: Hot Tub and Steps to Beach
Outdoor dining

Dunes Beach House: Hot Tub and Steps to Beach

9.8 out of 10, Exceptional, (40)
"Excellent location for walking to Sound side of Long Island. We had an excellent shelling experience- so many sea shells!! Close to some good hiking trails and easy to get on the freeway to go Montauk or Greensport. We were not able to get good cell service at the property though. Made communication a challenge, we had Verizon, AT&T, T-mobile and all 3 had weak service, so be prepared to use wi-if calling!! Overall, nice place and would stay there again."
Dunes Beach House: Hot Tub and Steps to Beach
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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Other property types in Fairfield

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

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is €305
includes taxes & fees
28 Jan - 29 Jan
DUNE Fairfield Beach
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Fridge, microwave, oven, stovetop

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Property grounds

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

9.4 out of 10, Exceptional, (17)
"The property was great and perfect for a Christmas Weekend with college friends. The theatre worked perfectly and the space was great!"
The price is €894
includes taxes & fees
23 Jan - 24 Jan
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
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.