Holiday Rentals in Fairfield County

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Top Cities in Fairfield County

Featured Holiday Rentals in Fairfield County

Stamford Suites

4.0 star property
5.6 out of 10, (39)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (56)
"Simple and efficient check in…clean and rooms!"
DUNE Fairfield Beach

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

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

9.4 out of 10, Exceptional, (19)
"My stay was good only con was the parking. Parking was in the street and hope you come in early to get a space or you will park down the street… there is parking in the back for a fee which was not in the description of the property upon booking."
The price is €359
includes taxes & fees
30 Jun - 1 Jul
Luxury Designer 2 bedroom+office/3bed vacation home.

Business or Weekend escape

9.6 out of 10, Exceptional, (38)
"Very nice owner with great communication. "
The price is €129
includes taxes & fees
28 Jul - 29 Jul
Business or Weekend escape

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is €275
includes taxes & fees
7 Jul - 8 Jul
Guesthouse at Norwalk Inn

Main Street Westport, walk to shops, dining, downtown

8.0 out of 10, Very good, (1)
"It’s a good house - very basic - but gets job done - tricky driveway & noise from road is thing - we did not spend much time in house so was not much of factor Property managers were very helpful supportive"
Main Street Westport, walk to shops, dining, downtown

The Safe House - High Tech Apt #3 - 4 beds

9.6 out of 10, Exceptional, (48)
"This is a really great place. It is well kept with attention to every detail. The neighborhood is quiet and friendly. The host was really responsive while we were staying. I highly recommend this Vrbo."
The Safe House - High Tech Apt #3 - 4 beds

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (91)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

My favorite place!

2.0 star property
My favorite place!

The Safe House - High Tech Apt #2 - 3 Beds

9.6 out of 10, Exceptional, (42)
"If we are ever in the area again we would love to stay here again if available. "
The price is €202
includes taxes & fees
29 Jun - 30 Jun
The Safe House - High Tech Apt #2 - 3 Beds

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

9.0 out of 10, Wonderful, (7)
"This property is well maintained. Some amenities available that made our stay more enjoyable. My only issue was the amount of noise you could hear throughout the night.but once you're asleep it doesn't matter. "
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (42)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.0 out of 10, Very good, (2)
"It was beautiful and quite. A hidden gem."
The price is €285
includes taxes & fees
30 Jun - 1 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (31)
"House was perfect for what we needed. Great proximity to the Amphitheater and Seaside Park. "
Cheerful 4 bedrooms residential house.

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."
The price is €167
includes taxes & fees
28 Jul - 29 Jul
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock

Candlewood Lake Retreat

10.0 out of 10, Exceptional, (2)
"Excellent facilities at this great property. Really good outdoor deck, good sized bedrooms, huge tv next to the table football in the basement, really good kitchen facilities. The host Raymond was very helpful, and Uber happy to bring you home if need be."
Candlewood Lake Retreat

Cozy Cabin @ Sticks & Stones Farm

8.4 out of 10, Very good, (6)
"Nice clean cabin. Good communication with host."
Cozy Cabin @ Sticks & Stones Farm

My little place Cozy Open concept for quiet time.

8.0 out of 10, Very good, (2)
"Great, clean property that was easy to access and very convenient to downtown Bridgeport. Perfect place to clean up and sleep. Very welcoming space."
The price is €432
includes taxes & fees
28 Jun - 29 Jun
My little place Cozy Open concept for quiet time.
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.
Save an average of 15% on thousands of hotels when you're signed in