Book Holiday Homes in Fairfield

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Featured Holiday Homes in Fairfield

Oceanfront Getaway -  Quiet, Firepit + Pvt Beach

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

East Haven CT
The price is NZ$1,135 per night from 31 Mar to 1 Apr
NZ$1,135
31 Mar - 1 Apr
includes taxes & fees
Stay at this beach holiday home in East Haven. Enjoy a beach locale, a garden and laundry facilities. Popular attractions West Silver Sands Beach and Shell Beach ...
Opens in a new windowOceanfront Getaway - Quiet, Firepit + Pvt Beach
Over Sized Colonial on Private Road.

Over Sized Colonial on Private Road.

Pound Ridge NY
Stay at this family-friendly holiday home in Pound Ridge. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Pound Ridge Town Park and Keeler ...
Opens in a new windowOver Sized Colonial on Private Road.
Business or Weekend escape

Business or Weekend escape

Stratford CT
The price is NZ$251 per night from 26 Mar to 27 Mar
NZ$251
26 Mar - 27 Mar
includes taxes & fees
Stay at this holiday home in Stratford. Enjoy a garden, an in-room coffee maker and air conditioning. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowBusiness or Weekend escape
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Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!

Milford CT
Stay at this beach holiday home in Milford. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Walnut Beach and The Coastal Center ...
Opens in a new windowCozy Ocean Front Retreat with Private Beach!
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

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

Centereach NY
Stay at this holiday home in Centereach. Enjoy laundry facilities, patios and air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are ...
Opens in a new windowCozy 4-bedroom house with AC and WiFi in Centereach, New York.
Cozy Room in charming New Haven near Yale/Hospitals!

Cozy Room in charming New Haven near Yale/Hospitals!

New Haven CT
The price is NZ$265 per night from 24 Mar to 25 Mar
NZ$265
24 Mar - 25 Mar
includes taxes & fees
Stay at this holiday home in New Haven. Enjoy air conditioning. Popular attractions Long Wharf Theatre and Knights of Columbus Museum are located nearby.
Opens in a new windowCozy Room in charming New Haven near Yale/Hospitals!
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Halesite NY
Stay at this holiday home in Huntington. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Cinema Arts Center and Heckscher ...
Opens in a new windowAdorable Cottage with Water Views, Across the street from Prime & other eateries
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich CT
The price is NZ$502 per night from 24 Mar to 25 Mar
NZ$502
24 Mar - 25 Mar
includes taxes & fees
Stay at this holiday home in Greenwich. Enjoy free Wi-Fi, a garden and an in-room coffee maker. Popular attractions Houston Preserve and Hand & Stone Massage ...
Opens in a new window2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Minutes to Beaches - Home Theater, Couples Retreat

Minutes to Beaches - Home Theater, Couples Retreat

Milford CT
Stay at this holiday home in Milford. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Walnut Beach and The Coastal Center at Milford Point ...
Opens in a new windowMinutes to Beaches - Home Theater, Couples Retreat
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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.

Fairfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Fairfield vacation homes are the perfect way for you to wing it.

Holiday houses in Fairfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Fairfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Fairfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Fairfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Fairfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Fairfield Holiday Homes essential information

Accommodation
413 Holiday Homes
Lowest Price
NZ$230
Highest Price
NZ$1,135
Popular accommodation
Oceanfront Getaway - Quiet, Firepit + Pvt Beach, Over Sized Colonial on Private Road. , Business or Weekend escape, Cozy Ocean Front Retreat with Private Beach!, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Cozy Room in charming New Haven near Yale/Hospitals!, Adorable Cottage with Water Views, Across the street from Prime & other eateries, 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich., Minutes to Beaches - Home Theater, Couples Retreat

Top trending hotels in Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundable
Stay at this beach hotel in Fairfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowThe Circle Hotel Fairfield
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike Fairfield CT
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 1 Apr to 2 Apr
NZ$230
1 Apr - 2 Apr
includes taxes & fees
Stay at this motel in Fairfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the restaurant and the clean rooms in their reviews. Popular ...
Opens in a new windowHotel Hi-Ho - Contactless Check-In
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 out of 5
100 Kings Highway Cutoff Fairfield CT
Fully refundableReserve now, pay when you stay
The price is NZ$296 per night from 24 Mar to 25 Mar
NZ$296
24 Mar - 25 Mar
includes taxes & fees
Stay at this business-friendly hotel in Fairfield. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the ...
Opens in a new windowBest Western Plus Fairfield Hotel
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DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Stay at this beach apartment in Fairfield. Enjoy free Wi-Fi, free parking and free bicycles on-site. Popular attractions Penfield Beach and Fairfield Beach are ...
Opens in a new windowDUNE Fairfield Beach
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.