Book Holiday Homes in Fairfield

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Featured Holiday Homes in Fairfield

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$260 per night from 31 May to 1 June
NZ$260
31 May - 1 June
includes taxes & fees
Stay at this holiday home in New Haven. Enjoy air conditioning. Popular attractions Long Wharf Theatre and Shubert Theater are located nearby.
Opens in a new windowCozy Room in charming New Haven near Yale/Hospitals!
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

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

West Haven CT
Stay at this beach holiday home in West Haven. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Seabluff Beach and Bradley Point ...
Opens in a new windowBeautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
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$540 per night from 20 May to 21 May
NZ$540
20 May - 21 May
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.
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Salt & Blue - Walk to Beach - Near Tyde Wedding Venue

Salt & Blue - Walk to Beach - Near Tyde Wedding Venue

Milford CT
Stay at this holiday home in Milford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hartford HealthCare Amphitheater and Walnut Beach ...
Opens in a new windowSalt & Blue - Walk to Beach - Near Tyde Wedding Venue
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY
The price is NZ$1,962 per night from 12 May to 13 May
NZ$1,962
12 May - 13 May
includes taxes & fees
Stay at this beach holiday home in Northport. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Cow Harbor Park and Northport Village Park are ...
Opens in a new windowBeautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Beach Bungalow, walk to beach, private backyard

Beach Bungalow, walk to beach, private backyard

West Haven CT
Stay at this holiday home in West Haven. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Seabluff Beach and Bradley ...
Opens in a new windowBeach Bungalow, walk to beach, private backyard
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

Danbury CT
Stay at this holiday home in Danbury. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bear Mountain Reservation and Candlewood Plaza Shopping ...
Opens in a new windowBeautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
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 CT
The price is NZ$872 per night from 11 May to 12 May
NZ$872
11 May - 12 May
includes taxes & fees
Stay at this golf holiday home in Fairfield. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hartford HealthCare Amphitheater and Regina ...
Opens in a new windowCozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach

Stamford CT
The price is NZ$1,435 per night from 10 May to 11 May
NZ$1,435
10 May - 11 May
includes taxes & fees
Stay at this family-friendly holiday home in Stamford. Enjoy a garden, laundry facilities and patios. Popular attractions Cove Island Park and Chelsea Piers ...
Opens in a new windowStylish Beach Home near Stamford Downtown/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.

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
409 Holiday Homes
Lowest Price
NZ$233
Highest Price
NZ$1,962
Popular accommodation
Cozy Room in charming New Haven near Yale/Hospitals!, Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends, 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich., Salt & Blue - Walk to Beach - Near Tyde Wedding Venue, Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC, Beach Bungalow, walk to beach, private backyard, Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount, Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train, Stylish Beach Home near Stamford Downtown/Beach

Top trending hotels in Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundable
The price is NZ$248 per night from 8 June to 9 June
NZ$248
8 June - 9 June
includes taxes & fees
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$233 per night from 26 May to 27 May
NZ$233
26 May - 27 May
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$308 per night from 12 May to 13 May
NZ$308
12 May - 13 May
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
The price is NZ$444 per night from 26 May to 27 May
NZ$444
26 May - 27 May
includes taxes & fees
Stay at this beach apartment in Fairfield. Enjoy free Wi-Fi, free parking and free bicycles on-site. Popular attractions Hartford HealthCare Amphitheater and ...
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.

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^Subject to availability and chosen travel dates.