Fairfield Vacation Rentals

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Our top choices for Fairfield vacation rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (89 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is CA $264
CA $388 total
includes taxes & fees
Jun 2 - Jun 3
DUNE Fairfield Beach

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $743
CA $1,131 total
includes taxes & fees
May 31 - Jun 1
4 Mi to Beach & Dtwn! Charming Fairfield Home

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, (34 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is CA $324
CA $764 total
includes taxes & fees
May 28 - May 29
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
The price is CA $659
CA $1,128 total
includes taxes & fees
May 31 - Jun 1
4 Mi to Beach & Dtwn! Charming Fairfield Home

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, (11 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is CA $398
CA $862 total
includes taxes & fees
Jun 9 - Jun 10
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful "
United States
Nolufefe Z.
The price is CA $291
CA $626 total
includes taxes & fees
Jun 2 - Jun 3
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Bright, airy single‑family home in Fairfield, minutes from Fairfield Beach

Bright, airy single‑family home in Fairfield, minutes from Fairfield Beach
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Cute clean house. Great location. Great fenced in back yard. Perfect for our dog. Host was very responsive."
United States
Ed B.
Bright, airy single‑family home in Fairfield, minutes from Fairfield Beach

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield Beach
10.0 out of 10, Exceptional, (24 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is CA $509
CA $1,265 total
includes taxes & fees
Jun 17 - Jun 18
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.6 out of 10, Exceptional, (9 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is CA $193
CA $322 total
includes taxes & fees
Jun 1 - Jun 2
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.6 out of 10, Exceptional, (15 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveller
The price is CA $439
CA $755 total
includes taxes & fees
Jun 19 - Jun 20
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is CA $217
CA $371 total
includes taxes & fees
Jun 1 - Jun 2
Centric property close to all the great things in the city

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (29 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is CA $137
CA $185 total
includes taxes & fees
Jun 1 - Jun 2
Cozy One Bedroom Apartment Centrally Located in Southbury

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is CA $117
CA $202 total
includes taxes & fees
Jun 1 - Jun 2
Business or Weekend escape

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
East Shore
10.0 out of 10, Exceptional, (3 reviews)
"This is a nice spot to enjoy the Long Island Sound."
United States
Susan N.
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

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
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is CA $236
CA $447 total
includes taxes & fees
May 28 - May 29
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is CA $155
CA $351 total
includes taxes & fees
Jun 4 - Jun 5
Spacious Bohemian Nook

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is CA $200
CA $482 total
includes taxes & fees
Jun 1 - Jun 2
Angelica’s safe haven @ west haven

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
8.6 out of 10, Excellent, (4 reviews)
"Good location "
United States
Christopher S.
The price is CA $110
CA $258 total
includes taxes & fees
May 31 - Jun 1
One bedroom in United States of America, New Haven

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (21 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is CA $317
CA $731 total
includes taxes & fees
Jun 1 - Jun 2
McAngel Haven: 5 mins from Yale

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (3 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is CA $446
CA $827 total
includes taxes & fees
Jun 9 - Jun 10
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
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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Top Fairfield Hotel Reviews

Find out more about Fairfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fairfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Fairfield?

Yes, there are vacation rentals in Fairfield close to Fairfield Theater Company, or you can select a more remote option if you'd like a relaxing place to stay. Discover why Fairfield is known for its shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation home rentals that Fairfield has to offer?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: Visitors like this Fairfield vacation home rental. It is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Fairfield?

With 55 Expedia vacation rentals, you're sure to find just the right place for your Fairfield stay.

What can I see and do in Fairfield?

Enjoy the outdoors at Penfield Beach and Fairfield Beach, or simply take in cultural attractions like Fairfield Theater Company and Connecticut Audubon Birdcraft Museum. Country Club of Fairfield and Jennings Beach are other places to visit while you're in town.

What are vacation rentals like in Fairfield?

Vacation rentals are privately owned accommodations you can book for several days or longer in Fairfield. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.