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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, (98 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is CA $275
CA $402 total
includes taxes & fees
Aug 4 - Aug 5
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 $628
CA $962 total
includes taxes & fees
Aug 2 - Aug 3
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, (37 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $404
CA $879 total
includes taxes & fees
Jul 14 - Jul 15
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 $527
CA $969 total
includes taxes & fees
Aug 2 - Aug 3
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, (15 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is CA $593
CA $1,124 total
includes taxes & fees
Jul 27 - Jul 28
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Stareway to Heaven Su

Stareway to Heaven Su
Fairfield Beach
10.0 out of 10, Exceptional, (20 reviews)
"We really enjoyed our stay. Amazing house, super clean. We will definitely be back."
United States
Birgit S.
The price is CA $1,185
CA $1,677 total
includes taxes & fees
Jul 24 - Jul 25
Stareway to Heaven Su

5 minute walk to beach, walk to town & train

5 minute walk to beach, walk to town & train
Fairfield Beach
10.0 out of 10, Exceptional, (26 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
5 minute walk to beach, walk to town & train

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is CA $1,442
CA $2,030 total
includes taxes & fees
Jul 24 - Jul 25
Stareway to Heaven in Fairfield

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)
"Nice place to stay "
United States
Maria Elena G.
The price is CA $422
CA $802 total
includes taxes & fees
Aug 4 - Aug 5
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
10.0 out of 10, Exceptional, (2 reviews)
"Host was attentive and the space was comfortable and exactly what we needed"
United States
Parker M.
The price is CA $228
CA $514 total
includes taxes & fees
Jul 14 - Jul 15
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
The price is CA $142
CA $261 total
includes taxes & fees
Jul 13 - Jul 14
Welcome to Sweet Abby Rose!

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is CA $864
CA $1,489 total
includes taxes & fees
Jul 15 - Jul 16
Beechmont - Perfect for Family Retreat!

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is CA $814
CA $1,408 total
includes taxes & fees
Jul 17 - Jul 18
Clear LI Sound waterview, Wedding pics, Yale&Beach

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is CA $503
CA $579 total
includes taxes & fees
Jul 13 - Jul 14
Guesthouse at Norwalk Inn

Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is CA $436
CA $676 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 1-bedroom house in welcoming Bridgeport

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 $185
CA $468 total
includes taxes & fees
Jul 13 - Jul 14
Angelica’s safe haven @ west haven

Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is CA $848
CA $1,130 total
includes taxes & fees
Jul 16 - Jul 17
Heavenly Home in New Haven /5 mins drive from Yale

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, (41 reviews)
"Room was great for the price and the host was a pleasure to deal with. "
United States
steven l.
The price is CA $268
CA $493 total
includes taxes & fees
Jul 14 - Jul 15
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

The East Rock 4BR Parking Washer & Dryer Walk to Yale

The East Rock 4BR Parking Washer & Dryer Walk to Yale
East Rock
10.0 out of 10, Exceptional, (9 reviews)
"we loved our stay!"
United States
Azra N.
The East Rock 4BR Parking Washer & Dryer Walk to Yale

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"Excellent home, met all expectations, and attentive staff"
United States
Steve G.
The price is CA $736
CA $1,520 total
includes taxes & fees
Jul 14 - Jul 15
New Beach Home near Stamford Downtown/Shippan
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.

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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?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: Visitors like this Fairfield vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Fairfield?

With 50 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.