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Fairfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Fairfield vacation rentals

Classic Suite | Iron/ironing board, WiFi (free), bed sheets

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
DUNE Fairfield Beach
Beach nearby, sun loungers, beach towels

2. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
$517 nightly
The price is $586
Sep 10 - Sep 11
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Terrace/patio

3. 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.
$298 nightly
The price is $338
Sep 15 - Sep 16
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Coffee/tea maker, fridge, microwave, oven

4. 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, (18 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
$517 nightly
The price is $586
Sep 10 - Sep 11
Total with taxes and fees
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Coffee/tea maker, fridge, microwave, oven

5. 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.
$402 nightly
The price is $455
Oct 6 - Oct 7
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
House (4 Bedrooms) | Interior

6. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$652 nightly
The price is $749
Sep 14 - Sep 15
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
Interior

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
$658 nightly
The price is $746
Sep 14 - Sep 15
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
Coffee/tea maker, fridge, microwave, oven

8. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
$811 nightly
The price is $919
Sep 16 - Sep 17
Total with taxes and fees
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
1 bedroom, desk, iron/ironing board, WiFi (free)

9. 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
9.8 out of 10, Exceptional, (17 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
$202 nightly
The price is $229
Sep 10 - Sep 11
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Interior

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (26 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
$359 nightly
The price is $407
Sep 14 - Sep 15
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Fridge, microwave, stovetop, cookware/dishes/utensils

11. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
$259 nightly
The price is $294
Sep 9 - Sep 10
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Standard Room, 1 King Bed, Main Building | Property entrance

12. 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
$219 nightly
The price is $252
Sep 9 - Sep 10
Total with taxes and fees
Guesthouse at Norwalk Inn
Coffee/tea maker, fridge, microwave, oven

13. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
$293 nightly
The price is $332
Sep 9 - Sep 10
Total with taxes and fees
Modern 2 Bed in BlackRock
Coffee/tea maker, fridge, microwave, oven

14. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveler
$288 nightly
The price is $326
Oct 6 - Oct 7
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Smart TV

15. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
$234 nightly
The price is $265
Sep 11 - Sep 12
Total with taxes and fees
Centric property close to all the great things in the city
Pool

16. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Oct 6 - Oct 7
Total with taxes and fees
Business or Weekend escape
Private kitchen

17. Elite room stay

Elite room stay
Bridgeport
$301 nightly
The price is $341
Sep 9 - Sep 10
Total with taxes and fees
Elite room stay
Coffee/tea maker, fridge, microwave, oven

18. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
$344 nightly
The price is $390
Oct 6 - Oct 7
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Interior

19. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$168 nightly
The price is $190
Sep 28 - Sep 29
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Exterior

20. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
$1,097 nightly
The price is $1,243
Sep 11 - Sep 12
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Great location in downtown New Haven. Near the hospital and the Yale campus. Friendly helpful staff, clean rooms, nice restaurants near by."
marjorie 2-night trip
Posted 4 hours ago
New Haven Hotel

Find out more about Fairfield

Everything you need to know about Fairfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fairfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fairfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fairfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fairfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Fairfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Fairfield rentals

At Expedia, we put the best Fairfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Fairfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fairfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fairfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

3-bedroom tranquil house on Fairfield Beach, with cool ocean breeze: Visitors like this Fairfield vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 49 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 Fairfield Museum and History Center. Jennings Beach and Lake Mohegan 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.