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Fairfield Holiday Rentals

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Holiday Rentals in Fairfield

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (61)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Spectacular direct waterfront with rooftop hot tub 360 degree views.

9.2 out of 10, Wonderful, (13)
"We loved our stay. Totally loved the location and overall experience. Owner was amazing and very attentive."
Spectacular direct waterfront with rooftop hot tub 360 degree views.

Luxury Estate w/ Heated Pool, Tennis Court (Sleeps 16)

Luxury Estate w/ Heated Pool, Tennis Court (Sleeps 16)

Stamford Suites

4.0 star property
5.8 out of 10, (46)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is NZ$322
includes taxes & fees
27 July - 28 July
Stamford Suites

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is NZ$515
includes taxes & fees
19 Aug - 20 Aug
Guesthouse at Norwalk Inn

Business or Weekend escape

9.2 out of 10, Wonderful, (42)
"Very nice owner with great communication. "
The price is NZ$242
includes taxes & fees
27 July - 28 July
Business or Weekend escape

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 10, Exceptional, (1)
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
The price is NZ$1,200
includes taxes & fees
28 July - 29 July
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

9.0 out of 10, Wonderful, (7)
"This property is well maintained. Some amenities available that made our stay more enjoyable. My only issue was the amount of noise you could hear throughout the night.but once you're asleep it doesn't matter. "
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

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

9.4 out of 10, Exceptional, (20)
"Had a great stay!"
The price is NZ$800
includes taxes & fees
1 Aug - 2 Aug
Luxury Designer 2 bedroom+office/3bed vacation home.

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

The price is NZ$324
includes taxes & fees
28 July - 29 July
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

1856 Trading House close to water

9.4 out of 10, Exceptional, (17)
"Close to port Jefferson!"
1856 Trading House close to water

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (51)
"Great location, great stay!"
Luxury Furnished Apartments by Hyatus Downtown at Yale

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

8.6 out of 10, Excellent, (7)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

Cozy 3 bedroom minutes from Yale and the beach

8.0 out of 10, Very good, (1)
"Would recommend. It was quaint second story apartment in an older home. Nicely updated."
Cozy 3 bedroom minutes from Yale and the beach

Direct Waterfront Private Beach Escape

9.8 out of 10, Exceptional, (14)
"The house was great! Beautiful ocean front property with beachy vibes all throughout the neighborhood and interior of the home. The host was extremely clear on directions and provided amazing instructions. Very comfortable stay! "
Direct Waterfront Private Beach Escape

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

10.0 out of 10, Exceptional, (25)
"The house was very clean and comfortable with really nice seating inside and out with great views of the lake. Our family really enjoyed"
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
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

Frequently asked questions

Can I find holiday rentals in Fairfield?

Yes, there are holiday rentals in Fairfield close to Connecticut Audubon Birdcraft Museum, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Fairfield has to offer?

Business or Weekend escape: This holiday home rental outside of Fairfield is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Fairfield?

With 55 Expedia holiday rentals, you're guaranteed 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 Regina A. Quick Center for the Arts. Jennings Beach and Lake Mohegan are other places to visit while you're in town.

What are holiday rentals like in Fairfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fairfield. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.