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Featured Cottages in Fairfield

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (92)
"Fantastic place, location with great host. Highly recommended "
Westport "Gold Coast" across from Southport beach

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach

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

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (6)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"Great time, nice little private neighborhood! Pretty views if you go for nice walks. 2 great parks near by. Lovely stay. Had everything we needed "
Second floor cottage apartment located in a private community.

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!

Beach cottage on private beach!

10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (25)
"Very clean and comfortable "
The price is NZ$509
includes taxes & fees
19 Aug - 20 Aug
Cozy Country Cottage #3

Cozy Country Cottage #2

8.6 out of 10, Excellent, (11)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
The price is NZ$568
includes taxes & fees
1 Sept - 2 Sept
Cozy Country Cottage #2

Beachfront Connecticut Retreat w/ Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot on the ocean with an amazing host!"
Beachfront Connecticut Retreat w/ Views!

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (10)
"Very calming property and everything you would need inside. "
The price is NZ$547
includes taxes & fees
4 Sept - 5 Sept
Cozy Country Cottage #4

Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

3.0 star property
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

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

10.0 out of 10, Exceptional, (3)
"This is a nice spot to enjoy the Long Island Sound."
The price is NZ$1,449
includes taxes & fees
19 Aug - 20 Aug
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (16)
"I grew up here! Always fun"
Beachfront cottage located in the heart of Fairfield Beach!!

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

9.8 out of 10, Exceptional, (11)
"We loved our stay in this charming beach home! It was spotlessly clean; located in a quiet neighborhood very near Long Island Sound and great shoreline walks; well provisioned and furnished; and offered easy access to the Yale campus and museums as well as an array of interesting restaurants. Our contact, Tom, was a dream to work with: responsive, considerate and informative. We highly recommend this property for anyone visiting the greater New Haven area. "
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

2.0 star property
10.0 out of 10, Exceptional, (4)
"My family stayed three nights at this lovely home. Our stay was nightly only. The home is very clean and comfortable. I particularly enjoyed the lazy boy couch to watch TV. The beds are very comfortable. This home would be the perfect large family gathering place. The pool and yard are beautiful. "
A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

Charming 1 bedroom Stony Brook cottage -walking distance to village & university

10.0 out of 10, Exceptional, (3)
"Loved the property. Clean small space. Perfect for a couple! "
Charming 1 bedroom Stony Brook cottage -walking distance to village & university
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

How much do cottages in Fairfield cost?
Rates for cottages in Fairfield range between NZ$509 and NZ$1,449 per night. No matter your budget, you'll find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Fairfield near my cottage?
Whatever your tastes or interests, Fairfield has plenty of things to capture your imagination. Country Club of Fairfield, Regina A. Quick Centre for the Arts and Lake Mohegan are on many travellers' sightseeing plans. You shouldn't miss Jennings Beach, Fairfield Theatre Company and Lake Mohegan Beach either. With Expedia's hotel deals in Fairfield, you'll be able to see even more wonderful attractions like these with the money you save.