Photo by Tim Rousseau

Search Cottages in Fairfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Fairfield and around

Cozy Country Cottage #3
Exterior

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (25)
"Very clean and comfortable "
The price is €293
includes taxes & fees
24 Aug - 25 Aug
Cozy Country Cottage #3
Cozy Country Cottage #2
Property grounds

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 €305
includes taxes & fees
1 Sept - 2 Sept
Cozy Country Cottage #2
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (42)
"Loved our stay. We'll be back I am sure."
The price is €273
includes taxes & fees
31 Aug - 1 Sept
Adorable 1-Bedroom Cottage in Weston, CT
Beachfront cottage located in the heart of Fairfield Beach!!
Outdoor dining

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"I grew up here! Always fun"
Beachfront cottage located in the heart of Fairfield Beach!!
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Terrace/patio

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
Westport "Gold Coast" across from Southport beach
Exterior

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (91)
"Fantastic place, location with great host. Highly recommended "
Westport "Gold Coast" across from Southport beach
Direct waterfront cottage on private sandy beach
Exterior

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
Charming 3 Bedroom Beach Front Cottage
Outdoor dining

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
Second floor cottage apartment located in a private community.
Exterior

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
New Haven Gem w/ Private Pool, Walk to Beach!
House (3 Bedrooms) | Interior

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!
Exterior

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!
Beachfront Connecticut Retreat w/ Views!
Exterior

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
Exterior

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (9)
"This place checked all of our boxes. It was clean, comfortable, and had everything we needed. We will definitely stay here again when we come back."
Cozy Country Cottage #4
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
House (3 Bedrooms) | Interior

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
Property grounds

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 €666
includes taxes & fees
11 Aug - 12 Aug
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach nearby

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (4)
"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
Charming 2 Bedroom Cottage in Peaceful New Canaan
Property grounds

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"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
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Exterior

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

9.8 out of 10, Exceptional, (11)
"Easy in and out and fast communication for any questions"
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
Property grounds

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
Exterior

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fairfield Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Great location"
Emma 2-night trip
Posted 18 hours ago
Cambria Hotel New Haven University Area

Frequently asked questions

How much do cottages in Fairfield cost?
Rates for cottages in Fairfield range between €273 and €666 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.
Why book your cottage in Fairfield with Expedia?
We think that holidays should be a piece of cake, so if you're on the lookout for cottages in Fairfield at the perfect price, Expedia is here to help. Stick to the budget and go for a thrifty option surrounded by wilderness, or splurge on a luxury cottage to really spoil your favourite people.
How can I find cheap cottages in Fairfield?
With Expedia's filter tool, getting your hands on cheap cottages in Fairfield couldn't be simpler. To discover stays that are friendly on the wallet, narrow down your search by amenities, star rating and budget.