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Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Fairfield

Cozy Country Cottage #3
A single-story house with an entrance, surrounded by a well-manicured lawn and a tree for shade.

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (25)
"Very clean and comfortable "
$286 nightly
The price is $327
Aug 12 - Aug 13
Total includes taxes and fees
Cozy Country Cottage #3
Cozy Country Cottage #2
Two-story home with a metal fence and small staircase.

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."
$297 nightly
The price is $339
Sep 1 - Sep 2
Total includes taxes and fees
Cozy Country Cottage #2
Adorable 1-Bedroom Cottage in Weston, CT
Enjoy cooking in this well-lit kitchen with a double oven, stainless steel sink, and white cabinetry.

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (42)
"Loved our stay. We'll be back I am sure."
$265 nightly
The price is $300
Aug 31 - Sep 1
Total includes taxes and fees
Adorable 1-Bedroom Cottage in Weston, CT
Beachfront cottage located in the heart of Fairfield Beach!!
Relax by the patio with a round table and six comfortable chairs, surrounded by lush greenery and a beautiful ocean view.

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
Relax on the pier with lounge chairs and enjoy the serene natural surroundings.

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
Stunning two-story building with a central entrance, flanked by windows, surrounded by lush greenery and a well-maintained tree.

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
Enjoy a peaceful stay in this charming house with a front porch, wooden deck, and fire pit.

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
Enjoy a serene seaside view from this terrace with a table and chairs under a shaded area.

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.
Two-story house with a wooden staircase and porch, set amidst lush greenery and a paved driveway.

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!
Situated in a quiet suburban neighborhood, this charming home offers a covered porch and a welcoming front door with glass panels.

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!
Enjoy the serene beachfront setting with a wrap-around porch and bay window.

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
Set amidst a wooded area, this cabin features a green door and a grassy yard surrounded by a fence.

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (10)
"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."
$286 nightly
The price is $327
Sep 4 - Sep 5
Total includes taxes and fees
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
Enjoy a glass of Tarin Hill wine on the balcony overlooking the serene body of water and distant shoreline.

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."
$656 nightly
The price is $743
Aug 11 - Aug 12
Total includes taxes and fees
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Enjoy a serene beach experience with gentle waves lapping at the shore.

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
Charming 2 Bedroom Cottage in Peaceful New Canaan
Enjoy serene views from this deck overlooking a well-maintained lawn and trees.

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
Relax on the front porch or enjoy a meal on the deck, surrounded by a well-maintained lawn.

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
Enjoy a traditional home with a patio, garden, and outdoor seating area.

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
Step up to this charming home with a traditional gabled roof and cozy porch, perfect for relaxing amidst lush greenery.

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

The Blake Hotel

The Blake Hotel

10/10 Excellent
"Had a great time and the staff were amazing. I would love to visit again. From decor, to the clean room, then immersing your taste buds in the restaurant and the service. Thank you team Blake"
Rich 2-night trip
Posted 2 days ago
The Blake Hotel