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Featured Cottages in Fairfield and around

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (14)
"Very clean and comfortable "
The price is €282
includes taxes & fees
30 Jan - 31 Jan
Cozy Country Cottage #3

California cozy cottage/studio in the middle of the Greenwich

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here. Olga's Cottage had many thoughtful details that set it apart from the usual app rental experience. The space has been cleverly renovated to pack in a lot of amenities, and Olga was very responsive. We enjoyed the quiet and seclusion compared to our previous stay at the nearby Hyatt, with its paper-thin walls."
California cozy cottage/studio in the middle of the Greenwich

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

10.0 out of 10, Exceptional, (1)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

🔥Fairfield County Cozy cottage , super close great adventure

9.8 out of 10, Exceptional, (7)
"Clean property, quiet neighborhood, great location. Close to Sacred Heart Univ."
🔥Fairfield County Cozy cottage , super close great adventure

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (5)
"This was our home base while we explored NYC. The place was lovely and well-appointed. It’s almost a shame that we hardly spent any time there. Just in and out to sleep, shower and eat breakfast, then back to the commuter train into NYC. Found free unlimited street parking a few blocks from the train station. Appreciated access to laundry on our last morning to start the next leg of our trip with fresh clothes. "
Trendy 1 bedroom +loft apartment w/ parking

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 Cabin @ Sticks & Stones Farm

8.0 out of 10, Very good, (2)
"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "
The price is €189
includes taxes & fees
23 Jan - 24 Jan
Cozy Cabin @ Sticks & Stones Farm

Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

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."
The price is €324
includes taxes & fees
24 Jan - 25 Jan
Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (36)
"Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries. "
The price is €294
includes taxes & fees
7 Feb - 8 Feb
Adorable 1-Bedroom Cottage in Weston, CT

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

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (83)
"House was perfect and in a great location. It was clean, well-stocked and had everything you might need - either winter or summer. The owner was incredibly helpful. Unqualified highest recommendation "
Westport "Gold Coast" across from Southport beach

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Beachfront Connecticut Retreat w/ Views!

9.6 out of 10, Exceptional, (7)
"Just a wonderful beach cottage in a great spot that had all we needed"
Beachfront Connecticut Retreat w/ Views!

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

9.6 out of 10, Exceptional, (10)
"A/C was started for us, so it was comfortable."
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (3)
"Rob was great. The neighborhood was great. The house was great. If you are a baseball player, you'll love this place! Will return."
The price is €270
includes taxes & fees
2 Feb - 3 Feb
Cozy Country Cottage #4

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

10.0 out of 10, Exceptional, (2)
"This is a nice spot to enjoy the Long Island Sound."
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.

Cozy Country Cottage #2

7.4 out of 10, Good, (6)
"I booked this property as I was running my first 50-mile race and it was located within 2 miles from the starting trailhead! I wanted a place close by that was big enough to house 4 people total and this cottage provided exactly that. The pictures don’t do it justice truthfully as it was much bigger than I thought it was going to be. The house was very cozy and welcoming, and provided everything I needed for a weekend away. I will definitely book it again! "
Cozy Country Cottage #2

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!

Bright Milford Beach House w/ Outdoor Shower

3.0 star property
Bright Milford Beach House w/ Outdoor Shower
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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Other property types in Fairfield

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is €305
includes taxes & fees
28 Jan - 29 Jan
DUNE Fairfield Beach

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

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

9.4 out of 10, Exceptional, (17)
"The property was great and perfect for a Christmas Weekend with college friends. The theatre worked perfectly and the space was great!"
The price is €894
includes taxes & fees
23 Jan - 24 Jan
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
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.

Frequently asked questions

How much do cottages in Fairfield cost?
Cottages in Fairfield range between €189 and €324 per night. These stays offer a chance to reconnect with nature — at a price you can afford. 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.
How many cottages are there in Fairfield?
There are 56 cottages in Fairfield. No matter if you’re travelling with the family or organising a weekend retreat with your buddies, Expedia can help you find the ideal space to escape the hustle and bustle.
Why book your cottage in Fairfield with Expedia?
We think that travelling should be easy, so if you’re chasing cottages in Fairfield at a great price, Expedia has got your back. Save money and opt for an economical option far from the rush of the city, or book an upmarket cottage to really pamper your favourite people.
How can I find cheap cottages in Fairfield?
Expedia is here to help you easily source cheap cottages in Fairfield. To reserve a terrific stay in a few quick clicks, use the filter tool to refine your search by budget, star rating and amenities.
What is there to do in Fairfield near my cottage?
Fairfield has enough experiences to keep you entertained for weeks, beginning with Jennings Beach. Fairfield Theatre Company, South Pine Creek Beach and Sasco Hill Beach are other popular attractions. If you have more time, Fairfield Museum and History Centre and Regina A. Quick Centre for the Arts will round off your itinerary nicely.