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Cottages in Fairfield County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Fairfield County

A cityscape with a river, modern buildings, and green spaces.
CottagesCottages

Stamford

Stamford

Our top choices for Fairfield County cottages

A spacious living room with a fireplace, a television, and a dining area.

1. Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel
10.0 out of 10, Exceptional, (19 reviews)
"Just a wonderful place to stay! We will be back…"
United States
Carole R.
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
A covered porch with a light green door, white railings, and a mailbox.

2. Cozy 2-bedroom cottage in peaceful Danbury with AC

Cozy 2-bedroom cottage in peaceful Danbury with AC
Danbury
10.0 out of 10, Exceptional, (1 review)
"We were in town for Christmas with the family. The house was a perfect fit for us and the host responded almost immediately whenever we reached out to him. The house looks like a new renovation, and they did not skimp on finishings - very well done. It was very cold outside, but nice and warm inside. The snow didn’t slow us down. Great spot, will have to come back in the summer to enjoy the lake. Highly recommended! Thanks for letting us stay!!"
United States
Thomas H. H.
Cozy 2-bedroom cottage in peaceful Danbury with AC
A modern two-story house with a paved driveway, a stone wall, and a small outdoor seating area.

3. Charming Studio-Cottage with WiFi & TV free parking in Greenwich

Charming Studio-Cottage with WiFi & TV free parking in Greenwich
Greenwich
9.0 out of 10, Wonderful, (2 reviews)
"Excellent stay"
United States
Kathleen C.
Charming Studio-Cottage with WiFi & TV free parking in Greenwich
A building with a covered porch, a chimney, and a tree in the background.

4. Westport "Gold Coast" across from Southport beach

Westport "Gold Coast" across from Southport beach
Fairfield
10.0 out of 10, Exceptional, (105 reviews)
"Everything was wonderful, love staying there. "
United States
Shelley M.
Westport "Gold Coast" across from Southport beach
A wooden house with a stone pathway leading to a wooden deck.

5. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is HK$6,321
HK$12,584 total
includes taxes & fees
14 Oct - 15 Oct
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A hot tub with a view of a forested area.

6. Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!
Newtown
8.8 out of 10, Excellent, (5 reviews)
"Charming cabin, great location… comfy and cozy"
United States
MaryJane B.
Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!
A snow-covered landscape with a house in the background.

7. Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston
10.0 out of 10, Exceptional, (16 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
A building with a storefront labeled 'Maserati' and another sign for 'Miller Motors.'

8. Cottage nestled in wooded Greenwich setting with New England charm

Cottage nestled in wooded Greenwich setting with New England charm
Greenwich
10.0 out of 10, Exceptional, (1 review)
Cottage nestled in wooded Greenwich setting with New England charm
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a wooden dining table with two chairs.

9. Stylish Loft with Parking Near NYC + Hospital

Stylish Loft with Parking Near NYC + Hospital
West Side
9.6 out of 10, Exceptional, (18 reviews)
"I stayed there for 3 nights while my place was being worked on. This place is a no brainer! It was even perfect since we had two cats. They appreciated the quite environment. The place was clean, well kept, and fairly modern. The host was super responsive we I needed them. Get this instead of a hotel it's, also uper spacious."
United States
Jerrydsen
Stylish Loft with Parking Near NYC + Hospital
A patio with Adirondack chairs, a fire pit, and a view of a lake with boats.

10. Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Sherman
10.0 out of 10, Exceptional, (10 reviews)
"It was a wonderful place! Would definitely stay there again."
United States
SaSa W.
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
A white building with a porch, a vehicle parked in front, and a stone wall.

11. Cos Cob Cottage- Full Kitchen, Pet Friendly

Cos Cob Cottage- Full Kitchen, Pet Friendly
Greenwich
9.6 out of 10, Exceptional, (5 reviews)
"Great Property. Driveway parking a bit of a challenge"
United States
Janet L.
Cos Cob Cottage- Full Kitchen, Pet Friendly
A wooden deck with a railing overlooking a well-maintained lawn and trees.

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.6 out of 10, Exceptional, (10 reviews)
"lovely porch and backyard."
United States
Kaia W.
The price is HK$3,131
HK$8,211 total
includes taxes & fees
8 Nov - 9 Nov
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
A two-story house with a white picket fence, a garage, and a tree in front.

13. Nama-stay, sweet pink Saugatuck Shores beach cottage

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (18 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
Nama-stay, sweet pink Saugatuck Shores beach cottage
A covered outdoor seating area with a table, chairs, and a bench.

14. Pet-Friendly Cottage, 2 Mi to Saugatuck Falls

Pet-Friendly Cottage, 2 Mi to Saugatuck Falls
Redding
8.0 out of 10, Very good, (3 reviews)
"Host was very communicative and helpful. "
United States
Jaclyn N.
Pet-Friendly Cottage, 2 Mi to Saugatuck Falls
A single-story house with a garage, a front lawn, and a small garden area.

15. Cozy Lake Community Cottage with private beach & hot tub - ideal for long stays

Cozy Lake Community Cottage with private beach & hot tub - ideal for long stays
New Fairfield
10.0 out of 10, Exceptional, (3 reviews)
"Lovely little 2/2 house in a great location with just about everything we needed. Very quiet too. Our host, Jonathan was very responsive when we had questions or concerns. We would highly recommend!"
United States
Mary Anne O.
Cozy Lake Community Cottage with private beach & hot tub - ideal for long stays
A residential area with houses, a driveway, and a view of the sea.

16. Charming Fairfield Beach Cottage

Charming Fairfield Beach Cottage
Fairfield Beach
10.0 out of 10, Exceptional, (36 reviews)
"Overall a very smooth and enjoyable experience. "
United States
Dora M.
Charming Fairfield Beach Cottage
A house with a gravel driveway, a front bench, and trees in the background.

17. Near Yale, Sacred Heart & More! Stratford Getaway

Near Yale, Sacred Heart & More! Stratford Getaway
3.0 star property
Stratford
8.0 out of 10, Very good, (1 review)
Near Yale, Sacred Heart & More! Stratford Getaway
A porch with a white bench, a door, and decorative fish wall art.

18. Tranquility Between A Lake & Pond - Hot Tub

Tranquility Between A Lake & Pond - Hot Tub
New Fairfield
Tranquility Between A Lake & Pond - Hot Tub
A bathroom with a glass-enclosed shower, a toilet, and a towel rack.

19. Squantz Pond Oasis, charming cottage, Firepit and lake view

Squantz Pond Oasis, charming cottage, Firepit and lake view
New Fairfield
4.0 out of 10, (1 review)
Squantz Pond Oasis, charming cottage, Firepit and lake view
A covered outdoor seating area with a table, chairs, and a bench.

20. Pet-friendly Cottage, 2 Mi to Saugatuck Falls

Pet-friendly Cottage, 2 Mi to Saugatuck Falls
3.0 star property
Redding
Pet-friendly Cottage, 2 Mi to Saugatuck Falls
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 County Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"The property is very pretty. Unfortunately the greenhouse style ceiling in the lobby was leaking due to heavy rain. The rooms were clean but the bathroom needs some work. Not quite clean enough for my standards. It needs some freshening up. The staff is friendly. Breakfast was ok but the staff seems to need more training to meet the standards of this type of hotel."
Robert 2-night trip
Posted 1 hour ago
Hyatt Regency Greenwich

Find out more about Fairfield County

Fairfield County Cottages information

Number of reviews
253
Accommodation
44 Cottages
Lowest Price
HK$8,211
Highest Price
HK$12,584

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