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Compare 44 Cottages in Darien with updated reviews, rates, and availability.

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very Good, (1)
"This property was just what we needed when visiting the area. The rustic but peaceful setting is one we wish we could have enjoyed more of. We would have loved to have spent more time on property with a fire in the wood stove or relaxing by the brook out back. The mattresses were comfortable and we slept well. "
The price is AED 272
AED 621 total
includes taxes & fees
2 Jan - 3 January 2025
Cozy Cabin @ Sticks & Stones Farm

California cozy cottage/studio in the middle of the Greenwich

10.0 out of 10, Exceptional, (1)
"This VRBO was a pleasure! Host Olga was very accommodating. This was my first VRBO experience and I will definitely do this again. So much nicer than a hotel stay. It was a wonderful 5 days! I would highly recommend Olga and her California Cottage. "
California cozy cottage/studio in the middle of the Greenwich

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (82)
"The property was perfectly located for my needs, nicely appointed, comfortable furnishings, spacious, nice light, and felt like home."
Westport "Gold Coast" across from Southport beach

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (9)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville

🔥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

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

8.8 out of 10, Excellent, (6)
"Very cute cottage on the water with a deck and beautiful views. A short walk into town to shops and restaurants. "
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, (35)
"beautiful cottage with all the amenities you need.. charming historic property.. would highly recommend "
The price is AED 716
AED 1,103 total
includes taxes & fees
30 Dec - 31 Dec
Adorable 1-Bedroom Cottage in Weston, CT

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

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.

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!!

Charming New York Escape Near Central Park!

3.0 star property
Charming New York Escape Near Central Park!

Sun and Fun on the beach!!

9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (1)
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!

Charming Mamaroneck Home ~ 22 Mi to Manhattan

3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan

New York Escape Near Times Square & Central Park!

3.0 star property
New York Escape Near Times Square & Central Park!

Briarcliff Manor Estate w/ Hudson River Views

3.0 star property
Briarcliff Manor Estate w/ Hudson River Views

Fairfield Cottage · Charming Fairfield Cottage By The Sea

10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Fairfield Cottage · Charming Fairfield Cottage By The Sea

Ridgefield Cottage: Walk to Town & Movie Theater!

Ridgefield Cottage: Walk to Town & Movie Theater!

Quiet Commack Cottage w/ Pool, 8 Mi to Beach!

8.6 out of 10, Excellent, (4)
"We felt very cozy in the home. We were comfortable letting our dogs run around the back yard. Excellent location to all our favorite places. We will stay again. "
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
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 Darien

Stamford Suites

2.5 star property
6.8 out of 10, (772)
"It was in walking distance of the event we were going to."
The price is AED 515
AED 592 total
includes taxes & fees
1 Jan - 2 January 2025
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (45)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is AED 734
AED 1,215 total
includes taxes & fees
27 Dec - 28 Dec
DUNE Fairfield Beach

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is AED 294
AED 517 total
includes taxes & fees
1 Jan - 2 January 2025
Business or Weekend escape
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 Darien cost?
Cottages in Darien range between AED 272 and AED 716 per night. These retreats offer a chance to get in tune 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 Darien?
Enjoy nature’s beauty in one of the 44 cottages on offer in Darien. To help you reserve a stay that’s right for you, make use of our filters to search for amenities or perks you prefer.
Why book your cottage in Darien with Expedia?
Expedia has some superb cottages in Darien, so get set for a memorable vacation close to nature. If you have a fixed budget, click on how much you’re willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect pad whatever your getaway looks like.
How can I find cheap cottages in Darien?
The simplest way to get cheap cottages in Darien is with Expedia’s filter tool. Tailor your search results by budget, star rating and amenities to grab unbeatable rates in a couple of clicks.