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Compare 284 Vacation Homes in Darien with updated reviews, rates, and availability.

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is AED 735
AED 1,205 total
includes taxes & fees
29 Jan - 30 Jan
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Cozy and beautiful house

10.0 out of 10, Exceptional, (20)
"Property owner was great at communicating and the house was perfect!"
Cozy and beautiful house

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (13)
"We had a great stay at this fascinating historic house! The house is exactly as described and the hosts were incredibly responsive, even to a last minute request to extend our stay."
Historic Hideaway with Lake Access!

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this property! The home was beautiful, well-maintained, and had everything we needed for a comfortable visit. The location was absolutely perfect—convenient to everything we needed to do in Huntington. The host was incredibly responsive and made sure we felt welcome from start to finish. We truly appreciated the attention to detail and would highly recommend this property to anyone looking for a great place to stay. We’d happily return in the future. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Lake house cozy to relax with a family. 6 bedroom very spacious house.

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

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (26)
"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"
Cheerful 4 bedrooms residential house.

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (23)
"Its was perfect, quiet and spacious great little get away."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is AED 720
AED 1,520 total
includes taxes & fees
3 Feb - 4 Feb
Captain's Cottage - Cold Spring Harbor Water Views

Luxury 3Bed Private Apartment Near Manhattan

9.2 out of 10, Wonderful, (11)
"Host was very accommodating and easy to communicate with!"
The price is AED 1,194
AED 1,954 total
includes taxes & fees
11 Feb - 12 Feb
Luxury 3Bed Private Apartment Near Manhattan

Charming New York Escape Near Central Park!

6.4 out of 10, (7)
"Got dropped off at the H-Mart from the airport and did my shopping and then walked over, as the host mentioned it was within walking distance and they were right! Super convenient. Well laid out, thoughtful instructions, everything was super easy. Ideal location for a couple of adults to stay to attend a convention. Also, there are workspaces in both of the bedrooms, which was a nice touch. "
Charming New York Escape Near Central Park!

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is AED 3,104
AED 5,287 total
includes taxes & fees
14 Feb - 15 Feb
Waterview House Walking Distance from Cove Beach

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (18)
"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."
The price is AED 1,212
AED 2,860 total
includes taxes & fees
28 Jan - 29 Jan
New Beach Home near Stamford Downtown/Shippan

Lovely Basement with 2 Bedrooms and Kitchen

10.0 out of 10, Exceptional, (14)
"3 of us shared this 2 bedroom basement apartment. Everything was clean and comfortable. There were nice touches of providing some coffee, cereal, snacks and even a half gallon of milk. There was plenty of street parking and the location was very convenient for our needs. I would stay there again. "
Lovely Basement with 2 Bedrooms and Kitchen

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
The price is AED 654
AED 1,582 total
includes taxes & fees
28 Jan - 29 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

9.8 out of 10, Exceptional, (12)
"The property is beautiful and relaxing! We had everything we needed for a great Thanksgiving. Gustavo was an excellent host who checked in on us for anything we might need. I highly recommend this rental! The pond view is stunning and we had 4 ducks visit. "
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

Private Renovated Home Convenient to Sacred Heart & Fairfield Universities

10.0 out of 10, Exceptional, (26)
"Jon is an excellent and very responsive host. His home is beautiful, very clean, well appointed, and organized. All the comforts of home are provided. This is our second time staying at this property and we will be back!"
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities

Glen Cove Home: Walk to Boardwalk + Dining!

9.0 out of 10, Wonderful, (12)
"I enjoyed everything about this property except the description stated there were 2 steps to enter property. It failed to metro the 15 stairs once you opened the door. My aunt struggled with this so be aware when booking this property if you have accessibility needs. "
Glen Cove Home: Walk to Boardwalk + Dining!
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

3.0 star property
5.6 out of 10, (21)
"It was in walking distance of the event we were going to."
The price is AED 474
AED 545 total
includes taxes & fees
2 Feb - 3 Feb
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"
The price is AED 796
AED 1,118 total
includes taxes & fees
28 Jan - 29 Jan
DUNE Fairfield Beach

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness
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.