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Compare 264 Vacation Homes in Darien with updated reviews, rates, and availability.

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 SAR 161
SAR 369 total
includes taxes & fees
2 Dec - 3 Dec
Business or Weekend escape

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
Lower Lvl Private 2BR/1BA Family/Pet Friendly

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (16)
"Exactly as advertised, great location, easy check-in, hosts responded immediately to questions. Recommended."
The price is SAR 2,467
SAR 4,507 total
includes taxes & fees
3 Dec - 4 Dec
New Beach Home near Stamford Downtown/Shippan

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is SAR 751
SAR 1,581 total
includes taxes & fees
3 Dec - 4 Dec
Captain's Cottage - Cold Spring Harbor Water Views

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (23)
"Washer downstairs unavailable, thermostat only on request, feather pillows (allergy). Otherwise it was ok with plenty of bedrooms and baths. "
Cheerful 4 bedrooms residential house.

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (18)
"Great space. Clean sheets and towels. Wonderful shower. Great balcony I highly recommend!"
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury

9.4 out of 10, Exceptional, (8)
"Great place for a group of friends to use as homebase for some shows at the Capitol Theater. "
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury

Cozy and beautiful house

10.0 out of 10, Exceptional, (19)
"Property owner was great at communicating and the house was perfect!"
Cozy and beautiful house

Beautiful downstairs apartment. Walk to town, train, & beach ferry!

10.0 out of 10, Exceptional, (16)
"My stay was unique because my daughter was having a baby and I wasn’t 100% sure of the dates, and Henri was so kind and accommodating and flexible. It really was a very special stay."
Beautiful downstairs apartment. Walk to town, train, & beach ferry!

Ossining Vacation Rental Near River, Trails & MTA!

7.6 out of 10, Good, (5)
"This house was wonderful! Had a lot of space and it was perfect. Feliciano was very receptive, even helped open the door remotely for me when I had a hard time getting in at check in. Responded immediately. Would book again!"
Ossining Vacation Rental Near River, Trails & MTA!

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

Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

10.0 out of 10, Exceptional, (4)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries

2 mini-bedrooms apartment with antique bathtub.

10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (14)
"Was great"
The price is SAR 1,521
SAR 3,278 total
includes taxes & fees
5 Dec - 6 Dec
Waterview House Walking Distance from Cove Beach

The B&W Haven 5BR Home with yard theater + Office

10.0 out of 10, Exceptional, (4)
"The property was clean, well equipped and had good off street parking. Andrew was responsive and helpful. Definitely recommend. "
The price is SAR 1,435
SAR 3,220 total
includes taxes & fees
1 Dec - 2 Dec
The B&W Haven 5BR Home with yard theater + Office

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (91)
"Lovely pond outside and lots of toys and things for families to do. Kitchen was well stocked with pots and pans and utensils which made it easy to make meals. House was warm when it was chilly outside, so we enjoyed snuggling!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

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 SAR 826
SAR 1,829 total
includes taxes & fees
1 Dec - 2 Dec
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Spectacular direct waterfront with rooftop hot tub 360 degree views.

9.2 out of 10, Wonderful, (11)
"My husband and I had a lovely two week stay. We enjoyed amazing sunsets from the deck off the primary bedroom and the hot tub on the roof. The neighborhood was quiet and great for walking in the mornings and evenings. We enjoyed the beach and used our paddle boards daily. We’ll be back. "
Spectacular direct waterfront with rooftop hot tub 360 degree views.

Private Luxury Stay in Expansive Home & Property

10.0 out of 10, Exceptional, (1)
"I needed to book a place big enough to accommodate a lot of family last minute and I’m so happy I found this home. We were very comfortable during our stay and had almost everything we needed. The kids loved the well-equipped play room and big backyard. We slept well and found the beds to be comfortable and cozy. It snowed and the property looked beautiful. Only note is that the cell service is spotty. I spoke to the owner about adding a land line and she was very responsive."
Private Luxury Stay in Expansive Home & Property
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, (766)
"All is well"
The price is SAR 635
SAR 711 total
includes taxes & fees
29 Nov - 30 Nov
Stamford Suites

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 SAR 161
SAR 369 total
includes taxes & fees
2 Dec - 3 Dec
Business or Weekend escape

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (42)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is SAR 800
SAR 1,099 total
includes taxes & fees
9 Dec - 10 Dec
DUNE Fairfield 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.