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

Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is SAR 301
SAR 529 total
includes taxes & fees
17 Nov - 18 Nov
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior
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
Beautiful historic home in Stony Brook!
Living area
Beautiful historic home in Stony Brook!
2.0 star property
9.2 out of 10, Wonderful, (5)
"This was our second stay at this charming cottage, perfect mix of colonial feel and modern amenities. Plenty of space for us and our dog. Everything we needed was included. Location is close to village and beach. "
Beautiful historic home in Stony Brook!
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Living room
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
9.0 out of 10, Wonderful, (16)
"The floor is slippery, including the stairs, and we had 3 falls because of it (4 middleaged, ambulatory people). Otherwise, in a good neighborhood, clean, very spacious and well stocked with a large kitchen."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Charming New York Escape Near Central Park!
Jericho Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Stairs Required for Access
Charming New York Escape Near Central Park!
7.2 out of 10, Good, (5)
"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!
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Private kitchen
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
9.2 out of 10, Wonderful, (7)
"Super well-appointed house with everything we needed for our stay. Hosts were easy to communicate with and responded very quickly."
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Exterior
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
10.0 out of 10, Exceptional, (34)
"Our stay at Gersende's property was delightful. We had seven friends together for a wedding and this house and property served as a much appreciated comfortable and peaceful retreat. The pool was lovely, the kitchen was well-stocked and functional and the homes quirks and charm grew on us a little more each day. We walked to GrayBarns Mercantile every morning for coffee and it was a quick drive from the grocery as well as the PJ Glass House. Gersende was kind, easy to reach and incredibly...
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Peaceful 5 Bed NY Villa - 30 min from NYC
Living area
Peaceful 5 Bed NY Villa - 30 min from NYC
9.0 out of 10, Wonderful, (6)
"Spacious and cozy home. Would love to come back in the summer to enjoy the yard. Perfect for families."
Peaceful 5 Bed NY Villa - 30 min from NYC
Stylish Beach Home near Stamford Downtown/Beach
Cozy backyard with fire pit and BBQ grill
Stylish Beach Home near Stamford Downtown/Beach
10.0 out of 10, Exceptional, (19)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
The price is SAR 1,356
SAR 3,003 total
includes taxes & fees
19 Nov - 20 Nov
Stylish Beach Home near Stamford Downtown/Beach
Glen Cove Home: Walk to Boardwalk + Dining!
Glen Cove Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | 2 Steps to Enter
Glen Cove Home: Walk to Boardwalk + Dining!
9.0 out of 10, Wonderful, (10)
"We had a good time staying at this and the adjoining property. "
Glen Cove Home: Walk to Boardwalk + Dining!
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Ample seating, perfect for lounging, gathering, and yes, napping.
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
10.0 out of 10, Exceptional, (9)
"We had a wonderful home away from home stay at Evergreen. We were visiting from the UK for a family wedding in Huntington and the house was a cosy escape and great location. Easy access to train station for a day trip to the city, lots of space in the house for adults and kids and a lovely back garden. We did get noise from trains at night but otherwise the area was very quiet and residential. Thank you Amy for a lovely stay. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Family-Friendly, Near-NYC Norwalk Retreat
Cozy living room filled with art and entertainment
Family-Friendly, Near-NYC Norwalk Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"Met all of our expectations, made a very enjoyable stay with 2 little ones. Host was accommodating and went above and beyond to support our needs. "
The price is SAR 888
SAR 2,176 total
includes taxes & fees
12 Dec - 13 Dec
Family-Friendly, Near-NYC Norwalk Retreat
Beautiful Hampton Long Island Family Getaway with Pool.
Property grounds
Beautiful Hampton Long Island Family Getaway with Pool.
7.6 out of 10, Good, (5)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is SAR 3,569
SAR 6,115 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful Hampton Long Island Family Getaway with Pool.
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Private kitchen
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
2.0 star property
8.0 out of 10, Very Good, (2)
"The apartment is on the second floor on a dead end st. It is very clean and spacious with new appliances. Host are lovely couple. I only wish that the second bedroom had a full length mirror or any mirror. The master bedroom has 2 and the other had none. Had to keep going into the other room to use mirror. Had trouble using the TV, finally I had to mirror cast/share screen from my cell phone to the tv in order to watch anything. Overall it was a lovely and will go again. "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Cheerful 4 bedrooms residential house.
Exterior
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.
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (49)
"N/a"
The price is SAR 751
SAR 1,578 total
includes taxes & fees
20 Nov - 21 Nov
Captain's Cottage - Cold Spring Harbor Water Views
Luxury 3Bed Private Apartment Near Manhattan
Living area
Luxury 3Bed Private Apartment Near Manhattan
9.0 out of 10, Wonderful, (10)
"everything was very good but street parking not sasy"
The price is SAR 1,108
SAR 1,890 total
includes taxes & fees
25 Nov - 26 Nov
Luxury 3Bed Private Apartment Near Manhattan
Adorable Cottage with Water Views, Across the street from Prime & other eateries
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.
Private kitchen
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.
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
Enjoy relaxing in the hot tub while watching TV!
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
10.0 out of 10, Exceptional, (5)
"I stayed at the good vibes house for a night with friends for a post Holiday celebration. We all had a great time and were very comfortable in the house. The beds we cozy (even the smaller trundle!) The smart features of the house were really cool - alexa did it all for us :) We also enjoyed some time in the hot tub which was really easy to use after watching the video. Duane and Eva were very responsive with any questions I had. Next time we stay I would love to use the game room more!"
The price is SAR 1,875
SAR 2,784 total
includes taxes & fees
17 Nov - 18 Nov
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
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
Property amenity
Stamford Suites
2.5 star property
6.8 out of 10, (764)
"The room was nice and clean. The staff was friendly and there are lots of food choices near by. "
The price is SAR 540
SAR 604 total
includes taxes & fees
20 Nov - 21 Nov
Stamford Suites
Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is SAR 301
SAR 529 total
includes taxes & fees
17 Nov - 18 Nov
Business or Weekend escape
DUNE Fairfield Beach
Room
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (41)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is SAR 958
SAR 1,449 total
includes taxes & fees
21 Nov - 22 Nov
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.