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Compare 287 Vacation Homes in Darien with updated reviews, rates, and availability.

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (18)
"We enjoyed the lovely view of the lake and our wonderful, brisk walks in the neighborhood. The spacious and well-appointed lake home was perfect of our family with young adult children. We loved this beautiful, comfortable and entertaining home on the lake and hope to return."
Lakeside luxury: beautiful, relaxing 4 bedroom home

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

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (11)
"We needed a play to stay on short notice t attend a funeral. Claudia was very responsive and sympathetic to our situation. Property was extremely clean and, although we didn't spend much time there, appeared to be very well appointed and equipped for a family. "
The price is SAR 686
SAR 1,776 total
includes taxes & fees
20 Mar - 21 Mar
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Business or Weekend escape

9.4 out of 10, Exceptional, (32)
"Great location right around the corner from everything. Comfy and clean furniture great sense of humor with decorations on the wall overall great experience 10/10 will definitely rebook"
The price is SAR 281
SAR 506 total
includes taxes & fees
6 Apr - 7 Apr
Business or Weekend escape

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

9.4 out of 10, Exceptional, (10)
"We were in town for work so didn't spend much time in the house but it was clean, convenient, easy parking, and a great value. "
The price is SAR 750
SAR 1,253 total
includes taxes & fees
13 Mar - 14 Mar
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

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!

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

2.0 star property
9.2 out of 10, Wonderful, (5)
"Great location, quite dead end. Excellent value, we had a very comfortable stay.Walking distance to the station for Metro North into NYC. Great deli just around the corner. Responsive hosts, will gladly use again!! "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (38)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (55)
"Great location, very comfortable, nicely decorated, and well stocked re necessities. "
The price is SAR 735
SAR 1,544 total
includes taxes & fees
13 Mar - 14 Mar
Captain's Cottage - Cold Spring Harbor Water Views

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (15)
"The home was clean and the area is beautiful! It was a wonderful experience staying in a historic home and the owners were fantastic!"
Historic Hideaway with Lake Access!

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (8)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
Seaview Ave House-4BR/8PPL Retreat

Charming 3-bedroom house with WiFi, AC in serene Fairfield

Charming 3-bedroom house with WiFi, AC in serene Fairfield

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.

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 SAR 1,219
SAR 1,961 total
includes taxes & fees
13 Mar - 14 Mar
Luxury 3Bed Private Apartment Near Manhattan

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (28)
"We had 8 people staying in the house. We were in town for a wedding. The house was well fitted for us. Kitchen had all the dishes we needed. Appliances all worked well. Nice walk to the sound. Neighborhood was kind of iffy but we had no problems. "
Cheerful 4 bedrooms residential house.

GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

10.0 out of 10, Exceptional, (19)
"This property worked out perfectly for our family group. We needed a home that could accommodate 14 people across 3 generations comfortably and this property definitely addressed our needs. The home is huge, very well laid out, and well appointed. It was very clean and functional. It had a nice homey feel and wasn't cluttered with the owner's things. Some specifics:• There are a LOT of spacious bedrooms. Most have en-suite bathrooms, which is great.• The main level is well laid out and has lots...
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

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 SAR 1,238
SAR 2,833 total
includes taxes & fees
16 Mar - 17 Mar
New Beach Home near Stamford Downtown/Shippan

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (95)
"House is absolutely perfect! This is our second time staying and we will definitely return. So much charm and warmth. I had the best sleep that I have had in months. All the amenities you could ask for, and more. Terrific convenient location. Host goes above and beyond to make sure we are comfortable. "
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

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.
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

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is SAR 634
SAR 729 total
includes taxes & fees
26 Mar - 27 Mar
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (49)
"Really liked Dune. I had a great room that was on the other side from Sea Grape - bar that could be loud. I heard noting from room 31. Could walk to Post Rd and the beach. Ocean view from room. "
The price is SAR 913
SAR 1,256 total
includes taxes & fees
18 Mar - 19 Mar
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.