Photo by Tim Rousseau

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Compare 276 Vacation Homes in Darien with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (116)
"Enjoyed the theater room and the comfortable bed"
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"The house is beautiful, amazing views! Communication was punctual."
The price is SAR 2,636
SAR 4,723 total
includes taxes & fees
23 Jan - 24 Jan
Waterview House Walking Distance from Cove Beach

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (9)
"This was amazing Thanksgiving with my family. The house is amazing Jon was amazing host and his recommendation for food made you feel like million dollars. Can not thank you enough to share your beautiful home with us and see you in the summer."
Welcome to Villa Seabird, Luxury Escape on Long Island Sound

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 SAR 1,127
SAR 1,690 total
includes taxes & fees
7 Jan - 8 Jan
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (25)
"Great communication and accommodations from the host. We were in town for a concert and the location couldn't have been better! Would recommend this stay for anyone looking within the area."
Cheerful 4 bedrooms residential house.

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (17)
"Exactly as advertised, great location, easy check-in, hosts responded immediately to questions. Recommended."
The price is SAR 1,510
SAR 3,266 total
includes taxes & fees
7 Jan - 8 Jan
New Beach Home near Stamford Downtown/Shippan

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Second time our 24 person family group stayed here, and if anything, it was even better than last year! The location is exceptional, a quiet, private beautiful Victorian era house right on the Sound. The house is roomy, immaculate and very well equipped. Nancy is on top of everything and responds essentially immediately to any and every concern. There aren’t enough superlatives to describe our wonderful experience! "
Waterfront Retreat Center for Health & Wellness

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

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (21)
"Long weekend with family to participate in a christening in the Bronx. Place was clean and comfortable. Location was very convenient. Only change I would request would be extra blankets. Otherwise would stay again. "
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 SAR 706
SAR 1,488 total
includes taxes & fees
7 Jan - 8 Jan
Captain's Cottage - Cold Spring Harbor Water Views

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!

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 668
SAR 1,591 total
includes taxes & fees
11 Jan - 12 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Private Luxury Stay in Expansive Home & Property

9.0 out of 10, Wonderful, (2)
"Good times"
Private Luxury Stay in Expansive Home & Property

Spacious 3b/3b Mediterranean in White Plains

9.6 out of 10, Exceptional, (10)
"Very beautiful and spacious home. Super clean and amenities galore. Quiet and peaceful neighborhood. Very well kept and loved the white picket fence. Felt very safe."
Spacious 3b/3b Mediterranean in White Plains

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

10.0 out of 10, Exceptional, (11)
"This was our 2nd stay and everything was fantastic once again! Highly recommended!!"
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool

Spacious Family Home

The price is SAR 1,502
SAR 3,134 total
includes taxes & fees
7 Jan - 8 Jan
Spacious Family Home

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

10.0 out of 10, Exceptional, (11)
"Great place where we got to be close to family in Huntington. The home felt homey and was very comfortable for our us to stay in with other family members from out of town. It’s close to many things, especially the LIRR. I would highly recommend making this part of your stay on Long Island."
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (7)
"I cannot express how beautiful this home is. Much more beautiful and spacious in person. My family and I stayed over Thanksgiving and were so thankful we did. There were 5 of us: 4 adults, 1 child and a fur baby. And there was still space for more! The home is beautifully decorated and everyone felt like they had enough privacy and space. We loved the living area. I brought my utensils, pots and pans to prepare the feast but I did not need it. The house was stocked with everything you can...
Seaview Ave House-4BR/8PPL Retreat

Stunning direct waterfront beach house!

10.0 out of 10, Exceptional, (6)
"My wife and I, our Son and his three teenagers had a wonderful week at this well appointed home right on the Beach! It was well outfitted with all the accomodations you could want for a great time. We have stayed at many Vrbo's, and most are run like a business, with limited supplies and accomodations. This property was supplied with everything as if it was our own place! Beach chairs, beach towels, fire pit with wood to burn, a fully equiped kitchen, extra suppliers, etc.The pictures are...
Stunning direct waterfront beach 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

Stamford Suites

2.5 star property
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is SAR 527
SAR 606 total
includes taxes & fees
12 Jan - 13 Jan
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 SAR 857
SAR 1,192 total
includes taxes & fees
14 Jan - 15 Jan
DUNE Fairfield Beach

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (27)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
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.