Photo by Tim Rousseau
Darien Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Darien Vacation Homes

Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (65)
The price is CA $530
CA $971 total
includes taxes & fees
Sep 8 - Sep 9

Stareway to Heaven Su
Stareway to Heaven Su
10.0 out of 10, Exceptional, (6)

Charming 3-bedroom modern family retreat!
Charming 3-bedroom modern family retreat!
10.0 out of 10, Exceptional, (1)
The price is CA $716
CA $1,024 total
includes taxes & fees
Aug 18 - Aug 19

Beautiful historic home in Stony Brook!
Beautiful historic home in Stony Brook!
8.2 out of 10, Very good, (12)

Charming 3-bedroom house with WiFi, AC in serene Fairfield
Charming 3-bedroom house with WiFi, AC in serene Fairfield
9.6 out of 10, Exceptional, (4)

Business or Weekend escape
Business or Weekend escape
9.2 out of 10, Wonderful, (44)
The price is CA $117
CA $202 total
includes taxes & fees
Aug 13 - Aug 14

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, (63)

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.
Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Darien Hotel Reviews

SpringHill Suites by Marriott Tuckahoe Westchester County
10/10 Excellent
Find out more about Darien
Find out more about Darien
Darien Vacation Homes information
Number of reviews | 405 |
---|---|
Accommodation | 374 Vacation Homes |
Lowest Price | CA $117 |
Highest Price | CA $716 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
More Accommodation Types in Darien
- Apartments in Darien
- Cottages in Darien
- Motels in Darien
- Guest Houses in Darien
- B&B in Darien
- Condo Rentals in Darien
- Aparthotels in Darien
- Farmstay in Darien
- Villas in Darien
- Cabin Rentals in Darien
- Castles in Darien
- Inns in Darien
- Hostels in Darien
- Houseboats in Darien
- Lodges in Darien
- Residences in Darien
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels