Photo by Tim Rousseau

Darien Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Darien vacation rentals

Exterior
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (87 reviews)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is NT$4,118
NT$4,736 total
includes taxes & fees
Jan 12 - Jan 13
Stamford Suites
Classic Suite | Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NT$11,338
NT$13,039 total
includes taxes & fees
Jan 12 - Jan 13
Guesthouse at Norwalk Inn
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

Luxury NYC Home with Free Parking for 12
4.0 star property
The price is NT$14,212
NT$21,482 total
includes taxes & fees
Jan 17 - Jan 18
Luxury NYC Home with Free Parking for 12
Living area
Luxury 3BR Home Game Room Free Parking

Apartment in White Plains

Luxury 3BR Home Game Room Free Parking
2.0 star property
The price is NT$6,285
NT$11,894 total
includes taxes & fees
Jan 11 - Jan 12
Luxury 3BR Home Game Room Free Parking
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is NT$3,158
NT$8,318 total
includes taxes & fees
Jan 26 - Jan 27
Elegant Hideaway with Free Parking
Luxury House | Bathroom
Luxury NY Home with Free Parking

Vacation Home in White Plains

Luxury NY Home with Free Parking
4.0 star property
8.0 out of 10, Very Good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is NT$7,248
NT$11,417 total
includes taxes & fees
Jan 11 - Jan 12
Luxury NY Home with Free Parking
Dining
Prime Luxe 3-BR NYC - Free Parking

Apartment in White Plains

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
The price is NT$6,285
NT$11,706 total
includes taxes & fees
Jan 20 - Jan 21
Prime Luxe 3-BR NYC - Free Parking
Front of property
Beechmont - Perfect for Family Retreat!

Vacation Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
The price is NT$20,537
NT$34,671 total
includes taxes & fees
Jan 12 - Jan 13
Beechmont - Perfect for Family Retreat!
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Greenwich

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
The price is NT$4,959
NT$10,034 total
includes taxes & fees
Jan 11 - Jan 12
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

Vacation Home in Ossining

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
The price is NT$10,063
NT$26,845 total
includes taxes & fees
Jan 12 - Jan 13
NEW 45 Wolden Rd Ossining NY 10562
Living area
Luxury NYC Home Game Room Free Parking

Villa in White Plains

Luxury NYC Home Game Room Free Parking
4.0 star property
The price is NT$17,371
NT$24,574 total
includes taxes & fees
Jan 11 - Jan 12
Luxury NYC Home Game Room Free Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Darien Hotel Reviews

Viana Hotel and Spa, Trademark Collection by Wyndham

Viana Hotel and Spa, Trademark Collection by Wyndham

10/10 Excellent
"The staff were incredibly attentive and helpful."
Thomas 1-night trip
Posted 3 days ago
Viana Hotel and Spa, Trademark Collection by Wyndham

Find out more about Darien

Search for holiday rentals in Darien on Expedia! You can easily find your home rentals, villas, holiday apartments in Darien using one of the methods below:

  • View our selection of featured holiday rentals in Darien
  • Use the map to find apartments and other holiday homes in the Darien neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Darien while they last

Look no further and take a look at our great range of rental properties in Darien!

Frequently asked questions

Can I find a vacation rental in Darien?

Yes, we give you a choice of vacation rentals close to top sights in Darien, or you can choose a secluded option if you'd like a relaxing place to stay. Darien is known for its parks and shopping. Make sure you have time to check out the beaches and restaurants during your trip.

How many vacation rentals are there in Darien?

With 12 Expedia vacation rentals, you're sure to find just the right place for your Darien stay.

What can I see and do in Darien?

Cove Island Park and Woodway Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include The Mather Homestead and Valley Street Open Space.

What are vacation rentals like in Darien?

Vacation rentals are private accommodations you can reserve for several days or longer in Darien. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.