Darien Holiday Rentals

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Our top choices for Darien holiday rentals

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (80 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
4.0 star property
The price is AU$1,095
includes taxes & fees
23 Mar - 24 Mar
Luxury NYC Home Game Room Free Parking

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 AU$581
includes taxes & fees
30 Mar - 31 Mar
Guesthouse at Norwalk Inn
5.0 star property
The price is AU$1,941
includes taxes & fees
31 Mar - 1 Apr
Beechmont - Perfect for Family Retreat!
10.0 out of 10, Exceptional, (30 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is AU$537
includes taxes & fees
29 Mar - 30 Mar
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AU$405
includes taxes & fees
31 Mar - 1 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
2.0 star property
The price is AU$771
includes taxes & fees
19 Mar - 20 Mar
Luxury 3BR Home Game Room Free Parking

Apartment in Huntington Station

THE OASIS @ LONG ISLAND
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay!"
United States
Brandon W.
The price is AU$669
includes taxes & fees
31 Mar - 1 Apr
THE OASIS @ LONG ISLAND

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (75 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is AU$699
includes taxes & fees
23 Mar - 24 Mar
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (3 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
The price is AU$539
includes taxes & fees
21 Mar - 22 Mar
Luxe Provincial Style Studio w/ Patio & Parking
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$493
includes taxes & fees
13 Apr - 14 Apr
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
The price is AU$990
includes taxes & fees
19 Mar - 20 Mar
Comfortable 1 family home in Tuckahoe that's near train

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is AU$605
includes taxes & fees
20 Mar - 21 Mar
Luxury Designer 2 bedroom+office/3bed vacation home.

Holiday Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$413
includes taxes & fees
30 Mar - 31 Mar
Centric property close to all the great things in the city
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and responsive to all of my questions. This second floor, three bedroom, two bath apartment was nicely appointed. I wish I was able to be there for more than just one day. It was comfortable and perfect for my needs. Parking was adequate for two cars. I would definitely look this location again"
United States
Mechelle O.
The price is AU$1,010
includes taxes & fees
19 Mar - 20 Mar
Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is AU$530
includes taxes & fees
29 Mar - 30 Mar
Elegant Hideaway with Free Parking

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AU$563
includes taxes & fees
30 Mar - 31 Mar
Seabreeze at the beach west beach Stamford ct.
9.6 out of 10, Exceptional, (8 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is AU$327
includes taxes & fees
30 Mar - 31 Mar
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Holiday Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is AU$953
includes taxes & fees
19 Mar - 20 Mar
The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is AU$1,039
includes taxes & fees
22 Mar - 23 Mar
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
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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Top Darien Hotel Reviews

Find out more about Darien

Everything you need to know about Darien holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Darien holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Darien holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Darien holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Darien. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Darien holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Darien holiday rentals we have selected for you start as low as AU$209 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Darien rentals

At Expedia, we put the best Darien holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Darien rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Darien holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Darien. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, or you can select a more secluded option if you're looking for a relaxing stay. Darien is known for its parks and shopping. Make sure you have time to check out the beaches and restaurants during your trip.

What are some of the best holiday rentals that Darien has to offer?

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers: This holiday home rental outside of Darien offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

How many holiday rentals are there in Darien?

With 12 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.