Photo by Tim Rousseau

Holiday Rentals in Darien

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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, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is €253
includes taxes & fees
9 Feb - 10 Feb
Renovated 2BR Retreat / Modern Comforts Included
9.4 out of 10, Exceptional, (8 reviews)
"Good experience overall. Felt secure with the hallway and door being accessed through code and keycard. Apartment was beautiful, also loved that the host provided snacks and various products like mouthwash, mints, ear plugs, etc. "
United States
Dawn J.
The price is €202
includes taxes & fees
12 Feb - 13 Feb
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is €130
includes taxes & fees
9 Feb - 10 Feb
Business or Weekend escape
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is €160
includes taxes & fees
14 Jan - 15 Jan
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
10.0 out of 10, Exceptional, (1 review)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is €278
includes taxes & fees
31 Jan - 1 Feb
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
8.0 out of 10, Very good, (1 review)
"It was clean "
United States
Burton
The price is €253
includes taxes & fees
14 Jan - 15 Jan
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is €234
includes taxes & fees
14 Jan - 15 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is €1,339
includes taxes & fees
14 Jan - 15 Jan
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is €353
includes taxes & fees
14 Jan - 15 Jan
Marine Theme - 4 BR - Backyard - Fire pit
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is €408
includes taxes & fees
2 Feb - 3 Feb
Bright Escape, Top-Rated Design, Fire pit, Near Beach

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 €378
includes taxes & fees
11 Feb - 12 Feb
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is €226
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful "
United States
Nolufefe Z.
The price is €305
includes taxes & fees
14 Jan - 15 Jan
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
4.0 star property
The price is €583
includes taxes & fees
16 Jan - 17 Jan
Luxury NYC Home with Free Parking for 12

Holiday 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
Luxury NY Home with Free Parking
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is €430
includes taxes & fees
5 Feb - 6 Feb
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is €288
includes taxes & fees
20 Jan - 21 Jan
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
3.0 star property
The price is €272
includes taxes & fees
27 Jan - 28 Jan
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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)
"The host is very attentive and check in was very easy. The issue we have with this property is the location which is not in the control of the host. The property was basic and clean. As another review states, if you know the neighborhood then you know what to expect. So, if someone does not know the neighborhood, check Google Earth to see more of the surrounding streets and buildings. In addition, the listing says "Parking on site" but the only parking was the street. We did not stay and found...
United States
Sarah M.
The price is €261
includes taxes & fees
14 Jan - 15 Jan
Centric property close to all the great things in the city
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, apart-hotels, 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 favorite 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 depends 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 €84 per night. Entering your travel dates in the search wizard you might find 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Darien is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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.