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Holiday Rentals in Darien

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Holiday Rentals in Darien

Stamford Suites

4.0 star property
5.8 out of 10, (63)
"Location very good."
The price is €138
includes taxes & fees
13 Oct - 14 Oct
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (71)
"A cute hotel close to the beach! Super easy check in and check out. "
DUNE Fairfield Beach

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (32)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
Global Luxury Suites White Plains

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.6 out of 10, Exceptional, (16)
"Perfect place to rest. Excellent service! "
The price is €165
includes taxes & fees
9 Oct - 10 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is €273
includes taxes & fees
9 Oct - 10 Oct
Guesthouse at Norwalk Inn

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is €897
includes taxes & fees
9 Oct - 10 Oct
Beechmont - Perfect for Family Retreat!

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher

Business or Weekend escape

9.2 out of 10, Wonderful, (47)
"Great value!"
The price is €129
includes taxes & fees
7 Oct - 8 Oct
Business or Weekend escape

Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC

8.8 out of 10, Excellent, (9)
"Water view and deck magnificent "
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

9.0 out of 10, Wonderful, (2)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
The price is €281
includes taxes & fees
7 Oct - 8 Oct
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (40)
"Very clean, comfortable, and quiet property. Although advertised one car parking, actually can park 2, which is good since limited street parking in a crowded neighborhood. Highly recommended if you're staying in the NYC area."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
The price is €1,179
includes taxes & fees
13 Oct - 14 Oct
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Elegant Hideaway • Free Parking

Elegant Hideaway • Free Parking

price will make you book twice , luxury living

10.0 out of 10, Exceptional, (1)
"We had a great stay! Room was very open and clean and our host was friendly and welcoming! "
The price is €158
includes taxes & fees
8 Oct - 9 Oct
price will make you book twice , luxury living

Charming 3-bedroom modern family retreat!

9.2 out of 10, Wonderful, (5)
The price is €525
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom modern family retreat!

Comfortable 1 family home in Tuckahoe that's near train

The price is €617
includes taxes & fees
7 Oct - 8 Oct
Comfortable 1 family home in Tuckahoe that's near train

Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

9.2 out of 10, Wonderful, (11)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
The price is €350
includes taxes & fees
7 Oct - 8 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.

Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle

10.0 out of 10, Exceptional, (3)
"House was lovely and we enjoyed our stay."
The price is €596
includes taxes & fees
7 Oct - 8 Oct
Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle

Chic Private 1BR Suite/Walk to Shops

9.0 out of 10, Wonderful, (2)
"Vanessa is very responsive and laid back. She made the booking and check-in process seamless and the location of her property is stellar. The neighborhood is great to walk dogs and safe. "
The price is €251
includes taxes & fees
7 Oct - 8 Oct
Chic Private 1BR Suite/Walk to Shops
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

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 €129 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?

Beechmont - Perfect for Family Retreat!: This holiday home rental outside Darien is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games.

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 Sleepy Hollow 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 Woodway Park.

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.