Photo by Tim Rousseau

Darien holiday rentals

We found 437 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Darien that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Darien

Showing deals for:20 Mar - 27 Mar

Image gallery for Charming duplex with private yard. Close to the beach, dining & shopping!

Living area
9.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)

Charming duplex with private yard. Close to the beach, dining & shopping!

Greenwich

7% off
Price is AU$3,313
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
Charming duplex with private yard. Close to the beach, dining & shopping!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the waterfront setting in Darien

The island views and parks create a pretty picture of Darien. This city is well-known for its shopping and restaurants. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Darien

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Darien a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Chelsea Piers (2.9 mi / 4.7 km)
  • Norwalk Maritime Aquarium (3.1 mi / 5.1 km)
  • Hand & Stone Massage and Facial Spa (4.1 mi / 6.6 km)
  • E. Gaynor Brennan Golf Course (4.9 mi / 7.9 km)
  • Stanwich Club (8.9 mi / 14.2 km)
  • Bayville Adventure Park (13.1 mi / 21.1 km)

Exploring the natural features in Darien

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Darien is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Cove Island Park (2.7 mi / 4.3 km)
  • Cummings Park Beach (3.7 mi / 5.9 km)
  • West Beach (3.9 mi / 6.2 km)
  • Calf Pasture Beach (4 mi / 6.5 km)
  • Old Stamford Road Bird Sanctuary (4.4 mi / 7.1 km)
  • Compo Beach (6.3 mi / 10.1 km)

Transport to and around Darien

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 12.3 mi (19.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 18.5 mi (29.8 km) away.

If you're travelling by train, make your way to Darien Station or Noroton Heights Station and explore the city from there.

Frequently asked questions

What is the most popular type of holiday home accommodation in Darien?
Based on our research, houses are the most desirable holiday property type in Darien. But of course, everyone's idea of the perfect stay will differ. Stayz has holiday homes in a variety of shapes and sizes, so you're bound to find the perfect match.
How much does it cost to rent a holiday home in Darien?
Property type, season and length of stay are some of the conditions that can affect the price of a holiday home. Simply enter your dates of travel to find your dream escape. From cosy cabins to sprawling villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Darien?
The average price for a holiday home close to the beach in Darien will depend on when you're going and the type and size of property you're searching for. You can quickly and easily find prices on Stayz by entering your preferred travel dates and destination. Then use the handy filter tool to select the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in Darien?
Pack up a suitcase for your canine companion because Darien has 11 holiday homes that roll out the welcome mat to pets. Let your four-legged friend enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Darien?
Check the "pool" box in our handy filter tool and choose from four houses with private pools in Darien on Stayz. Gentle soak, ball games or noodle joust? Free time is up to you when your Stayz holiday property comes with its own swimming pool.
What are popular home amenities in Darien?
Tennis, a lake view and a firepit head the list of most popular home amenities in Darien. Whether you're taking a trip alone, with your better half or a group of family members, Stayz will help you find a holiday home that suits your style with all the options you need.
Are there large group holiday homes in Darien?
With four properties that can host 10 guests or more in Darien, there's no need to keep your invite list short. From family holidays to special events like birthday and Christmas parties, Stayz will help you find a large group home to match the occasion.
Are there holiday homes in Darien that welcome kids?
Darien has 11 family-friendly holiday homes to choose from. And securing a stay that welcomes kids is a cinch with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll enjoy access to amenities and perks like bunk beds, kitchens and yards.
What are the top attractions for families in Darien?
Keep your kids occupied at these awesome family-friendly attractions in Darien:

  • Compo Beach
  • Norwalk Maritime Aquarium
  • The Maritime Aquarium

Are there holiday homes with WiFi in Darien?
Darien has five holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to updating your social media, these Stayz homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Darien?
Darien has 11 holiday homes where you can relax and recharge in air-conditioned comfort. To book a stay on Stayz with this amenity, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Darien?
The minimum age permitted can differ between properties on Stayz, so be sure to check the rules of the holiday home in Darien you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Darien for?
The amount of time you can rent a Darien holiday home for is down to each property. Just enter your travel dates to view available options that offer extended stays. They come with all the things you need to make your extended getaway more enjoyable such as laundries and air conditioning. Some Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.