160+ Private Villas and Holiday Rentals in Darien |
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  3. Stamford
  4. Darien

Darien Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Darien

Discover more than 160 vacation rentals available in Darien. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Darien.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Darien, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Darien. On average, places to stay near Darien offer 816.39 ft², with nightly prices averaging £376.

With Casai, finding and comparing holiday rentals in Darien is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Darien

Type Count
Vacation Homes81
Holiday Apartments55
Cottages5
Villas1

Use these Quick Filters to Find a Holiday Rental in Darien

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Darien.

Weather in Darien, CT

View the weather forecast for Darien before booking your Darien Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Darien, CT

Casai offers a large selection of top attractions around Darien . Research things to do on your vacation before you visit Darien.


Sapelo Island Visitors Center
McGuane Field
Sleepy Hollow Park
Capitol Theatre
Paramount Theater
Fairfield University
NYCB Theatre at Westbury
Westchester County Center
New Roc City
Purchase College
Norwalk Maritime Aquarium
Rye Playland
Ridgefield Playhouse
Oheka Castle
Westchester Broadway Theatre
Tarrytown Music Hall
Danbury Fair Mall
NYIT Old Westbury Campus
Sacred Heart University
Webster Bank Arena

Other Places to Stay in Darien, CT


McGuane Field 247 Properties
Sleepy Hollow Park 200 Properties
Sapelo Island Visitors Center 173 Properties

Frequently Asked Questions About Darien?

What are the top holiday rentals in Darien?

With numerous options available in Darien, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Darien:

Which holiday homes in Darien are best for families?

If you're searching for a family-friendly holiday home in Darien, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Darien:

How many Casai.uk holiday rentals are available in Darien?

As of 2026, Casai boasts over 160 properties listed in the Darien area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Darien.

Nearby Neighborhood (1) 
NeighborhoodProperty Count
Cove - East Side - Shippan Vacation Rentals in Stamford, Connecticut 29

People Also Ask

There are 160 Darien, CT Holiday Rentals

Recently Booked Holiday Rentals in Darien