139+ Private Villas and Holiday Rentals in New Canaan |
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New Canaan Holiday Rentals

About Casai's Private Villas and Holiday Rentals in New Canaan

Discover more than 139 vacation rentals available in New Canaan. 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 New Canaan.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in New Canaan, 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 New Canaan. On average, places to stay near New Canaan offer 753.39 ft², with nightly prices averaging CA $722.

With Casai, finding and comparing holiday rentals in New Canaan 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 New Canaan

Type Count
Vacation Homes 85
Holiday Apartments 23
Cottages 9
Villas 1

Use these Quick Filters to Find a Holiday Rental in New Canaan

★ 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 New Canaan.

Weather in New Canaan, CT

View the weather forecast for New Canaan before booking your New Canaan 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 New Canaan, CT

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


The Glass House
Waveny Park
Goldenberry
Silvermine Arts Center
Fairfield County Primary Care
Steward House at Silver Hill Hospital
Capitol Theatre
Paramount Theater
Fairfield University
Westchester County Center
Purchase College
Norwalk Maritime Aquarium
Rye Playland
Ridgefield Playhouse
Westchester Broadway Theatre
Tarrytown Music Hall
Danbury Fair Mall
Sacred Heart University
Webster Bank Arena

Other Places to Stay in New Canaan, CT


Fairfield County Primary Care 222 Properties
The Glass House 213 Properties
Goldenberry 188 Properties
Silvermine Arts Center 51 Properties
Steward House at Silver Hill Hospital 35 Properties
Waveny Park 29 Properties

Frequently Asked Questions About New Canaan?

What are the top holiday rentals in New Canaan?

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

How many holiday rentals have private pools in New Canaan?

Discover a selection of holiday rentals with private pools near New Canaan with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in New Canaan are best for families?

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

How many Casai.ca holiday rentals are available in New Canaan?

As of 2025, Casai boasts over 139 properties listed in the New Canaan area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in New Canaan.

Nearby Neighborhood (1) 
Neighborhood Property Count
North Stamford Vacation Rentals in Stamford, Connecticut 187

People Also Ask

There are 139 New Canaan, CT Holiday Rentals

Recently Booked Holiday Rentals in New Canaan