143+ Vacation Rentals & Holiday Homes in New Canaan |
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New Canaan Accommodations - Hotels & Rentals

About New Canaan Vacation Rentals

Discover More than 143 Incredible Getaway Rentals Available in New Canaan. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in New Canaan.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in New Canaan, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in New Canaan. The Average Size of Places to Stay Near New Canaan is 765.16 ft², with Prices Averaging US $517 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in New Canaan. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in New Canaan

Type Count
Vacation Homes 86
Holiday Apartments 26
Cottages 9
Villas 1

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

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in New Canaan with Online Reservations.

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

Activities New CanaanGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World New CanaanGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


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 hotels, lake houses & vacation rentals in New Canaan?

We provide an array of great vacation destinations in New Canaan. If you are looking to stay in or around the New Canaan area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in New Canaan:

How many Hotels & Vacation Rentals have private pools in New Canaan?

We have 9 Hotels & Vacation Rentals featuring a private pool in and near New Canaan. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in New Canaan is best for families?

Searching for a family-friendly getaway in New Canaan? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in New Canaan?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 143 in the New Canaan area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in New Canaan.

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

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