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New Canaan Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for New Canaan vacation rentals

Exterior
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (79)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is NT$3,482
NT$4,004 total
includes taxes & fees
Dec 22 - Dec 23
Stamford Suites
Classic Suite | Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Reception
Global Luxury Suites White Plains

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.8 out of 10, (34)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.4 out of 10, Very Good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NT$8,799
NT$10,118 total
includes taxes & fees
Dec 20 - Dec 21
Guesthouse at Norwalk Inn
Lounge
Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher
4.5 star property
Downtown Stamford
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is NT$14,191
NT$21,450 total
includes taxes & fees
Jan 4 - 2026/1/5
Luxury NYC Home with Free Parking for 12
Front of property
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NT$26,687
NT$41,728 total
includes taxes & fees
Dec 23 - Dec 24
Beechmont - Perfect for Family Retreat!
Luxury House | Bathroom
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very Good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
Luxury NY Home with Free Parking
Executive lounge
Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains
4.5 star property
White Plains
10.0 out of 10, Exceptional, (1)
"xcellent experience! The room was spotless and beautifully designed, it honestly blew me away. The staff was courteous and attentive to every detail. It’s rare to find a place that ticks every box, but this one did. Thank you for a fantastic few days!"
United States
Michael
Luxury Apartments by Hyatus White Plains
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is NT$3,784
NT$8,677 total
includes taxes & fees
Dec 22 - Dec 23
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
House (3 Bedrooms) | Interior
Outdoor Entertainment Areas: Spacious Katonah Gem!

Outdoor Entertainment Areas: Spacious Katonah Gem!

Outdoor Entertainment Areas: Spacious Katonah Gem!
3.0 star property
Katonah
Outdoor Entertainment Areas: Spacious Katonah Gem!
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 New Canaan Hotel Reviews

HYATT house White Plains

HYATT house White Plains

10/10 Excellent
"Friendly staff. "
Michael 1-night trip
Posted 1 day ago
HYATT house White Plains

Find out more about New Canaan

Search for holiday rentals in New Canaan on Expedia! You can easily find your home rentals, villas, holiday apartments in New Canaan using one of the methods below:

  • View our selection of featured holiday rentals in New Canaan
  • Use the map to find apartments and other holiday homes in the New Canaan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Canaan while they last

Look no further and take a look at our great range of rental properties in New Canaan!

Frequently asked questions

Can I find a vacation rental in New Canaan?

Yes, you can find vacation rentals in New Canaan near Goldenberry, or you can go with a secluded option if you want a relaxing stay. New Canaan is known for its seafood restaurants.

How many vacation rentals will I find in New Canaan?

With 6 Expedia vacation rentals, you're sure to find just the right place for your New Canaan stay.

What can I see and do in New Canaan?

Cultural attractions include The Glass House and Silvermine Arts Center, whereas Old Stamford Road Bird Sanctuary and God's Acre are a couple of picturesque spots to enjoy the outdoors. New Canaan Library and Glass House Visitor's Center are other places to visit while you're in town.

What are vacation rentals like in New Canaan?

Vacation rentals are private accommodations you can book for a couple days or more in New Canaan. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.