Photo by (yu+ma)

Search Villas in New Canaan

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Villas in New Canaan

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Exterior

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

9.2 out of 10, Wonderful, (7)
"Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group)."
The price is AED 3,122
AED 5,457 total
includes taxes & fees
26 Oct - 27 Oct
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
3 bedroom villa in bridgeport
Property grounds

3 bedroom villa in bridgeport

9.8 out of 10, Exceptional, (8)
"This was a great house. Very clean, centrally located right on the lake. I enjoyed my weekend there. I definitely will book this again"
3 bedroom villa in bridgeport
7 BR Mansion , Celebration Welcomes
Exterior

7 BR Mansion , Celebration Welcomes

10.0 out of 10, Exceptional, (1)
"I had a wonderful stay at this house. It was very clean, comfortable, and beautifully maintained.Everything was exactly as described, and I really appreciated the welcoming atmosphere. Even though I only stayed for one day, it was an amazing experience. I would definitely recommend this place and would love to stay again in the future."
The price is AED 2,204
AED 3,295 total
includes taxes & fees
27 Oct - 28 Oct
7 BR Mansion , Celebration Welcomes
Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
Exterior

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York
NEW! Storybook 330 Year Old Enchanting Estate
Exterior

NEW! Storybook 330 Year Old Enchanting Estate

NEW! Storybook 330 Year Old Enchanting Estate
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Canaan Hotel Reviews

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Beautiful hotel"
Karen 1-night trip
Posted 1 day ago
Norwalk Inn & Conference Center

Frequently asked questions

Why book your villa in New Canaan with Expedia?
We think organizing a vacation shouldn't be difficult, so if you're looking for villas at a great price, Expedia has your back. Stick to the budget and choose an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find an escape in New Canaan that fits your needs.
How can I find cheap villas in New Canaan?
The simplest way to locate cheap villas in New Canaan is with Expedia's handy filter tool. Narrow your search results by amenities, star rating and budget to grab unbeatable bargains in only a couple of clicks.