A highway surrounded by autumn foliage.

New Canaan Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for New Canaan vacation rentals

Standard Room, 1 King Bed, Main Building | Property entrance

1. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is NT$7,015
NT$8,068 total
includes taxes & fees
Aug 19 - Aug 20
Guesthouse at Norwalk Inn
Exterior

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (161 reviews)
"The front desk gentleman that checked us in was excellent!!"
United States
Selena
The price is NT$4,483
NT$5,155 total
includes taxes & fees
Aug 23 - Aug 24
Stamford Suites
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (107 reviews)
"The property is clean and very nice"
United States
Nisse
The price is NT$5,612
NT$8,396 total
includes taxes & fees
Sep 16 - Sep 17
DUNE Fairfield Beach
Apartment (1 Bedroom) | Interior

4. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is NT$4,521
NT$9,230 total
includes taxes & fees
Aug 24 - Aug 25
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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

Trumbull Marriott Shelton

Trumbull Marriott Shelton

10/10 Excellent
"Fuimos con nuestros hijos la pasamos muy bien, regresamos pronto nos encantó"
Yuritza 3-night trip
Posted less than an hour ago
Trumbull Marriott Shelton

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
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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 Silvermine Arts Center, 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 4 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 John Rogers Studio and Museum, whereas Old Stamford Road Bird Sanctuary and God's Acre are a couple of picturesque spots to enjoy the outdoors. New Canaan Library and New Canaan Town Hall 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.