New Canaan Holiday Rentals from NZ$248: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for New Canaan holiday rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Downtown Stamford

Christine

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

2. Guesthouse at Norwalk Inn

Historic District

anthony

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

3. DUNE Fairfield Beach

Fairfield Beach

slava

includes taxes & fees

22 Nov - 23 Nov

A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

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

Greenwich

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a large island, wooden cabinets, and pendant lighting.

5. Stareway to Heaven in Fairfield

Fairfield Beach

includes taxes & fees

24 Nov - 25 Nov

A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

6. Beechmont - Perfect for Family Retreat!

North End

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

Tunxis Hill

includes taxes & fees

29 Nov - 30 Nov

A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

8. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

includes taxes & fees

17 Nov - 18 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

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

10/10 Excellent

"Everything was great"

The Stamford Hotel

10/10 Excellent

"The hotel is in a good area close to restaurants and stores. Although this hotel is well worn, the bed was comfortable and it was very quiet at night. I liked the security feature of requiring room key to access the elevator and security guard on Sat night ( which happened to be Halloween). I did eat or drink at the bar area in the lobby, but it looked fine and would have if I had been there longer. The staff was very friendly and helpful. I would stay here again."

Find out more about New Canaan

Everything you need to know about New Canaan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Canaan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Canaan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Canaan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Canaan. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Canaan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Canaan holiday rentals we have selected for you start as low as NZ$248 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Canaan rentals

At Expedia, we put the best New Canaan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Canaan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Canaan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Canaan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in New Canaan?

Yes, there are holiday rentals in New Canaan close to Silvermine Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. New Canaan is known for its seafood restaurants.

What are some of the best holiday rentals that New Canaan has to offer?

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!: This holiday home rental outside of New Canaan is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in New Canaan?

With 4 Expedia holiday rentals, you're guaranteed 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 God's Acre and Old Stamford Road Bird Sanctuary are a couple of picturesque spots to enjoy the outdoors. New Canaan Library and Silvermine Arts Center are other places to visit while you're in town.

What are holiday rentals like in New Canaan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Canaan. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for New Canaan holiday rentals

1. Stamford Suites

2. Guesthouse at Norwalk Inn

3. DUNE Fairfield Beach

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

5. Stareway to Heaven in Fairfield

6. Beechmont - Perfect for Family Retreat!

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

8. Summer Pool Oasis Custom Bar Arcade Pool Table

Find holiday rentals that suit your style

Top New Canaan Hotel Reviews

Norwalk Inn & Conference Center

Westchester Marriott

The Stamford Hotel

The Circle Hotel Fairfield

Best Western Danbury/Bethel

Sonesta White Plains Downtown

HYATT house White Plains

Find out more about New Canaan

Frequently asked questions

Go further with the Expedia app