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New Canaan Holiday Rentals

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Holiday Rentals in New Canaan

Aparthotel in Norwalk

2.5 star property
8.4 out of 10, Very good, (14)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is AU$173
includes taxes & fees
1 Dec - 2 Dec
The Mansion Hotel-style

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveller
The price is AU$256
includes taxes & fees
3 Dec - 4 Dec
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach

Apartment in West End - West Side

10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is AU$439
includes taxes & fees
8 Dec - 9 Dec
Renovated 2BR Retreat / Modern Comforts Included

Holiday Home in North End

5.0 star property
The price is AU$1,820
includes taxes & fees
1 Dec - 2 Dec
Beechmont - Perfect for Family Retreat!

Holiday Home in Greenwich

9.6 out of 10, Exceptional, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is AU$393
includes taxes & fees
1 Dec - 2 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Apartment in Brooklawn - St. Vincent

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is AU$701
includes taxes & fees
28 Nov - 29 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Holiday Home in North End

9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is AU$2,160
includes taxes & fees
5 Dec - 6 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Apartment in Greenwich

3.0 star property
The price is AU$375
includes taxes & fees
7 Dec - 8 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AU$424
includes taxes & fees
21 Dec - 22 Dec
Guesthouse at Norwalk Inn

Holiday Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$221
includes taxes & fees
1 Dec - 2 Dec
Business or Weekend escape

Apartment in Brooklawn - St. Vincent

8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The price is AU$451
includes taxes & fees
1 Dec - 2 Dec
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Holiday Home in Shelton

9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is AU$308
includes taxes & fees
27 Nov - 28 Nov
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Apartment in West End - West Side

10.0 out of 10, Exceptional, (1)
"Wonderful "
United States
Nolufefe Z.
The price is AU$617
includes taxes & fees
8 Dec - 9 Dec
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in Brookfield

9.6 out of 10, Exceptional, (19)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
The price is AU$302
includes taxes & fees
8 Dec - 9 Dec
Peaceful apartment on 3.5 acres w/ artist studio.

Holiday Home in Cold Spring Harbor

10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is AU$757
includes taxes & fees
3 Dec - 4 Dec
Captain's Cottage - Cold Spring Harbor Water Views

Apartment in Brewster

10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is AU$495
includes taxes & fees
5 Dec - 6 Dec
The Hideaway

Holiday Home in Fairfield

10.0 out of 10, Exceptional, (10)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is AU$771
includes taxes & fees
2 Dec - 3 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Apartment in Norwalk

3.0 star property
The price is AU$324
includes taxes & fees
30 Nov - 1 Dec
Gold Coast Getaway! Upscale Apt Near New Canaan

Apartment in Westport

8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
The price is AU$437
includes taxes & fees
3 Dec - 4 Dec
Sweet Studio w/ Lounge & Pool Table
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

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 favourite 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 depend 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 AU$213 per night. Entering your travel dates in the search wizard might find you 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 Goldenberry, 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of New Canaan is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in New Canaan?

With 6 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 Silvermine Arts Center, whereas God's Acre and Old Stamford Road Bird Sanctuary 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 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.