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New Canaan Holiday Rentals

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Holiday Rentals in New Canaan

Stamford Suites
2.5 star property
6.8 out of 10, 725 reviews
"Inside the room in the hotel was very good and clean , We like to live here ."
The price is AU$318
includes taxes & fees
2 July - 3 July
Stamford Suites
DUNE Fairfield Beach
3.0 star property
9.4 out of 10, Exceptional, 12 reviews
"perfectly clean, quiet, great location "
The price is AU$488
includes taxes & fees
20 June - 21 June
DUNE Fairfield Beach
Business or Weekend escape
9.4 out of 10, Exceptional, 15 reviews
"3rd time here. Very clean. Easy to communicate with the owner. A great place for a one day or more gateway."
The price is AU$207
includes taxes & fees
23 June - 24 June
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, 105 reviews
"This is a fantastic property and host"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, 3 reviews
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Luxury Designer 2 bedroom+office/3bed vacation home.
9.6 out of 10, Exceptional, 11 reviews
"Had a great stay!"
The price is AU$602
includes taxes & fees
24 June - 25 June
Luxury Designer 2 bedroom+office/3bed vacation home.
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, 17 reviews
"If this option is available in the city you are traveling to, take it! You get a home-y, modern APARTMENT with space, rather than a tiny, old hotel room. I always search Global Luxury Suites before searching anything else."
Global Luxury Suites White Plains
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, 14 reviews
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is AU$1,284
includes taxes & fees
19 June - 20 June
Westport Paradise With Every Amenity!
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, 21 reviews
"The property was as described and the living space was perfect for our visit. The deck and views are amazing. If staying at this property, you just need to be aware that it is very difficult getting luggage and groceries into the property. You have to go down a long flight of stairs, walk down a very steep driveway and then go down another flight of stairs. Once you are in, bedroom access requires that you go up or down additional stairs."
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, 15 reviews
"Donna, the host, was absolutely wonderful. Very responsive. Cute beach bungalow. Very comfortable. Perfect for the three of us, 2 adults and 19 year old daughter. Would absolutely recommend."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, 18 reviews
"Stayed while attending a local wedding and wished we had had more time to hang out at the house! The lake is beautiful and the house had everything we needed! Hope to come back some day!"
Serenity Awaits at this Cozy Lakeside Bungalow
Luxury penthouse suite
2.0 out of 10, 1 review
"it had roaches"
The price is AU$566
includes taxes & fees
23 June - 24 June
Luxury penthouse suite
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
9.4 out of 10, Exceptional, 3 reviews
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
The Safe House - High Tech Apt #2 - 3 Beds
9.8 out of 10, Exceptional, 30 reviews
"Since it was first time with VRBO, I was a little nervous about the whole process going into it. Rob was great to answer questions and deal with both myself and my granddaughter.It was an ideal location for visiting the Hudson River Valley and along the coast to Newport. We flew into White Plains and it is just a 20 minute ride away. The apartment was clean and convenient. We only ate 3 meals in 5 days away from there. The beds were comfortable and the shower was very nice. I liked the shower...
The price is AU$509
includes taxes & fees
14 July - 15 July
The Safe House - High Tech Apt #2 - 3 Beds
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, 37 reviews
"The pictures are very deceiving - as they are of the Guesthouses not the main hotel. I thought I was booking at an Inn, but I was really booked at a regular ole chain hotel. One that charges $8 per person per day for their pool! (you should really change this policy for paying overnight guests - why should we pay additional for facilities like this?) There's also nowhere to walk to from here, so if you're without a car expect to be paying for Ubers everywhere (which is fine as they're readily...
The price is AU$480
includes taxes & fees
19 June - 20 June
Guesthouse at Norwalk Inn
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, 12 reviews
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, 11 reviews
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, 14 reviews
"Everything was exactly as advertised! It was a comfortable stay even for a group of 8 and checkin/checkout were very smooth and easy!"
Cheerful 4 bedrooms residential house.
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
10.0 out of 10, Exceptional, 3 reviews
"We went to a show at the Capital Theater and this place was very convenient. Had a nice dinner in walking distance as well. The building is old and kind of gross, but the apartment itself was very nice, modern, and clean."
The price is AU$415
includes taxes & fees
30 June - 1 July
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
The Safe House - High Tech Apt #3 - 4 beds
9.8 out of 10, Exceptional, 34 reviews
"We needed to sleep here and that is all so we didn’t get a chance to review the area. The accommodation was very clean, well-appointed, and seemed to have all the amenities you could ask for from what we noticed. The neighborhood was tight, but off-street parking is provided. Would recommend "
The price is AU$373
includes taxes & fees
19 June - 20 June
The Safe House - High Tech Apt #3 - 4 beds
Don't see what you're looking for?
See all available properties in New Canaan
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.

New Canaan Holiday Home Travel Info

Other types of properties in New Canaan you may be interested in

Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, 1,035 reviews
"The hotel was quite good and it was great to be able to open a window, however I wouldn't call it eco friendly. Everything at breakfast is plastic wrapped, even the slices of bread. "
The price is AU$234
includes taxes & fees
30 June - 1 July
Baymont by Wyndham White Plains - Elmsford
East Norwich Inn
2.5 star property
8.0 out of 10, Very good, 1,734 reviews
"Friendly staff, accomodating to needs of guest. Clean rooms and bathrooms."
The price is AU$167
includes taxes & fees
19 June - 20 June
East Norwich Inn
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, 1,514 reviews
"I stayed with my family for 1 night. It was well worth the price. The man at the front desk was very nice and welcoming. The room was very clean. The only problem we had was the beds were hard and the parking is tight if you have a truck. I would definitely stay again. "
The price is AU$175
includes taxes & fees
23 June - 24 June
Amsterdam Hotel
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.

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$207 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?

Lower Lvl Private 2BR/1BA Family/Pet Friendly: This holiday home rental outside of New Canaan offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in New Canaan?

With 7 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 Waveny Park and God's Acre are a couple of picturesque spots to enjoy the outdoors. New Canaan Town Hall 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.

Recent reviews of New Canaan properties
Expedia verified reviews