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New Canaan Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for New Canaan vacation rentals

Fridge, microwave, oven, stovetop
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
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
$257 nightly
The price is $291
Jan 11 - Jan 12
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
2 bedrooms, iron/ironing board, travel crib, WiFi
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
$257 nightly
The price is $291
Jan 9 - Jan 10
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
1 bedroom, iron/ironing board, free WiFi, bed sheets
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Vacation Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
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.
$174 nightly
The price is $197
Jan 11 - Jan 12
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Terrace/patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Apartment in Tunxis Hill

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
$279 nightly
The price is $316
Jan 27 - Jan 28
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Interior
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (4)
"Nice little spot with a great host."
United States
J M.
$186 nightly
The price is $211
Jan 20 - Jan 21
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Pool
Business or Weekend escape

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Feb 1 - Feb 2
Total with taxes and fees
Business or Weekend escape
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in West End - West Side

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
$326 nightly
The price is $369
Feb 1 - Feb 2
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Classic Suite | Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$232 nightly
The price is $267
Jan 18 - Jan 19
Total with taxes and fees
DUNE Fairfield Beach
Interior
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
$380 nightly
The price is $431
Feb 2 - Feb 3
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Vacation Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
9.8 out of 10, Exceptional, (9)
"Fantastic place. We had a great stay!"
United States
Sara C.
$291 nightly
The price is $329
Jan 11 - Jan 12
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
$230 nightly
The price is $263
Jan 26 - Jan 27
Total with taxes and fees
Elegant Hideaway with Free Parking
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (24)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
$233 nightly
The price is $264
Jan 12 - Jan 13
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Living area
The Hideaway

Apartment in Brewster

The Hideaway
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.
$291 nightly
The price is $315
Jan 9 - Jan 10
Total with taxes and fees
The Hideaway
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Greenwich

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
$276 nightly
The price is $318
Jan 10 - Jan 11
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Fridge, microwave, oven, stovetop
Marine Theme - 4 BR - Backyard - Fire pit

Vacation Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
$380 nightly
The price is $430
Jan 12 - Jan 13
Total with taxes and fees
Marine Theme - 4 BR - Backyard - Fire pit
Fridge, microwave, stovetop, cookware/dishes/utensils
Zen, Spacious & Comfy 2 bed, Lux beds

Apartment in Brooklawn - St. Vincent

Zen, Spacious & Comfy 2 bed, Lux beds
$286 nightly
The price is $324
Jan 10 - Jan 11
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Beach
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Vacation Home in Fairfield

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (24)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
$424 nightly
The price is $480
Jan 11 - Jan 12
Total with taxes and fees
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
1 bedroom, iron/ironing board, free WiFi, bed sheets
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Apartment in Huntington Station

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
10.0 out of 10, Exceptional, (7)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
$329 nightly
The price is $376
Jan 9 - Jan 10
Total with taxes and fees
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Vacation Home in North End

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.6 out of 10, Exceptional, (7)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
$1,343 nightly
The price is $1,520
Jan 9 - Jan 10
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
1 bedroom, WiFi
Luxe Provincial Style Studio w/ Patio & Parking

Apartment in Huntington Station

Luxe Provincial Style Studio w/ Patio & Parking
10.0 out of 10, Exceptional, (3)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
$336 nightly
The price is $384
Jan 9 - Jan 10
Total with taxes and fees
Luxe Provincial Style Studio w/ Patio & Parking
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

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Front desk staff very nice. Thank you William. Room is clean and quiet. "
Andy 1-night trip
Posted 2 days ago
Hampton Inn White Plains/Tarrytown

Find out more about New Canaan

Everything you need to know about New Canaan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Canaan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Canaan vacation 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 low season months. For more hustle and bustle, you may prefer to visit New Canaan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Canaan rentals

At Expedia, we put the best New Canaan vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in New Canaan?

Yes, you can find vacation rentals in New Canaan near Goldenberry, or you can go with a secluded option if you want a relaxing stay. New Canaan is known for its seafood restaurants.

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: Visitors like this New Canaan vacation home rental. It 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 vacation rentals will I find in New Canaan?

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