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Search Vacation Homes in New Canaan

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Vacation Homes in New Canaan

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.4 out of 10, Exceptional, (13)
"Perfect place to rest. Excellent service! "
$176 nightly
The price is $199
Oct 6 - Oct 7
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Stareway to Heaven Su

10.0 out of 10, Exceptional, (10)
"Beautiful house that offered tremendous comfort and amenities, all modern. "
Stareway to Heaven Su

Lakeview Estate - Chef's Kitchen - NYC Getaway

9.8 out of 10, Exceptional, (30)
"Happy to have rebooked!!"
Lakeview Estate - Chef's Kitchen - NYC Getaway

Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

10.0 out of 10, Exceptional, (2)
"We had an amazing trip in this beautiful home! Would definitely return without hesitation! "
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (4)
"Lovely little home in Stamford."
$313 nightly
The price is $354
Oct 1 - Oct 2
Total with taxes and fees
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Spacious 4-bedroom house in charming Rye with AC

$455 nightly
The price is $455
Sep 30 - Oct 1
Total with taxes and fees
Spacious 4-bedroom house in charming Rye with AC

Business or Weekend escape

9.2 out of 10, Wonderful, (46)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
$130 nightly
The price is $147
Sep 30 - Oct 1
Total with taxes and fees
Business or Weekend escape

Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (10)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
$829 nightly
The price is $947
Sep 30 - Oct 1
Total with taxes and fees
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (5)
Soothing Carriage House with Hot Tub in charming Stratford

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (47)
"We really enjoyed totally this Candlewood lake house. it has a fantastic view and a large, beautiful lawn with a fire pit. The owner was a pleasure to work with and she even allowed us to check in a few hours early.The house is fully stocked with everything we needed. The views are fabulous, but if you bring your own boat, the property is at the tip of the lake and the water can be a little rough from other boats going by. "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

8.6 out of 10, Excellent, (4)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
$916 nightly
The price is $942
Oct 5 - Oct 6
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (67)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

2.0 out of 10, (1)
"The property is lovely and the home spacious. Unfortunately we found the home not to be maintained well or properly cleaned. There was significant mold in the master bath shower, dirty and torn upholstery, stained sheets and rugs, dirty pots and pans, dirty shelves, holes in walls, hanging fixtures, dirty bug filled window sills, loose faucets, non working tub sprayer, dirty outdoor furniture and many more issues. When we voiced concerns to the host we were told to vacate immediately and had no...
Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

Akasa Ocean Front Oasis- Seasonal Pool, Grill

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great property with a bunch of space and great amenities and location. "
Akasa Ocean Front Oasis- Seasonal Pool, Grill

Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi.

10.0 out of 10, Exceptional, (2)
"Good experience"
Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi.

NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views!

10.0 out of 10, Exceptional, (13)
"House and property are beautiful. Everything was great!"
NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views!

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (23)
"Gorgeous views and comfortable stay!"
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Main Street Westport, walk to shops, dining, downtown

9.4 out of 10, Exceptional, (3)
"Everything was great! We would definitely stay here again."
Main Street Westport, walk to shops, dining, downtown

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

2.0 star property
9.8 out of 10, Exceptional, (12)
"Location and apartment were both wonderful. Short walk to train. Great hosts!"
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town

10.0 out of 10, Exceptional, (3)
"Easy check in and check out, listing matched property exactly, clean, overall great stay. "
Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town
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

Find out more about New Canaan

New Canaan Vacation Homes information

Number of reviews
287
Accommodation
380 Vacation Homes
Lowest Price
$147
Highest Price
$947

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