Title: New Canaan Vacation Home Rentals from CA $202: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Glasshouse by Phillip Johnson, we went there in November and we were able to see it when the Sun is setting. Stunning!!](https://images.trvl-media.com/place/137514/82e548e8-89fb-4fa4-a599-d174ff430de4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by (yu+ma)

# New Canaan Vacation Rentals

## Check prices for these dates

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select New Canaan Vacation Homes

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Greenwich

9.6/10

Exceptional

(23)

"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Victoria R.

CA $139

CA $321 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![Dining tables](https://images.trvl-media.com/lodging/101000000/100560000/100559900/100559835/a24772a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100560000/100559900/100559835/f62ba178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100560000/100559900/100559835/31dad6cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100560000/100559900/100559835/33fd4561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The ARLO - Walk to Brewery and Restaurants

Milford

9.4/10

Exceptional

(3)

"Very nice house....loved the front enclosed porch, and the kitchen was amazing with everything we needed. The deck with the Blackstone Grill was a great place to sit and relax. We enjoyed many of the nearby restaurants too. Matt and Jess were great hosts!J&J, Mooresville, NC"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jena

CA $187

CA $504 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Milford-Hotels-The-ARLO-Walk-To-Brewery-And-Restaurants.h100559835.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/163d5bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/a9bb69c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/218721ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/6a37565c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Shelton

9.0/10

Wonderful

(2)

"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex C.

CA $166

CA $272 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Charming.h111683284.Hotel-Information)

![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/a93ef49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/7b672dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

10/10

Exceptional

(73)

"Location was perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda J P.

CA $279

CA $649 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9ac447c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/f1288f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/29e9c151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Business or Weekend escape

Stratford

9.2/10

Wonderful

(51)

"Clean room, easy check-in, parking available on-site "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy

CA $117

CA $202 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/23bd3ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/0ba0b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/31452eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/b92906fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Escape, Top-Rated Design, Fire pit, Near Beach

Fairfield

10/10

Exceptional

(11)

"Convenient to everything. Lovely place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tami S.

CA $271

CA $700 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/e20a1f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/bcb11e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/cc1c19ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/d50b7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marine Theme - 4 BR - Backyard - Fire pit

North End

9.8/10

Exceptional

(7)

"We were in town for a short stay and everything was very nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin B.

CA $225

CA $582 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/a07d0d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/4a974bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/b530e57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/c11fa5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Fairfield

10/10

Exceptional

(22)

"Great family home. Location is perfect, close to everything yet private and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret W.

CA $268

CA $677 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/880d2845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside

9.8/10

Exceptional

(9)

"Lovely little home in Stamford."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pat A.

CA $220

CA $459 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

![Coffee/tea maker, spices](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/53120cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/39f9e627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, spices](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/81bfaea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, spices](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/2447aae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

10/10

Exceptional

(5)

"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick

[](https://www.expedia.ca/Huntington-Hotels-Ultra-Modern-Studio-Near-Hospital-NYCIM-WiFi.h91303070.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/33d9009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/75f55379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/5886c1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centric property close to all the great things in the city

Brooklawn - St. Vincent

7.2/10

Good

(13)

"This rental was great accommodation"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alma B.

CA $218

CA $411 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/78c118d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/9a855962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

North End

CA $1,005

CA $1,644 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/745e6a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/36010145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/a7fe5543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/b651961b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Redding

10/10

Exceptional

(2)

"Beautiful house, very clean, spacious and a great host!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alejandro A.

CA $308

CA $806 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/41ac102f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/2a3d63c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/79b962d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/7c5d6df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford

10/10

Exceptional

(20)

"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Megan P.

CA $230

CA $525 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/46aa940e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/dbd01f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/c1927c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/49a95d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious 

Fairfield

9.4/10

Exceptional

(20)

"Very nice house and location. Very good service and excellent attention."

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Armando V.

CA $448

CA $1,025 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/0572c584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/5959da8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/a17843ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/40fafd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The B&W Haven 5BR Home with yard theater + Office

Brooklawn - St. Vincent

9.4/10

Exceptional

(8)

"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George M.

CA $400

CA $938 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information)

![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/eadcc7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/c692e4a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/f7d03663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/a3984e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern + Spacious 5BR/2BA Home, Renovated Backyard

West End - West Side

9.6/10

Exceptional

(4)

"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurene S.

CA $491

CA $1,068 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Bridgeport-Hotels-Modern-Spacious-5BR2BA-Home.h91013202.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/d7ec344a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b51bb581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/1719048e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac

10/10

Exceptional

(12)

"Super convenient location :)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sean M.

CA $466

CA $1,006 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/65239b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/ec77d4b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/w2048h1363x0y0-71f86970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/690553a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk

10/10

Exceptional

(8)

"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

nawab k.

CA $388

CA $842 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/b41c748f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/2cce1da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/dfbd7e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

West Side

9.4/10

Exceptional

(6)

"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dave J.

CA $328

CA $703 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-20&endDate=2025-12-21&regionId=137514&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cottages

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=New+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=137514&latLong=41.146763%2C-73.494842&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=New+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=137514&latLong=41.146763%2C-73.494842&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VILLA)

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## Top New Canaan Hotel Reviews

![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg)

### Norwalk Inn & Conference Center

10/10 Excellent

"My experience at the Norwalk Inn & Conference Center was beautiful from start to finish. The staff made me feel at home with their warmth and professionalism. The room was spotless and cozy, and the hotel’s atmosphere felt calm and inviting. I’m grateful for such a pleasant and memorable stay. Thanks"

[](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information)

![HYATT house White Plains](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/458cd7c2_y.jpg)

### HYATT house White Plains

10/10 Excellent

"Yes all was good"

[](https://expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information)

![Sleepy Hollow Hotel](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg)

### Sleepy Hollow Hotel

10/10 Excellent

"Room is great except the heating system doesn’t hold the temperature setting."

[](https://expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information)

![Westchester Marriott](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/w3995h2667x0y0-3f6e8d0f_y.jpg)

### Westchester Marriott

10/10 Excellent

"Yes this hotel remains a classic one in a classic location! Clean & cozy, nothing over the top. basic, simple, clean & comfortable"

[](https://expedia.ca/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information)

![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/49d204da_y.jpg)

### Red Carpet Inn

10/10 Excellent

"Todo vien"

[](https://expedia.ca/Stamford-Hotels-Red-Carpet-Inn.h2928037.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Great stay"

[](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"From the front desk staff to the room, and ease of getting around, everything met our needs for our stay at your facility. Many thanks!"

[](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg)

### Hyatt Regency Greenwich

10/10 Excellent

"Excellent service "

[](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information)

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg)

### Windrose On Hudson

10/10 Excellent

"Great"

[](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

## Find out more about New Canaan

## New Canaan Vacation Homes information

| Number of reviews | 279                |
| ----------------- | ------------------ |
| Accommodation     | 335 Vacation Homes |
| Lowest Price      | CA $202            |
| Highest Price     | CA $1,644          |

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