Title: New Canaan Vacation Rentals from CA $200: Short-Term Rentals for 2026 | 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)

![](https://images.trvl-media.com/place/137514/82e548e8-89fb-4fa4-a599-d174ff430de4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=137514&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for New Canaan vacation rentals

![Classic Suite](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/276bbdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/743c7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 32 | Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1309524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 26 | Living area](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1ce55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DUNE Fairfield Beach

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

Fairfield Beach

9.0/10

Wonderful

(78 reviews)

"The room was spotless and cozy and the location couldn't be better! "

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

Samantha

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/d4442faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/3f345756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/3c6ffce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/b0b11f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 2BR Retreat / Modern Comforts Included

[](https://www.expedia.ca/Bridgeport-Hotels-Renovated-2BR-Retreat-Modern-Comforts-Included.h110705675.Hotel-Information)

West End - West Side

10/10

Exceptional

(2 reviews)

"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"

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

Deborah

CA $145

CA $396 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Bridgeport-Hotels-Renovated-2BR-Retreat-Modern-Comforts-Included.h110705675.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705678/12f92add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705678/2b381a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705678/b491dbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705678/6f9e7999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

[](https://www.expedia.ca/Fairfield-Hotels-Sunny-Spacious-2BD.h110705678.Hotel-Information)

Tunxis Hill

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chad L.

CA $170

CA $431 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Fairfield-Hotels-Sunny-Spacious-2BD.h110705678.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/cfdd43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c0622b25_edited_5481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c64337fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Home Game Room Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

White Plains

CA $163

CA $390 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.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/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Greenwich

9.8/10

Exceptional

(27 reviews)

"Very kind host very comfortable rooms"

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

brendan o.

CA $146

CA $328 total

includes taxes & fees

Feb 19 - Feb 20

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

![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/4873c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/54b2d985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/5b4bd269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/45dbf40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

[](https://www.expedia.ca/Bridgeport-Hotels-Stylish-Sheek-Loft-Dwntwn.h116593683.Hotel-Information)

Downtown Bridgeport

10/10

Exceptional

(4 reviews)

"Nice little spot with a great host."

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

J M.

CA $166

CA $283 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bridgeport-Hotels-Stylish-Sheek-Loft-Dwntwn.h116593683.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/77052c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/5caa9455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/181a040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/92bec09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Hideaway with Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

CA $150

CA $376 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/ba7118e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/cbdee1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/486cb757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/2c6e27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

[](https://www.expedia.ca/Bridgeport-Hotels-The-Blue-Sapphire-Modern-Stylish-2BR-W-2-King-Beds-Full-Kitchen.h110705684.Hotel-Information)

Brooklawn - St. Vincent

8.0/10

Very good

(1 review)

"It was clean "

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

Burton

CA $145

CA $398 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bridgeport-Hotels-The-Blue-Sapphire-Modern-Stylish-2BR-W-2-King-Beds-Full-Kitchen.h110705684.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/1366870a.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)

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

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/163d5bad.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,

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

Shelton

9.0/10

Wonderful

(2 reviews)

"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 $164

CA $266 total

includes taxes & fees

Feb 11 - Feb 12

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

![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/0a404f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/e652c0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, computer monitors](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/127862b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/7e47478b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Designer 2 bedroom+office/3bed vacation home.

[](https://www.expedia.ca/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.Hotel-Information)

Brooklawn - St. Vincent

9.4/10

Exceptional

(22 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert C.

CA $186

CA $558 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/bf8676cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/93fc3c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/6dcd518e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/775bda52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

[](https://www.expedia.ca/Fairfield-Hotels-Charming-Spacious-3BD.h110996445.Hotel-Information)

West End - West Side

10/10

Exceptional

(2 reviews)

"Wonderful "

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

Nolufefe Z.

CA $185

CA $486 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Fairfield-Hotels-Charming-Spacious-3BD.h110996445.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

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

Emmett

CA $185

CA $379 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/bf4769b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/6f379bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Business or Weekend escape

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

Stratford

9.2/10

Wonderful

(52 reviews)

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

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

Cindy

CA $116

CA $200 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.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/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/52658795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/b499b2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

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

North End

CA $1,225

CA $1,887 total

includes taxes & fees

Feb 16 - Feb 17

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

![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)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/343b9d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/5eb9279b.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

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

North End

9.8/10

Exceptional

(8 reviews)

"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 $219

CA $573 total

includes taxes & fees

Feb 11 - Feb 12

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

![Interior](https://images.trvl-media.com/lodging/92000000/91920000/91919800/91919711/w920h612x0y1-d0609ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91920000/91919800/91919711/4b481963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91920000/91919800/91919711/w920h612x0y1-4ec5986f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91920000/91919800/91919711/w919h612x1y1-b12998b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR in Downtown | Full Kitchen | W&D

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-1BR-In-Downtown-Full-Kitchen-WD.h91919711.Hotel-Information)

White Plains

10/10

Exceptional

(3 reviews)

"Very well organized check in process. Centrally located with all the needed amenities. "

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

Sam B.

CA $175

CA $278 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-1BR-In-Downtown-Full-Kitchen-WD.h91919711.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-e004fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-aeb03ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w906h683x60y0-eec6d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w907h683x59y0-70818671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

Brewster

10/10

Exceptional

(7 reviews)

"I will definitely stay there when I come up north again. The accommodations were very comfortable and well supplied. As an added bonus with a wonderful cats that came around for loving"

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

Cindy S.

CA $212

CA $430 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/0c962aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/w1000h683x0y0-12aa2b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/ac3861f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/f2de8288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

[](https://www.expedia.ca/Huntington-Station-Hotels-SECRET-HIDEAWAY-LUXURY-LI-STUDIO-WPRIV-ENTRN.h91303031.Hotel-Information)

Huntington Station

10/10

Exceptional

(7 reviews)

"Enjoyed our recent stay!! Would definitely come back "

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

Donna S.

CA $267

CA $525 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Huntington-Station-Hotels-SECRET-HIDEAWAY-LUXURY-LI-STUDIO-WPRIV-ENTRN.h91303031.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/383d7f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/31a3b952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/1ec1e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/0e94e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage with Fire Pit, near Beach

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

Fairfield

10/10

Exceptional

(27 reviews)

"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 $248

CA $670 total

includes taxes & fees

Mar 8 - Mar 9

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

![Marina](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/533639ff.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)

![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/2aeaf006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/203d1ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Cold Spring Harbor

10/10

Exceptional

(74 reviews)

"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "

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

Randall S.

CA $276

CA $644 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.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=2026-02-21&endDate=2026-02-22&regionId=137514&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Aparthotels

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Cottages

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Private vacation homes

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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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Cabins

[](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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top New Canaan Hotel Reviews

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"The property is well kept up. The front desk staff was helpful and very friendly! This is the best hotel spot in Danbury! I will be returning!"

[](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.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

"Clean room "

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

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Amazing courteous and professional staff very good p"

[](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg)

### La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent

"Quiet, privacy, clean"

[](https://expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information)

![East Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/2100/2024/fa5b4526_y.jpg)

### East Norwich Inn

10/10 Excellent

"Clean and warm."

[](https://expedia.ca/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information)

![J House Greenwich](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6_y.jpg)

### J House Greenwich

10/10 Excellent

"Perfect - stay at this hotel many times love it "

[](https://expedia.ca/Stamford-Hotels-J-House-Greenwich.h8392.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

"Room was very clean and comfortable. "

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

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg)

### Hampton Inn White Plains/Tarrytown

10/10 Excellent

"I had a wonderful day. It was very very clean. Everything was miraculous. Everything."

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information)

![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg)

### The Watershed

10/10 Excellent

"Beautiful hotel. Rooms are spacious and updated. The staff are absolutely wonderful. I highly recommend. The bed was comfy and the bathroom was updated and spotless. "

[](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information)

## Find out more about New Canaan

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with New Canaan. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in New Canaan ](https://expedia.ca/New-Canaan-Private-Vacation-Homes.d137514-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in New Canaan ](https://expedia.ca/New-Canaan-Apartments.d137514-aaApartments.Travel-Guide-Accommodation)
- [Cottages in New Canaan ](https://expedia.ca/New-Canaan-Cottages.d137514-aaCottages.Travel-Guide-Accommodation)
- [Motels in New Canaan ](https://expedia.ca/New-Canaan-Motels.d137514-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in New Canaan ](https://expedia.ca/New-Canaan-Apart-Hotels.d137514-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in New Canaan ](https://expedia.ca/New-Canaan-Guest-Houses.d137514-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in New Canaan ](https://expedia.ca/New-Canaan-Bed-And-Breakfast.d137514-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in New Canaan ](https://expedia.ca/New-Canaan-Condos.d137514-aaCondos.Travel-Guide-Accommodation)
- [Villas in New Canaan ](https://expedia.ca/New-Canaan-Villas.d137514-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in New Canaan ](https://expedia.ca/New-Canaan-Agritourism.d137514-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in New Canaan ](https://expedia.ca/New-Canaan-Cabins.d137514-aaCabins.Travel-Guide-Accommodation)
- [Castles in New Canaan ](https://expedia.ca/New-Canaan-Castles.d137514-aaCastles.Travel-Guide-Accommodation)
- [Inns in New Canaan ](https://expedia.ca/New-Canaan-Inns.d137514-aaInns.Travel-Guide-Accommodation)
- [Hostels in New Canaan ](https://expedia.ca/New-Canaan-Hostels.d137514-aaHostels.Travel-Guide-Accommodation)
- [Residences in New Canaan ](https://expedia.ca/New-Canaan-Residences.d137514-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

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