Title: Westport Vacation Rentals from CA $200: Short-Term Rentals for 2026 | Expedia.ca

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![Westport Compo Beach, CT](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Marina Timo

![](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.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=56054&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=56054&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=56054&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=56054&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 Westport 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)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/b6a141fe.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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/3e3703ec.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 $398 total

includes taxes & fees

Feb 8 - Feb 9

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

![Standard Room, 1 King Bed, Main Building | Property entrance](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/552e9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/301bc912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, Kitchen](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/13fd7197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/cf0be66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse at Norwalk Inn

[](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information)

Historic District

8.6/10

Excellent

(41 reviews)

"it was amazing will stay again food was good comfort was great "

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

anthony

CA $452

CA $520 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.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)

![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)

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

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705678/1b15cb55.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 8 - Feb 9

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

![Property grounds](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/300c76ab.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)

![Dining](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/e652c0e9.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 $185

CA $556 total

includes taxes & fees

Feb 8 - Feb 9

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

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116600000/116593600/116593596/f929d526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116600000/116593600/116593596/25b1872b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/117000000/116600000/116593600/116593596/9e87a180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116600000/116593600/116593596/c5845c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

[](https://www.expedia.ca/Bridgeport-Hotels-Lovely-Bohemian-Loft.h116593596.Hotel-Information)

Downtown Bridgeport

9.6/10

Exceptional

(7 reviews)

"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"

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

Caroline

CA $191

CA $316 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Bridgeport-Hotels-Lovely-Bohemian-Loft.h116593596.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)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/5ec58198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/6aeda148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/9238431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/8176aba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

[](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information)

Kings Park

10/10

Exceptional

(18 reviews)

"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "

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

Erika K.

CA $170

CA $249 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3022d081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/d1a3eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/af4c48ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stamford Suites

[](https://www.expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

Downtown Stamford

6.6/10

(98 reviews)

"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."

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

Fatima

CA $178

CA $205 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/79be2bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/72602a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/b5a9021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/7643b925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

North End

9.6/10

Exceptional

(7 reviews)

"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "

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

Nancy H.

CA $1,067

CA $1,993 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.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 8 - Feb 9

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/26e5405f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/f566494c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/6e2cb4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/d92aa957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 2BR House Near Stony Brook University and shopping, fully renovated

[](https://www.expedia.ca/Stony-Brook-Hotels-Stylish-2BR-House-Near-Stony-Brook-University-And-Shopping.h121225378.Hotel-Information)

Stony Brook

10/10

Exceptional

(3 reviews)

"The house was cozy and the host was excellent."

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

Kim G.

CA $394

CA $833 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Stony-Brook-Hotels-Stylish-2BR-House-Near-Stony-Brook-University-And-Shopping.h121225378.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)

![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)

![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)

### 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 10 - Feb 11

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

![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/775bda52.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)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/111000000/110996500/110996445/24682112.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 $484 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/w1024h674x0y9-81c505fb.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/w1000h683x0y0-12aa2b41.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/218349d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/4740d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/9f1b2838.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 

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

Tunxis Hill

9.4/10

Exceptional

(20 reviews)

"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "

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

Emily K.

CA $443

CA $1,015 total

includes taxes & fees

Feb 8 - Feb 9

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

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/bf4769b4.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/98000000/97480000/97470900/97470860/6f379bd7.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 1 - Mar 2

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

![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/80f01b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/29cf6475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/6cc66b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/w828h1096x0y0-260bbef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Apartment in Woodmont Milford

[](https://www.expedia.ca/Milford-Hotels-Beach-Apt-In-Woodmont-Milford.h108426521.Hotel-Information)

Milford

9.0/10

Wonderful

(2 reviews)

"Had a great stay!"

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

Garry G.

CA $175

CA $525 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Milford-Hotels-Beach-Apt-In-Woodmont-Milford.h108426521.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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/0e94e18e.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/97000000/96140000/96133300/96133224/8da70dbd.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)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/825b6678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1a466ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1d3ea77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/732a4c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

[](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.Hotel-Information)

Greenwich

10/10

Exceptional

(1 review)

"The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the visit special. Would highly recommend "

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

Scott and Linsay T.

CA $716

CA $1,448 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.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=56054&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&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=Westport%2C+Connecticut%2C+United+States+of+America&regionId=56054&latLong=41.141472%2C-73.357902&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 Westport Hotel Reviews

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg)

### Ethan Allen Hotel

10/10 Excellent

"The room and building were clean. Location off the high way was really convenient and it was close to a huge mall. Several restaurants were only a five minute drive. The room itself was a double full bed suite and it was clean and spacious. One thing to note, no smart tvs which would’ve been nice, we were traveling with children and there were like 20 local boring channels/ no cartoons or movies. "

[](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg)

### Hyatt House Shelton

10/10 Excellent

"Great "

[](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information)

![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)

![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg)

### Hyatt Place Milford / New Haven

10/10 Excellent

"Room was spotless the staff was amazing. Room fully stocked with amenities. Had a great stay! The only down side was there were no microwaves in the rooms."

[](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information)

![Delamar Westport](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/e953312d_y.jpg)

### Delamar Westport

10/10 Excellent

"Amazing staff that took care of us. Bathroom was lavish. Close to everything we wanted in Westport"

[](https://expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.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)

![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg)

### Homewood Suites by Hilton Orange New Haven

10/10 Excellent

"Omg. Where do I start? What impressed me the most was the welcoming staff. Upon arriving in my room, the televisions displayed a personalized welcome message with my name, which was cool. My room was magnificent! Beautiful. Modern. Very clean. Smelled wonderful!"

[](https://expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.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)

![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 Westport

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 Westport. 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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- [Vacation Homes in Westport ](https://expedia.ca/Westport-Private-Vacation-Homes.d56054-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Westport ](https://expedia.ca/Westport-Apartments.d56054-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Westport ](https://expedia.ca/Westport-Cottages.d56054-aaCottages.Travel-Guide-Accommodation)
- [Motels in Westport ](https://expedia.ca/Westport-Motels.d56054-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Westport ](https://expedia.ca/Westport-Condos.d56054-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Westport ](https://expedia.ca/Westport-Guest-Houses.d56054-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Westport ](https://expedia.ca/Westport-Apart-Hotels.d56054-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Westport ](https://expedia.ca/Westport-Villas.d56054-aaVillas.Travel-Guide-Accommodation)
- [B&B in Westport ](https://expedia.ca/Westport-Bed-And-Breakfast.d56054-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Westport ](https://expedia.ca/Westport-Agritourism.d56054-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Westport ](https://expedia.ca/Westport-Cabins.d56054-aaCabins.Travel-Guide-Accommodation)
- [Inns in Westport ](https://expedia.ca/Westport-Inns.d56054-aaInns.Travel-Guide-Accommodation)
- [Hostels in Westport ](https://expedia.ca/Westport-Hostels.d56054-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Westport ](https://expedia.ca/Westport-Lodges.d56054-aaLodges.Travel-Guide-Accommodation)
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- [Castles in Westport ](https://expedia.ca/Westport-Castles.d56054-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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