Title: Weston Vacation Rentals from CA $202: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Weston](https://expedia.ca/Weston-Hotels.d3000430603.Travel-Guide-Hotels)[Weston Car Rentals](https://expedia.ca/Car-Rentals-In-Weston.d3000430603.Car-Rental-Guide)[Weston Vacation Packages](https://expedia.ca/Weston.d3000430603.Destination-Travel-Guides)

![Clouds reflected in the Aspetuck Resevoir, Fairfield County, Connecticut.](https://images.trvl-media.com/place/3000430603/061ea7d0-3e5b-4862-b746-93728a1c3870.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000430603/061ea7d0-3e5b-4862-b746-93728a1c3870.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Weston vacation rentals

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c873cf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a51d4c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy One Bedroom Apartment Centrally Located in Southbury

[](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

Southbury

10/10

Exceptional

(24 reviews)

"Excellent host."

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

David

CA $126

CA $172 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124290000/124288900/124288880/9957bccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124290000/124288900/124288880/6710a650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124290000/124288900/124288880/d0a60b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124290000/124288900/124288880/9c6b93a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Apartment in Woodmont Milford 102

[](https://www.expedia.ca/Milford-Hotels-Beach-Apartment-In-Woodmont-Milford-102.h124288880.Hotel-Information)

Milford

CA $87

CA $307 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Milford-Hotels-Beach-Apartment-In-Woodmont-Milford-102.h124288880.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)

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

### Business or Weekend escape

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

Stratford

9.2/10

Wonderful

(53 reviews)

"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

Apr 4 - Apr 5

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

![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/3a1df8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Interior](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/001088a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/72e8d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Brooklawn - St. Vincent

7.0/10

Good

(14 reviews)

"This rental was great accommodation"

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

Alma B.

CA $218

CA $417 total

includes taxes & fees

Apr 1 - Apr 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/1f47055b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/f7d8381c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/b694830a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/5c375585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 103

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.Hotel-Information)

Southbury

10/10

Exceptional

(3 reviews)

"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "

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

Dominick S.

CA $122

CA $308 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.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)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ac1bba42.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)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.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

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

Waterside

10/10

Exceptional

(11 reviews)

"Fantastic place. We had a great stay!"

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

Sara C.

CA $218

CA $460 total

includes taxes & fees

Mar 30 - Mar 31

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

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

### 2BR, 2 King beds, 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

(28 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

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

Crystal

CA $206

CA $408 total

includes taxes & fees

Mar 31 - Apr 1

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

![Outdoor pool](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/ece7430b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/49a44f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/a495f57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/d7613f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom apartment in lovely Oxford

[](https://www.expedia.ca/Oxford-Hotels-Cozy-1-Bedroom-Apartment-In-Lovely-Oxford.h124662794.Hotel-Information)

Oxford

10/10

Exceptional

(3 reviews)

"This was my second time staying here. The apartment was immaculately clean and the owner was both professional and personal! The apartment had all the comforts of home, from coffee and snacks in the kitchen to self-care items (e.g., toothbrush, toothpaste, etc). Truly a hidden gem, close to shopping, restaurants, and highways! "

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

LIsa G.

CA $155

CA $222 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Oxford-Hotels-Cozy-1-Bedroom-Apartment-In-Lovely-Oxford.h124662794.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/79289466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/99d6910c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/d238a788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/8be8d925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 101

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-SouthfordSouthbury-101.h92867391.Hotel-Information)

Southbury

9.4/10

Exceptional

(6 reviews)

"The apartment was nice, big area, loved this rental."

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

Marissa G.

CA $132

CA $320 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-SouthfordSouthbury-101.h92867391.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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/c555c1bf.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)

### 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

(5 reviews)

"Nice little spot with a great host."

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

J M.

CA $159

CA $277 total

includes taxes & fees

Apr 1 - Apr 2

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

![Interior](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/4d082e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/ef2cf040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/4b403990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/deadba68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 102

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h107301360.Hotel-Information)

Southbury

9.2/10

Wonderful

(5 reviews)

"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"

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

Debbie P.

CA $122

CA $308 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h107301360.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/6c684bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/aafd1c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/e208f14d.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/121000000/120230000/120222800/120222771/928e9d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

[](https://www.expedia.ca/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information)

Greenwich

7.6/10

Good

(4 reviews)

"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...

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

Kathleen W.

CA $152

CA $214 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information)

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/5a1fdeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/988c7ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/789526b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/f4b508ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zen, Spacious & Comfy 2 bed, Lux beds

[](https://www.expedia.ca/Bridgeport-Hotels-Zen.h107306058.Hotel-Information)

Brooklawn - St. Vincent

CA $211

CA $452 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Bridgeport-Hotels-Zen.h107306058.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/74f2723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/31da1ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/ccb3e2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/d9dfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 104

[](https://www.expedia.ca/Southbury-Hotels-The-Southbury-Duo-Apartments.h120450098.Hotel-Information)

Southbury

CA $113

CA $296 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Southbury-Hotels-The-Southbury-Duo-Apartments.h120450098.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/d1c3f1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/2029810b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/03f47a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/a3eab038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

[](https://www.expedia.ca/Fairfield-Hotels-Renovated-Cape-Near-Beach.h110275967.Hotel-Information)

Fairfield

10/10

Exceptional

(11 reviews)

"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"

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

Mary G.

CA $263

CA $696 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Fairfield-Hotels-Renovated-Cape-Near-Beach.h110275967.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/bbe9c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/5c889ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/423bc166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/c4f46f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perch in the Purchase -- Cozy, unique, and private

[](https://www.expedia.ca/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

Southbury

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

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

Chris

CA $186

CA $302 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

![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)

![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)

### DUNE Fairfield Beach

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

Fairfield Beach

9.0/10

Wonderful

(83 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

CA $238

CA $359 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.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/w828h1096x0y0-260bbef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/dd253525.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)

### Beach Apartment in Woodmont Milford

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

Milford

8.8/10

Excellent

(3 reviews)

"Had a great stay!"

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

Garry G.

CA $139

CA $447 total

includes taxes & fees

Mar 30 - Mar 31

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

![Offices](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/3f00e9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/e7877d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/b60310aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/230e3b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

[](https://www.expedia.ca/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.Hotel-Information)

Downtown Stamford

9.2/10

Wonderful

(11 reviews)

"Perfect apartment and location. Amazing communication. Thank you!!"

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

Ryan F.

CA $199

CA $436 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/300c76ab.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 $204

CA $583 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.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=2026-04-10&endDate=2026-04-11&regionId=3000430603&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Weston%2C+Connecticut%2C+United+States+of+America&regionId=3000430603&latLong=41.200928%2C-73.380676&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN)

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## Top Weston 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

"Great place for quick stay, clean, comfortable stayed many times 1-3 days at time and no problems at all"

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

![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/1144278e_y.jpg)

### Motel 6 Milford, CT

8/10 Good

"Affordable and close to many beaches and bird watching opportunities."

[](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information)

![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/d7a51c1c_y.jpg)

### The Circle Hotel Fairfield

8/10 Good

"Room was very clean, Check in was seamless, breakfast was perfect before getting on the road. "

[](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information)

![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/7d962b8e_y.jpg)

### Best Western Executive Hotel Of New Haven - West Haven

6/10 Okay

"Pool room )inside pool) was cool, on March 25\. Pool water was warmer than the room. Room was basic and clean, bed was comfy, nice linens. Breakfast was just okay. "

[](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information)

![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc_y.jpg)

### Hyatt House Shelton

6/10 Okay

"ok"

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

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"Beautiful room and excellent service "

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

![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg)

### Hilton Garden Inn Shelton

8/10 Good

"I’ve been staying at the Hilton for many years and it hasn’t changed much - still comfortable, still maintained well, rooms are big, bathrooms are clean…only disappointment is breakfast that’s been downsized so there’s no buffet. Individual orders of eggs, French toast, waffles or pancakes are on offer instead. It’s ok, just not as expansive."

[](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information)

![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/f91081fe_y.jpg)

### The Watershed

10/10 Excellent

"Convenient place to stay when going to NYC. While I wasn't there long, the place was clean, comfortable, and the room was spacious. Breakfast options could have been a bit more extensive. "

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

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"Classy Hotel"

[](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

## Find out more about Weston

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 Weston. 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 Weston ](https://expedia.ca/Weston-Private-Vacation-Homes.d3000430603-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Weston ](https://expedia.ca/Weston-Apartments.d3000430603-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Weston ](https://expedia.ca/Weston-Cottages.d3000430603-aaCottages.Travel-Guide-Accommodation)
- [Motels in Weston ](https://expedia.ca/Weston-Motels.d3000430603-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Weston ](https://expedia.ca/Weston-Guest-Houses.d3000430603-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Weston ](https://expedia.ca/Weston-Condos.d3000430603-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Weston ](https://expedia.ca/Weston-Cabins.d3000430603-aaCabins.Travel-Guide-Accommodation)
- [Aparthotels in Weston ](https://expedia.ca/Weston-Apart-Hotels.d3000430603-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Weston ](https://expedia.ca/Weston-Bed-And-Breakfast.d3000430603-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Weston ](https://expedia.ca/Weston-Villas.d3000430603-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Weston ](https://expedia.ca/Weston-Agritourism.d3000430603-aaAgritourism.Travel-Guide-Accommodation)
- [Inns in Weston ](https://expedia.ca/Weston-Inns.d3000430603-aaInns.Travel-Guide-Accommodation)
- [Hostels in Weston ](https://expedia.ca/Weston-Hostels.d3000430603-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Weston ](https://expedia.ca/Weston-Lodges.d3000430603-aaLodges.Travel-Guide-Accommodation)
- [Residences in Weston ](https://expedia.ca/Weston-Residences.d3000430603-aaResidences.Travel-Guide-Accommodation)
- [Castles in Weston ](https://expedia.ca/Weston-Castles.d3000430603-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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### What are some of the best vacation home rentals that Weston has to offer?

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