Title: Weston Vacation Rentals from CA $204: 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 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000430603&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)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2026-07-24&endDate=2026-07-26&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

![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)

![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 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

(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 $227

CA $346 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.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/f1288f21.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

(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 $119

CA $204 total

includes taxes & fees

Apr 7 - Apr 8

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

(8 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 $195

CA $325 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Bridgeport-Hotels-Lovely-Bohemian-Loft.h116593596.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/bdaff4ee.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 $227

CA $475 total

includes taxes & fees

Apr 13 - Apr 14

[](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)

![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)

![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, 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

(29 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 $187

CA $385 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.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/120000000/119250000/119248500/119248411/4b24f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Beechmont - Perfect for Family Retreat!

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

North End

CA $1,249

CA $1,924 total

includes taxes & fees

Apr 6 - Apr 7

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

![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.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)

"Having a microwave would also help with the amenities. Overall good. "

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

Karen A.

CA $220

CA $420 total

includes taxes & fees

Apr 12 - Apr 13

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

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w905h683x60y0-a5e0542b.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)

![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)

### The Hideaway

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

Brewster

10/10

Exceptional

(7 reviews)

"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"

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

Rick C.

CA $216

CA $438 total

includes taxes & fees

Apr 10 - Apr 11

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

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111260000/111259300/111259221/d0d694d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/112000000/111260000/111259300/111259221/18c2f797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/112000000/111260000/111259300/111259221/261c56b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/112000000/111260000/111259300/111259221/1f5445d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Studio with Pool Table

[](https://www.expedia.ca/Westport-Hotels-Sweet-Studio-W-Lounge-Pool-Table.h111259221.Hotel-Information)

Westport

8.6/10

Excellent

(7 reviews)

"The room was great, the location was good and there was a pool table! "

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

Eadweard

CA $198

CA $374 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Westport-Hotels-Sweet-Studio-W-Lounge-Pool-Table.h111259221.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)

![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)

![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/a391c77a.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 $201

CA $439 total

includes taxes & fees

Apr 6 - Apr 7

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

![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)

![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)

### 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 $314

CA $417 total

includes taxes & fees

Apr 6 - Apr 7

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

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.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)

### 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 $188

CA $387 total

includes taxes & fees

Apr 6 - Apr 7

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/fb67eeb7.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)

### 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

(25 reviews)

"Excellent host."

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

David

CA $128

CA $176 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.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/7000000/6510000/6502000/6501905/0bcf1425.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)

![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)

### Guesthouse at Norwalk Inn

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

Historic District

8.6/10

Excellent

(42 reviews)

"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "

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

Ronbert

CA $501

CA $576 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.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 $177

CA $380 total

includes taxes & fees

Apr 27 - Apr 28

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

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/c97dd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d0edd3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/7e5553a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d5af51a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

[](https://www.expedia.ca/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

Greenwich

CA $208

CA $528 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.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)

![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)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/c2f2be51.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 $139

CA $332 total

includes taxes & fees

Apr 8 - Apr 9

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

![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)

![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 $175

CA $552 total

includes taxes & fees

Apr 6 - Apr 7

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

(4 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.

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93150000/93141500/93141431/322d8ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/94000000/93150000/93141500/93141431/243889cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/94000000/93150000/93141500/93141431/f82afe56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/94000000/93150000/93141500/93141431/6512eac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 2 bedroom entire apartment w/parking

[](https://www.expedia.ca/Ansonia-Hotels-Renovated-2-Bedroom-Entire-Apartment-Wparking.h93141431.Hotel-Information)

Ansonia

10/10

Exceptional

(2 reviews)

"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "

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

Sophia

CA $198

CA $362 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Ansonia-Hotels-Renovated-2-Bedroom-Entire-Apartment-Wparking.h93141431.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=2026-04-19&endDate=2026-04-20&regionId=3000430603&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=APART_HOTEL)

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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=COTTAGE)

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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&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=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CABIN)

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## Top Weston Hotel Reviews

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg)

### Hyatt Regency Greenwich

10/10 Excellent

"Fantastic stay. Beautiful hotel, well appointed rooms, great facilities (billiard room, pool, hot tub) and delicious breakfast. Would definitely stay again "

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

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

### Hilton Garden Inn Shelton

2/10 Terrible

"Person checked me in was rude. The room was nasty. I don’t recommend this place!"

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

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

### Amsterdam Hotel

2/10 Terrible

"Room and hallway smells bad "

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

![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193_y.jpg)

### Hyatt Place Milford / New Haven

4/10 Poor

"Outdated, felt like a renovated motel"

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

![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg)

### DoubleTree by Hilton Stamford

4/10 Poor

"Hotel needs major renovation"

[](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information)

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

### The Watershed

10/10 Excellent

"Excellent stay all around, it always consistently very good. "

[](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.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 and large rooms. Very cleanly kept. "

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

![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e_y.jpg)

### Courtyard by Marriott New Haven Orange-Milford

2/10 Terrible

"Elevator was not working. "

[](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information)

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

### Hyatt House Shelton

8/10 Good

"The room was very comfortable. We checked in late and our toilet was broken. Someone came up immediately and realized it wasn't going to be fixed and quickly got us into a different room. We appreciated the quick response of the staff. Our room was comfortable and met all our needs. All staff very helpful and welcoming."

[](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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)
- [Condo Rentals in Weston ](https://expedia.ca/Weston-Condos.d3000430603-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Weston ](https://expedia.ca/Weston-Guest-Houses.d3000430603-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Weston ](https://expedia.ca/Weston-Cabins.d3000430603-aaCabins.Travel-Guide-Accommodation)
- [Lodges in Weston ](https://expedia.ca/Weston-Lodges.d3000430603-aaLodges.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)
- [Aparthotels in Weston ](https://expedia.ca/Weston-Apart-Hotels.d3000430603-aaApartHotels.Travel-Guide-Accommodation)
- [RV Parks in Weston ](https://expedia.ca/Weston-RV-Parks.d3000430603-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Weston ](https://expedia.ca/Weston-Agritourism.d3000430603-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Weston ](https://expedia.ca/Weston-Chalets.d3000430603-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Weston ](https://expedia.ca/Weston-Hostels.d3000430603-aaHostels.Travel-Guide-Accommodation)
- [Residences in Weston ](https://expedia.ca/Weston-Residences.d3000430603-aaResidences.Travel-Guide-Accommodation)
- [Inns in Weston ](https://expedia.ca/Weston-Inns.d3000430603-aaInns.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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