Title: Southport Vacation Rentals from CA $203: Short-Term Rentals for 2026 | Expedia.ca

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![ye yacht yard fairfield connecticut](https://images.trvl-media.com/place/6134209/18648fba-3db4-4ab0-9099-4c5d6e2aaef4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6134209/18648fba-3db4-4ab0-9099-4c5d6e2aaef4.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=6134209&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=6134209&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=6134209&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=6134209&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 Southport vacation rentals

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

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

![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 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 $236

CA $357 total

includes taxes & fees

Apr 13 - Apr 14

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

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

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/4b24f4d8.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)

![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 $1,243

CA $1,915 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.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/98000000/97480000/97470900/97470860/6f379bd7.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/f1288f21.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 $118

CA $203 total

includes taxes & fees

Apr 9 - Apr 10

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

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/8cb41f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/d9bfe6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/82269a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/059a32ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### McAngel Haven: 5 mins from Yale

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information)

West Haven

9.6/10

Exceptional

(20 reviews)

"Excellent location Clean and spacious Comfortable beds "

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

Joseph T.

CA $318

CA $735 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.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)

![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593600/116593596/5892d7e1.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 $194

CA $321 total

includes taxes & fees

Apr 3 - Apr 4

[](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)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.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 $219

CA $461 total

includes taxes & fees

Apr 5 - Apr 6

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.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 $186

CA $383 total

includes taxes & fees

Apr 8 - Apr 9

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

![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)

![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)

### 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 $420

CA $482 total

includes taxes & fees

Apr 18 - Apr 19

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

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/be85176a.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)

![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

(8 reviews)

"Beautiful old home with tons of space!"

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

Rebeccca H.

CA $1,218

CA $2,156 total

includes taxes & fees

Apr 3 - Apr 4

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

![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)

![Interior](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/001088a3.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 $219

CA $415 total

includes taxes & fees

Apr 5 - Apr 6

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

![Exterior](https://images.trvl-media.com/lodging/96000000/95520000/95516800/95516783/1b7a84f9_edited_5652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95516800/95516783/e79f6217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/96000000/95520000/95516800/95516783/w504h683x260y0-13aa5c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95516800/95516783/208f86f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach house in Milford, CT

[](https://www.expedia.ca/Milford-Hotels-Beach-House-In-Milford.h95516783.Hotel-Information)

Milford

10/10

Exceptional

(1 review)

"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"

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

Alex F.

CA $939

CA $1,213 total

includes taxes & fees

Apr 30 - May 1

[](https://www.expedia.ca/Milford-Hotels-Beach-House-In-Milford.h95516783.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)

![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)

![Interior](https://images.trvl-media.com/lodging/112000000/111260000/111259300/111259221/bcba6762.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)

### 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 $197

CA $372 total

includes taxes & fees

Apr 3 - Apr 4

[](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)

![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)

![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)

![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 $200

CA $437 total

includes taxes & fees

Apr 5 - Apr 6

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

![TV, books](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/2924ffc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/e1da155e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/1ea4eb6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/9f4cd529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

Shelton

CA $340

CA $820 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/120000000/119700000/119699900/119699846/c5b819f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119700000/119699900/119699846/2ef305bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119700000/119699900/119699846/62662c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119700000/119699900/119699846/1d42cb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere

[](https://www.expedia.ca/Milford-Hotels-Downtown-2br1ba-Apartment-Free-Parking.h119699846.Hotel-Information)

Milford

CA $307

CA $547 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Milford-Hotels-Downtown-2br1ba-Apartment-Free-Parking.h119699846.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)

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

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

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

Brooklawn - St. Vincent

9.4/10

Exceptional

(22 reviews)

"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "

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

Robert C.

CA $205

CA $589 total

includes taxes & fees

Apr 7 - Apr 8

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

![Aerial view](https://images.trvl-media.com/lodging/125000000/124290000/124288900/124288880/e1ed3fed.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 $231

CA $497 total

includes taxes & fees

Apr 8 - Apr 9

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

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/ae2c7036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/342451b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/be624494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

Brooklawn - St. Vincent

9.4/10

Exceptional

(8 reviews)

"Lovely home with plenty of room! "

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

David S.

CA $397

CA $944 total

includes taxes & fees

Apr 5 - Apr 6

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

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

![Interior](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/5702e4ea.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 $212

CA $452 total

includes taxes & fees

Apr 5 - Apr 6

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

![Smart TV](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/aaa7e4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/bc03d78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/9344fabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/97601a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Luxe 1BR Apt in Downtown Stamford

[](https://www.expedia.ca/Stamford-Hotels-Modern-Luxe-1BR-Apt-In-Downtown-Stamford.h96050393.Hotel-Information)

Downtown Stamford

9.6/10

Exceptional

(5 reviews)

"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"

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

Jill G.

CA $200

CA $579 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Stamford-Hotels-Modern-Luxe-1BR-Apt-In-Downtown-Stamford.h96050393.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=2026-04-16&endDate=2026-04-17&regionId=6134209&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=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Southport%2C+Connecticut%2C+United+States+of+America&regionId=6134209&latLong=41.136738%2C-73.283485&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN)

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## Top Southport Hotel Reviews

![Red Roof Inn Milford - New Haven](https://images.trvl-media.com/lodging/1000000/10000/7200/7188/3cb4d42c_y.jpg)

### Red Roof Inn Milford - New Haven

10/10 Excellent

"It was a fast trip but we love the room and the area very comfortable and clean"

[](https://expedia.ca/New-Haven-Hotels-Red-Roof-Inn-Milford-New-Haven.h7188.Hotel-Information)

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

### The Watershed

10/10 Excellent

"Excellent staff, very friendly, room was very clean, 100% satisfaction."

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

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

### The Circle Hotel Fairfield

10/10 Excellent

"Perfect, clean, comfy, convenient location, breakfast was great too!"

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

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

### Hilton Garden Inn Shelton

10/10 Excellent

"Wonderful "

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

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

### Norwalk Inn & Conference Center

8/10 Good

"I love the hard wood floor room"

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

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

### Amsterdam Hotel

10/10 Excellent

"Not the most modern place but charming. A short walk from downtown.Always worth the stay. "

[](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

6/10 Okay

"Staff were great, but rooms were pretty run down and need repairs. Lots of guests with terrible manners as far as noise and taking care of their children."

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

![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg)

### Trumbull Marriott Shelton

4/10 Poor

"When you walk in the front lobby, it smells like sewerage. The front desk people were nice. Restaurant and breakfast were good. Problems were they did not service our room, we had a queen sheet on a king bed and we asked them to change it because it popped off. The worse part was no hot tub and that is the only reason we stayed there. They blamed it on Expedia not changing it on their site. They said they would contact Expedia again. There were screaming young kids with no diapers in the pool. We had to leave it was so loud. "

[](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.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

8/10 Good

"Old hotel. Very basic but clean. "

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

## Find out more about Southport

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 Southport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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

- [Vacation Homes in Southport ](https://expedia.ca/Southport-Private-Vacation-Homes.d6134209-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Southport ](https://expedia.ca/Southport-Apartments.d6134209-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Southport ](https://expedia.ca/Southport-Cottages.d6134209-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Southport ](https://expedia.ca/Southport-Condos.d6134209-aaCondos.Travel-Guide-Accommodation)
- [Motels in Southport ](https://expedia.ca/Southport-Motels.d6134209-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Southport ](https://expedia.ca/Southport-Guest-Houses.d6134209-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Southport ](https://expedia.ca/Southport-Apart-Hotels.d6134209-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Southport ](https://expedia.ca/Southport-Villas.d6134209-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Southport ](https://expedia.ca/Southport-Agritourism.d6134209-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Southport ](https://expedia.ca/Southport-Bed-And-Breakfast.d6134209-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Southport ](https://expedia.ca/Southport-Cabins.d6134209-aaCabins.Travel-Guide-Accommodation)
- [Inns in Southport ](https://expedia.ca/Southport-Inns.d6134209-aaInns.Travel-Guide-Accommodation)
- [Hostels in Southport ](https://expedia.ca/Southport-Hostels.d6134209-aaHostels.Travel-Guide-Accommodation)
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- [Castles in Southport ](https://expedia.ca/Southport-Castles.d6134209-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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