Title: Westport Vacation Home Rentals from CA $201: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d56054.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d56054.Travel-Guide-VacationRentals)[Flights to Westport](https://expedia.ca/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[Things to do in Westport](https://expedia.ca/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.ca/Westport.d56054.Destination-Travel-Guides) ![Westport Compo Beach, CT](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo ![](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Westport vacation homes ![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/3a1df8f2.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) ![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) ### 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 $216 CA $409 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/533639ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/203d1ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Cottage - Cold Spring Harbor Water Views [](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information) Cold Spring Harbor 10/10 Exceptional (75 reviews) "Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randall S. CA $298 CA $673 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (27 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 $204 CA $405 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/13a12d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/95e392e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/6b5d7309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/92000000/91020000/91013300/91013202/d7d296bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern + Spacious 5BR/2BA Home, Renovated Backyard [](https://www.expedia.ca/Bridgeport-Hotels-Modern-Spacious-5BR2BA-Home.h91013202.Hotel-Information) West End - West Side 9.6/10 Exceptional (4 reviews) "Used for family weekend at SHU. Convenient location and plenty of space for the whole family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurene S. CA $488 CA $1,060 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Bridgeport-Hotels-Modern-Spacious-5BR2BA-Home.h91013202.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) ![Dining](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/a17843ca.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) ### 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 $393 CA $933 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/59dbec3c.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/2029810b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Cape Near beach, with Fire Pit and BBQ [](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 $693 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Fairfield-Hotels-Renovated-Cape-Near-Beach.h110275967.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) ![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.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) ![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) ### 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 $240 CA $486 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/bf4769b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/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 $117 CA $201 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.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) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/bc5ad269.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) ![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) ### 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 $157 CA $583 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/9831bf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/5f161b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/8e07e880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/a3540f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches [](https://www.expedia.ca/Stony-Brook-Hotels-3-Bedroom-Historic-Home-Near-Stony-Brook-Village.h109613294.Hotel-Information) Stony Brook 6.0/10 (2 reviews) "Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $518 CA $964 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Stony-Brook-Hotels-3-Bedroom-Historic-Home-Near-Stony-Brook-Village.h109613294.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/bcb11e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/343b9d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/d50b7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/5eb9279b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marine Theme - 4 BR - Backyard - Fire pit [](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) North End 9.8/10 Exceptional (8 reviews) "We were in town for a short stay and everything was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin B. CA $182 CA $526 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/383d7f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/31a3b952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/0e94e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/8da70dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Fire Pit, near Beach [](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information) Fairfield 10/10 Exceptional (29 reviews) "Everything was great. Even had TP sent via Amazon before arrival and told us to open and take inside. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis W. CA $284 CA $715 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.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 $1,229 CA $1,894 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/874d2ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/6b5ce507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/5185160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/f6f4b3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage with 4 King Beds and Fire Pit [](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) Historic District 10/10 Exceptional (10 reviews) "Clean and host was very helpful and accommodating. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenna M. CA $277 CA $728 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/218349d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/4740d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/7905bebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/49a95d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious [](https://www.expedia.ca/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information) Tunxis Hill 9.4/10 Exceptional (20 reviews) "The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily K. CA $445 CA $1,005 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/126000000/125630000/125624600/125624547/f0bc2aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125630000/125624600/125624547/0617a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/126000000/125630000/125624600/125624547/4dcab519.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/126000000/125630000/125624600/125624547/aa54ad45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Retreat With Trampoline & Grill [](https://www.expedia.ca/Locust-Valley-Hotels-Family-Friendly-Retreat-With-Trampoline-Grill.h125624547.Hotel-Information) Locust Valley CA $191 CA $557 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Locust-Valley-Hotels-Family-Friendly-Retreat-With-Trampoline-Grill.h125624547.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/53e1403f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/fe085224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/48a4e1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/d5a3b5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Beach Home near Stamford Downtown/Beach [](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.Hotel-Information) Cove - East Side - Shippan 10/10 Exceptional (25 reviews) "A very nice house, with excellent service and an unbeatable location. We had a great time." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Armando V. CA $451 CA $1,063 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.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) ![Interior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/b5a9021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/7643b925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 $1,204 CA $2,173 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/6bd016a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/c041f557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/2d1ae18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/f788db1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Retreat with Game Room and Fire Pit [](https://www.expedia.ca/Norwalk-Hotels-NorwalkDarien-Border.h123258770.Hotel-Information) West Norwalk CA $327 CA $819 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Norwalk-Hotels-NorwalkDarien-Border.h123258770.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/124000000/123050000/123045900/123045862/9071ff4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123050000/123045900/123045862/d2ddc7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123050000/123045900/123045862/a99cd25b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123050000/123045900/123045862/5a884425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5BR Oasis | 3-Acre Estate & Gorg View [](https://www.expedia.ca/Oyster-Bay-Hotels-Stunning-5BR-Oasis-3-Acre-Estate-Gorg-View.h123045862.Hotel-Information) Oyster Bay CA $793 CA $1,702 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Oyster-Bay-Hotels-Stunning-5BR-Oasis-3-Acre-Estate-Gorg-View.h123045862.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=2026-04-04&endDate=2026-04-05®ionId=56054&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Westport%2C+Connecticut%2C+United+States+of+America®ionId=56054&latLong=41.141472%2C-73.357902&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWestport-Private-Vacation-Homes.d56054-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestport-Private-Vacation-Homes.d56054-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Westport Hotel Reviews ![Delamar Westport](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/fc49de3c_y.jpg) ### Delamar Westport 10/10 Excellent "Beautiful! Clean, and sophisticated " [](https://expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "We enjoyed our stay at The Norwalk Inn and Conference Center! The staff was very friendly, the room was clean and well appointed, and the price was very reasonable. Loved the actual freezer above the refrigerator, instead of the tiny ones that sometimes only have room for one ice pack." [](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 2/10 Terrible "Broken elevator, smelly hallways, old hard squeeky mattress, smoke aroma in room and crumbling decorations throughout all tooped by a very rude man behind the desk who makes it known the he hates his job. Also, all sounds from hall and neighbor rooms sound like their in the room and very disturbing." [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![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 2/10 Terrible "Good " [](https://expedia.ca/New-Haven-Hotels-Red-Roof-Inn-Milford-New-Haven.h7188.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 "good I loved my stay " [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg) ### Best Western Danbury/Bethel 6/10 Okay "I stayed for 10 days. The pros: decent breakfast, rate was good especially for the area, it’s clean. Cons: the staff. My biggest complaint though is the staff. One night the people were loud, I also happened to be stomach sick and the people were mocking me. I complained about it briefly that night but was heading out to my overnight shift for work. In the morning I was telling morning staff about it and making sure same people weren’t gonna be there this was the response I got- “well I had a bad night too my car got hit while it was parked” listen if you can’t do your job cause of your personal life then call in sick. It is a customer based industry in the hotel world. I later mentioned this to who I thought was the manager and I was simply told we will speak to the person. I saw that employee later and I can assure that he was not spoken to. I would hope of not for the rude neighbors at least but more their employee they would want to do something for me whether it be a half night off, I mean anything really. Staff only seem to want to do minimal work. I had already been there 5 days at that point. Overall it’s 50/50 I’d go back." [](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information) ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/f91081fe_y.jpg) ### The Watershed 10/10 Excellent "It was all beautiful and comfortable! The staff was very kind and helpful. The free breakfast was a nice touch. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Had the BEST time with our 2 kids. They loved the indoor forest, warm pool, delicious breakfast, and the movie theater! We will definitely be back! " [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Great " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ## Find out more about Westport ## Westport Vacation Homes information | Number of reviews | 303 | | ----------------- | ------------------ | | Accommodation | 362 Vacation Homes | | Lowest Price | CA $201 | | Highest Price | CA $2,173 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Compo Beach ](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-All-Inclusive-Hotel.0-n6347841-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-Historic-Hotel.0-n6347841-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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