Title: Darien Vacation Home Rentals from CA $204: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Darien](https://expedia.ca/Darien-Hotels.d7557.Travel-Guide-Hotels)[Vacation Rentals in Darien](https://expedia.ca/Darien-Vacation-Rentals.d7557.Travel-Guide-VacationRentals)[Flights to Darien](https://expedia.ca/Cheap-Flights-To-Darien.d7557.Travel-Guide-Flights)[Darien Car Rentals](https://expedia.ca/Car-Rentals-In-Darien.d7557.Car-Rental-Guide)[Darien Vacation Packages](https://expedia.ca/Darien.d7557.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/754af9e2b1ca2609832dcc365f156044.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tim Rousseau # Darien Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7557&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7557&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7557&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7557&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Darien Vacation Homes ![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/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock. Greenwich 9.6/10 Exceptional (17) "Perfect place to rest. Excellent service! " CA $93 CA $263 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/6f9ea498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/4eafaa02.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/113000000/112400000/112396200/112396103/671e1512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/78231fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with WiFi, AC in Fairfield Fairfield 8.0/10 Very good (8) "Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family." CA $98 CA $343 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Fairfield-Hotels-Charming-2-Bedroom-House-With-WiFi.h112396103.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/9a855962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/78c118d1.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) ![Premium House, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/35645e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beechmont - Perfect for Family Retreat! Bridgeport CA $854 CA $1,470 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/033cca6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/fb736491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/0f927068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/bb24024f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min Downtown Bridgeport CA $119 CA $228 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bridgeport-Hotels-Stylish-Sheek-Loft-Dwntwn.h116593683.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9ac447c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Business or Weekend escape Stratford 9.2/10 Wonderful (47) "Great value!" CA $119 CA $204 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) ![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) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/5886c1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/75f55379.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 Brooklawn - St. Vincent 7.2/10 Good (13) "This rental was great accommodation" CA $220 CA $415 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/23bd3ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/0ba0b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/b92906fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/c7b5cd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Escape, Top-Rated Design, Fire pit, Near Beach Fairfield 10/10 Exceptional (9) "Convenient to everything. Lovely place to stay." CA $287 CA $722 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/e20a1f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/cc1c19ad.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) ![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) ### Marine Theme - 4 BR - Backyard - Fire pit Bridgeport 9.8/10 Exceptional (7) "Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!" CA $246 CA $594 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/97cfa196.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/118000000/117050000/117044300/117044255/c85f0615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/8e7f9b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/744c8890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic Scarsdale 9.0/10 Wonderful (2) "The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. " CA $237 CA $455 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Scarsdale-Hotels-Apartment-With-Kitchen-2-Sofa-Beds.h117044255.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/65239b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/2d5d6a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/7857d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/690553a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC Norwalk 10/10 Exceptional (7) "The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. " CA $384 CA $848 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/745e6a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/a7fe5543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/b651961b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/1b77315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Retreat | Heated Saltwater Pool | BBQ Redding 10/10 Exceptional (1) "Beautiful house, very clean, spacious and a great host!!!" CA $421 CA $955 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96840000/96834600/96834502/36d0f166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96840000/96834600/96834502/18077105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96840000/96834600/96834502/46735492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96840000/96834600/96834502/3289e769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaview Ave House-4BR/8PPL Retreat East End 9.8/10 Exceptional (11) "Overall enjoyed the house and where it was located highly recommend " [](https://www.expedia.ca/Bridgeport-Hotels-Seaview-Ave-House-4BR8PPL-Retreat.h96834502.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/aebb609e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/5c5d3ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/acc8d6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/ef46770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near... West Side 9.2/10 Wonderful (5) "Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again." CA $424 CA $831 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/41ac102f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/2a3d63c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/220d7b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/79b962d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 45 Minutes from NYC, Entire House near Stamford Downtown, Downtown Stamford 10/10 Exceptional (18) "Very nice property. Owner was very nice and quickly answered any questions we had. Well stocked pantry and fridge!! We enjoyed our stay and property was very convenient and comfortable. " CA $398 CA $744 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.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/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/880d2845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in fabulous Stamford with AC, WiFi Waterside 10/10 Exceptional (5) "Lovely little home in Stamford." CA $244 CA $493 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/0572c584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/5959da8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/40fafd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/3a5591f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The B&W Haven 5BR Home with yard theater + Office Brooklawn - St. Vincent 9.2/10 Wonderful (7) "Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay." CA $399 CA $943 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/a07d0d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/3076216d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/b530e57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/c11fa5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC Fairfield 10/10 Exceptional (20) "Great family home. Location is perfect, close to everything yet private and quiet. " CA $324 CA $740 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/40355023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/355638a7.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) ![Smart TV, stereo](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 and Getaways! – Perfect for Family Retreat! Bridgeport 10/10 Exceptional (3) "Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed " CA $1,012 CA $1,893 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/w1163h759x7y0-0a14a6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/w1170h767x0y0-4f5aa4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/w1170h774x0y2-2c7fd881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/cba3915c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom modern family retreat! Huntington 9.2/10 Wonderful (5) CA $515 CA $763 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Huntington-Hotels-Charming-3-Bedroom-Modern-Family-Retreat.h117656453.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94940000/94940000/94939970/6720343b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94940000/94940000/94939970/724422e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94940000/94940000/94939970/3ccd6435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/95000000/94940000/94940000/94939970/17d58f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay at Black Rock Harbor Black Rock Historic District 10/10 Exceptional (22) "Beautifully appointed home, comfortable furnishings, and fantastic location. We enjoyed the indoor and outdoor space, as well as the nearby beach, restaurants and freeway access. Everything was in fine working order and our stay was enjoyable! " [](https://www.expedia.ca/Bridgeport-Hotels-Catch-Some-Zzz-At-Black-Rock-Harbor.h94939970.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=2025-10-23&endDate=2025-10-24®ionId=7557&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](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%2FDarien-Private-Vacation-Homes.d7557-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDarien-Private-Vacation-Homes.d7557-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Darien Hotel Reviews ![Hampton Inn White Plains/Tarrytown](//images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg) ### Hampton Inn White Plains/Tarrytown 10/10 Excellent "Normal" [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Norwalk Inn & Conference Center](//images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Clean room and helpful stuff" [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![East Norwich Inn](//images.trvl-media.com/lodging/1000000/10000/2100/2024/fa5b4526_y.jpg) ### East Norwich Inn 10/10 Excellent "cute place " [](https://expedia.ca/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information) ![Hotel NoMa, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg) ### Hotel NoMa, Trademark Collection by Wyndham 10/10 Excellent "Location is great, staff is excellent." [](https://expedia.ca/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information) ![Ardsley Acres Hotel Westchester](//images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "Room provided a proper workspace, mini refrigerator, and very clean room. Plenty of parking on premises and helpful staff. " [](https://expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![Tarrytown House Estate](//images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 10/10 Excellent "I attended a banker's conference at this resort in early October, The place was exceptionally clean and comfortable. The service was excellent and the food options, although limited on-site, were very good." [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![The Stamford Hotel](//images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Great staff, so helpful. Took some nice walks by the water, and hotel is close to parks and basic amenities." [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Inn at Jericho](//images.trvl-media.com/lodging/2000000/1420000/1413100/1413095/6033dc08_y.jpg) ### Inn at Jericho 10/10 Excellent "What I like most about property that there was a lot food " [](https://expedia.ca/Jericho-Hotels-Inn-At-Jericho.h1413095.Hotel-Information) ![HYATT house White Plains](//images.trvl-media.com/lodging/1000000/430000/427300/427283/458cd7c2_y.jpg) ### HYATT house White Plains 10/10 Excellent "I recommend this hotel, the breakfast is good and have a lot options, the rooms are a litter older but they are ok, and the carpet is a litter dirty but in general is a nice place to stay and it is a very quiet place to sleep, the area around is good and groceries are very near walking like 10 min, the staff is very kind and friendly. " [](https://expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information) ## Find out more about Darien ## Darien Vacation Homes information | Number of reviews | 187 | | --- | --- | | Accommodation | 368 Vacation Homes | | Lowest Price | CA $204 | | Highest Price | CA $1,893 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Stamford](https://www.expedia.ca/5Star-Stamford-Hotels.s50-0-d602523.Travel-Guide-Filter-Hotels) - [Hotels near Chelsea Piers](https://www.expedia.ca/Chelsea-Piers-Hotels.0-l6247586-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cove - East Side - Shippan](https://www.expedia.ca/Cove-East-Side-Shippan-Stamford-Hotels-All-Inclusive-Hotel.0-n553248635976475929-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cove - East Side - Shippan Hotels](https://www.expedia.ca/Cove-East-Side-Shippan-Stamford-Hotels.0-n553248635976475929-0.Travel-Guide-Filter-Hotels) - 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