Title: Madison Vacation Home Rentals from CA $203: Search Top Private Vacation Homes for Rent | Expedia.ca [Madison Travel Guide](https://expedia.ca/Madison.dx8791)[Hotels in Madison](https://expedia.ca/Madison-Hotels.d8791.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d8791.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.ca/Cheap-Flights-To-Madison.d8791.Travel-Guide-Flights)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d8791.Car-Rental-Guide)[Madison Vacation Packages](https://expedia.ca/Madison.d8791.Destination-Travel-Guides) ![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.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 [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madison vacation homes ![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/772b2c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21 reviews) "It was our 3rd time staying and everything was as expected. New updates to the bathroom were nice surprise. Thanks again for a lovely stay while we visited our daughter at Wesleyan. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robb F. CA $199 CA $452 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3fbe5245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/58a20b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3d345122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/66e641ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby. [](https://www.expedia.ca/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information) Old Saybrook 9.8/10 Exceptional (9 reviews) "This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug F. CA $340 CA $701 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/8c7a6352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/6dab1099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c1d5dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c5ae6b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information) Fair Haven 9.6/10 Exceptional (15 reviews) "Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. CA $230 CA $437 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.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) ![Game room](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/f199c771.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) ![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) ### 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 $312 CA $721 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.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/120000000/119310000/119305500/119305470/1a3310e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Guest Suite in Historic Home [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) Middletown 10/10 Exceptional (1 review) "Perfect for a single traveler. Clean, roomy, quaint room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke CA $201 CA $292 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/e5b7b978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/89f59934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/c78a3042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/ac82cf05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 4-bedroom house in charming Hamden [](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information) Hamden 10/10 Exceptional (1 review) "Host was kind and attentive. Location was convenient and the home was clean and spacious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee H. CA $311 CA $576 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h845x0y4-a67617b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h848x0y2-b9f9932e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h851x0y2-c348eea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h851x0y2-33646ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jewel of The Cove - Historic Coastal Retreat [](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information) East Shore 9.8/10 Exceptional (7 reviews) "loved it so much, beautiful property 100 % would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leilani R. CA $282 CA $700 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/da7468b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/f293483a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/601ebe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/1bf4de91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) Berlin 9.2/10 Wonderful (5 reviews) "Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel L. CA $124 CA $370 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/d1cc68c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/8cacb4e3.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/60000000/59630000/59625600/59625523/3c6f0ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/58d0e4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stocked home close to Yale, in Heart of New Haven [](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information) Mill River 9.2/10 Wonderful (18 reviews) "Great value very close to university. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $172 CA $308 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/w901h683x62y0-7195bf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/w467h683x278y0-44c63d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/5a216515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/93b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clear LI Sound waterview, Wedding pics, Yale&Beach [](https://www.expedia.ca/East-Haven-Hotels-Clear-LI-Sound-Waterview.h100834240.Hotel-Information) East Shore 10/10 Exceptional (10 reviews) "Great stay! Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frankie O. CA $783 CA $1,352 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/East-Haven-Hotels-Clear-LI-Sound-Waterview.h100834240.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/7f5d3999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/57c8df73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/ce1fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/8e373067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy East Haven Home • Near Beach & Yale [](https://www.expedia.ca/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.Hotel-Information) Momauguin 10/10 Exceptional (5 reviews) "Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amal A. CA $153 CA $203 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/47595254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7e65e0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/ffcbfb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Stays: Middletown, CT [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) Middletown 10/10 Exceptional (20 reviews) "A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harmony R. CA $157 CA $305 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2c0c3b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/89c597eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/02effb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/c08fe3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information) Fair Haven 7.6/10 Good (5 reviews) "Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie S. CA $174 CA $331 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/a0ee27b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/b781e6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/5cbf3c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/de0359b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One private bedroom with work space and shared home with spa. [](https://www.expedia.ca/Rocky-Hill-Hotels-One-Private-Bedroom-With-Work-Space-And-Shared-Home-With-Spa.h122493219.Hotel-Information) Rocky Hill CA $141 CA $205 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Rocky-Hill-Hotels-One-Private-Bedroom-With-Work-Space-And-Shared-Home-With-Spa.h122493219.Hotel-Information) ![TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/b1bea7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/498bd184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/4d7eefe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/6b1df2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Santiago in Science Park at Yale New Haven [](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information) Dixwell 8.0/10 Very good (8 reviews) "The property had everything needed and was a short distance to so many campus sites. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie B. CA $188 CA $388 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/20c6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/w1349h900x0y0-4a802386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/e6267bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/2879254e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Min to I-91 - Newly Renovated Modern 2 BR Home [](https://www.expedia.ca/Berlin-Hotels-1-Min-To-I-91-Newly-Renovated-Modern-2-BR-Home.h124230498.Hotel-Information) Berlin CA $227 CA $448 total includes taxes & fees Mar 14 - Mar 15 [](https://www.expedia.ca/Berlin-Hotels-1-Min-To-I-91-Newly-Renovated-Modern-2-BR-Home.h124230498.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/165550bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/ee30d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/6a96971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/124d45d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Townhouse walk to all [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information) Greenport 9.6/10 Exceptional (10 reviews) "What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. CA $435 CA $887 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Petite King Room 7 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) Greenport 9.0/10 Wonderful (4 reviews) "We thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parent From The Heart, Inc. E. CA $162 CA $274 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/65a3c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/676d68a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northfork Townhouse walk to all [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information) Greenport 10/10 Exceptional (5 reviews) "Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth R. CA $435 CA $887 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/7ce55fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/897c3b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/97b3c47c.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/100000000/99480000/99476700/99476616/519bb10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #26 Beautifully Renovated 2 BR Home [](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information) Plainville 10/10 Exceptional (4 reviews) "We thoroughly enjoyed our stay! The space was great for our family of 4\. Would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaTanya W. CA $135 CA $297 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.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=2026-02-28&endDate=2026-03-01®ionId=8791&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_8791) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=HOUSE_BOAT) ![](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%2FMadison-Private-Vacation-Homes.d8791-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMadison-Private-Vacation-Homes.d8791-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Madison Hotel Reviews ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Great hot breakfast, quiet rooms. Overall looks nicely renovated, but there are some minor defects " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Clean " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 10/10 Excellent "Nice" [](https://expedia.ca/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Great amenities, Beautiful view, and Caring Staff. " [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "A+ and great location." [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg) ### Madison Beach Hotel 10/10 Excellent "Yes." [](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "Clean " [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Love the staff very nice and attentive. Very clean nice bar!!! Close to everything, I’ll definitely will stay there again!! " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "Was clean" [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ## Find out more about Madison ## Madison Vacation Homes information | Number of reviews | 160 | | ----------------- | ------------------ | | Accommodation | 632 Vacation Homes | | Lowest Price | CA $203 | | Highest Price | CA $1,352 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Guilford ](https://www.expedia.ca/4Star-Guilford-Hotels.s40-0-d183062.Travel-Guide-Filter-Hotels) - [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels) - [B&B in Chester ](https://www.expedia.ca/Chester-Bed-And-Breakfast.d183058-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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