Title: Madison Holiday Homes from £123: Search Holiday Homes in Madison | Expedia.co.uk [Hotels in Madison](https://expedia.co.uk/Madison-Hotels.d8791.Travel-Guide-Hotels)[Holiday Rentals in Madison](https://expedia.co.uk/Madison-Holiday-Rentals.d8791.Travel-Guide-HolidayRentals)[Madison Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Madison.d8791.Car-Hire-Guide)[Madison Holidays](https://expedia.co.uk/Madison.d8791.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [27 Feb - 1 Mar](https://www.expedia.co.uk/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 [10 Apr - 12 Apr](https://www.expedia.co.uk/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 [8 May - 10 May](https://www.expedia.co.uk/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 [5 Jun - 7 Jun](https://www.expedia.co.uk/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 holiday homes ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/947697cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/259b8f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/0298db95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/9ddc24ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogers Lake House (87) · CT College+Beach+USCGA [](https://www.expedia.co.uk/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information) Old Lyme 10/10 Exceptional (5 reviews) "We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. £525 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.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) ![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) ![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7e65e0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/47595254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Stays: Middletown, CT [](https://www.expedia.co.uk/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. £165 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3f0d43b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/17c0663e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3a7a158a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/4e5920d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bay Cottage · Rocky Neck Park, Beach & Niantic [](https://www.expedia.co.uk/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information) East Lyme 9.0/10 Wonderful (4 reviews) "This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah G. [](https://www.expedia.co.uk/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.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/91000000/90710000/90707200/90707157/d2e5a74a.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) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.co.uk/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21 reviews) "We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole N. £240 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/9e16b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/6f35c24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Modern Stay Steps from the Ocean [](https://www.expedia.co.uk/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information) Clinton 10/10 Exceptional (1 review) "Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly Z. £247 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Guest Suite in Historic Home [](https://www.expedia.co.uk/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 £172 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/95b993b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/e689a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins! [](https://www.expedia.co.uk/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) Clinton 10/10 Exceptional (3 reviews) "Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elya D. £363 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/2a0dbd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/e1135337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/0452fb41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/719863dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #29 - Modern 5 Bedroom/2 Bath [](https://www.expedia.co.uk/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.Hotel-Information) Middletown 9.4/10 Exceptional (6 reviews) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail R. £336 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/601ebe37.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/433534ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin [](https://www.expedia.co.uk/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. £215 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss w/ Game Room, Gym & Golf Green [](https://www.expedia.co.uk/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information) Westbrook 10/10 Exceptional (1 review) "Perfect house for 6 guests. Loved that it was close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon G. £378 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/b3af2d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #26 Beautifully Renovated 2 BR Home [](https://www.expedia.co.uk/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. £200 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.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) ![Interior](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/58d0e4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/41e92d5e.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) ### Stocked home close to Yale, in Heart of New Haven [](https://www.expedia.co.uk/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 £165 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.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) ![1 bedroom, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.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) ![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.co.uk/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. £140 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/2372fa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/9d78d185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/659e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/a0cac3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington [](https://www.expedia.co.uk/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information) Southington 10/10 Exceptional (2 reviews) "We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy M. £372 includes taxes & fees 14 Feb - 15 Feb [](https://www.expedia.co.uk/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.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) ![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) ![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c1d5dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/w719h480x1y0-c345a495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. [](https://www.expedia.co.uk/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. £232 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/f67de75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/f5127a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/548ae90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/901b670f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Lakeview, 3 Bedroom home in Colchester [](https://www.expedia.co.uk/Colchester-Hotels-Charming-Lakeview.h120535395.Hotel-Information) Colchester 10/10 Exceptional (1 review) "Property was perfect for our Christmas break - very clean and tidy, had everything needed. Beds are comfortable and rooms feel spacious. Check-in was a breeze. Water pressure is a little low in the shower but the owners are aware of the issue. You can't go wrong with staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meagan P. £270 includes taxes & fees 14 Feb - 15 Feb [](https://www.expedia.co.uk/Colchester-Hotels-Charming-Lakeview.h120535395.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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/3be531e8.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.co.uk/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. £180 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.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) ![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) ![Dining](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/ccd807d5.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.co.uk/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. £370 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/57c8df73.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.co.uk/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. £123 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.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) ![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) ![Games room](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/f199c771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/d9bfe6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McAngel Haven: 5 mins from Yale [](https://www.expedia.co.uk/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. £383 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.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.co.uk/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25®ionId=8791&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CABIN) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Madison%2C+Connecticut%2C+United+States+of+America®ionId=8791&latLong=41.29599%2C-72.575417&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMadison-Private-Holiday-Homes.d8791-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMadison-Private-Holiday-Homes.d8791-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Madison Hotel Reviews ![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.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Excellent desk staff. Clean and quite room. Good location." [](https://expedia.co.uk/New-Haven-Hotels-New-Haven-Hotel.h36721.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.co.uk/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "Lovely " [](https://expedia.co.uk/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.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.co.uk/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![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 "Nice " [](https://expedia.co.uk/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg) ### Homewood Suites by Hilton Orange New Haven 10/10 Excellent "Omg. Where do I start? What impressed me the most was the welcoming staff. Upon arriving in my room, the televisions displayed a personalized welcome message with my name, which was cool. My room was magnificent! Beautiful. Modern. Very clean. Smelled wonderful!" [](https://expedia.co.uk/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Good hotel every clean 😍" [](https://expedia.co.uk/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg) ### Courtyard by Marriott New Haven Orange-Milford 10/10 Excellent "People were nice, room was clean and spacious. Bed was a little soft and breakfast choices were little limited. But overall great stay at a great price." [](https://expedia.co.uk/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ## Find out more about Madison ## Madison Holiday Homes information | Number of reviews | 141 | | ----------------- | ----------------- | | Accommodation | 632 Holiday Homes | | Lowest Price | £123 | | Highest Price | £525 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Madison on Expedia.com ](https://www.expedia.com/Madison-Private-Vacation-Homes.d8791-aaPrivateVacationHomes.Travel-Guide-Accommodation)