Title: Middletown Holiday Homes from £93: Search Holiday Homes in Middletown | Expedia.co.uk [Hotels in Middletown](https://expedia.co.uk/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Holiday Rentals in Middletown](https://expedia.co.uk/Middletown-Holiday-Rentals.d8862.Travel-Guide-HolidayRentals)[Middletown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middletown.d8862.Car-Hire-Guide)[Middletown Holidays](https://expedia.co.uk/Middletown.d8862.Holidays-City-Breaks) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=8862&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=8862&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=8862&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=8862&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown holiday homes ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/6924fd2f.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 (23 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. £169 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/fb67d80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/8fa7cd5c.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/119000000/118660000/118652100/118652073/f948b588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/56ae5bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom Unit in tranquil Middletown [](https://www.expedia.co.uk/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information) Washington Street Historic District 7.2/10 Good (5 reviews) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jousette C. £211 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/7fcc7a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/21a78243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/0a291f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/w1784h1200x16y0-88225155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern \~ 3 Bedroom House \~ Sleeps 8 \~ 11 mins to Hartford [](https://www.expedia.co.uk/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.Hotel-Information) Manchester 9.6/10 Exceptional (20 reviews) "Cute house, very comfortable and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey W. £242 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.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) "A cozy pet and family-friendly property. Very spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wallace R. £236 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/dca8a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/25e0d982.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/108000000/107910000/107908900/107908877/6acd806f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/dcaea56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15mins to Hartford, Home in Manchester w/ King Bed [](https://www.expedia.co.uk/Manchester-Hotels-15mins-To-Hartford.h107908877.Hotel-Information) Manchester 9.2/10 Wonderful (7 reviews) "Check in easy, great communications - very quick & answered any questions. Great location for what we needed, layout of house was perfect for us, Roku let us stream all the shows we wanted to watch. Ate out so didn’t use kitchen a lot, beds were comfortable. When we come back to visit our daughter will use again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike p. £247 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Manchester-Hotels-15mins-To-Hartford.h107908877.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/76ed01a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/349b6d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/7a78b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/a8bdd677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Townhome | Perfect for Family Gatherings & Events [](https://www.expedia.co.uk/Bloomfield-Hotels-Stylish-Townhome-Perfect-For-Family-Gatherings-Events.h108188444.Hotel-Information) Bloomfield 10/10 Exceptional (5 reviews) "The house was newer and the living room and kitchen had open layout that enabled to spend quality time with family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Muhammad G. £425 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Bloomfield-Hotels-Stylish-Townhome-Perfect-For-Family-Gatherings-Events.h108188444.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/105a51c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/w1349h899x0y1-9b42f827.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/83000000/82830000/82820400/82820354/196a547e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/4ec5b298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private [](https://www.expedia.co.uk/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) Salem 9.8/10 Exceptional (8 reviews) "Place is nice would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nic £308 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/9ddc24ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/bec199ec.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 (6 reviews) "Host was very responsive. Property as described. We would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john18250 £327 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/01f6f719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/d0637cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/4188e696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/d124ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heavenly Home in New Haven /5 mins drive from Yale [](https://www.expedia.co.uk/New-Haven-Hotels-Heavenly-Home-In-New-Haven-5-Mins-Drive-From-Yale.h88091887.Hotel-Information) Fair Haven 9.2/10 Wonderful (23 reviews) "This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy B. £457 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/New-Haven-Hotels-Heavenly-Home-In-New-Haven-5-Mins-Drive-From-Yale.h88091887.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/125000000/124360000/124360000/124359908/66ba29c2.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) ![4 bedrooms, free 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.co.uk/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. £352 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/d6841a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/587f9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/w752h683x136y0-5c331869.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/84000000/83560000/83559100/83559048/07002063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern & Cozy Cape | 4 Bedroom House | Central Location [](https://www.expedia.co.uk/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.Hotel-Information) Manchester Center 10/10 Exceptional (8 reviews) "This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie D. £219 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.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) ![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) ![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) ![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. £184 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.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.co.uk/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information) Mill River 9.2/10 Wonderful (20 reviews) "Great value very close to university. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence £169 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/69fbcc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/a6b99363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/91f850f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/w1440h960x0y4-884828ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire guest suite in South Windsor, Connecticut [](https://www.expedia.co.uk/South-Windsor-Hotels-Entire-Guest-Suite-In-South-Windsor.h124011589.Hotel-Information) South Windsor 10/10 Exceptional (1 review) "We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan E. £93 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/South-Windsor-Hotels-Entire-Guest-Suite-In-South-Windsor.h124011589.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/50a4b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/64f9f4d0.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/66000000/65400000/65396400/65396309/4c94831d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/1fef5fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Once the old Schools house now a newly furnished Apartment [](https://www.expedia.co.uk/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) Wallingford Center 9.0/10 Wonderful (13 reviews) "Excellent option for a short stay near the heart of it all in Wallingford." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette W. £218 includes taxes & fees 2 May - 3 May [](https://www.expedia.co.uk/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/9a65e246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/5cde5267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/4f70f9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/cd7d0c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville [](https://www.expedia.co.uk/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.Hotel-Information) Collinsville 10/10 Exceptional (63 reviews) "What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike £361 includes taxes & fees 23 Apr - 24 Apr [](https://www.expedia.co.uk/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102810000/102800600/102800548/6df32599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102800600/102800548/c9e93f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102800600/102800548/6678550d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102810000/102800600/102800548/241d83cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield [](https://www.expedia.co.uk/Bloomfield-Hotels-Spacious-5-Bedroom-Townhome-With-WiFi-And-AC-In-Charming-Bloomfield.h102800548.Hotel-Information) Bloomfield 9.0/10 Wonderful (6 reviews) "I had a great time and I felt very welcome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avis b. £457 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Bloomfield-Hotels-Spacious-5-Bedroom-Townhome-With-WiFi-And-AC-In-Charming-Bloomfield.h102800548.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/83198fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/e88adc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/419a745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/20bbb653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New England home ,Reunions Beach pass [](https://www.expedia.co.uk/Guilford-Hotels-Historic-New-England-Home.h18760693.Hotel-Information) Guilford 9.2/10 Wonderful (90 reviews) "This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz H. £398 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Guilford-Hotels-Historic-New-England-Home.h18760693.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) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.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. £389 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.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) ### 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. £201 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.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=2026-04-16&endDate=2026-04-17®ionId=8862&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CONDO) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&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%2FMiddletown-Private-Holiday-Homes.d8862-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Private-Holiday-Homes.d8862-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Best Western Manchester](https://images.trvl-media.com/lodging/1000000/880000/877200/877158/510be116_y.jpg) ### Best Western Manchester 6/10 Okay "A clean, quite new, attractive and comfortable place. Not good sound-proofing between rooms, however. Also, we stayed for three nights and received no housekeeping services. " [](https://expedia.co.uk/Hartford-Hotels-Manchester-Inn-And-Suites.h877158.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 8/10 Good "Clean room. Parking in garage across the street. Right by Yale as well as the Yale New Haven Medical Center. Restaurants nearby to walk to. " [](https://expedia.co.uk/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Graduate by Hilton New Haven](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/d3190acf_y.jpg) ### Graduate by Hilton New Haven 10/10 Excellent "What a treat! Cant believe it’s a Hilton! So well done down to the room keys. Beautiful room, brilliantly decorated, bathroom dreamy!" [](https://expedia.co.uk/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/3f0d6a31_y.jpg) ### Motel 6 New Haven - Branford, CT 2/10 Terrible "The place had bad smell from time to time, permeating through out lobby, hallway, and some times rooms. Otherwise the management is trying to keep it clean." [](https://expedia.co.uk/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Motel 6 Wethersfield, CT - Hartford](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/2dccc259_y.jpg) ### Motel 6 Wethersfield, CT - Hartford 2/10 Terrible "Front desk person was sampling perfumes/colognes upon my arrival. Had me wait 10 minutes while she was finishing up. A line was forming behind me. Cops were there dealing with an issue. Children were unattended running around the lot. People were outside their rooms smoking weed. Our door kept getting stuck, couldn’t open. OUR ROOM SMELLED SO BAD OF CIGARETTES. IT WAS DISGUSTING! My son has asthma and had a hard time dealing with the smell! There were cigarette burns on sink, toilet and shower ledge. Had microwave and mini fridge…,had to move entire thing (microwave was attached permanently to fridge) over to teach the plug. Seriously a joke! Would never recommend or stay there ever again! We only spent the night to attend a concert at people bank arena. Bad idea. " [](https://expedia.co.uk/Hartford-Hotels-Motel-6-Wethersfield.h986068.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a_y.jpg) ### Omni New Haven Hotel at Yale 4/10 Poor "They over booked the hotel and sent us to another and that hotel sent us to a third all after midnight. " [](https://expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 10/10 Excellent "Clean room " [](https://expedia.co.uk/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Residence Inn by Marriott Hartford/Windsor](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/5604e365_y.jpg) ### Residence Inn by Marriott Hartford/Windsor 6/10 Okay "Older property in need of updating. Better single ply toilet paper could be invested. Otherwise, room size very good. Complete efficiency kitchen good. Extended later check out greatly appreciated. " [](https://expedia.co.uk/Hartford-Hotels-Residence-Inn-By-Marriott-HartfordWindsor.h18141.Hotel-Information) ![Best Western Hartford Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/12200/12156/f12c6689_y.jpg) ### Best Western Hartford Hotel & Suites 10/10 Excellent "Breakfast was good! Lots of options, and stuff to make drinks is out even when breakfast hours close." [](https://expedia.co.uk/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information) ## Find out more about Middletown ## Middletown Holiday Homes information | Number of reviews | 307 | | ----------------- | ----------------- | | Accommodation | 356 Holiday Homes | | Lowest Price | £93 | | Highest Price | £457 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Middletown on Expedia.com ](https://www.expedia.com/Middletown-Private-Vacation-Homes.d8862-aaPrivateVacationHomes.Travel-Guide-Accommodation)