Title: Middletown, CT Cottage Rentals from $261 | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx8862)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d8862.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d8862.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d8862.Destination-Travel-Guides) ![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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8862&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=8862&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=8862&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=8862&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown cottages ![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/62b9e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/80e6a0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/a991ed0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The gardners Cottage 1 mile from long Island Sound - pet friendly [](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information) Clinton 10/10 Exceptional (21 reviews) "Enjoyed our stay - Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. $231 nightly $261 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/65eed284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) Clinton 9.6/10 Exceptional (37 reviews) "Many local restaurants near by. Christy's for breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. $159 nightly $180 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/1fc039de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/e15142a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/4172866e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/6e1b5e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watertown Home w/ Yard: 1 Mi to Echo Lake Park! [](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information) Oakville $443 nightly $510 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.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.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10®ionId=8862&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.com/deals?rfrr=AA_SPRING_PROMO_8862) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VACATION_HOME) Cabins [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CABIN) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cottages.d8862-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cottages.d8862-aaCottages.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Comfort Inn Wethersfield - Hartford](https://images.trvl-media.com/lodging/1000000/20000/17700/17635/13705d6b_y.jpg) ### Comfort Inn Wethersfield - Hartford 8/10 Good "Clean room " [](https://expedia.com/Hartford-Hotels-Comfort-Inn-Wethersfield-Hartford.h17635.Hotel-Information) ![The Blake Hotel](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/95723c61_y.jpg) ### The Blake Hotel 10/10 Excellent "The hotel itself is beautiful, and everything was beyond clean. Staff was so welcoming and lovely. " [](https://expedia.com/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 10/10 Excellent "Lovely visit room was clean most impressive part was certainly the gentlemen who was on shift when I checked in. He was extremely helpful kind funny and very professional" [](https://expedia.com/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Room was clean, comfortable and felt like home." [](https://expedia.com/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![The Goodwin Hotel](https://images.trvl-media.com/lodging/1000000/20000/10300/10232/64a5e77a_y.jpg) ### The Goodwin Hotel 10/10 Excellent "Staff was pleasant and attentive. Clean room. Beautiful building. Modern decor. Amenities provided as listed. Would highly recommend staying here. " [](https://expedia.com/Hartford-Hotels-The-Goodwin-Hotel.h10232.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Great stay" [](https://expedia.com/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![DoubleTree by Hilton Hartford Downtown](https://images.trvl-media.com/lodging/1000000/10000/1700/1637/1dfc2c6d_y.jpg) ### DoubleTree by Hilton Hartford Downtown 10/10 Excellent "Clean easy and kind people " [](https://expedia.com/Hartford-Hotels-Hilton-Hartford.h1637.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "Good service" [](https://expedia.com/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.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 "Great " [](https://expedia.com/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ## Find out more about Middletown ## Middletown Cottages information | Number of reviews | 21 | | ----------------- | ------------ | | Accommodation | 102 Cottages | | Lowest Price | $261 | | Highest Price | $510 | ## Frequently asked questions ### Why book your cottage in Middletown with Expedia? ### How can I find cheap cottages in Middletown? ### What is there to do in Middletown near my cottage? ## Explore a world of travel with Expedia - 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