Title: Top Middletown Cabin Rentals | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8862.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8862.Travel-Guide-Flights)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/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__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 [Mar 13 - Mar 15](https://www.expedia.ca/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.ca/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.ca/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.ca/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 cabin rentals ![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/b135be5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/342b45b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/0c6e71a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/ca76e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) East Haddam 9.6/10 Exceptional (120 reviews) "Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aliah CA $149 CA $235 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/7dda8a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/efa99c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/c6f6bbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/0f5be429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature [](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information) Killingworth 10/10 Exceptional (55 reviews) "Amazing property, we loved everything about it, highly recommended, will stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick CA $616 CA $1,125 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230490/ddb0f8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, WiFi](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230490/w1416h960x24y0-3b37d4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230490/w1437h958x3y2-a7795a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230490/w1440h957x0y0-a076cdd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #43- Modern Luxury Log Cabin Retreat | Fire Pit [](https://www.expedia.ca/Cheshire-Hotels-43-Modern-Luxury-Log-Cabin-Retreat-Fire-Pit.h124230490.Hotel-Information) Prospect CA $409 CA $793 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Cheshire-Hotels-43-Modern-Luxury-Log-Cabin-Retreat-Fire-Pit.h124230490.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=2026-03-11&endDate=2026-03-12®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.ca/deals?rfrr=AA_SPRING_PROMO_8862) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America®ionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&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%2FMiddletown-Cabins.d8862-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cabins.d8862-aaCabins.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "The room was great, I love that it had a separate sink outside of the bathroom. Beds were comfortable and linens cozy." [](https://expedia.ca/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 "The room was spotless. The bed was super comfortable only issue I had was this morning. The water pressure in the shower was low but other than that very beautiful hotel very clean will definitely be back again." [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question. " [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 "The staff were very friendly, the hotel and rooms were very clean, and the breakfast was very good. Excellent hotel." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.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.ca/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.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Always a pleasure " [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.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 "The view of the ocean and gazebos were amazing. Everyone was so courteous and it wasn't a madhouse. Quiet and relaxing. The pool was also nice and warm" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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.ca/Hartford-Hotels-The-Goodwin-Hotel.h10232.Hotel-Information) ## Find out more about Middletown ## Middletown Cabin Rentals information | Number of reviews | 175 | | ----------------- | --------------- | | Accommodation | 9 Cabin Rentals | | Lowest Price | CA $235 | | Highest Price | CA $1,125 | ## Frequently asked questions ### What are the best cabins near Middletown? ### Are there cheap cabins in Middletown? ### What are the best mountain cabins near Middletown? ### What are the best river cabins near Middletown? ### What are the best cabins with pools near Middletown? ### Can I find beach cabins near Middletown? ### What are the best weekend cabin rentals in Middletown? ### What are the best cabin prices in Middletown? ### Can I find log cabins in Middletown? ### What are the highest-rated cabins in Middletown? ### Why should I book a cabin in Middletown? ### What are the top nature cabins in Middletown? ### What are some of the best cabins near Lake Compounce in Middletown? ## Explore a world of travel with Expedia - 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