Title: Cheshire Apartment Rentals from CA $245 | Expedia.ca [Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Vacation Rentals in Cheshire](https://expedia.ca/Cheshire-Vacation-Rentals.d183057.Travel-Guide-VacationRentals)[Flights to Cheshire](https://expedia.ca/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d183057.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d183057.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/ab039a4411a79c16e7c533ffaba43069.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tai Bui # Search Apartment Rentals in Cheshire ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cheshire Apartments ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/efeecab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/6969660b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/058f796c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/a5ee2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet 2bd Townhome apt in the heart of Cheshire. Backyard. Cheshire 9.4/10 Exceptional (9) "Needed a place to sleep for a couple of nights and this worked for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James (Jim) L. CA $133 CA $245 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119390000/119389600/119389584/353f34e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119390000/119389600/119389584/bb6d5e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119390000/119389600/119389584/fc15da56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119390000/119389600/119389584/7de00984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soothing 2-bedroom lower-level apartment in Berlin Berlin 10/10 Exceptional (1) "This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa G. CA $112 CA $373 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Berlin-Hotels-Soothing-2-Bedroom-Lower-Level-Apartment-In-Berlin.h119389584.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/5db22929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/9fd3ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/d0920f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/c48a29ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nest At Elm City Flats. West New Haven 9.6/10 Exceptional (5) "The house itself was very nice and in excellent shape. Almost everything in the house seemed new. Kudos! The biggest negative was the neighborhood, which was trashy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith C. CA $125 CA $329 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Overlook-New-Haven-In-This-2-BDR-Peaceful-Carribean-Nest.h112999076.Hotel-Information) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94890000/94886700/94886613/3777c35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/94890000/94886700/94886613/c839edec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94890000/94886700/94886613/f0fca6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/95000000/94890000/94886700/94886613/92395850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The East Rock 4BR Parking Washer & Dryer Walk to Yale East Rock 10/10 Exceptional (5) "We loved everything about our stay. The hosts were wonderful to work with and their home and the surrounding area are absolutely beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna K. CA $191 CA $452 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-The-East-Rock-4BR-Pking-Wash-Dryer-Yale.h94886613.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866164/23055f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866164/73f14f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866164/75269e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866164/ca06ca17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern apartment in Westville/Yale Bowl area West New Haven 10/10 Exceptional (32) "We would stay here again in a heartbeat!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise B. CA $182 CA $323 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/New-Haven-Hotels-Modern-Apartment-In-WestvilleYale-Bowl-Area.h70866164.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107970000/107960300/107960235/33570614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107970000/107960300/107960235/02ce06ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107960300/107960235/406198d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107960300/107960235/7428eb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Back Bungalow West Hartford 9.4/10 Exceptional (15) "The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessia P. CA $132 CA $461 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/West-Hartford-Hotels-The-Blue-Back-Bungalow.h107960235.Hotel-Information) ![Microwave, electric kettle, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/w2200h1466x0y0-5ef83ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/a28a1915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/0a9f4f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/6b1356aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator Downtown Hartford 9.6/10 Exceptional (4) "Cozy, clean, comfortable. Location is excellent and accessible to restaurants and venues. Highly recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason B. CA $147 CA $282 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hartford-Hotels-Cozy-1bedroom-Apt-Loft-Style-In-Welcoming-Hartford-With-WiFi.h113766353.Hotel-Information) ![Hair dryer](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/6b7f737f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/b00a011f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital. Dwight 10/10 Exceptional (1) "The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH M S M. CA $161 CA $291 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/New-Haven-Hotels-Modern-Studio-Near-Yale.h119675542.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/57c3624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/c2ccb83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/2777fe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/b356aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale East Shore 10/10 Exceptional (1) "Had a Great stay at the nauti nook!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David D. CA $188 CA $621 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/East-Haven-Hotels-The-Nauti-Nook-At-Tweed.h117606175.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/abc38fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/w905h683x59y0-78a87dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/cc285c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/w507h683x259y0-8652ce53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angelica’s safe haven @ west haven West Haven 10/10 Exceptional (5) "Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $192 CA $472 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/52e9917c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/db137cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/92e1c635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/c3254a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Furnished 1BR Apartment Wallingford 10/10 Exceptional (1) "This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer L. [](https://www.expedia.ca/Wallingford-Hotels-Fully-Furnished-1BR-Apartment.h75896162.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/w1020h537x2y73-be3b2dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/w1016h683x4y0-0a5cb08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/w1440h958x0y3-95001a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/w1016h683x4y0-7c2b1575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable East Rock 10/10 Exceptional (4) "Great place - wish we had more than one night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steri-Clean N. CA $195 CA $518 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Green-N-Groovy-In-The-Heart-Of-East-Rock-Near-DT-Yale-Quaint-And-Comfortable.h90867477.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/734d086a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/d222cb37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/88db8b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/3c2e92b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sun Filled Cozy Creamery Plainville 8.8/10 Excellent (22) "Nice,cozy and a reasonable rate." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachelle B. CA $116 CA $385 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Plainville-Hotels-The-Sun-Filled-Cozy-Creamery.h110371901.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/9e9e7dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/128747f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/w1021h683x0y0-bc590600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/343660cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr East Rock 9.0/10 Wonderful (10) "Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd L. CA $202 CA $460 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-Haven-Hotels-Sunshine-Central-Yale-3BR-Prking-WshrDryr.h95032280.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/5e3eabe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/27bd894d.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/103000000/102010000/102009000/102008961/05d1cd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/8c7f761e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Fully Furnished Cozy Studio Wallingford Center 9.8/10 Exceptional (7) "Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick C. CA $161 CA $404 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/282f9b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a0e0c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a10e81b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d4937d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio| Near Yale| Downtown New Haven Downtown New Haven 9.0/10 Wonderful (9) "A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason K. CA $135 CA $279 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/60c98539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/65f83363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/a114e15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/b3ddf07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown Haddam 10/10 Exceptional (24) "Overall wonderful experience, would highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven R. CA $175 CA $362 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Higganum-Hotels-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/321be2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/0a69331b.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/104000000/103030000/103030000/103029991/a34edd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/ee5526e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Studio apartment in center of town Wallingford Center 10/10 Exceptional (1) "I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadine C. CA $161 CA $404 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347000/114346945/e6266853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114347000/114346945/w1195h799x5y0-599cdbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114350000/114347000/114346945/845c6bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347000/114346945/03705c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern apt in Wooster Square Downtown New Haven 10/10 Exceptional (2) "great ty NICE PLACE TO VISIT IN CT" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOSE CA $276 CA $557 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/New-Haven-Hotels-Modern-Apt-In-Wooster-Square.h114346945.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/11c280b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/3720d28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/dce0e1f5.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/103000000/102970000/102964700/102964673/13839c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New 1BR Great Location Center of Town Wallingford Center 10/10 Exceptional (2) "Perfect spot for Oakdale Theater. Everything was as described and we were very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah W. CA $161 CA $404 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Wallingford-Hotels-New-1BR-Great-Location-Center-Of-Town.h102964673.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=2025-11-05&endDate=2025-11-06®ionId=183057&adults=2&lodging=APARTMENT&sort=RECOMMENDED&openPlayBack=true) ![](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%2FCheshire-Apartments.d183057-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Apartments.d183057-aaApartments.Travel-Guide-Accommodation) ## Top Cheshire Hotel Reviews ![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "The room was clean and staff was friendly. We enjoyed the queen beds." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Best Western Hartford Hotel & Suites](//images.trvl-media.com/lodging/1000000/20000/12200/12156/cfbe36c4_y.jpg) ### Best Western Hartford Hotel & Suites 10/10 Excellent "Our room was great & the breakfast was delicious!" [](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Rooms look old some of the furniture looks well used" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "Front desk staff were excellent five stars \*\*\*\*\*" [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![The Capitol Hotel](//images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 10/10 Excellent "Perfect for our stay convenient location " [](https://expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Perfect overall" [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Red Roof Inn Meriden](//images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg) ### Red Roof Inn Meriden 10/10 Excellent "Clean with a nice staff. Great value too." [](https://expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information) ![Cheshire Welcome Inn](//images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/c0034c2e_y.jpg) ### Cheshire Welcome Inn 10/10 Excellent "Easy parking, a lot of food. " [](https://expedia.ca/New-Haven-Hotels-Cheshire-Welcome-Inn.h1896545.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](//images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 10/10 Excellent "The room was clean, and the gym facilities were excellent. I appreciated the cool bar area and the meeting spaces. The staff was very friendly and knowledgeable. On the downside, the elevators were slow, and the air conditioning in my room could have been cooler. Additionally, I found that the shower door opens inward, and I believe it would be more efficient if it opened outward." [](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ## Find out more about Cheshire ## Cheshire Apartments information | Number of reviews | 144 | | --- | --- | | Accommodation | 338 Apartments | | Lowest Price | CA $245 | | Highest Price | CA $621 | ## Frequently asked questions ### What's it like to stay at an apartment in Cheshire? > There might not be many choices centrally in Cheshire, but Expedia can help you locate accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses. Any visit to a new destination can be a culinary trip so why not visit the local restaurants? ### Why choose an apartment over a traditional hotel room? > An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families who want the conveniences of home. ### What's the best apartment I should consider for a stay in Cheshire? > Below are some of the more popular apartments in the area: [Totally Private Cozy studio in awesome Hartford with WiFi, AC](https://www.expedia.ca/Hartford-Hotels-Totally-Private-Cozy-Studio-In-Awesome-Hartford-With-WiFi.h110783051.Hotel-Information): Situated in Hartford, 21.6 mi/34.8 km from the heart of Cheshire. [XL Center 1-BR Condo|DWNTN Hartford|Easy Parking](https://www.expedia.ca/Hartford-Hotels-Hartford-Heights-Skyline-Views-Await.h100160561.Hotel-Information): Located 21.4 mi/34.4 km away in Hartford. Amenities include free WiFi. Access to onsite laundry facilities is available on site. [DIRECT WATERFRONT with awesome views and near Yale](https://www.expedia.ca/West-Haven-Hotels-DIRECT-WATERFRONT-With-Awesome-Views-And-Near-Yale.h117295126.Hotel-Information): It's situated in West Haven, 16.4 mi/26.4 km away. Includes private balconies and Smart TVs. [Stunning Apt W/ Parking and Gym | Downtown at Yale](https://www.expedia.ca/New-Haven-Hotels-Stunning-Apt-W-Parking-And-Gym-Downtown-At-Yale.h66538514.Hotel-Information): Located 14.4 mi/23.1 km away in New Haven. Free WiFi, separate dining areas, and sofa beds are included. Onsite laundry facilities and a game room are on site. [Experience Downtown Hartford near XL Center](https://www.expedia.ca/Hartford-Hotels-Trumbull-Queen-Charm-Elevator-Building-Hartford-Central.h103786379.Hotel-Information): Located in Hartford, 21.6 mi/34.8 km from Cheshire. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. ### What will the weather be like when I travel to Cheshire? > Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Cheshire. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches. ### What should I see in Cheshire? > Cheshire is known for its restaurants. Family-friendly attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm, whereas Drazen Orchards and Bartlem Park are a couple of great spots to enjoy the outdoors. While here, Maplecroft Plaza Shopping Center and Roaring Brook Park are other places worth a visit. ### What's the best way to get to and around Cheshire? > Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the heart of the city. Otherwise, look for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. 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