Title: Middletown Villas from CA $1,171 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.ca/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8864.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # Search Middletown Villa Rentals from CA $1,171 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown Villas ![Property grounds](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/578a66aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/df00ee5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/4b55e569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/20538ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury School House Retreat With Sauna & Pool- 1HR from NYC New Hampton 10/10 Exceptional (17) "We LOVED our stay at The School House! The home is absolutely beautiful, with plenty of space for everyone to spread out and relax. The pool was a standout — perfectly sized for families with little ones and incredibly well maintained with its refreshing salt water. Hunter and his family have created such a warm, welcoming retreat. We’re already looking forward to the chance to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nkirote M. CA $1,073 CA $1,866 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/New-Hampton-Hotels-Luxury-School-House-Wheated-Pool-1HR-From-NYC.h76007287.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/606b0217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/8a12dee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/91068c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/4a66921e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool, Fire Pit Bedroom & Alaska King – Sleeps 16 goshen CA $618 CA $1,171 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Goshen-Hotels-Pool.h120579000.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=2025-11-02&endDate=2025-11-03®ionId=8864&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FMiddletown-Villas.d8864-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Villas.d8864-aaVillas.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "The young man was so nice and helpful. Had a great stay. " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Clean and convenient " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Resorts World Catskills Casino](//images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "It is a great place to stay" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg) ### The Crossroads Hotel, Newburgh 10/10 Excellent "This time got very clean and spacious room. All was great!" [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![Candlewood Suites Middletown Goshen by IHG](//images.trvl-media.com/lodging/110000000/109760000/109754400/109754354/c4355a04_y.jpg) ### Candlewood Suites Middletown Goshen by IHG 10/10 Excellent "Staff was. Excellent " [](https://expedia.ca/Middletown-Hotels-Candlewood-Suites-Middletown-Goshen.h109754354.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](//images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Friendly staff. Clean and quiet. A few restaurant options near by." [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Home2 Suites by Hilton Middletown](//images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg) ### Home2 Suites by Hilton Middletown 10/10 Excellent "the room was very clean, friendly staff " [](https://expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![Residence Inn by Marriott Middletown Goshen](//images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/9a478c40_y.jpg) ### Residence Inn by Marriott Middletown Goshen 10/10 Excellent "The best!! Completely beautiful and spotless, breakfast was amazing a lot of different choice to pick from. Staff was very welcoming and nice. Next time I book a flight I will be staying here again. 💕" [](https://expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](//images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Under extreme circumstances with large numbers of children and workmen the staff was attentive and helpful to my stay. Thank you. " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ## Find out more about Middletown ## Middletown Villas information | Number of reviews | 17 | | --- | --- | | Accommodation | 24 Villas | | Lowest Price | CA $1,171 | | Highest Price | CA $1,866 | ## Frequently asked questions ### Why book your villa in Middletown with Expedia? > Expedia makes it a breeze to find your dream villa in Middletown. Taking the kids on vacation? Take advantage of our filters to look for stays with a pool or free WiFi. If you need to stick to a budget, choose how much you'd like to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste. ### How can I find cheap villas in Middletown? > With Expedia's handy filter tool, locating cheap villas in Middletown is a piece of cake. To find accommodations that are gentle on your bank balance, tailor your search results by amenities, budget and star rating. ### What is there to do near my villa in Middletown? > The best travel accessory is a well-planned schedule. 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