Title: Chester Villas from CA $1,066 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6046665.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chester Villa Rentals from CA $1,066 ![](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=6046665&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester 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) ![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/9aceafd2.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) ### Luxury School House Retreat With Sauna & Pool- 1HR from NYC New Hampton 10/10 Exceptional (17) "The best was relaxing by the pool. The house had everything we needed. We would definitely go back if we were ever in the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin L. CA $1,071 CA $1,863 total includes taxes & fees Oct 28 - Oct 29 [](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) ![Interior](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/91068c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/20c84dac.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) ### Pool, Fire Pit Bedroom & Alaska King – Sleeps 16 goshen CA $547 CA $1,066 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Goshen-Hotels-Pool.h120579000.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/4bfd201e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/afb447e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/2153a20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/746a260c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space Monroe 7.6/10 Good (4) "It was a great home with lots of space indoor and outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yogita R. CA $792 CA $1,594 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Monroe-Hotels-7BR-Monroe-Getaway-Pool.h118005460.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=2025-11-09&endDate=2025-11-10®ionId=6046665&adults=2&lodging=VILLA&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%2FChester-Villas.d6046665-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Villas.d6046665-aaVillas.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Clean room" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hampton Inn Nanuet](//images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Excellent stay. Very clean and staff was very nice." [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Hampton Inn & Suites Mahwah](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Nice for the location, pool needs a bit of an update but it was nice enough!" [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "A quick stop over the hotel was situated in a great location and everything seemed neat and comfortable. " [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 "Very clean and roomy, quiet A/C, nice breakfast." [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![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 view of the river from the front is beautiful. I would stay here again. " [](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 "Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![DoubleTree by Hilton Mahwah](//images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg) ### DoubleTree by Hilton Mahwah 10/10 Excellent "We didn’t do breakfast. Staff is very nice and efficient. Some construction going on in the lobby, but didn’t disturb anyone. Nice stay we would recommend. " [](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.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 "Great property and the staff was very accommodating to our large wedding group that was staying there. Large and comfortable lobby was an ideal gathering place for us." [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ## Find out more about Chester ## Chester Villas information | Number of reviews | 21 | | --- | --- | | Accommodation | 19 Villas | | Lowest Price | CA $1,066 | | Highest Price | CA $1,863 | ## Frequently asked questions ### Why book your villa in Chester with Expedia? > Expedia makes it simple to find your dream villa in Chester. Vacationing with the kids? Make the most of our helpful filters to look for stays with a kitchen or a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the perfect fit that gels with your style and taste. ### How can I find cheap villas in Chester? > Expedia is here to help you easily source cheap villas in Chester. Use our handy filter tool to choose amenities, budget and star rating to refine your search and find an amazing place to stay in a few clicks. ### What is there to do near my villa in Chester? > If you're ready to make the most of your time in Chester, pay a visit to [Castle Fun Center](https://www.expedia.ca/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction). 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