Title: Chester Villas from CA $1,083 | 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 $1,083 ![](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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76007300/76007287/9aceafd2.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 $1,070 CA $1,862 total includes taxes & fees Oct 29 - Oct 30 [](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) ![Dining](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/20c84dac.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 $559 CA $1,083 total includes taxes & fees Nov 4 - Nov 5 [](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=2025-11-06&endDate=2025-11-07®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 ![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) ![TAPA HOTEL ](//images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/7a31b033_y.jpg) ### TAPA HOTEL 10/10 Excellent "This has got to be one of the cleanest, most comfortable hotels I have stayed at in a while. Will definitely stay again when we are up this way!" [](https://expedia.ca/Mahwah-Hotels-TAPA-HOTEL.h101751621.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 "The perfect place for what we were asking. My brother and I stayed for one night as a stop on our travels further North. The staff was very pleasant, the room was clean, and parking was a breeze. We were able to grab dinner at the diner next door and we even went ice skating for an hour at the IceTime Sports Complex (a one minute drive) after dinner. We didn’t know what we’d be walking in to but it was an all around pleasant experience. " [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![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 "Yes" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Best Western The Inn At Ramsey](//images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9_y.jpg) ### Best Western The Inn At Ramsey 10/10 Excellent "When the manager saw how much luggage we had he moved our room closer for our convience. So thoughtful!" [](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 10/10 Excellent "Good and tasty " [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "Clean beautiful room and properties " [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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 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) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Great staff" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ## Find out more about Chester ## Chester Villas information | Number of reviews | 17 | | --- | --- | | Accommodation | 19 Villas | | Lowest Price | CA $1,083 | | Highest Price | CA $1,862 | ## 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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