Title: Chester Apartment Rentals from CA $236 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Chester ![](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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Apartments ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/b3f07f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/a00f1db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/7f3a22c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom retreat minutes from West Point! Highland Falls 10/10 Exceptional (1) "Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zack C. CA $131 CA $236 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/5710350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/7ac74429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/d10065ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/d695e82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen Beacon 10/10 Exceptional (31) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol M. CA $154 CA $341 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-2-On-Main-Street-Luxury-Steam-Shower.h69544886.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/b3c97637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/475d7ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/24798174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dream getaway apartment in the foot of Gunks Ridge Wallkill 9.6/10 Exceptional (23) "Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harriet CA $113 CA $268 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/f0360276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Apt with Coffee Bar, 1/2 Mile to West Point! Highland Falls 10/10 Exceptional (12) "Great Unit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rudy R. CA $159 CA $423 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/6e4e3d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/bf42ae23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/91fd81e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/3fcd4644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grant - A Tranquil One Bedroom Steps from River Newburgh 9.6/10 Exceptional (35) "Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zohar CA $151 CA $367 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Newburgh-Hotels-Grant-A-Tranquil-One-Bedroom-Steps-From-River.h71726382.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-e3ffc6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-f4c49bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-4a1add61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-1f742be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux APT Your home away from home. Beacon 10/10 Exceptional (1) "Very clean and great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlene D. CA $210 CA $399 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Beacon-Hotels-Lux-APT-Your-Home-Away-From-Home.h104376650.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/01e6d3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/1f28d2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/472affae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/0ac1e961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen Warwick 10/10 Exceptional (30) "Beautiful space right on Main street in Downtown Warwick. Everything is new and clean. The bed couldn't be any more comfy, and the shower is worth the price of admission ! There's plenty to do in the area & this makes a perfect home base to do it from. The whole transaction was hassle free & we couldn't have been more pleased with our stay. If you book this one, you really won't regret it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $157 CA $364 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Warwick-Hotels-Luxe-Penthouse-Loft-On-Main-St-Steam-Shower.h77868343.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/b9b3bdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/41dec043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/969d614c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy country efficiency in the Hudson Valley Newburgh 9.8/10 Exceptional (63) "Such a cute place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $189 CA $369 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/fef382d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/6b59c530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/1dc5d583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/0b1d636e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax! Wallkill 10/10 Exceptional (68) "This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy F. CA $172 CA $342 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Wallkill-Hotels-Waterfront-Modern-1bd-10-Min-To-Mtns-Wineries.h69532688.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/a47d38a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c77ad2d6.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/97000000/96110000/96102100/96102062/c51ae514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c5b0a41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown Port Jervis 10/10 Exceptional (4) "House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen C. CA $151 CA $462 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/55be6efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/725d33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/d01ab563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/655d51ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Trails: Studio w/ Water Views Westbrookville CA $189 CA $328 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/127e9816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/58de169a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ac2ddafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/78f4c900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking. Montgomery 10/10 Exceptional (2) "Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan B. CA $189 CA $331 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/5f333905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/352a713a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/35e462da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen Beacon 9.8/10 Exceptional (41) "Adorable place to stay in an adorable town! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary L. CA $154 CA $327 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/f8867197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/513e1d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/95f7bf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/ed7acc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way. Wurtsboro 8.0/10 Very good (1) CA $182 CA $385 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/09ad081b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/9548d1f2_edited_b721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/5e21b666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/8fa39589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful First Flr, 2-Bedroom Apt w/ Free Parking Highland Falls 10/10 Exceptional (4) "Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark V. CA $200 CA $339 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/93cccc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/79ae96ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/ff78d392.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/104000000/103740000/103740000/103739995/0d80f8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wine House, Sitting atop of Warwick's brand new Wine Bar Warwick 10/10 Exceptional (23) "Great place! It was our 2nd stay. Highly recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren G. CA $246 CA $358 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/9fa76c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7fbb18e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/8a733476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/120892ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Local Artist Inspired | Walk to WestPoint + King Bed Highland Falls 9.2/10 Wonderful (9) "Stayed for the Easter w/e to visit our cadet son at West Point. % mins from maon street and 10 mins from West Point and the golf course. Clean, spacious and well laid out for 2 adults and 2 teenage kids. Will be looking to stay there again on future visits instead of trying to find hotels that are 25-40 mins drive away." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iain M. CA $232 CA $672 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/3431f756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/11156b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/f1a7dfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/4c1bc22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to WP Gate + Free Parking! Highland Falls 9.8/10 Exceptional (19) "This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $200 CA $336 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/6de29667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/c719cddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/2954f439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9d8cc87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Verde B&B, Greenwood Lake NY, 1 Monroe 9.8/10 Exceptional (29) "Great host. Home is very clean and well appointed. Would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $262 CA $429 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Monroe-Hotels-House.h70576621.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/a664f699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/c842c5ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/w1329h900x21y0-1abdf57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/2dfcb531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Apartment Near Legoland! New Hampton CA $290 CA $565 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/New-Hampton-Hotels-Cozy-Apartment-Near-Legoland.h115413879.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&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%2FChester-Apartments.d6046665-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Apartments.d6046665-aaApartments.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 Apartments information | Number of reviews | 385 | | --- | --- | | Accommodation | 121 Apartments | | Lowest Price | CA $236 | | Highest Price | CA $672 | ## Frequently asked questions ### What's it like to stay at an apartment in Chester? > You'll find 19 hotels and other accommodations in Chester. Though there aren't many apartments, we can help you locate accommodations that are similar. 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 also filter by similar properties such as condos, vacation homes, or cottages. You might want to visit the area's shops and enjoy its restaurants. Visit top sights in the region such as LEGOLAND® New York and Woodbury Common Premium Outlets. ### How do you know if an apartment is the best choice for you? > An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home. ### What's a favorite apartment I should consider for a stay in Chester? > Below is a top apartment in the area to consider: [< 1 Mi to Mountain Creek Resort: Condo w/ Balcony](https://www.expedia.ca/Vernon-Hotels-1-Mi-To-Mountain-Creek-Resort-Condo-W-Balcony.h112663662.Hotel-Information): Located in Vernon, 16.9 mi/27.1 km from Chester. Includes private balconies and fireplaces. Free parking and an outdoor pool are on site. ### What will the weather be like in Chester? > Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Chester. 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 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall. ### What should I see and do in Chester? > Chester is known for its restaurants and shops. Family-friendly attractions include Castle Fun Center, whereas The Rock Sports Complex is a spot to enjoy the outdoors. While in the area, you can also visit popular places like LEGOLAND® New York and Woodbury Common Premium Outlets. ### What's the best way to get to and around Chester? > Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) away from the city center. Otherwise, look for flights into Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. 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