Title: Chester Apartment Rentals from CA $261 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89014&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) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Apartments ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/a8d66378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/5200a28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dover 9.4/10 Exceptional (16) "So cute and in such a great area! It was a perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaden F. CA $55 CA $358 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/965a693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/931e6922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bromley Mountain 9.8/10 Exceptional (7) "There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa P. CA $127 CA $456 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/00eb8e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/9098a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/b2050abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5b2f2adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bridgewater 8.8/10 Excellent (5) "As advertised" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark r. CA $121 CA $281 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/c9f7c522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/27c20437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/b0dd8181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/262afaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dover 10/10 Exceptional (4) "Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica H. CA $119 CA $289 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/c45c0db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/a831120e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/7902c46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/3d8cc946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Ludlow 8.6/10 Excellent (32) "great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C A. CA $133 CA $319 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/856198d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/0abf7733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/4700ee70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/5f696632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Ludlow 8.6/10 Excellent (12) "Clean with everything we needed for a few nights stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra S. CA $134 CA $387 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/dfba5049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/43fb3371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/e8e93ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/cb92a49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dover 9.6/10 Exceptional (5) "Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas D. CA $154 CA $519 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/West-Dover-Hotels-Mt-Snow-Condo-With-Pool-Mountain-Views-12-Mile-To-Mtn.h96021068.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/67aba71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/4224db50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/d053e0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/a462fd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Dover CA $254 CA $325 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-Studio-Murphy-Bed-Sofa.h113670772.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105230000/105225000/105224927/ab696e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/106000000/105230000/105225000/105224927/1a4bd243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105230000/105225000/105224927/34689514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105230000/105225000/105224927/d3bb7bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Keene CA $386 CA $558 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Keene-Hotels-Entire-Private-Apartment-Suite-In-Home-With-Own-Entrance.h105224927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/w1024h657x0y13-8887a1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/c9fcc2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/w1024h677x0y3-9e7a9eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/f999c395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Jackson Gore Base Area 10/10 Exceptional (2) "Very conveinent check in, nice property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $369 CA $468 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Ludlow-Hotels-Okemo-Studio-Condo-Loft-Near-Slopes-Pool.h96900398.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/739271d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/17dba0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/af3d5648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/14ef944a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dover CA $285 CA $1,008 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-6BD-3BA-Mount-Snow-VT-Ski-Back-Trail-Shuttle.h113732215.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/feaecb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/51a8f483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/4b03570b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/7396906d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West Dover 10/10 Exceptional (2) "Room was spacious & kitchen was equipped with essentials needed for a weekend stay. The extra sink area outside the Bathroom was an added bonus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean Marie L. CA $237 CA $301 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/West-Dover-Hotels-Cozy-Studio-Ski-In-Access-Kitchenette.h113670768.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/48716369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/1575cd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/6e834931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/6d6401fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bridgewater 10/10 Exceptional (5) "We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosie L. CA $121 CA $282 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/104000000/103190000/103188800/103188763/ba3213b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103188800/103188763/458f7ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103190000/103188800/103188763/412e8733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103190000/103188800/103188763/17bed0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Manchester 8.0/10 Very good (1) "Clean room. There was a trip hazard from bedroom to bathroom. Servers in restaurant were very attentive, courteous and professional. Food adequate but over priced." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne Marie CA $308 CA $389 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Manchester-Hotels-Equinox-Haven-King-Room-Culinary-Delights.h103188763.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/73ed86ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/5cd6f3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/d2344568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/02aba561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bridgewater 8.0/10 Very good (2) "clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda K. CA $104 CA $261 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bridgewater-Hotels-Long-Trail-Suite-At-The-Bridgewater-Inn.h90115094.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1999h1332x1y1-f530cd8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w2000h1332x0y1-5f563cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/db72303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1999h1332x1y1-6aef59b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Killington 9.0/10 Wonderful (7) "We have stayed here numerous times and it is always a nice experience. This suite is spacious and clean and it felt homey. Love the pool :) and it is so close to Killington making it a really convenient spot. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) patricia CA $255 CA $366 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Killington-Hotels-102-Deluxe-One-Bedroom-Queen-Suite-With-Outdoor-Heated-Pool.h38194800.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/d509eb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/86e914a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/99eda47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/f75e0894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bridgewater 9.2/10 Wonderful (7) "Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $112 CA $272 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91610000/91600100/91600022/1f64eae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91610000/91600100/91600022/edfd325d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/92000000/91610000/91600100/91600022/a0ccb034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91610000/91600100/91600022/f67d5e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dover CA $359 CA $461 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/West-Dover-Hotels-Large-Elegant-Historic-2BR.h91600022.Hotel-Information) ![Internet, bed sheets](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/023bb657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/68f24199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/b6513e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a9f17f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Ludlow 8.8/10 Excellent (29) "Great location and great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda G. CA $133 CA $332 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96800000/96797800/96797796/w1024h657x0y13-8de0b352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96800000/96797800/96797796/8d91243a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96800000/96797800/96797796/w1024h677x0y3-fdab1178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96800000/96797800/96797796/df96a808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Jackson Gore Base Area 8.0/10 Very good (1) CA $329 CA $403 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Ludlow-Hotels-Okemo-Spacious-Executive-Room-W-Amenities-Nearby.h96797796.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=2025-12-11&endDate=2025-12-12®ionId=89014&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_89014) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VILLA) ![](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.d89014-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Apartments.d89014-aaApartments.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Great location Everything updated Pleasant greeting in lobby" [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Staff was accommodating. Got a Free upgrade to my room" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "good" [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "It was great. The room was wonderful and the staff great." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Clean good service and location " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Courteous staff Clean room" [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg) ### Hampton Inn Brattleboro 10/10 Excellent "Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n go off for the day. All was very nice. Thank you!" [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Mountaineer Inn](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg) ### Mountaineer Inn 10/10 Excellent "Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again " [](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ## Find out more about Chester ## Chester Apartments information | Number of reviews | 96 | | --- | --- | | Accommodation | 169 Apartments | | Lowest Price | CA $261 | | Highest Price | CA $558 | ## Frequently asked questions ### What's it like to stay at an apartment in Chester? > You'll find a lot of options for your stay in Chester with 67 accommodations. Though there aren't many apartments, we can help you locate similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses. During your trip, you can check out this quaint area's ski slopes and shops. Discover the region's top sights such as Stratton Mountain Resort. ### Are you thinking about apartments over traditional hotel rooms? > Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area. ### What's a favorite apartment I should consider for a stay in Chester? > Here are some of the top apartments in the area to choose from: [Stratton South Long Trail Studio Adjacent to the Village and Lifts](https://www.expedia.ca/Long-Trail-Stratton-Studio-Located-Just-Steps-From-The-Village-And-Lifts.h37898636.Hotel-Information): Located in Stratton, 18.7 mi/30 km from the heart of Chester. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. [Long Trail House Studio at Stratton Mountain Resort](https://www.expedia.ca/Stratton-Hotels-Vrbo-Property.h41048329.Hotel-Information): Located 18.7 mi/30 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. [Efficient condo near slopes with kitchenette & great location](https://www.expedia.ca/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information): It's situated in Ludlow, 10.9 mi/17.5 km away. Includes sofa beds. [2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information): Located 26.5 mi/42.7 km away in West Dover. Free WiFi, fireplaces, and Smart TVs are included. A fitness center and an outdoor pool are on site. [Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn](https://www.expedia.ca/West-Dover-Hotels-Mt-Snow-Condo-With-Pool-Mountain-Views-12-Mile-To-Mtn.h96021068.Hotel-Information): Located in West Dover, 25 mi/40.3 km from Chester. Includes private balconies, fireplaces, and separate dining areas. Onsite laundry facilities and an indoor pool are on site. ### What will the weather be like during my trip to Chester? > Though weather is just one factor, 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 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall. ### What should I see and do in Chester? > Chester is known for its ski slopes and shops. DaVallia Art & Accents and Bonnie's Bundles Dolls are a couple of family-friendly sights. Stratton Mountain Resort and Grafton Historical Society are a couple of places you'll find in the larger area. ### What's the best way to get to and around Chester? > Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. 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