Title: Chester Vacation Rentals from CA $215: Short-Term Rentals for 2026 | Expedia.ca [Chester Hotels](https://expedia.ca/Destinations-In-Chester.d553248635976006029.Hotel-Destinations)[Chester Car Rentals](https://expedia.ca/Destinations-In-Chester.d553248635976006029.Car-Rental-Destinations)[Chester Vacations](https://expedia.ca/Chester.d553248635976006029.Destination-Travel-Guides) ![Chester showing a bay or harbour](https://images.trvl-media.com/place/58468/a122c194-437e-4a1d-bc78-d39484eb95a7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/58468/a122c194-437e-4a1d-bc78-d39484eb95a7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Top Cities in Chester ![Chester which includes a house and a small town or village](https://images.trvl-media.com/place/58468/563e3b62-f804-4c09-b542-8c6504d90bff.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chester [](https://expedia.ca/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals) ![Point Riche Lighthouse sits at the western tip of the Point Riche peninsula near Port au Choix National Historic Site, overlooking the Gulf of St Lawrence. ](https://images.trvl-media.com/place/181860/d0311923-c0f1-4d1d-807b-ba209ddf97a3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Western Shore [](https://expedia.ca/Western-Shore-Vacation-Rentals.d181860.Travel-Guide-VacationRentals) ## Our top choices for Chester vacation rentals ![Premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/w1498h1003x3y0-a7933fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2e933bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/b3c5c2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Forest Cabins [](https://www.expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information) Mahone Bay 10/10 Exceptional (23 reviews) "Great spot for a special night out … beds were super comfortable " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline CA $185 CA $245 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information) ![Studio Suite, Kitchenette, Ocean View | Water view](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/ad45dd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/983b80d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/be815c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchenette, Ocean View | Water view](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/80e974ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Micro Boutique Living Wolfville [](https://www.expedia.ca/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.Hotel-Information) Wolfville 9.0/10 Wonderful (1,100 reviews) "Very clean great location missing a few amenities, like ice cube trays but other than that great stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rebecca CA $189 CA $215 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.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=2026-04-08&endDate=2026-04-09®ionId=553248635976006029&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=HOUSE_BOAT) ![](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%2FDestinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations) ## Top Chester Hotel Reviews ![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/569c133e_y.jpg) ### Future Inns Halifax 10/10 Excellent "Lovely " [](https://expedia.ca/Halifax-Hotels-Future-Inns-Halifax.h908475.Hotel-Information) ![Comfort Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19352/cccb0bff_y.jpg) ### Comfort Inn 6/10 Okay "Yes" [](https://expedia.ca/Halifax-Hotels-Comfort-Inn.h19352.Hotel-Information) ![Smugglers Cove Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg) ### Smugglers Cove Inn 10/10 Excellent "Nothing fancy but it is warm and clean. Michael and his family and staff are welcoming and wonderful. Can walk to local shops and eateries. Highly recommend." [](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information) ![Chateau Bedford, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/30000/20700/20624/586598e6_y.jpg) ### Chateau Bedford, Trademark Collection by Wyndham 10/10 Excellent "Cleanliness and friendly " [](https://expedia.ca/Halifax-Hotels-Chateau-Bedford.h20624.Hotel-Information) ![Stardust Motel Bedford](https://images.trvl-media.com/lodging/10000000/9300000/9292600/9292550/48718c31_y.jpg) ### Stardust Motel Bedford 10/10 Excellent "didn't use laundry service but heat/ac was good" [](https://expedia.ca/Halifax-Hotels-Stardust-Motel.h9292550.Hotel-Information) ![Tattingstone Inn](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/b9f447f6_y.jpg) ### Tattingstone Inn 10/10 Excellent "Awesome room and fabulous breakfast. Staff are exceptional. Will definitely be back " [](https://expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![Holiday Inn Express & Suites Halifax - Bedford by IHG](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304359/c500f8a9_y.jpg) ### Holiday Inn Express & Suites Halifax - Bedford by IHG 10/10 Excellent "Pool was closed" [](https://expedia.ca/Halifax-Hotels-Holiday-Inn-Express-Suites-Halifax-Bedford.h1304359.Hotel-Information) ![Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/77000000/76700000/76690100/76690078/58d617b9_y.jpg) ### Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel 10/10 Excellent "We found everything amazing except for one important item which was the pillows. We love having four pillows but they should have included two softer pillows along with the more firmer pillows that were provided. Other than that we had an amazing stay as usual. Thank you so much! Dorothy and Philippe Chaignon from Gould’s, Newfoundland. " [](https://expedia.ca/Halifax-Hotels-Halifax-Tower-Hotel-Conference-Centre.h76690078.Hotel-Information) ![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/ba47b2c9_y.jpg) ### The Homeport Motel 10/10 Excellent "Clean, easy self check in." [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ## Find out more about Chester **Everything you need to know about** **Chester** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Chester vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chester vacation rentals we have selected for you start as low as CA $215 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chester rentals** At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Popular Chester Cities - All accommodation types in Chester - [Chester Vacation Rentals ](https://expedia.ca/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals) - [Western Shore Vacation Rentals ](https://expedia.ca/Western-Shore-Vacation-Rentals.d181860.Travel-Guide-VacationRentals) - [Fox Point Vacation Rentals ](https://expedia.ca/Fox-Point-Vacation-Rentals.d553248635974547354.Travel-Guide-VacationRentals) - [Mill Cove Vacation Rentals ](https://expedia.ca/Mill-Cove-Vacation-Rentals.d6294394.Travel-Guide-VacationRentals) - [Bayswater Vacation Rentals ](https://expedia.ca/Bayswater-Vacation-Rentals.d6353709.Travel-Guide-VacationRentals) - [East River Point Vacation Rentals ](https://expedia.ca/East-River-Point-Vacation-Rentals.d553248635977184223.Travel-Guide-VacationRentals) - [Blandford Vacation Rentals ](https://expedia.ca/Blandford-Vacation-Rentals.d6222262.Travel-Guide-VacationRentals) - [Upper Blandford Vacation Rentals ](https://expedia.ca/Upper-Blandford-Vacation-Rentals.d553248635796042172.Travel-Guide-VacationRentals) - [Aspotogan Vacation Rentals ](https://expedia.ca/Aspotogan-Vacation-Rentals.d553248635977184224.Travel-Guide-VacationRentals) - [Gold River Vacation Rentals ](https://expedia.ca/Gold-River-Vacation-Rentals.d553248635977184228.Travel-Guide-VacationRentals) - [Mill Road Vacation Rentals ](https://expedia.ca/Mill-Road-Vacation-Rentals.d553248635977190112.Travel-Guide-VacationRentals) - [New Ross Vacation Rentals ](https://expedia.ca/New-Ross-Vacation-Rentals.d6353711.Travel-Guide-VacationRentals) - [Aldersville Vacation Rentals ](https://expedia.ca/Aldersville-Vacation-Rentals.d553248635851212505.Travel-Guide-VacationRentals) - [Vacation Homes in Chester ](https://expedia.ca/Chester-Private-Vacation-Homes.d553248635976006029-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Chester ](https://expedia.ca/Chester-Apartments.d553248635976006029-aaApartments.Travel-Guide-Accommodation) - [Cottages in Chester ](https://expedia.ca/Chester-Cottages.d553248635976006029-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Chester ](https://expedia.ca/Chester-Cabins.d553248635976006029-aaCabins.Travel-Guide-Accommodation) - [B&B in Chester ](https://expedia.ca/Chester-Bed-And-Breakfast.d553248635976006029-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Chester ](https://expedia.ca/Chester-Motels.d553248635976006029-aaMotels.Travel-Guide-Accommodation) - [Inns in Chester ](https://expedia.ca/Chester-Inns.d553248635976006029-aaInns.Travel-Guide-Accommodation) - [Chalets in Chester ](https://expedia.ca/Chester-Chalets.d553248635976006029-aaChalets.Travel-Guide-Accommodation) - [Farmstay in Chester ](https://expedia.ca/Chester-Agritourism.d553248635976006029-aaAgritourism.Travel-Guide-Accommodation) - [Villas in Chester ](https://expedia.ca/Chester-Villas.d553248635976006029-aaVillas.Travel-Guide-Accommodation) - [Guest Houses in Chester ](https://expedia.ca/Chester-Guest-Houses.d553248635976006029-aaGuestHouses.Travel-Guide-Accommodation) - [RV Parks in Chester ](https://expedia.ca/Chester-RV-Parks.d553248635976006029-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Chester ](https://expedia.ca/Chester-Resort-Hotels.d553248635976006029-aaResortHotels.Travel-Guide-Accommodation) - [Hostels in Chester ](https://expedia.ca/Chester-Hostels.d553248635976006029-aaHostels.Travel-Guide-Accommodation) - [Condo Rentals in Chester ](https://expedia.ca/Chester-Condos.d553248635976006029-aaCondos.Travel-Guide-Accommodation)