Title: Chester Vacation Rentals from $157: Search Short-Term Rentals | Expedia.com [Chester Hotels](https://expedia.com/Destinations-In-Chester.d553248635976006029.Hotel-Destinations)[Car Rentals in Chester](https://expedia.com/Destinations-In-Chester.d553248635976006029.Car-Rental-Destinations)[Chester Vacations](https://expedia.com/Chester.d553248635976006029.Destination-Travel-Guides) ![Chester featuring a bay or harbor](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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Top Cities in Chester ![Chester featuring 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.com/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.com/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) ![Interior](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/d4faefb2.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) ![Sauna](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2e933bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Forest Cabins [](https://www.expedia.com/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 $150 nightly $171 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/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) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/a1e1cabc.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) ![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.com/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 $138 nightly $157 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08®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.com/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.com/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.com/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.com/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.com/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.com/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.com/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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations) ## Top Chester Hotel Reviews ![Comfort Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19352/cccb0bff_y.jpg) ### Comfort Inn 6/10 Okay "Yes" [](https://expedia.com/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.com/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.com/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.com/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.com/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/569c133e_y.jpg) ### Future Inns Halifax 10/10 Excellent "Great location and price. Very friendly staff and rooms were spotless. Property is always very quiet." [](https://expedia.com/Halifax-Hotels-Future-Inns-Halifax.h908475.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.com/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.com/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.com/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ## Find out more about Chester ## Discover your perfect Chester vacation rental with Expedia #### How many vacation rentals are available in Chester? Expedia has plenty of vacation rentals to choose from in and around Chester, so you’re guaranteed to find the right one for you. #### How much is a vacation rental in Chester? The selection of Chester vacation rentals we have selected for you start as low as $157 per night. Entering your travel dates in the search wizard you might find even better deals! #### What type of vacation rental can I get in Chester? Vacation rentals in Chester come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Chester vacation rentals to suit everyone. #### Why should I choose a vacation rental in Chester? Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Chester vacation rental often works out to be a fantastic, cost-effective option for [groups](https://www.expedia.com/lp/b/vr/large) and [families](https://www.expedia.com/lp/b/vr/family) 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. #### How do I find the best deal on a vacation rental in Chester? Find vacation rentals in Chester by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Chester. #### What amenities are available in a vacation rental in Chester? The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a [swimming pool](https://www.expedia.com/lp/b/vr/private-pool) is more your thing. Of course, there’s always the treat of having [your own hot tub](https://www.expedia.com/lp/b/vr/hot-tub). Expedia has a vast range of amenities in Chester vacation rentals designed to suit every budget and trip type. #### When is the best time to stay in a vacation rental in Chester? Everytime is a great time to head to Chester! Staying in a Chester vacation rentals you will always find lots going on to keep you entertained. #### Why book a vacation rental with Expedia? Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Chester. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Chester vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Chester, you can save even more. #### Can I cancel my vacation rental through Expedia? Yes, you can cancel or change your Chester vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted. ## Explore a world of travel with Expedia - Popular Chester Cities - [Chester Vacation Rentals ](https://expedia.com/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals) - [Western Shore Vacation Rentals ](https://expedia.com/Western-Shore-Vacation-Rentals.d181860.Travel-Guide-VacationRentals) - [Fox Point Vacation Rentals ](https://expedia.com/Fox-Point-Vacation-Rentals.d553248635974547354.Travel-Guide-VacationRentals) - [Mill Cove Vacation Rentals ](https://expedia.com/Mill-Cove-Vacation-Rentals.d6294394.Travel-Guide-VacationRentals) - [Bayswater Vacation Rentals ](https://expedia.com/Bayswater-Vacation-Rentals.d6353709.Travel-Guide-VacationRentals) - [Blandford Vacation Rentals ](https://expedia.com/Blandford-Vacation-Rentals.d6222262.Travel-Guide-VacationRentals) - [Upper Blandford Vacation Rentals ](https://expedia.com/Upper-Blandford-Vacation-Rentals.d553248635796042172.Travel-Guide-VacationRentals) - [Mill Road Vacation Rentals ](https://expedia.com/Mill-Road-Vacation-Rentals.d553248635977190112.Travel-Guide-VacationRentals) - [New Ross Vacation Rentals ](https://expedia.com/New-Ross-Vacation-Rentals.d6353711.Travel-Guide-VacationRentals) - [Aldersville Vacation Rentals ](https://expedia.com/Aldersville-Vacation-Rentals.d553248635851212505.Travel-Guide-VacationRentals)