Title: Chester Cottages from CA $183 | Expedia.ca [Chester Travel Guide](https://expedia.ca/Chester.dx58468)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d58468.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d58468.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d58468.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d58468.Destination-Travel-Guides) ![Chester which includes a bay or harbour, a coastal town and sailing](https://images.trvl-media.com/place/58468/f34c9d07-bf50-4f98-b6b0-f47258794d90.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/58468/f34c9d07-bf50-4f98-b6b0-f47258794d90.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 ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester cottages ![Property grounds](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/01e9c8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/3b2518b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/3dd59e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/98eb122a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C6.h99830165.Hotel-Information) 10/10 Exceptional (9 reviews) "The cabin was very private and it was nice having the hot tub on our front deck." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane T. CA $129 CA $183 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C6.h99830165.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/f97f53fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/a12330a4.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/100000000/99830000/99828000/99827978/ba6890e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/b83d1e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.Hotel-Information) 10/10 Exceptional (12 reviews) "Very nice cottage, steps from the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $119 CA $248 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/a5a74d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/6071042d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/5f00ae13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/0939d88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Chester [](https://www.expedia.ca/Sherwood-Hotels-Indulge-In-Luxurious-Bliss-Private-Hot-Tub.h95843426.Hotel-Information) 9.0/10 Wonderful (2 reviews) "It was the perfect get away for myself after a rough week at work! Highly recommend. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Michelle L. CA $279 CA $363 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Sherwood-Hotels-Indulge-In-Luxurious-Bliss-Private-Hot-Tub.h95843426.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/52bec330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/31c8fdcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/a2a170a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/1045b533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C7.h99830754.Hotel-Information) 9.6/10 Exceptional (10 reviews) "Accommodation was excellent, particularly the hot tub overlooking the bay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David B. CA $179 CA $242 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C7.h99830754.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/c4d3134c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/w1016h683x8y0-75409ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/d3d9eaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/3eda0429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C4.h99829197.Hotel-Information) 10/10 Exceptional (7 reviews) "It was lovely really enjoyed the property.. loved hot tub and sauna!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mark R. CA $179 CA $242 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C4.h99829197.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99840000/99831600/99831580/ddb7be01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99840000/99831600/99831580/a4d7456d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99831600/99831580/6186e28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99840000/99831600/99831580/9dd52d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C8.h99831580.Hotel-Information) 10/10 Exceptional (15 reviews) "Fantastic location and great amenities." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Vanessa CA $199 CA $267 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C8.h99831580.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=2026-01-27&endDate=2026-01-28®ionId=58468&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+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CHALET) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada®ionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO) ![](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-Cottages.d58468-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Cottages.d58468-aaCottages.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Best Western Plus Bridgewater Hotel & Convention Centre](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg) ### Best Western Plus Bridgewater Hotel & Convention Centre 10/10 Excellent "Friendly staff, great restaurant " [](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information) ![The Dockside Inn & Restaurant](https://images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414_y.jpg) ### The Dockside Inn & Restaurant 10/10 Excellent "The owner and staff were unbelievably personable. Mike, the owner was truly a gem. The dockside was an amazing place to stay with great water views and amazing proximity to downtown shopping. The room is extremely clean and spacious and it was such a delight. We loved eating at the restaurant as well. That was certainly a plus. Breakfast with The view and the sunrise and sunsets were incredible. Can't wait to go back again." [](https://expedia.ca/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.Hotel-Information) ![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg) ### The Homeport Motel 10/10 Excellent "Very convenient location, great communication, spacious room." [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ![Smugglers Cove Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg) ### Smugglers Cove Inn 10/10 Excellent "Yes" [](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information) ![Bridgewater Hotel](https://images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg) ### Bridgewater Hotel 10/10 Excellent "Friendly and efficient staff." [](https://expedia.ca/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information) ![Travelodge by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg) ### Travelodge by Wyndham Bridgewater 10/10 Excellent "Room had all the necessities and was fresh and clean. Staff was very courteous and helpful. Enjoyed the breakfast. We plan to stay again." [](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ![Black Forest Cabins](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6_y.jpg) ### Black Forest Cabins 10/10 Excellent "Spotless room" [](https://expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information) ![Mahone Bay Hide-Away ](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/f4c98cd1_y.jpg) ### Mahone Bay Hide-Away 10/10 Excellent "Beautiful space, tastefully decorated, well equipped and immaculately clean! We especially enjoyed the spacious kitchen which allowed us to make a meal together with our grandchildren. Pam and Dave were wonderful, going above and beyond to ensure our stay was all it could be. We feel fortunate to have discovered this little gem, and we will definitely be back!" [](https://expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information) ![Miller House By the Bay](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/61799608_y.jpg) ### Miller House By the Bay 10/10 Excellent "Our stay at Miller House by the Bay was truly delightful. The moment we stepped inside the 1800s heritage home, we were struck by its character and warmth. It’s the kind of place where history feels alive, yet every corner is inviting and comfortable. Margaret is a remarkable host. She welcomed us with such kindness and genuine care that it instantly felt like we were visiting an old friend rather than checking into accommodations. Her thoughtful touches throughout our stay made all the difference. I truly enjoyed our informal chats as Margaret is a wealth of information. Evenings were especially fun as we unwound with a marble game—a simple, fun tradition that added a surprisingly charming element to our visit. We left feeling relaxed, cared for, and already talking about when we might return. A wonderful spot for anyone looking for a stay with heart and personality." [](https://expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ## Find out more about Chester ## Chester Cottages information | Number of reviews | 39 | | ----------------- | ----------- | | Accommodation | 49 Cottages | | Lowest Price | CA $183 | | Highest Price | CA $363 | ## Frequently asked questions ### How much do cottages in Chester cost? ### Why book your cottage in Chester with Expedia? ### How can I find cheap cottages in Chester? ### What is there to do in Chester near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [3 Star Hotels in Gold River ](https://www.expedia.ca/3Star-Gold-River-Hotels.s30-0-d553248635977184228.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Gold River ](https://www.expedia.ca/4Star-Gold-River-Hotels.s40-0-d553248635977184228.Travel-Guide-Filter-Hotels) - [Hotels near Amicus Gallery ](https://www.expedia.ca/Amicus-Gallery-Hotels.0-l6301678-0.Travel-Guide-Filter-Hotels) - 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