Title: Chester Cottages from CA $332 | 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 showing a small town or village and a lake or waterhole](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.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 [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 two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-06-19&endDate=2026-06-21&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/100000000/99830000/99827300/99827255/3e11dc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/b10f6c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/e11704f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/85335cdd.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-C2.h99827255.Hotel-Information) 9.8/10 Exceptional (9 reviews) "It was cleaned and cozy stay with beautiful lake view" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Vikrant D. CA $269 CA $358 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C2.h99827255.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) ![Living area](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/1cb9eb31.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) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95850000/95843500/95843426/5f00ae13.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 Mar 1 - Mar 2 [](https://www.expedia.ca/Sherwood-Hotels-Indulge-In-Luxurious-Bliss-Private-Hot-Tub.h95843426.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/01e9c8f2.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) ![Sauna](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/3b2518b0.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) 9.8/10 Exceptional (10 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 $269 CA $358 total includes taxes & fees Mar 1 - Mar 2 [](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) ![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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/d1777832.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 (13 reviews) "Very nice cottage, steps from the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $249 CA $332 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33707600/33707560/d9fe1a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33710000/33707600/33707560/d065dee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33710000/33707600/33707560/7fe1386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33710000/33707600/33707560/6b437a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hubbards [](https://www.expedia.ca/Hubbards-Hotels-SUN.h33707560.Hotel-Information) 9.4/10 Exceptional (16 reviews) "Lovely location. We enjoyed our stay and would go again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela C. CA $675 CA $1,069 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Hubbards-Hotels-SUN.h33707560.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/d3d9eaf1.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) ![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99829200/99829197/fda63fbf.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 (9 reviews) "Beautiful spot, very comfortable and peaceful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer CA $299 CA $396 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C4.h99829197.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99828800/99828731/6897d3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99828800/99828731/c8b46537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99830000/99828800/99828731/6bc6a700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99830000/99828800/99828731/0d02c2da.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-C5.h99828731.Hotel-Information) 9.8/10 Exceptional (8 reviews) "The place was exactly as advertised. Very clean, lots of towels, very cozy bed and bedding, hot tub was perfect, the view was incredible. Highly recommend!!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer R. CA $299 CA $398 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C5.h99828731.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) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/971ef016.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/100000000/99840000/99830800/99830754/1045b533.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 $279 CA $372 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C7.h99830754.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=2026-03-14&endDate=2026-03-15®ionId=58468&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_58468) ## 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CABIN) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&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-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 ![The Dockside Inn & Restaurant](https://images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414_y.jpg) ### The Dockside Inn & Restaurant 10/10 Excellent "Amazing individuals, super understanding, respectful and just overall awesome. Highly reccomend for nova scotian hospitality!" [](https://expedia.ca/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.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 "The owner, Margaret, was amazing. So friendly and accommodating. Her property is beautiful and very well appointed. We will definitely be back and recommend staying here. " [](https://expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg) ### The Homeport Motel 10/10 Excellent "The room was spotless, modern and very comfortable. Very convenient location on the edge of Lunenburg, and only 15 minutes from Bridgewater. Would definitely recommend staying here!" [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ![Salt Shaker Deli & Inn](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/f29b67eb_y.jpg) ### Salt Shaker Deli & Inn 10/10 Excellent "Lovely room with a beautiful view " [](https://expedia.ca/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information) ![Smugglers Cove Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg) ### Smugglers Cove Inn 10/10 Excellent "Great old building with so much charm. Did not expect an elevator which was very much appreciated. Operators where very friendly and knowledgeable. I will stay there again and recommend to friends and family" [](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information) ![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 "The staff was friendly and accommodating. " [](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information) ![Bridgewater Hotel](https://images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg) ### Bridgewater Hotel 10/10 Excellent "Very friendly staff and very clean rooms and rest of hotel as well " [](https://expedia.ca/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information) ![Days Inn & Conference Center by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg) ### Days Inn & Conference Center by Wyndham Bridgewater 10/10 Excellent "Yes" [](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.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) ## Find out more about Chester ## Chester Cottages information | Number of reviews | 58 | | ----------------- | ----------- | | Accommodation | 49 Cottages | | Lowest Price | CA $332 | | Highest Price | CA $1,069 | ## 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) - [Hotels near Chester Art Center ](https://www.expedia.ca/Chester-Art-Center-Hotels.0-l6309742-0.Travel-Guide-Filter-Hotels) - 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