Title: Chester Vacation Home Rentals from CA $237: Search Top Private Vacation Homes for Rent | 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 house and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/85000/85433-Chester.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chester Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/e0636ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/87b0c214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/be76059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/d3bbfadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort Hubbards 8.4/10 Very good (27) "Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! " CA $180 CA $237 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Fox-Point-Hotels-4-Bed.h77983126.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33400000/33393900/33393820/w799h599x1y1-c0ebb2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33400000/33393900/33393820/664b4d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33400000/33393900/33393820/77ce7f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33400000/33393900/33393820/w800h599x0y0-a4306e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Oceanfront Living in Authentic Fishing Village Northwest Cove 10/10 Exceptional (110) "A family member was getting married in Hubbards this weekend and we were her decorating crew so needed somewhere to stay. The house was perfect it slept all 13 of us (10 adults, 3 little kids), it was clean, well maintained and had absolutely stunning views. Kelly was absolutely wonderful to deal with, we will definitely be back! " [](https://www.expedia.ca/Fox-Point-Hotels-Spectacular-Oceanfront-Living-In-Authentic-Fishing-Village.h33393820.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/aafb5268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/875fb153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/73d74c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/834068cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home In the Heart of the Village of Chester Chester 9.6/10 Exceptional (28) "Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return." [](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/93cac6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/21445a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/f650b15f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/0aabd07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront 3-Bedroom Captain's House Rose Bay 9.8/10 Exceptional (27) "The property was just what we needed for our family. The location is great and close to the many things we wanted to do on our trip." [](https://www.expedia.ca/Feltzen-South-Hotels-Oceanfront-3-Bedroom-Captains-House.h105336308.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32550000/32548000/32547940/1dab639e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32550000/32548000/32547940/w1080h1440x0y240-d609f462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/33000000/32550000/32548000/32547940/w1080h1440x0y240-04428900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/33000000/32550000/32548000/32547940/w1080h1440x0y240-13953dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean front cottage in the heart of Hubbards. Hubbards 9.8/10 Exceptional (52) "Excellent week with the kids. Hosts were great. " [](https://www.expedia.ca/Fox-Point-Hotels-Ocean-Front-Cottage-In-The-Heart-Of-Hubbards.h32547940.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100360000/100354000/100353989/dbb75fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/101000000/100360000/100354000/100353989/e8131d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100360000/100354000/100353989/60c0000d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100360000/100354000/100353989/a1950548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax on the South Shore, steps from 2 beaches, ocean views & hot tub. East River Point 10/10 Exceptional (22) "Great location and very well equipped." [](https://www.expedia.ca/East-River-Point-Hotels-Relax-On-The-South-Shore.h100353989.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116140000/116131900/116131851/fe2c9a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, stereo](https://images.trvl-media.com/lodging/117000000/116140000/116131900/116131851/36f9cd1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116140000/116131900/116131851/a527c1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, stereo](https://images.trvl-media.com/lodging/117000000/116140000/116131900/116131851/1a61a954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lunenburg's Cupcake House Old Town Lunenburg 10/10 Exceptional (2) "What can I say? Lovely hosts, gorgeous cozy property, comfy beds, well-equipped kitchen, thoughtful information pack, board games in the cupboard, everything spotless, and in a great location within a few minutes walk of Lunenberg’s waterfront, shops and restaurants. Even the flowers at the front were in full bloom and smelled amazing! We toured Canada for 5 weeks, as a family of 4, staying in 14 different locations, and this house was my favourite. Thank you so much for a lovely stay! I only... [](https://www.expedia.ca/Lunenburg-Hotels-The-Cupcake-House.h116131851.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35670000/35668000/35667996/49b695e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/36000000/35670000/35668000/35667996/b692fad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35670000/35668000/35667996/a6b7dfc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35670000/35668000/35667996/b52dda00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern oceanview vacation living in the deep bay Hubbards 9.8/10 Exceptional (27) "Clean, quiet cottage with fantastic views of the cove. We enjoyed our stay and would recommend it for anyone." [](https://www.expedia.ca/Upper-Blandford-Hotels-Modern-Oceanview-Vacation-Living-In-Deep-Cove.h35667996.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/8774965a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/0c34673b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/b2bfb07d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/c54a5a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area Indian Harbour 9.8/10 Exceptional (124) "Cozy cottage with wonderful views. " [](https://www.expedia.ca/Indian-Harbour-Hotels-Whalesback-Cottage.h30358879.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/1136c9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/37cd7775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/ad047196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/384899b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views Ingramport 9.8/10 Exceptional (221) "Lots of amenities. Owners very helpful in recommending local restaurants. Enjoyed finding mussels and sea glass on the little beach as well as the antics of the "rock" beavers. The heated pool was a plus. Absolutely wonderful views of the bay." [](https://www.expedia.ca/Ingramport-Hotels-Nova-Scotia-Oceanfront-With-Private-Indoor-Pool-The-Land-Yacht.h29623024.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/f4c98cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/010f93bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/w2732h2032x0y8-44f7a57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/2027050c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mahone Bay Hide-Away Mahone Bay 10/10 Exceptional (90) "Great location, lovely town." [](https://www.expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/a302bd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/bc3c80fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/abaf964a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/dac4d497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg Lunenburg 9.8/10 Exceptional (16) "Lovely walking distance to the waterfront. Beautiful place to stay!" CA $270 CA $560 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Lunenburg-Hotels-Remodelled-Historic-Suite-Wnautical-Boho-Decor.h105540933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/369c592e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/c7ba0291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/05e9a671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/c96df89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tucked away on quiet street but short walk to Mahone Bay and all its amenities. Mahone Bay 10/10 Exceptional (21) "The place was clean, and host ensured we had no questions. " [](https://www.expedia.ca/Mahone-Bay-Hotels-Tucked-Away-On-Quiet-Street-But-Short-Walk-To-Mahone-Bay-And-All-Its-Amenities.h105358654.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102082800/102082729/afe75cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102082800/102082729/12b5f05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102082800/102082729/26080114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102090000/102082800/102082729/f05e7194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming & Peaceful Gem in Mahone Bay/400 Meters to the Water's Edge Mahone Bay 10/10 Exceptional (30) "I really can't say enough about this wonderful little gem. So quiet and peaceful. The building is wonderfully restored and decorated and every little detail is taken care of. Staying here was a high point on our family vacation." [](https://www.expedia.ca/Maders-Cove-Hotels-Where-Nature-Serenity-Intertwine.h102082729.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/6022b50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/3a7613ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/2dd6146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/fff7df18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zen Oceanfront Chalet- Hot Tub & Sauna - Private South Shore NS 10/10 Exceptional (1) "Everything about this rental is fabulous. The communication was excellent, helpful and fast. The location is great. The decor and layout are top notch. Our family were very confortable here. Thank you!" CA $659 CA $1,182 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Dublin-Shore-Hotels-Zen-Oceanfront-Chalet.h106921371.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33487600/33487550/e35fefd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33487600/33487550/5804e39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33487600/33487550/6e81066e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/34000000/33490000/33487600/33487550/912c7843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay Mahone Bay 9.8/10 Exceptional (31) "Charming, spacious house. Easy check-in & well stocked kitchen. Lovely location. Overall a great visit!" [](https://www.expedia.ca/Oakland-Hotels-Executive-Ocean-Front-Estate-With-2-Acres-Overlooking-Waters-Of-Mahone-Bay.h33487550.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34180000/34171300/34171267/16c6b802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34180000/34171300/34171267/20e6ff80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34180000/34171300/34171267/f0f0ba3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/35000000/34180000/34171300/34171267/13683e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adventure Awaits at Salt & Tide Ocean Retreat Hubbards 10/10 Exceptional (62) "This property is delightful; clean and very well equipped and we loved the view. It was a great spot from which to explore Halifax and the South shore area of Nova Scotia. " [](https://www.expedia.ca/Blandford-Hotels-Adventure-Awaits-At-Salt-Tide-Ocean-Retreat.h34171267.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/109000000/108960000/108951600/108951534/296a1027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108960000/108951600/108951534/a83de57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108960000/108951600/108951534/75292736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108960000/108951600/108951534/f8ae8e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beacon at Bayswater Beach Nova Scotia 10/10 Exceptional (10) "I enjoyed the beautiful views, hearing the ocean waves, watching the sunrise sky and seeing fishing boats going out in the morning." [](https://www.expedia.ca/Bayswater-Hotels-The-Beacon-At-Bayswater-Beach.h108951534.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/63000000/62560000/62556900/62556838/32fa4bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62560000/62556900/62556838/7e01a741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62560000/62556900/62556838/add1135c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/63000000/62560000/62556900/62556838/62cb816c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities! Mahone Bay 10/10 Exceptional (36) "Great house with basics to make it easy to stay." [](https://www.expedia.ca/Beautiful-Lakefront-Home-With-5-Bed3-Baths.h62556838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/fc9be583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/63beb528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/da885111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/44450dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique Ocean View Hilltop Retreat Lunenburg 10/10 Exceptional (175) "Great hosts and amazing location" [](https://www.expedia.ca/First-South-Hotels-Unique-Ocean-View-Hilltop-Retreat.h30530220.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=2025-10-17&endDate=2025-10-18®ionId=58468&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Private-Vacation-Homes.d58468-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Private-Vacation-Homes.d58468-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Travelodge by Wyndham Bridgewater](//images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg) ### Travelodge by Wyndham Bridgewater 10/10 Excellent "Staff was awesome " [](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ![Miller House By the Bay](//images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/61799608_y.jpg) ### Miller House By the Bay 10/10 Excellent "Everything was great. Highly recommend. " [](https://expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ![Days Inn & Conference Center by Wyndham Bridgewater](//images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg) ### Days Inn & Conference Center by Wyndham Bridgewater 10/10 Excellent "Grat service" [](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![Smugglers Cove Inn](//images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg) ### Smugglers Cove Inn 10/10 Excellent "Right in the middle of historic Lunenberg." [](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information) ![The Dockside Inn & Restaurant](//images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414_y.jpg) ### The Dockside Inn & Restaurant 10/10 Excellent "Room 5 had absolutely the best view you could imagine. What a great way to begin our holiday! " [](https://expedia.ca/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.Hotel-Information) ![Clifty Cove Motel](//images.trvl-media.com/lodging/12000000/11520000/11519200/11519153/f6cb1f8b_y.jpg) ### Clifty Cove Motel 10/10 Excellent "A beautiful setting with a stunning view. Nice hosts who give you your space but are there for you if you need something. " [](https://expedia.ca/Halifax-Hotels-Clifty-Cove-Motel.h11519153.Hotel-Information) ![Surfside Inn](//images.trvl-media.com/lodging/3000000/2130000/2124500/2124421/949a32c6_y.jpg) ### Surfside Inn 10/10 Excellent "The inn was wonderful " [](https://expedia.ca/Queensland-Hotels-Surfside-Inn.h2124421.Hotel-Information) ![Brigantine Inn & Suites](//images.trvl-media.com/lodging/4000000/3780000/3775300/3775224/ead9bda9_y.jpg) ### Brigantine Inn & Suites 10/10 Excellent "The Bluenose room had a wonderful view of the harbour. It was so charming and quaint. Loved it!!" [](https://expedia.ca/Lunenburg-Hotels-Brigantine-Inn-Suites.h3775224.Hotel-Information) ![Oakhill Pines Campground](//images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5a9f3e48_y.jpg) ### Oakhill Pines Campground 10/10 Excellent "Staff was super welcoming and cabin was all set for us! " [](https://expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information) ## Find out more about Chester ## Chester Vacation Homes information | Number of reviews | 1,051 | | --- | --- | | Accommodation | 70 Vacation Homes | | Lowest Price | CA $237 | | Highest Price | CA $1,182 | ## 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) - [Farmstay in Chester Basin](https://www.expedia.ca/Chester-Basin-Agritourism.d553248635975850933-aaAgritourism.Travel-Guide-Accommodation) - 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