Title: Chester Vacation Home Rentals from CA $288: Search Top Private Vacation Homes for Rent | Expedia.ca [Chester Hotels](https://expedia.ca/Destinations-In-Chester.d553248635976006029.Hotel-Destinations)[Vacation Rentals in Chester](https://expedia.ca/Destinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations)[Chester Car Rentals](https://expedia.ca/Destinations-In-Chester.d553248635976006029.Car-Rental-Destinations)[Chester Vacations](https://expedia.ca/Chester.d553248635976006029.Destination-Travel-Guides) ![Summer 2016 Sunny Sunday drive along the south shore. We stopped to look at antiques, flowers and ice cream while enjoying the sun **Shot by me #flowers #summer #novascotia #photography ](https://images.trvl-media.com/place/58468/788f97e5-e50c-463d-a4aa-1233b00784f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Kent # Chester Vacation Rentals ## Compare and save - ![](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 Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976006029&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976006029&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976006029&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976006029&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Chester ![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=384&h=216&q=medium) #### Chester [](https://expedia.ca/Chester-Private-Vacation-Homes.d58468-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/738e0288b85ec4e7cc04bd4114e6e0c1.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bayswater [](https://expedia.ca/Bayswater-Private-Vacation-Homes.d6353709-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Our top choices for Chester vacation homes ![Marina](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/122599e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/6d789065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/81444fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/72d8aa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Chester [](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information) 9.6/10 Exceptional (28) "Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dan D. [](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116740000/116735200/116735180/b9dfdaa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116740000/116735200/116735180/35c04c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116740000/116735200/116735180/6b652108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116740000/116735200/116735180/a8b0626a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Halifax [](https://www.expedia.ca/Halifax-Hotels-Cozy.h116735180.Hotel-Information) 9.6/10 Exceptional (11) "Exceptional hosts! Answered questions and concerns immediately - gracious accommodating hosts. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shelly O. [](https://www.expedia.ca/Halifax-Hotels-Cozy.h116735180.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117980000/117970200/117970154/51140a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117970200/117970154/cffd8c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117980000/117970200/117970154/38496f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/118000000/117980000/117970200/117970154/6ba6e5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Clayton Park West [](https://www.expedia.ca/Halifax-Hotels-Modern-Home-Lower-Level-Getaway-2-Bedrooms-1-Full-Bath-PrimeLocation.h117970154.Hotel-Information) 8.8/10 Excellent (3) "Nice place.. living quarters were excellent.. tough to get to down side walk/steps but well lit and easy entry." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David G. [](https://www.expedia.ca/Halifax-Hotels-Modern-Home-Lower-Level-Getaway-2-Bedrooms-1-Full-Bath-PrimeLocation.h117970154.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109100/107109088/54a38e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/108000000/107110000/107109100/107109088/5af5a5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107110000/107109100/107109088/505c5a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/108000000/107110000/107109100/107109088/a3d0a3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hammonds Plains [](https://www.expedia.ca/Hammonds-Plains-Hotels-Serene-Modern-Lakehouse-On-Golf-Course.h107109088.Hotel-Information) 9.8/10 Exceptional (11) "Such an amazing place for our family to meet in the middle and enjoy one another’s company. We absolutely loved our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alli D. CA $660 CA $1,270 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Hammonds-Plains-Hotels-Serene-Modern-Lakehouse-On-Golf-Course.h107109088.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/89ea7156.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) ![TV](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/f4c98cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/1cd78d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Mahone Bay [](https://www.expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information) 10/10 Exceptional (96) "Great weekend getaway for us. Clean, comfortable with more amenities than we could use during our stay. Great host met us the first day and answered our questions and gave advice on dining out. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Douglas M. [](https://www.expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85470000/85463400/85463366/d9b85f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/86000000/85470000/85463400/85463366/9e5e3e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85470000/85463400/85463366/4915c0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85470000/85463400/85463366/fce4d419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windsor [](https://www.expedia.ca/Vaughan-Hotels-Treeside-Retreat-With-Hot-Tub.h85463366.Hotel-Information) 10/10 Exceptional (45) "Had a great vacation with our kiddos. They loved the private lake and cozy atmosphere. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kira W. [](https://www.expedia.ca/Vaughan-Hotels-Treeside-Retreat-With-Hot-Tub.h85463366.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/88b54b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/60e3755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/72652747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/097c89b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hubbards [](https://www.expedia.ca/Northwest-Cove-Hotels-Private-Island.h53439075.Hotel-Information) 10/10 Exceptional (98) "A beautiful spot, peaceful and relaxing, Wonderful hosts and lovely accommodation " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kathleen M. [](https://www.expedia.ca/Northwest-Cove-Hotels-Private-Island.h53439075.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89230000/89225700/89225641/a79e10e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89230000/89225700/89225641/c71b58f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89230000/89225700/89225641/59850d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89230000/89225700/89225641/341d4622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Halifax [](https://www.expedia.ca/Halifax-Hotels-Stylish-1BR-Unit-In-Bedford.h89225641.Hotel-Information) 9.0/10 Wonderful (2) "There were ants in the apartment that got into my clothes but it wasn’t that big a deal. The bed is comfy. Couch pulls out if you needed another bed and there is a futon too so it could technically sleep 6 people. Shower was nice and they even had shampoo. Coffee station was much appreciated and there was creamer in the fridge. There were a few maintenance things I told the hosts about like their toilet tank being loose and the kitchen sink tap was also loose. Easy to fix. There were 2 fans in... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin H. [](https://www.expedia.ca/Halifax-Hotels-Stylish-1BR-Unit-In-Bedford.h89225641.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/ddcb401f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/08dfc87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/a429cbc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Indian Harbour [](https://www.expedia.ca/Indian-Harbour-Hotels-Whalesback-Cottage.h30358879.Hotel-Information) 9.8/10 Exceptional (125) "One of the most special places we've discovered in our lifetimes (married 35 years)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald H. [](https://www.expedia.ca/Indian-Harbour-Hotels-Whalesback-Cottage.h30358879.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/d0ef4edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/760dde32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/1e596986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/3f7f1461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Boutiliers Point [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C1.h99826589.Hotel-Information) 9.6/10 Exceptional (9) "Great cottage and location is amazing! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joanna CA $244 CA $327 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C1.h99826589.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33642700/33642642/144f3ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33642700/33642642/w800h599x0y1-3fecf59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33642700/33642642/cbcaf5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/34000000/33650000/33642700/33642642/w1346h1690x0y0-99cc3c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in LaHave Islands [](https://www.expedia.ca/Lunenburg-Hotels-Stunning-Oceanfront-Island-Home-On-Secluded-Cove-Near-Lunenburg-Car-Accessible.h33642642.Hotel-Information) 9.6/10 Exceptional (51) "Beautiful, quiet retreat. Lovely home and area of Nova Scotia" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl [](https://www.expedia.ca/Lunenburg-Hotels-Stunning-Oceanfront-Island-Home-On-Secluded-Cove-Near-Lunenburg-Car-Accessible.h33642642.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/34573e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358654/3010e688.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) ### Vacation Home in Mahone Bay [](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) 10/10 Exceptional (22) "Very nice location walkable to Mahone Bay attractions; comfortable like-new accommodations and friendly hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael A. [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33550000/33549000/33548967/c7b4bdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33549000/33548967/46ad1db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33549000/33548967/c526bf0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/34000000/33550000/33549000/33548967/90b67619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in La Have Island [](https://www.expedia.ca/Lunenburg-Hotels-Island-House-Above-Trees-360-Degree-Oceanview.h33548967.Hotel-Information) 9.8/10 Exceptional (63) "This is a unique and comfortable house in a beautiful location. Our three generation group all loved the stay. Mont supplies lots of good information about the house and the area. Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta [](https://www.expedia.ca/Lunenburg-Hotels-Island-House-Above-Trees-360-Degree-Oceanview.h33548967.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30070000/30061400/30061373/72428858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30070000/30061400/30061373/dff4663d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30070000/30061400/30061373/ebc6aca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30070000/30061400/30061373/36965f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Smiths Corner [](https://www.expedia.ca/Vaughan-Hotels-High-End-Cozy-Retreat-Ideal-For-Large-Families-With-Wood-Stove-Large-Firepit.h30061373.Hotel-Information) 9.8/10 Exceptional (88) "Very comfy house . Wonderful location by the lake, perfect for family get together" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) annie g. [](https://www.expedia.ca/Vaughan-Hotels-High-End-Cozy-Retreat-Ideal-For-Large-Families-With-Wood-Stove-Large-Firepit.h30061373.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/45000000/44790000/44789300/44789209/e69316bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/45000000/44790000/44789300/44789209/af4ba71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44790000/44789300/44789209/7a0d2863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/45000000/44790000/44789300/44789209/4aa550f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rose Bay [](https://www.expedia.ca/Feltzen-South-Hotels-The-Salty-Cribb-Private-Oceanfront-Vacation-Home-Just-Minutes-From-Lunenburg.h44789209.Hotel-Information) 10/10 Exceptional (26) "We had an amazing time at The Salty Cribb. Perfect location with stunning views, and numerous side quest opportunities within a short, and often scenic, drive. The home was exactly as advertised, well-stocked and furnished with everything we needed, and the hosts we're very responsive to our questions. Highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle M. [](https://www.expedia.ca/Feltzen-South-Hotels-The-Salty-Cribb-Private-Oceanfront-Vacation-Home-Just-Minutes-From-Lunenburg.h44789209.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119140000/119131500/119131453/f439c91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119131500/119131453/10976f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131500/119131453/w1350h898x0y0-54626b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131500/119131453/8045535d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windsor [](https://www.expedia.ca/Vaughan-Hotels-Destination-Lake-House-Hot-Tub.h119131453.Hotel-Information) 10/10 Exceptional (1) "Great spot" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mark M. CA $419 CA $702 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Vaughan-Hotels-Destination-Lake-House-Hot-Tub.h119131453.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95160000/95154600/95154590/15cba0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95160000/95154600/95154590/e9b081e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95160000/95154600/95154590/0743cf4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95160000/95154600/95154590/99274864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Beechville [](https://www.expedia.ca/Beechville-Hotels-1BHK-Suite-Private-Guest-Suite.h95154590.Hotel-Information) [](https://www.expedia.ca/Beechville-Hotels-1BHK-Suite-Private-Guest-Suite.h95154590.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87500000/87491800/87491707/de919611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87500000/87491800/87491707/2ff38109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87500000/87491800/87491707/f498ae0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87500000/87491800/87491707/0b99b3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bedford [](https://www.expedia.ca/Bedford-Hotels-Apartment-In-Bedford.h87491707.Hotel-Information) 9.6/10 Exceptional (5) "Would recommend for couples." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert K. [](https://www.expedia.ca/Bedford-Hotels-Apartment-In-Bedford.h87491707.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113340000/113336200/113336162/w1816h1366x116y0-3aa1e07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113340000/113336200/113336162/w1816h1366x116y0-87ab0caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113340000/113336200/113336162/w1816h1366x116y0-32df4bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113340000/113336200/113336162/w1816h1366x116y0-525a9280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Clayton Park [](https://www.expedia.ca/Halifax-Hotels-Comfort-Bedroom-W-Private-Bathroom-And-Small-Private-Living-Room.h113336162.Hotel-Information) 10/10 Exceptional (4) "Great location, friendly host and fun times with the grandkids!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathaniel W. [](https://www.expedia.ca/Halifax-Hotels-Comfort-Bedroom-W-Private-Bathroom-And-Small-Private-Living-Room.h113336162.Hotel-Information) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/105000000/104050000/104044200/104044107/99d88979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104050000/104044200/104044107/0483bdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104050000/104044200/104044107/w1273h1684x0y0-0cfe6b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104050000/104044200/104044107/de1fd2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Beechville [](https://www.expedia.ca/Beechville-Hotels-Stay-With-Precious.h104044107.Hotel-Information) 7.4/10 Good (3) "Close to amenities. Lovely room" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nancy CA $95 CA $288 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Beechville-Hotels-Stay-With-Precious.h104044107.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=2025-12-30&endDate=2025-12-31®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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=COTTAGE) 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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=APARTMENT) 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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Nova+Scotia%2C+Canada®ionId=553248635976006029&latLong=44.625553%2C-64.286598&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CONDO) 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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CABIN) 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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=VILLA) 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=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CHALET) ![](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.d553248635976006029-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.d553248635976006029-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![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 "Courteous staff & spotless room. " [](https://expedia.ca/Halifax-Hotels-Chateau-Bedford.h20624.Hotel-Information) ![Old Orchard Inn](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/b38dda0d_y.jpg) ### Old Orchard Inn 10/10 Excellent "Clean room very accommodating " [](https://expedia.ca/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) ![Comfort Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19352/cccb0bff_y.jpg) ### Comfort Inn 10/10 Excellent "good " [](https://expedia.ca/Halifax-Hotels-Comfort-Inn.h19352.Hotel-Information) ![Holiday Inn Express & Suites Halifax - Bedford by IHG](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304359/23d8592d_y.jpg) ### Holiday Inn Express & Suites Halifax - Bedford by IHG 10/10 Excellent "Was easy to find, a lot of parking, and overall cleanliness " [](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/cb23afc1_y.jpg) ### Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel 10/10 Excellent "Perfect " [](https://expedia.ca/Halifax-Hotels-Halifax-Tower-Hotel-Conference-Centre.h76690078.Hotel-Information) ![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/f7bda1d5_y.jpg) ### Future Inns Halifax 10/10 Excellent "Good" [](https://expedia.ca/Halifax-Hotels-Future-Inns-Halifax.h908475.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 "Had a great time. the dining staff were fantastic and room was clean and quiet" [](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information) ![Comfort Hotel Bayer's Lake](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258037/ee23ca80_y.jpg) ### Comfort Hotel Bayer's Lake 10/10 Excellent "Rooms were clean. Staff friendly . breakfast was included and very good " [](https://expedia.ca/Halifax-Hotels-Comfort-Hotel-Bayers-Lake.h4258037.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 "The staff are amazing " [](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ## Find out more about Chester ## Chester Vacation Homes information | Number of reviews | 568 | | ----------------- | ------------------ | | Accommodation | 167 Vacation Homes | | Lowest Price | CA $288 | | Highest Price | CA $1,270 | ## 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) - [3 Star Hotels in New Ross First Nation Reserve ](https://www.expedia.ca/3Star-New-Ross-First-Nation-Reserve-Hotels.s30-0-d717290796196028416.Travel-Guide-Filter-Hotels) - 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