Title: Chester Vacation Rentals from CA $202: Short-Term Rentals for 2025 | Expedia.ca [Chester Travel Guide](https://expedia.ca/Chester.dx58468)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d58468.Travel-Guide-Hotels)[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 ![](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 Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Chester ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/72d8aa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/2fb267a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/dcd58711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/9ed6c8e6.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." ![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) ![Meeting facility](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/b3c5c2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/e8fb0b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/w1498h1003x3y0-a7933fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Forest Cabins Mahone Bay 10/10 Exceptional (12) "Great spot for a special night out … beds were super comfortable " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline CA $184 CA $244 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/167812d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/88450881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/3e7cd81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/4de6c120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay! Hacketts Cove 10/10 Exceptional (35) "Very nice spot. property nicely decorated and conveniet" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lukas [](https://www.expedia.ca/Hacketts-Cove-Hotels-Ocean-Front-Cottage.h107318409.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/b0f9f097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/300c799d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/13c15b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/52d1bba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg Lunenburg 10/10 Exceptional (116) "Great cottage and even better hosts!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sophia T. [](https://www.expedia.ca/Heckmans-Island-Hotels-Oceanfront-Cottage-On-A-Quiet-Cove-Just-Outside-Lunenburg.h69239765.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/8c25b607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/6cdbd528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/87b8575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/aed15a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Juniper Bell Tent near Peggy's Cove East Dover 8.8/10 Excellent (3) "Good for a nights stay and close to Peggy’s cove. Comfy and enough space" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Pamela M. CA $120 CA $202 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/East-Dover-Hotels-Juniper-Bell-Tent.h107009171.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/be493b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/7b674c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/9695d4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/9c07d3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One bedroom fully equipped Mahone Bay luxury cottage Mahone Bay 10/10 Exceptional (103) "Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Chris K. [](https://www.expedia.ca/Lunenburg-Hotels-One-Bedroom-Fully-Equipped-Mahone-Bay-Luxury-Cottage.h38339512.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/54000000/53440000/53439100/53439075/425ece00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/7bed32e4.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) ### Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia Hubbards 10/10 Exceptional (98) "The island is beautiful and exceeded our expectations. The house was clean and check in was easy. Phil was an excellent host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda J. [](https://www.expedia.ca/Northwest-Cove-Hotels-Private-Island.h53439075.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/840282ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/b9845b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/cb139677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/0955ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing ocean view/ private road/close to bayswater beach. Hubbards 8.6/10 Excellent (47) "Great property for a quiet get away" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debora [](https://www.expedia.ca/The-Lodge-Hotels-Amazing-Ocean-View-Private-Roadclose-To-Bayswater-Beach.h74731156.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/cab845a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/6bbc8ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/a57b14d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/15d0df9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring Chester 9.6/10 Exceptional (34) "Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Elisabeth [](https://www.expedia.ca/East-Chester-Hotels-Arms-Length-From-The-Sea.h91435158.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/w1453h1075x0y5-d08e68ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/92f05173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/b82b387e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/8e0aaf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moonlight Cottage Hubbards 9.2/10 Wonderful (19) "It was beautiful and scenic, relaxing, and fun with the ping pong table, affordable for the family and the owners were accommodating " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) laura f. [](https://www.expedia.ca/Northwest-Cove-Hotels-Moonlight-Cottage.h89552960.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/72c94de3.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) ### 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort Hubbards 8.4/10 Very good (30) "Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariele M. CA $180 CA $237 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Fox-Point-Hotels-4-Bed.h77983126.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) ![Books, stereo](https://images.trvl-media.com/lodging/117000000/116140000/116131900/116131851/1a61a954.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) ### Lunenburg's Cupcake House Old Town Lunenburg 10/10 Exceptional (4) "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... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Emily L. [](https://www.expedia.ca/Lunenburg-Hotels-The-Cupcake-House.h116131851.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/6d329635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/d2caca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/755468fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/571933e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove Indian Harbour 10/10 Exceptional (87) "My family stayed here three nights for the Bay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shelley B. [](https://www.expedia.ca/Halifax-Hotels-Oceanside-Cottage.h19106811.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69340000/69334800/69334716/6f0fd8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/70000000/69340000/69334800/69334716/955e6b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/70000000/69340000/69334800/69334716/8decb70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/70000000/69340000/69334800/69334716/9ac98bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside Getaway. Tantallon 9.6/10 Exceptional (55) "We thoroughly enjoyed our stay. It met or exceeded our expectations . It was clean and had all the comforts. The view from the deck is wonderful and the hot tub is a bonus.As far as location its close to amenities and prime sightseeing locations.Would definately stay again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Anonymous traveller [](https://www.expedia.ca/Halifax-Hotels-Seaside-Getaway.h69334716.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) ![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) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/f7d539a3.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) ### Oceanfront 3-Bedroom Captain's House Rose Bay 9.8/10 Exceptional (30) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary M. [](https://www.expedia.ca/Feltzen-South-Hotels-Oceanfront-3-Bedroom-Captains-House.h105336308.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/02038258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/fb396480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/440c48fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/d962575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Luxury Magical Views Sunset and Sunrise Western Shore 9.6/10 Exceptional (18) "We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) frances p. CA $250 CA $405 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Western-Shore-Hotels-Oceanfront-Luxury-Magical-Views-Sunset-And-Sunrise.h95159566.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/1cd78d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mahone Bay Hide-Away Mahone Bay 10/10 Exceptional (91) "Great location, lovely town." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lissa B. [](https://www.expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118760000/118750700/118750672/f721c320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118760000/118750700/118750672/6e389fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118760000/118750700/118750672/e91ab841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118760000/118750700/118750672/1d5de0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconic Cabin on Lighthouse Route Lunenburg 10/10 Exceptional (3) "Had a super comfortable stay. Kate had thought of everything you might need when away from home. Accommodation was better than we expected and all her suggestions of places to eat and visit were terrific. It was exactly what we were looking for. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Claire A. [](https://www.expedia.ca/Bayport-Hotels-Iconic-Cabin-On-Lighthouse-Route.h118750672.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/219c30f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/d4016596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/73e12330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99826600/99826589/1eb060dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilson's Coastal Club - C1 Boutiliers Point 9.8/10 Exceptional (7) "Great cottage and location is amazing! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joanna CA $224 CA $298 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C1.h99826589.Hotel-Information) ![Cabin, Multiple Beds, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5a9f3e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/c77a5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/7568b3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/c7d372b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakhill Pines Campground Oak Hill 9.0/10 Wonderful (16) "Great place" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Thelma [](https://www.expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.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=2025-11-06&endDate=2025-11-07®ionId=58468&adults=2&sort=RECOMMENDED&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-Vacation-Rentals.d58468.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals) ## Top Chester Hotel Reviews ![Salt Shaker Deli & Inn](//images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/f29b67eb_y.jpg) ### Salt Shaker Deli & Inn 10/10 Excellent "Everything was good, no complaints. " [](https://expedia.ca/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information) ![Clifty Cove Motel](//images.trvl-media.com/lodging/12000000/11520000/11519200/11519153/f6cb1f8b_y.jpg) ### Clifty Cove Motel 10/10 Excellent "Calming sea views from our balcony, very clean, has keurig, microwave, fridge. Outdoor seating on chairs at water. Great food at Cafe L’Acadie just within walking distance. Highly recommend booking the Cozy Cliff Motel and enjoying the local dishes at Cafe L’Acadia." [](https://expedia.ca/Halifax-Hotels-Clifty-Cove-Motel.h11519153.Hotel-Information) ![The Homeport Motel](//images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg) ### The Homeport Motel 10/10 Excellent "Large, spotless, perfectly equipped room which included dishes, cups (Even wine glasses!), small table & chairs + a renovated bathroom with a huge, modern glass shower. Best shower of our 2 week trip although pressure somewhat weak. Comfy bed. 4 min drive to main street. Great quiet location on a large property. I highly recommend this modern Motel. Great value. " [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ![Smugglers Cove Inn](//images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg) ### Smugglers Cove Inn 10/10 Excellent "Very old room but we expected that. The rug is stained and needs to be replaced. Very quiet" [](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information) ![Brigantine Inn & Suites](//images.trvl-media.com/lodging/4000000/3780000/3775300/3775224/ead9bda9_y.jpg) ### Brigantine Inn & Suites 10/10 Excellent "We stayed in the bounty room, and it had a queen bed, and a single at the other end of the room. This property was very convenient to everything in Lunenburg. The staff were very helpful and the price was good." [](https://expedia.ca/Lunenburg-Hotels-Brigantine-Inn-Suites.h3775224.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 "Need to upgrade the wall in the washroom to be more clean." [](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg](//images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/b0f9f097_y.jpg) ### Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg 10/10 Excellent "Quiet and serene. Perfect for a well needed rest " [](https://expedia.ca/Heckmans-Island-Hotels-Oceanfront-Cottage-On-A-Quiet-Cove-Just-Outside-Lunenburg.h69239765.Hotel-Information) ![Travelodge by Wyndham Bridgewater](//images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg) ### Travelodge by Wyndham Bridgewater 10/10 Excellent "Lots of breakfast options" [](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 "We had an amazing stay with Margaret; she was so kind and helpful. The house was amazing, comfortable and right in the middle of Mahone Bay, so everything was walkable from the B&B. We also got some snuggles from the cutest pup ever Chevy. We can't recommend this place enough! " [](https://expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ## Find out more about Chester **Everything you need to know about** **Chester** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chester vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester vacation rentals we have selected for you start as low as CA $202 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chester rentals** At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Chester ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[RV Parks in Chester](https://expedia.ca/Chester-RV-Parks.d58468-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Chester](https://expedia.ca/Chester-Resort-Hotels.d58468-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Chester](https://expedia.ca/Chester-Villas.d58468-aaVillas.Travel-Guide-Accommodation) - [Aparthotels in Chester](https://expedia.ca/Chester-Apart-Hotels.d58468-aaApartHotels.Travel-Guide-Accommodation) - [Condo Rentals in Chester](https://expedia.ca/Chester-Condos.d58468-aaCondos.Travel-Guide-Accommodation) - [Houseboats in Chester](https://expedia.ca/Chester-Houseboats.d58468-aaHouseboats.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Chester? > Yes, there are vacation rentals close to the most popular sights in Chester, or you can choose a secluded option if you'd like a relaxing place to stay. Chester is known for its golf courses and theaters. Make sure you have time to check out the entertainment choices and art during your trip. ### What are some of the best vacation rentals in Chester? > [Family Home In the Heart of the Village of Chester](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information): Visitors give good reviews to this Chester vacation home rental, which is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind. ### How many vacation rentals will I find in Chester? > Choose from 14 Expedia vacation rentals in Chester for a memorable vacation. ### What’s there to see and do in Chester? > Cultural attractions to visit include Chester Playhouse and Lordly House Museum. Tancook Island and Chester Golf Club are other places to visit while you're in town. ### What’s a vacation rental in Chester like? > Vacation rentals are privately owned properties you can stay in for short or long periods in Chester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering. ### Expedia's Latest Trends Hotels - [Best Hotels in Halifax](https://expedia.ca/Halifax-Hotels.d602873.Travel-Guide-Hotels) - [Best Hotels in Bridgewater](https://expedia.ca/Bridgewater-Hotels.d7049.Travel-Guide-Hotels) - [Halifax Cheap Hotels](https://expedia.ca/Halifax-Hotels-Cheap-Hotels.0-0-d602873-tCheapHotels.Travel-Guide-Filter-Hotels) - [Best Hotels in Dartmouth](https://expedia.ca/Dartmouth-Hotels.d7560.Travel-Guide-Hotels) - [Halifax Hotels with Free Airport Shuttle](https://expedia.ca/Halifax-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d602873-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Best Hotels in Baddeck](https://expedia.ca/Baddeck-Hotels.d58461.Travel-Guide-Hotels) - [Best Hotels in Wolfville](https://expedia.ca/Wolfville-Hotels.d6058270.Travel-Guide-Hotels) - [Best Hotels in Antigonish](https://expedia.ca/Antigonish-Hotels.d5942.Travel-Guide-Hotels) - [Best Hotels in New Glasgow](https://expedia.ca/New-Glasgow-Hotels.d6058267.Travel-Guide-Hotels) - [Best Hotels in North Sydney](https://expedia.ca/North-Sydney-Hotels.d9182.Travel-Guide-Hotels) - [Best Hotels in Lunenburg](https://expedia.ca/Lunenburg-Hotels.d6058263.Travel-Guide-Hotels) - [Best Hotels in Yarmouth](https://expedia.ca/Yarmouth-Hotels.d6128900.Travel-Guide-Hotels) - [Best Hotels in Digby](https://expedia.ca/Digby-Hotels.d10566.Travel-Guide-Hotels) - [Best Hotels in Amherst](https://expedia.ca/Amherst-Hotels.d6364.Travel-Guide-Hotels) - [Best Hotels in Sydney](https://expedia.ca/Sydney-Hotels.d4057.Travel-Guide-Hotels) - [Best Hotels in Kentville](https://expedia.ca/Kentville-Hotels.d58454.Travel-Guide-Hotels) - [Best Hotels in Bedford](https://expedia.ca/Bedford-Hotels.d10549.Travel-Guide-Hotels) - [Best Hotels in Truro](https://expedia.ca/Truro-Hotels.d7164.Travel-Guide-Hotels) - [Best Hotels in Ingonish](https://expedia.ca/Ingonish-Hotels.d58359.Travel-Guide-Hotels) - [Best Hotels in Cheticamp](https://expedia.ca/Cheticamp-Hotels.d181843.Travel-Guide-Hotels) Flights - [Flights to YQY](https://expedia.ca/Cheap-Flights-To-Sydney.d4057.Travel-Guide-Flights) - [Flights from Halifax](https://expedia.ca/lp/flights/602873/flights-from-halifax) - [Flights to YHZ](https://expedia.ca/Cheap-Flights-To-Halifax.d602873.Travel-Guide-Flights) Cars - [Enterprise Car Rentals In Halifax](https://expedia.ca/Enterprise-Car-Rentals-In-Halifax.d602873-c15.Car-Rental-Guide-Suppliers) - [Car rentals in Halifax](https://expedia.ca/Car-Rentals-In-Halifax.d602873.Car-Rental-Guide) Activities - [Things to do in Dartmouth](https://expedia.ca/Things-To-Do-In-Dartmouth.d7560.Travel-Guide-Activities) - [Things to do in Halifax](https://expedia.ca/Things-To-Do-In-Halifax.d602873.Travel-Guide-Activities) - [Things to do in Bridgewater](https://expedia.ca/Things-To-Do-In-Bridgewater.d7049.Travel-Guide-Activities) Packages - [Halifax Holidays](https://expedia.ca/Halifax.d602873.Destination-Travel-Guides) General - [Visit New Glasgow](https://expedia.ca/New-Glasgow.dx6058267) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)