Title: Book the Best Hotels with POOL in Cumberland Beach in 2026 | Expedia.ca [Cumberland Beach Travel Guide](https://expedia.ca/Cumberland-Beach.dx6341052)[Hotels in Cumberland Beach](https://expedia.ca/Cumberland-Beach-Hotels.d6341052.Travel-Guide-Hotels)[Vacation Rentals in Cumberland Beach](https://expedia.ca/Cumberland-Beach-Vacation-Rentals.d6341052.Travel-Guide-VacationRentals)[Flights to Cumberland Beach](https://expedia.ca/Cheap-Flights-To-Cumberland-Beach.d6341052.Travel-Guide-Flights)[Cumberland Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Cumberland-Beach.d6341052.Car-Rental-Guide)[Cumberland Beach Vacation Packages](https://expedia.ca/Cumberland-Beach.d6341052.Destination-Travel-Guides) ![Unique, old-school joint for burgers, shakes & poutine featuring dining inside a converted train car. And those chairs seem to be the thing around here... 😀](https://images.trvl-media.com/place/6289247/5a78182e-b6eb-4105-a863-474b755b9d70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Sophia Field ![](https://images.trvl-media.com/place/6289247/5a78182e-b6eb-4105-a863-474b755b9d70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cumberland Beach Hotels with a Pool Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6341052&startDate=2026-01-27&endDate=2026-01-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6341052&startDate=2026-01-28&endDate=2026-01-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6341052&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6341052&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cumberland Beach hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/86a73754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/f2a99735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, individually furnished, desk](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/49e42132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/a8487441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Gate Inn [](https://www.expedia.ca/Orillia-Hotels-Stone-Gate-Inn.h2801965.Hotel-Information) Orillia 8.2/10 Very good (1,484 reviews) "What a joy, the staff and accommodation were exceptional! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) W. Stirling CA $107 CA $126 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Orillia-Hotels-Stone-Gate-Inn.h2801965.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/75000000/74650000/74642400/74642335/fdc84463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/75000000/74650000/74642400/74642335/05b976dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74650000/74642400/74642335/56cf2864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/75000000/74650000/74642400/74642335/539ebe22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Christie's Mill Inn & Spa, BW Premier Collection [](https://www.expedia.ca/Georgian-Bay-Hotels-Christies-Mill-Inn-And-Spa.h74642335.Hotel-Information) Georgian Bay 8.2/10 Very good (309 reviews) "Such a beautiful place " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Katelyn CA $126 CA $171 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Georgian-Bay-Hotels-Christies-Mill-Inn-And-Spa.h74642335.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/54000000/53580000/53579400/53579384/1e1ff4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/54000000/53580000/53579400/53579384/8d0a0ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/54000000/53580000/53579400/53579384/f9908d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/54000000/53580000/53579400/53579384/c1f6f0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Orillia [](https://www.expedia.ca/Barrie-Orillia-Hotels-Fairfield-Inn-Suites-By-Marriott-Orillia.h53579384.Hotel-Information) Orillia 9.8/10 Exceptional (769 reviews) "Great place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Louise CA $135 CA $159 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Barrie-Orillia-Hotels-Fairfield-Inn-Suites-By-Marriott-Orillia.h53579384.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2610000/2604400/2604315/38b17fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2610000/2604400/2604315/1dace014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2610000/2604400/2604315/bdc07be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2610000/2604400/2604315/ad7d94f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Wildwood Resort, an Ascend Collection Resort [](https://www.expedia.ca/Severn-Hotels-Bayview-Wildwood-Resort.h2604315.Hotel-Information) Severn 8.6/10 Excellent (210 reviews) "Great family resort with lots of activities and entertainment " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tabitha CA $71 CA $120 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Severn-Hotels-Bayview-Wildwood-Resort.h2604315.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2630000/2621900/2621805/16092653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2630000/2621900/2621805/8334bf5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2630000/2621900/2621805/a012dbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2630000/2621900/2621805/7ab585c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Gravenhurst Muskoka Wharf [](https://www.expedia.ca/Huntsville-Hotels-Residence-Inn-By-Marriott-Gravenhurst-Muskoka-Wharf.h2621805.Hotel-Information) Gravenhurst 9.0/10 Wonderful (1,004 reviews) "Great staff and morning breakfast… " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Noli CA $170 CA $200 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Huntsville-Hotels-Residence-Inn-By-Marriott-Gravenhurst-Muskoka-Wharf.h2621805.Hotel-Information) ![Indoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/bb145c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/f680914b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/a5ba7067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking (Efficiency)](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/66c35843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carriage Ridge Resort, an Ascend Collection Resort [](https://www.expedia.ca/Oro-Medonte-Hotels-Carriage-Ridge-Hills-Resorts.h1177104.Hotel-Information) Oro-Medonte 9.0/10 Wonderful (1,011 reviews) "Great stay!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $126 CA $147 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oro-Medonte-Hotels-Carriage-Ridge-Hills-Resorts.h1177104.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/5312a769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/dc480728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/205be5a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/a89e87b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Orillia [](https://www.expedia.ca/Ramara-Hotels-Days-Inn-By-Wyndham-Orillia.h908140.Hotel-Information) Ramara 8.8/10 Excellent (1,768 reviews) "Nice stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) ben CA $118 CA $133 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Ramara-Hotels-Days-Inn-By-Wyndham-Orillia.h908140.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/7b66aeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/05969c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/f9024e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/67d8927c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Mariposa Inn & Conference Centre [](https://www.expedia.ca/Orillia-Hotels-Best-Western-Plus-Mariposa-Inn-Conference-Centre.h1426792.Hotel-Information) Orillia 8.2/10 Very good (1,006 reviews) "The room was clean - All the staff was amazing " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shannen CA $126 CA $148 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orillia-Hotels-Best-Western-Plus-Mariposa-Inn-Conference-Centre.h1426792.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/10000000/9570000/9565400/9565400/ec1ca75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9570000/9565400/9565400/8a8c52e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9570000/9565400/9565400/94c726a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/10000000/9570000/9565400/9565400/0618e27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Conference Centre [](https://www.expedia.ca/Orillia-Hotels-Quality-Inn-Conference-Centre.h9565400.Hotel-Information) Orillia 7.4/10 Good (1,010 reviews) "Room was clean and staff were very nice and professional " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Denise CA $116 CA $136 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Orillia-Hotels-Quality-Inn-Conference-Centre.h9565400.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/111000000/110410000/110404000/110403933/b42a5e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/111000000/110410000/110404000/110403933/426880f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/111000000/110410000/110404000/110403933/2ab3408b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/111000000/110410000/110404000/110403933/883ff84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Gravenhurst Muskoka [](https://www.expedia.ca/Fairfield-By-Marriott-Inn-Suites-Gravenhurst-Muskoka.h110403933.Hotel-Information) Gravenhurst 9.4/10 Exceptional (254 reviews) "Amazing staff and a very clean hotel " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeremy CA $140 CA $165 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Fairfield-By-Marriott-Inn-Suites-Gravenhurst-Muskoka.h110403933.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11®ionId=6341052&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cumberland Beach Hotel Reviews ![Comfort Inn Orillia](https://images.trvl-media.com/lodging/1000000/20000/13800/13779/a909d0ea_y.jpg) ### Comfort Inn Orillia 10/10 Excellent "The sraff were excellent. They worked towards making it aour home away from home stay.n" [](https://expedia.ca/Orillia-Hotels-Comfort-Inn-Orillia.h13779.Hotel-Information) ![Best Western Plus Mariposa Inn & Conference Centre](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/f9024e45_y.jpg) ### Best Western Plus Mariposa Inn & Conference Centre 10/10 Excellent "Everything was as expected … thanks!" [](https://expedia.ca/Orillia-Hotels-Best-Western-Plus-Mariposa-Inn-Conference-Centre.h1426792.Hotel-Information) ![Days Inn by Wyndham Orillia](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/205be5a9_y.jpg) ### Days Inn by Wyndham Orillia 10/10 Excellent "The room was very clean and the beds were very comfortable. " [](https://expedia.ca/Ramara-Hotels-Days-Inn-By-Wyndham-Orillia.h908140.Hotel-Information) ![Residence Inn by Marriott Gravenhurst Muskoka Wharf](https://images.trvl-media.com/lodging/3000000/2630000/2621900/2621805/7ab585c1_y.jpg) ### Residence Inn by Marriott Gravenhurst Muskoka Wharf 10/10 Excellent "Great staff and morning breakfast… " [](https://expedia.ca/Huntsville-Hotels-Residence-Inn-By-Marriott-Gravenhurst-Muskoka-Wharf.h2621805.Hotel-Information) ![Carriage Ridge Resort, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/5cd2058c_y.jpg) ### Carriage Ridge Resort, an Ascend Collection Resort 10/10 Excellent "We had no idea we were booking a ski type resort hotel stay! It was such a pleasant surprise, our hockey tournament weekend felt like a little getaway for once. Based right at the bottom of the ski hill, very cool to see. We appreciated the propane fire pit on Saturday for somewhere cozy to have a drink." [](https://expedia.ca/Oro-Medonte-Hotels-Carriage-Ridge-Hills-Resorts.h1177104.Hotel-Information) ![Best Western Plus Orillia Hotel](https://images.trvl-media.com/lodging/1000000/920000/917000/916986/fdc0dd9e_y.jpg) ### Best Western Plus Orillia Hotel 10/10 Excellent "The rooms are a little run down. Hotel staff were very friendly and helpful. My room was clean." [](https://expedia.ca/Orillia-Hotels-Best-Western-Plus-Orillia-Hotel.h916986.Hotel-Information) ![Stone Gate Inn](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/ead1d10f_y.jpg) ### Stone Gate Inn 10/10 Excellent "What a joy, the staff and accommodation were exceptional! " [](https://expedia.ca/Orillia-Hotels-Stone-Gate-Inn.h2801965.Hotel-Information) ![Quality Inn & Conference Centre](https://images.trvl-media.com/lodging/10000000/9570000/9565400/9565400/9f2aaf79_y.jpg) ### Quality Inn & Conference Centre 10/10 Excellent "Rooms were clean and decent, staff is always great, ive stayed here several times. Always enjoy" [](https://expedia.ca/Orillia-Hotels-Quality-Inn-Conference-Centre.h9565400.Hotel-Information) ![Bayview Wildwood Resort, an Ascend Collection Resort](https://images.trvl-media.com/lodging/3000000/2610000/2604400/2604315/1dace014_y.jpg) ### Bayview Wildwood Resort, an Ascend Collection Resort 10/10 Excellent "We loved the activities for the kids and also the amenities as well. It was a Thanksgiving weekend but we didn't feel that the place was fully booked. The place was quiet and relaxing and it made the kids feel comfortable as well. One added suggestion will be is to add more dining options for the breakfast buffet menu. but overall, I would say that the place is excellent for family trips. " [](https://expedia.ca/Severn-Hotels-Bayview-Wildwood-Resort.h2604315.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Cumberland Beach? ### What is there to see and do in Cumberland Beach? ### When is the best time to book a hotel with a pool in Cumberland Beach? ## Explore a world of travel with Expedia - Lodging - Flights - [Hotels & Resorts for Couples in Barrie ](https://www.expedia.ca/Barrie-Hotels-Couples-Resorts-Hotels.0-0-d6692-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Barrie ](https://www.expedia.ca/Barrie-Hotels-Green-Sustainable.0-0-d6692-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Barrie ](https://www.expedia.ca/Barrie-Hotels-Historic-Hotel.0-0-d6692-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Barrie ](https://www.expedia.ca/Barrie-Hotels-Hotel-With-Wifi.0-0-d6692-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Barrie ](https://www.expedia.ca/Barrie-Hotels-Hotels-With-Childcare.0-0-d6692-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - 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