Title: Book the Best Oakland Hills Ski Hotels in 2025 from CA $433 | Expedia.ca [Vacation Rentals in Rotonda West](https://expedia.ca/Rotonda-West-Vacation-Rentals.d6341253.Travel-Guide-VacationRentals)[Flights to Rotonda West](https://expedia.ca/Cheap-Flights-To-Rotonda-West.d6341253.Travel-Guide-Flights)[Oakland Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland-Hills.d553248635976470746.Car-Rental-Guide)[Oakland Hills Vacations](https://expedia.ca/Oakland-Hills.d553248635976470746.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/68575acfc5cb65bceeec32f9adbc2c9f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Oakland Hills, FL from CA $433 ![](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 Oakland Hills Ski Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Hills Ski Hotels We don't have any properties that match your exact search [See all properties in Oakland Hills](https://expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03®ionId=553248635976470746&adults=2) ## Recommended hotels in Oakland Hills ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d68e8e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/9391f045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/118fe0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d0ae9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing Oakland Hills 9.8/10 Exceptional (57) "The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy E. CA $136 CA $433 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/b7783cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/1e606bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/2ee9be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterview Vacation Retreat Close To Ocean Oakland Hills 10/10 Exceptional (9) "We stayed 2 weeks and this house was comfortable, had all the items we needed to cook, clean, and relax. It was a quick and easy drive to some really beautiful beaches and great restaurants! The host was easy to contact and responsive to our questions. Would absolutely book again! Perfect for our family and our dog. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey B. CA $136 CA $434 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113730000/113729300/113729289/4b9e77c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113730000/113729300/113729289/092943cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113730000/113729300/113729289/82f1a8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113730000/113729300/113729289/46ab9c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rotonda Retreat with Heated Pool, Golf, Beaches! Oakland Hills 9.4/10 Exceptional (8) "It was a beautiful home we will definitely stay this property again if we are in the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony L. CA $105 CA $484 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Rotonda-West-Hotels-Rotonda-Retreat-WHeated-Pool-Golf-Beaches-Pet-Friendly.h113729289.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925167/w1712h1284x533y0-cbed4ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925167/w1199h799x1y1-565a50b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925167/bd8dbd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925167/w1199h799x1y1-d4288117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches Oakland Hills 9.8/10 Exceptional (15) "It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caleb R. CA $153 CA $456 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-176B-Sunny-Vacation-Home-3-Bdr.h83925167.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171089/w1024h679x0y4-4ef39a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171089/w1024h674x0y4-f50c4de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171089/w1024h679x0y4-f49a4414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171089/w1024h675x0y4-6fc0f4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing Oakland Hills 9.8/10 Exceptional (10) "Wish we had a longer stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David M L. CA $147 CA $466 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-Family-VillaKing-Bed-Master-Suite-3-Bed-2baths-Beach-Fishing-Golfing.h90171089.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/1e2d860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/w2776h1284x2y0-17f43402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/w1712h1284x533y0-6178fd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/w1926h1283x426y1-ca7cc3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing Oakland Hills 10/10 Exceptional (7) "Great job by owners, beautiful property, tastefully decorated, had everything you needed and then some. Close to great restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $154 CA $457 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-172A-New-Boundary-Vacation-2022-Built-Close-To-Beaches.h84517047.Hotel-Information) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/b9465af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/c229aff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/w1179h1565x0y0-61ec8ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/7a2b275a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat 4 BR, 3 BA screened & heated pool, gorgeous canal views Oakland Hills 8.8/10 Excellent (3) "Was great time, the salt water pool was perfect and the house was very relaxing. No real complaints! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SaraKay S. CA $221 CA $804 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-This-Will-Show-Up-In-Searches-And-At-The-Top-Of-Your-Listing-Use-This-Space-To.h106198627.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90170000/90167700/90167631/w1024h680x0y3-0f2513c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90170000/90167700/90167631/w1024h675x0y4-e17eeb0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90170000/90167700/90167631/w1024h674x0y4-b4dbb836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90170000/90167700/90167631/w1024h679x0y4-4a1a97c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy SW Coastal Retreat, 3Bd, 2Ba , King Bed Suite, Near Beaches, 6 guests Oakland Hills 10/10 Exceptional (2) "We stayed 5 days at this beautiful place. The property manager was very helpful and quick to respond to messages. The home is beautifully furnished, super clean and had everythinvg we needed for our comfort. The kitchen was well stocked with everything we needed to cook our meals and the master bed was very comfortable. We very much enjoyed our stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Barb W. CA $230 CA $585 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Rotonda-West-Hotels-Coastal-3bedroom-2-Bath-King-Bed.h90167631.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/edcd46ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1199h799x1y1-b72b8a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1199h799x1y1-6267efec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1712h1284x533y0-b179f558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches Oakland Hills 10/10 Exceptional (28) "The home was very clean and comfortable Great communication with the host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa K. CA $156 CA $459 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-174B-Sunny-Relaxing-Vacation-Home-3bds.h83707140.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/a30dbe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/40e570de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/205ac0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/6a613f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South West Family Home , 3 Bedroom 2 Bath, King bed suite, 4 Beds , 6 Guests Oakland Hills 9.6/10 Exceptional (4) "This was the perfect location for our stay. It was clean, comfortable, and well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorian D. CA $147 CA $484 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-NEW-2023-Family-Home.h90171087.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. 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[Adults Only Resorts & in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-Adults-Only-Resorts.0-n553248635976470822-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-All-Inclusive-Hotel.0-n553248635976470822-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-Golf-Hotel.0-n553248635976470822-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976470822-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-Hotels-With-Waterslides.0-n553248635976470822-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Ski Hotels in Pine Valley](https://www.expedia.ca/Pine-Valley-Rotonda-West-Hotels-Ski-Hotel.0-n553248635976470822-0-tSkiHotel.Travel-Guide-Filter-Hotels) - 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