Title: Book the Best Oakland Hills Ski Hotels in 2025 from CA $421 | Expedia.ca

  

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# Find Ski Hotels in Oakland Hills, FL from CA $421

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## Check availability on Oakland Hills Ski Hotels

Tonight

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976470746&startDate=2025-10-17&endDate=2025-10-19&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)

## 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=2025-10-29&endDate=2025-10-30&regionId=553248635976470746&adults=2)

## Recommended hotels in Oakland Hills

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/af0c4d9d.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)

![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.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. "

CA $136

CA $421 total

includes taxes & fees

Oct 18 - Oct 19

[](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/67000000/66040000/66039900/66039846/d68e8e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/w1712h1284x533y0-9d726239.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)

![Pool](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/9391f045.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."

CA $136

CA $432 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.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)

![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)

![Dining](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925167/w1199h799x1y1-63815d83.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! "

CA $153

CA $452 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Rotonda-West-Hotels-176B-Sunny-Vacation-Home-3-Bdr.h83925167.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)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/6a613f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171087/d4b9f425.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."

CA $140

CA $471 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Rotonda-West-Hotels-NEW-2023-Family-Home.h90171087.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)

![Interior](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/w1926h1283x426y1-ca7cc3ac.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)

![Interior](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517047/w2776h1282x2y2-972d6578.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."

CA $154

CA $454 total

includes taxes & fees

Oct 18 - Oct 19

[](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)

![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)

![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)

![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/e74385d1.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! "

CA $221

CA $805 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/91000000/90170000/90168400/90168317/w1024h679x0y4-46b3e2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w1024h675x0y4-91f57b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w1024h674x0y4-8fb93d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90170000/90168400/90168317/w907h683x58y0-93cd84a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests

Oakland Hills

9.8/10

Exceptional

(26)

"The home was spotless, comfortable, well stocked and just beautiful! We had a wonderful stay!"

CA $140

CA $471 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Rotonda-West-Hotels-Modern-Retreat-3Bed-King-Bed-Master-Bath.h90168317.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/w1199h799x1y1-6267efec.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)

![Dining](https://images.trvl-media.com/lodging/84000000/83710000/83707200/83707140/w1199h799x1y1-78a044de.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. "

CA $156

CA $455 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Rotonda-West-Hotels-174B-Sunny-Relaxing-Vacation-Home-3bds.h83707140.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)

![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)

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113730000/113729300/113729289/009eea62.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 "

CA $126

CA $506 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Rotonda-West-Hotels-Rotonda-Retreat-WHeated-Pool-Golf-Beaches-Pet-Friendly.h113729289.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)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90180000/90171100/90171089/w1024h674x0y4-8b8f685c.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)

### 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!"

CA $140

CA $454 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Rotonda-West-Hotels-Family-VillaKing-Bed-Master-Suite-3-Bed-2baths-Beach-Fishing-Golfing.h90171089.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&regionId=553248635976470746&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Oakland Hills Hotel Reviews

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