Title: Book the Best Hotels with POOL in Oakland in 2025 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d9160.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d9160.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d9160.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d9160.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/6688cb44f390170dde19d3839b293328.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by KM Moore # Find Hotels with a Pool in Oakland, MD from CA $170 ![](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 Hotels with a Pool Tonight [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Hotels with a Pool ![Property grounds](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/21f8f80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/07ac3aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/88b8da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/98df61f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp! Oakland 10/10 Exceptional (8) "Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. " CA $313 CA $1,027 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information) ![Smart TV, video games](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-aa7e85fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/145d0abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/a012a856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-7622c5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the heart of Deep Creek Lake! - "Shamrock Inn" Mountainside 9.6/10 Exceptional (5) "Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it" CA $293 CA $691 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/34c5df8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/w1000h905x0y95-f8af4d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/a54f38e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/714a63fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alpine Lake Resort Terra Alta 7.8/10 Good (364) "Clean rooms . Older place . But comfortable and scenic." CA $207 CA $245 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Morgantown-Hotels-Alpine-Lake-Resort.h10030058.Hotel-Information) ![Family Suite, Private Bathroom (Trey Run #5)](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/141f744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/w1482h834x0y0-81395ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/e0f93e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/9abb86f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River House Lodge Rowlesburg 9.2/10 Wonderful (114) "This place is an amazing find! Absolutely live everything sbout staying here. " CA $152 CA $216 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Rowlesburg-Hotels-River-House-Lodge.h17326748.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/f842eceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/d44865a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/d408e68b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/12a5bf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Grantsville-Deep Creek Lake Grantsville 8.4/10 Very good (694) "Family friendly. Easy access to interstate" CA $149 CA $170 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cumberland-Hotels-Comfort-Inn-Grantsville.h1347.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/b0aebc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/b818e0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/e90d2cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/a17f09c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View! Accident 10/10 Exceptional (86) "Nice for a short stay! Super cute little area for our little family ! Would definitely go back ! " CA $119 CA $287 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Cumberland-Hotels-Enchanted-Elegance-Near-Deep-Creek-Lake-Wisp-Fireplace-Meadow-Forest-View.h32818307.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/a23eb890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/176bea50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/b5edd8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/d313359f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View! Accident 9.6/10 Exceptional (74) "Lovely quiet retreat. Comfortable, spacious, and nicely decorated " CA $105 CA $288 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cumberland-Hotels-The-Board-Room-Enchanted-Table-Meadow-Near-Deep-Creek-Lake-Wisp-Forest-View.h49184146.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/80000000/79870000/79867200/79867163/16f0ae39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/80000000/79870000/79867200/79867163/4572a0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/80000000/79870000/79867200/79867163/1f463b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79870000/79867200/79867163/620fe293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! Davis 9.4/10 Exceptional (67) "Amazingly clean. Many activities to do on site. Close to many attractions." CA $164 CA $292 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Davis-Hotels-Family-Sized-Condo-In-The-Heart-Of-Canaan-Valley.h79867163.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279850/53b79915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279850/0db2db6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279850/82fee525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279850/56c0e40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! Davis 9.0/10 Wonderful (45) "Very nice condo with all amenities! Situated close to all major attractions & restaurants! Quiet & serene location! " CA $164 CA $292 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Davis-Hotels-Land-Of-Canaan-Vacation-Resort-Family-Friendly-In-The-Heart-Of-Canaan-Valley.h91279850.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117560000/117558000/117557964/96991ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117560000/117558000/117557964/91f49fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117560000/117558000/117557964/a04aa3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117560000/117558000/117557964/60a15037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin in Black Bear-Central Heating-Family & Pet Friendly-Resort Pool Davis 10/10 Exceptional (3) "The cabin was gorgeous!!! Everything we needed. It was very peaceful and the surroundings so serene and beautiful." CA $244 CA $446 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Davis-Hotels-NEW-20Discount-Cabin-Black-Bear.h117557964.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=2025-10-24&endDate=2025-10-25®ionId=9160&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ## Frequently asked questions ### What's it like visiting Oakland? > If taking it easy by the pool is your idea of the perfect getaway, you may want to consider luxurious Oakland, which has 29 places to stay with pools. During your trip, you can explore sights such as Deep Creek Lake, and then relax and unwind poolside at one of the accommodations in Oakland that travelers like for their pools. ### What are some accommodations with pools in Oakland? > [Baja Motel](https://www.expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information): Vacation home, 14-minute walk from Deep Creek Lake. Provides kitchens, a pool, and Smart TVs. [The Garrett Inn](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information): Vacation home, 5-minute walk from Deep Creek Lake. Provides kitchens, a communal pool, and televisions. [New: Lakefront Luxury Home with Private Indoor Heated Pool!](https://www.expedia.ca/Oakland-Hotels-New-Lakefront-Luxury-Home-With-Private-Indoor-Heated-Pool.h100201414.Hotel-Information): Vacation home, 11-minute walk from Deep Creek Lake. Features complimentary wireless internet access, a communal pool, and kitchens. [Amazing Central Location! Lakefront! Hot tub/dock!](https://www.expedia.ca/Oakland-Hotels-Amazing-Central-Location-Lakefront-Hot-Tubdock.h62988840.Hotel-Information): Cottage, 15-minute walk from Deep Creek Lake. Offers complimentary wireless internet access, a communal pool, and kitchens. [Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp](https://www.expedia.ca/Oakland-Hotels-Bon-Vivant-Pet-Friendly.h104788464.Hotel-Information): Vacation home, 6-minute walk from Deep Creek Lake. Features complimentary wireless internet access, an indoor pool, and kitchens. ### How many pool hotels will I be able to find in Oakland? > Expedia's 29 hotels in Oakland give you a great choice for your poolside getaway. ### What is there to see and do in Oakland? > Explore places like Deep Creek Lake while you're in Oakland. Spend some time experiencing the great outdoors at Youghiogheny River and Oakland Dog Park. Take in the natural beauty of Oakland with the lakeside setting and riverfront. ### When is the best time to book a hotel with a pool in Oakland? > Taking into account the local weather in Oakland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. 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