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) ![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jenn Charbonneau # Find Hotels with a Pool in Oakland, MD from CA $371 - ![](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 [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-27&endDate=2025-11-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-28&endDate=2025-11-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-05&endDate=2025-12-07&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) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/c709e08b.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) ![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 (12) "Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $302 CA $1,017 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383474/c79f355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383474/adbc61ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383474/d3e3f600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383474/8b8bb18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suites at Silver Tree: A210 Studio Standard View Oakland 10/10 Exceptional (2) "The property was absolutely beautiful! Right on the lake with amazing views! Secluded but close shops and restaurants! The room was very clean and welcoming! The only downside is the parking. When it’s dinner time, the hotel guests have to fight for parking spaces with the restaurant patrons. Other than that, we had an amazing stay. We’ll definitely be staying there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. CA $290 CA $371 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A210-Studio-Standard-View.h76383474.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/21359757_edited_fbf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/16a77489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/67273f74_edited_ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/b175e07a_edited_6725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Will O' The Wisp: 103A Efficiency/One Bath Oakland 9.6/10 Exceptional (8) "Rekaxing, restful, beautiful views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald D. CA $342 CA $419 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-103A-EfficiencyOne-Bath.h76515341.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/d3ffd798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/65a9d2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/73f8418b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/0f35f005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 208 King Room ADA Accessible Oakland 10/10 Exceptional (4) "I enjoyed the still of the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shundrey CA $327 CA $418 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-208-King-Room-ADA-Accessible.h106477797.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-931787ca.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $264 CA $660 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/26cbc1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/44bc4f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/8a834c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/ec954146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 210 Standard Double Queen Fireplace Room Oakland 10/10 Exceptional (9) "What a wonderful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edna S. CA $340 CA $434 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-210-Standard-Double-Queen-Fireplace-Room.h106477803.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/a0cf332a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/8c3f55d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/52f35c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/b920f00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 215 Standard Double Queen Room Oakland 10/10 Exceptional (2) "It was very clean and the workers were so kind and was the perfect little get away for my family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $333 CA $424 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-215-Standard-Double-Queen-Room.h106477815.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/cb36bd9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/aa6cd7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/a1b8252b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/0f58481f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 109 Lakeside Executive King Suite Oakland 10/10 Exceptional (1) "Staff was very helpful and cheerful. Room was very clean and a nice view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $375 CA $479 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-109-Lakeside-Executive-King-Suite.h106477773.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/12eac2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/979b0555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/2f0d90c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/2b368471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 214 Standard Double Queen Fireplace Room Oakland 9.0/10 Wonderful (2) "Well located for our trip. We wanted to explore the area and things to do in anticipation of our whole family meeting in the Deep Creek area. Near excellent coffee (Trader), modest bakery and dining options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $340 CA $417 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-214-Standard-Double-Queen-Fireplace-Room.h106477813.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477826/458fba21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477826/80c439cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477826/c0450660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477826/74a7ab25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room Oakland 9.0/10 Wonderful (2) "Spontaneous trip and we lucked out finding this room on Expedia. Property is newly renovated and our room had beautiful a frame ceiling and a fireplace. Sat outside on the deck and enjoy the lake view. Would definitely go back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $384 CA $495 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-220-Lakeside-Double-Queen-Fireplace-Room.h106477826.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=2025-12-12&endDate=2025-12-13®ionId=9160&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_9160) ## Top Oakland Hotel Reviews ## Frequently asked questions ### What are the best hotels in Oakland with outdoor pools? > Cove Creek Lodge is a fantastic option for travellers seeking hotels in Oakland with outdoor pools. This charming lodge features several room types, all highlighting the allure of nature with stunning mountain views and easy access to outdoor activities. > > > > For an exceptional stay, consider the [Cove Creek Lodge: 210 Standard Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-210-Standard-Double-Queen-Fireplace-Room.h106477803.Hotel-Information), which has earned a superb review rating of 10.0. Guests appreciate its shared pool, which is a delightful spot to relax after a day of mountain biking or climbing nearby. > > > > Another great choice is the [Cove Creek Lodge: 211 Dog Friendly Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-211-Dog-Friendly-Double-Queen-Fireplace-Room.h106477805.Hotel-Information), rated 9.2. Families traveling with pets will love the welcoming atmosphere and the clean, comfortable rooms. The shared pool adds a fun element for both kids and adults alike. > > > > If you're looking for something right by the water, the [Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-201-Poolside-Double-Queen-Fireplace-Room.h106477775.Hotel-Information) and the [Cove Creek Lodge: 203 Poolside Double Queen Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-203-Poolside-Double-Queen-Room.h106477781.Hotel-Information) are both rated 10.0. These rooms provide direct access to the pool, making it easy for families to dive in and enjoy a refreshing swim. > > > > Lastly, the [Cove Creek Lodge: 208 King Room ADA Accessible](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-208-King-Room-ADA-Accessible.h106477797.Hotel-Information) also boasts a superb score of 10.0 and is designed to ensure a comfortable stay for all guests, with spacious rooms and the same inviting pool area. ### How much does a hotel with outdoor pool in Oakland cost? > Enjoy staying in a hotel in Oakland with an outdoor pool. You can find a great deal from CA $371 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### What are some of the best Oakland hotels with outdoor pools and scenic views? > Cove Creek Lodge is a great choice for travellers seeking a blend of outdoor adventure and relaxation. This hotel boasts a shared outdoor pool that invites guests to unwind while enjoying breathtaking mountain views, making it a great spot for families and outdoor enthusiasts alike. > > > > With an impressive review rating of 10.0, the Cove Creek Lodge's various room options, such as the Standard Double Queen Fireplace Room and the Poolside Double Queen Room, are designed to cater to different needs while providing that picturesque mountain backdrop. Guests rave about the clean and comfortable accommodations, ensuring a delightful stay for families. > > > > For those traveling with pets, the Dog Friendly Double Queen Fireplace Room is an excellent option, rated 9.2 by visitors who appreciate the welcoming atmosphere. This lodge not only promises a refreshing dip in the pool but also offers easy access to nearby mountain biking and climbing opportunities, enhancing your outdoor experience. ### Is it cheaper to book flights and a hotel in Oakland as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### How can I save on a hotel in Oakland with Expedia? > Before booking your Oakland hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. 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