Title: Book the Best PET FRIENDLY Hotels in Oakland, MD from CA $88 - Oakland Dog-Friendly Hotels | 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 Pet-friendly Hotels in Oakland, MD from CA $88 - ![](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 Pet-friendly Hotels Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-26&endDate=2025-12-27&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-27&endDate=2025-12-28&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland pet-friendly hotels ![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) ![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) ### New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp! [](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information) Oakland 10/10 Exceptional (13) "The stay was great! Everyone loved the location and all the amenities provided! It was a great get away for all of our friends to get together and hangout! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becca V. CA $308 CA $1,008 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/f42198b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/0e3625a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/89df50c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/6ac84ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! [](https://www.expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information) Oakland 10/10 Exceptional (19) "We had an incredible time at the cabin and we're hoping to come back in the future. The house is BEAUTIFUL, the beds are comfortable, it's in a nice location, and the fire pit and hot tub were great as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madeline C. CA $272 CA $980 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/8d132ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/ad9086d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/5300b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/0f293a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### That Special Place [](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information) Oakland 10/10 Exceptional (26) "We enjoyed our stay, beautiful cabin with a lake view.Would highly recommend this place, the host was super responsive to any questions we had. Easy check in and out. Kitchen well equipped, overall great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemary C. CA $306 CA $657 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/1f9afee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/da0ce863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/be49f9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/8da48299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger! [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) Oakland 10/10 Exceptional (34) "Great property, loved our stay here! We will definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawnnelle H. CA $377 CA $1,044 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/d1f7f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/01a33403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/b3f8673c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/1bd56ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The winter is coming !!! [](https://www.expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information) Oakland 9.8/10 Exceptional (50) "Very easy to check in and out! Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $331 CA $708 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/b1d42250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/b1627a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/w2000h1333x0y1-10e911fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/2673c4b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Lodge sleeps 25 guests Spectacular Views [](https://www.expedia.ca/Oakland-Hotels-Private-Lodge-Sleeps-25-Guests-Spectacular-Views.h115760069.Hotel-Information) Oakland CA $887 CA $1,967 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Oakland-Hotels-Private-Lodge-Sleeps-25-Guests-Spectacular-Views.h115760069.Hotel-Information) ![Suite, 1 Queen Bed, Accessible, Non Smoking (Mobility, Hearing, Tub w/Grab Bars)](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/0efde2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/e6cc83a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/51393ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/c0a67410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills [](https://www.expedia.ca/Morgantown-Hotels-Microtel-Inn-Suites-By-Wyndham-HazeltonBruceton-Mills.h1705851.Hotel-Information) Bruceton Mills 8.2/10 Very good (1003) "Was wonderful experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $78 CA $88 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Morgantown-Hotels-Microtel-Inn-Suites-By-Wyndham-HazeltonBruceton-Mills.h1705851.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/b2e6e0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/df72e5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/e49a5ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Refrigerator & Microwave](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/c12da2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Canaan [](https://www.expedia.ca/Davis-Hotels-Canaan-Village-Inn.h11442731.Hotel-Information) Davis 8.6/10 Excellent (812) "Best place to stay so close to the slopes" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse [](https://www.expedia.ca/Davis-Hotels-Canaan-Village-Inn.h11442731.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/ae5c10a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/c4d0aa7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/09fa1143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/5d32789a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keyser Inn [](https://www.expedia.ca/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information) Keyser 9.0/10 Wonderful (976) "Have stayed multiple times very reasonable prices " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harold CA $109 CA $123 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information) ![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/b098b312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/e1aaa3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/w3837h2557x3y3-65d16e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Single Sofabed;Larger Room)](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/92c63a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Keyser [](https://www.expedia.ca/Keyser-Hotels-SureStay-Plus-Hotel-By-Best-Western-Keyser.h4144866.Hotel-Information) Keyser 9.0/10 Wonderful (544) "Everything was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna CA $156 CA $175 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Keyser-Hotels-SureStay-Plus-Hotel-By-Best-Western-Keyser.h4144866.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=2026-01-09&endDate=2026-01-10®ionId=9160&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Oakland ### Discover top Oakland attractions with your pet In Oakland, Maryland, pet owners will find a wealth of outdoor activities to enjoy alongside their furry companions. Start your adventure at Deep Creek Lake, where you can stroll along the scenic shoreline, allowing your pet to splash in the water while you take in the stunning mountain views. The surrounding state parks, such as Swallow Falls State Park, offer miles of pet-friendly trails, perfect for a day of hiking among breathtaking waterfalls and lush forests. For a more leisurely outing, visit the charming local shops and cafes in downtown Oakland, many of which welcome pets on their patios, making it easy to enjoy a meal or a coffee break together. Additionally, the annual Deep Creek Lake Art & Wine Festival often includes pet-friendly activities, ensuring your four-legged friend can join in the fun. For accommodations, consider staying in the area around the lake where several hotels cater to pets, providing amenities like dog beds and treats, ensuring a comfortable and pampered experience for your family. This welcoming environment makes exploring Oakland a delightful experience for both you and your pet. ## Top Oakland Hotel Reviews ## Frequently asked questions ### How much does a pet-friendly hotel in Oakland cost? ### Which area of Oakland is best to stay in for pet-friendly hotels? > This area offers a good selection of accommodation options that welcome pets, ranging from hotels to holiday rentals. You'll find that these properties are often conveniently located near local parks and green spaces, which is ideal for walking your dog. The town centre provides easy access to amenities like pet supply shops and veterinary services, should you need them. > > > For those travelling with pets, staying near the town centre means you're also close to pet-friendly dining options with outdoor seating. This makes it easier to enjoy meals out without leaving your companion behind. ### How do I ensure I have booked a pet-friendly room in Oakland? ### What pet-friendly activities should we do in Oakland? > For those travelling with their furry friends, a visit to Deep Creek Lake State Park is a must. Many trails within the park are dog-friendly, provided your pet is on a lead. The Discovery Centre loop trail is a lovely, accessible option that offers views of the lake and opportunities for your dog to enjoy the outdoors. There are also designated swimming areas where dogs are permitted to cool off during warmer months. > > > Another excellent option is a stroll along the historic Oakland B&O Railroad Museum grounds. While the museum itself might not be pet-friendly inside, the surrounding grounds and the town's sidewalks are superb for a leisurely walk with your dog. You'll find plenty of green spaces and interesting architecture to admire, offering a relaxed way to explore the town together. ### What amenities should I look for in a pet-friendly hotel in Oakland? ### How can I save on a pet-friendly hotel in Oakland with Expedia? ### Do any Oakland hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Oakland as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Paradise Point ](https://www.expedia.ca/2Star-Paradise-Point-Oakland-Hotels.s20-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Mountainside ](https://www.expedia.ca/5Star-Mountainside-Oakland-Hotels.s50-n553248635976481730-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sunplace ](https://www.expedia.ca/5Star-Sunplace-McHenry-Hotels.s50-n553248635976468730-0.Travel-Guide-Filter-Hotels) - 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