Hotels in Oakland, Maryland

Experience comfort and convenience at The Garrett Inn, a cozy 2-star motel located in scenic Oakland, Maryland, just 6,1mi from the city center. This hotel stands out with its free private parking and complimentary WiFi, ensuring hassle-free stays for all guests. Enjoy delightful mountain views while relaxing in non-smoking rooms equipped with air conditioning and free toiletries. The inviting picnic area and garden add a touch of nature to your getaway, making The Garrett Inn the perfect choice for travelers seeking a peaceful retreat with essential amenities at a competitive price.

Celebration at Deep Creek, located at 179 Glendale Rd, Oakland, Maryland, 7,8mi from the city center, stands out for a range of amenities: a private pool and indoor swimming pool, spa tub, sauna, and lake view, plus free on-site parking and free WiFi. Outdoor and indoor recreation include skiing, golf course access, and mini golf, while a full kitchen (kitchenware) and barbecue support convenient stays. Private entrance and non-smoking rooms, air conditioning, and free parking on site enhance comfort; ideal for groups seeking versatile, all-in-one vacation accommodation near Deep Creek Lake.

Located in Oakland, Maryland, The Haven (1131 Lake Shore Drive) is a VacationHome 7,3mi from the city center. This property features a private pool and an indoor swimming pool, free on-site parking and free Wi‑Fi, plus a lake view and a barbecue area. Inside, a fully equipped kitchen with kitchenware and a kitchenette supports extended stays, while air conditioning, private entrance, and non-smoking rooms add comfort. Access to a golf course, skiing, a sauna, and even mini golf enhances recreation options.

Heavenly Grove is a Maryland vacation home in Oakland, about 7,2mi from the city center, offering free on-site parking and free Wi‑Fi, plus a private entrance for added privacy. Key strengths include an indoor swimming pool, spa tub, air conditioning, and a full kitchen with kitchenware, along with diverse recreation options such as skiing, a golf course, tennis court, mini golf, barbecue, and a playground. Pet-friendly with extra charges and non-smoking rooms add flexibility, while the address at 925 S Blakeslee Road anchors this convenient, multi-amenity retreat.

Both free Wifi and parking on-site are available at Windy Acres free of charge.

The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and microwave, and 3 bathrooms. A TV is provided. The accommodation has a fireplace.

Guests at the vacation home will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 45 miles away.

Heart and Soul is a vacation home in Oakland, Maryland, 8,5mi from the city center, located at 1628 Mountainview Drive. Featuring skiing, free on-site parking and Wi-Fi, private entrance, spa tub, and access to a golf course, tennis court, and mini golf, it suits outdoor enthusiasts. Kitchen and kitchenware enable self-catering, with non-smoking rooms, picnic area, and barbecue options. Pet-friendly with extra charges adds flexibility for guests with pets, while parking on site is free. This combination of recreational amenities and convenient comforts stands out among similar listings.

Both free Wifi and parking on-site are available at Strawberry Fields free of charge.

The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 4 bathrooms with a hair dryer. A TV with cable channels and a DVD player are provided. The accommodation has a fireplace.

Guests at Strawberry Fields will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 43 miles away.

Both free Wifi and parking on-site are available at Take-A-Break free of charge.

The air-conditioned vacation home is composed of 4 separate bedrooms, a living room, a fully equipped kitchen with a microwave and fridge, and 5 bathrooms. A TV with cable channels is featured. The accommodation has a fireplace.

Guests at the vacation home will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 50 miles away.

Both free Wifi and parking on-site are available at Valhalla free of charge.

The air-conditioned vacation home is composed of 5 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and microwave, and 4 bathrooms. A TV with cable channels is featured. The accommodation has a fireplace.

Guests at the vacation home will be able to enjoy activities in and around Oakland, like skiing. The vacation home has a picnic area where you can spend the day outdoors.

Morgantown Municipal Airport is 45 miles away.

Both free Wifi and parking on-site are available at Alla Famiglia free of charge.

The vacation home features 5 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 5 bathrooms with a hair dryer. A TV with cable channels is provided. The accommodation has a fireplace.

Guests at Alla Famiglia will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 45 miles away.

Cedarwoods in Oakland, Maryland, a VacationHome 8,5mi from the city center, offers a mountain-view retreat with a private entrance. Free parking (on-site) and complimentary Wi-Fi make stays convenient, while a well-equipped kitchen and kitchenware support independent living. Non-smoking rooms, picnic area, barbecue facilities, and multiple recreation options—skiing, a golf course, tennis, and mini golf—enhance versatility for groups. Address: 1557 Mountainview Drive. The combination of free parking, home-like amenities, and extensive leisure facilities sets Cedarwoods apart from typical stays.

A125 Studio Lake View is an Oakland, Maryland apartment located at 565 Glendale Rd, about 8mi from the city center. It stands out with free private parking and free on-site parking, eliminating parking hassles, plus complimentary Wifi. Amenities include a fitness center, sauna, air conditioning, a kitchenette, and an elevator for easy access. This combination of practical conveniences and versatile living space makes it a strong choice among options, balancing comfort and value in a central setting without sacrificing essential amenities.

This apartment provides free private parking, an elevator, and free Wifi.

The air-conditioned apartment is composed of 1 separate bedroom, a living room, a fully equipped kitchenette with a fridge, and 1 bathroom. A TV with cable channels and a DVD player are featured. The accommodation has a fireplace.

Guests can eat at the on-site restaurant.

Morgantown Municipal Airport is 45 miles away.

A116 One Bedroom Standard View in Oakland, Maryland, a well-equipped apartment, stands out with free private parking and on-site parking, free WiFi, and a fully equipped kitchenette. Guests can stay comfortable with air conditioning, access to a fitness center and sauna, and elevator convenience. The property is 8mi from the city center, offering a quiet location while staying connected and self-sufficient.

This apartment offers free private parking, an elevator, and free Wifi.

A119 Studio Lake View features 1 bedroom, a fully equipped kitchenette with a fridge, a washing machine, and 1 bathroom. A TV with cable channels and a DVD player are offered. The accommodation has a fireplace.

Guests may eat at the on-site restaurant.

Morgantown Municipal Airport is 45 miles from the property.

A208 One Bedroom Standard View in Oakland, MD offers a well-equipped suite with free private parking and on-site parking, complimentary Wi‑Fi, air conditioning, a kitchenette, elevator access, plus a fitness center and sauna, all within 8mi of the city center. This mix of parking options, essential amenities, and in-building facilities provides convenient comfort for longer stays, helping it stand out from many listings. Address: 565 Glendale Rd.

Both free Wifi and parking on-site are available at Howling Wolf Den free of charge.

The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and microwave, and 2 bathrooms. A TV with cable channels is provided. The accommodation has a fireplace.

Guests at the vacation home will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 43 miles away.

This apartment features free private parking, an elevator, and free Wifi.

The air-conditioned apartment is composed of 1 separate bedroom, a living room, a fully equipped kitchenette with a toaster and fridge, and 1 bathroom. A TV with cable channels and a DVD player are available. The accommodation has a fireplace.

Guests are welcome to eat at the on-site restaurant.

Morgantown Municipal Airport is 45 miles from the property.

This apartment provides free private parking, an elevator, and free Wifi. There's a restaurant.

The air-conditioned apartment is composed of 1 separate bedroom, a living room, a fully equipped kitchenette with a fridge, and 1 bathroom. A TV with cable channels and a DVD player are provided. The accommodation has a fireplace.

Morgantown Municipal Airport is 45 miles away.

Situated in Oakland, Maryland, A120 One Bedroom Standard View is a one-bedroom apartment at 565 Glendale Rd, about 8mi from the city center. Key advantages include free private parking and free on-site parking, complimentary Wifi, a kitchenette, air conditioning, and an elevator, plus on-site amenities such as a fitness center and a sauna for relaxation and convenience.

A308 Studio & Loft Standard View, located in Oakland, Maryland at 565 Glendale Rd, is a self-contained apartment about 8mi from the city center. Key advantages include free private parking and free on-site parking, free Wi‑Fi, a kitchenette, air conditioning, and an elevator. On-site amenities include a fitness center and a sauna, enhancing comfort for short or extended stays.

Offering free WiFi, Oak Mar Motel is located in Oakland. There's a restaurant serving American cuisine, and free private parking is available.

The private bathroom is equipped with a shower, free toiletries and a hairdryer. All rooms at the motel have air conditioning and a desk.

Morgantown Municipal Airport is 53 miles from the property.

Both free Wifi and parking on-site are available at Smore Fun free of charge. Guests can chill out in the indoor pool.

The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 4 bathrooms with a hair dryer. A TV is featured. The accommodation has a fireplace.

Guests at Smore Fun will be able to enjoy activities in and around Oakland, like skiing. A children's playground is also available for guests at the accommodation.

Morgantown Municipal Airport is 50 miles away.

Beautiful Adventure is a VacationHome in Oakland, Maryland, United States, 9,4mi from the city center at 2255 Glendale Road. Key advantages include free on-site parking and free WiFi, a private entrance and mountain view, a kitchen with kitchenware, non-smoking rooms, barbecue facilities, and a playground. For recreation, there is skiing, an indoor swimming pool, spa tub, a golf course, and mini golf, with pet-friendly options available for an additional charge.

Both free Wifi and parking on-site are accessible at Home Sweet Cabin free of charge.

The vacation home features 5 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. A TV with cable channels and a DVD player are offered. The accommodation has a fireplace.

Guests at Home Sweet Cabin will be able to enjoy activities in and around Oakland, like skiing.

Morgantown Municipal Airport is 47 miles from the property.