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.

Windy Acres in Oakland, Maryland, is a vacation home located about 2.1mi from the city center at 493 Herrington Manor Road. It offers free on-site parking and free WiFi, plus a private entrance for added privacy. The property features a spa tub, access to a golf course and mini golf, and skiing nearby, making it ideal for active getaways. Inside, a well-equipped kitchen with kitchenware, air conditioning, and non-smoking rooms ensure comfort, with barbecue facilities and pet-friendly policy (extra charges) rounding out conveniences for extended stays.

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.

Strawberry Fields, a VacationHome in Oakland, Maryland, United States, is 8.8mi from the city center at 10 Roman Ridge Road. Notable for a lake view and a private entrance, it offers free on-site parking and complimentary WiFi, plus a full kitchen with kitchenware. Non-smoking rooms, air conditioning, and a spa tub ensure comfort. Outdoor features include a barbecue area and proximity to skiing, a golf course, and mini golf. A strong choice for travelers seeking self-catering space with outdoor recreation and convenient on-site amenities.

Alla Famiglia, a VacationHome in Oakland, Maryland, United States, sits 7.6mi from the city center at 310 Winding Trail Lane. Key advantages include free parking and Wi‑Fi, a spa tub, skiing, a nearby golf course and mini golf, mountain views, air conditioning, a private entrance, and a fully equipped kitchen with kitchenware, plus non-smoking rooms and barbecue facilities.

Take-A-Break in Oakland, Maryland (United States) is a vacation home positioned 6.7mi from the city center. Key points include free on-site parking and free WiFi, a spa tub, and access to a golf course and mini golf for versatile recreation. A lake-view setting, private entrance, and a fully equipped kitchen (kitchenware included) enhance comfort, while air conditioning and non-smoking rooms ensure a pleasant stay. Outdoor options include skiing and barbecues, with convenient on-site parking and a barbecue area for gatherings.

Valhalla is a vacation home in Oakland, Maryland, United States, 8.4mi from the city center. It offers free on-site parking and free Wi‑Fi, private entrance, and a lake view. The fully equipped kitchen (kitchenware included) and non-smoking rooms ensure comfort, while outdoor amenities such as skiing, a golf course, tennis court, mini golf, picnic area, and barbecue facilities expand recreation options. Key advantages include the address at 74 Grandview Drive, privacy, and convenient access to nearby outdoor activities, delivering versatile spaces for seasonal stays.

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.

A211 One Bedroom Lake View is an apartment in Oakland, Maryland, located 8mi from the city center at 565 Glendale Rd. This property offers free private parking and free Wi-Fi, plus on-site parking, a fitness center, sauna, air conditioning, a kitchenette and an elevator. These conveniences provide a practical, comfortable stay with essential amenities all in one place, making it stand out for travelers seeking value and convenience.

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.

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.

A119 Studio Lake View in Oakland, Maryland is an apartment 8mi from the city center. It offers free private parking and free on-site parking, free Wifi, a fitness center, a sauna, air conditioning, a kitchenette, and an elevator, all in one property. These amenities provide on-site convenience, climate control, and in-room cooking options, helping it stand out among options that may lack free parking or a kitchenette.

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.

Howling Wolf Den is a vacation home in Oakland, Maryland, located at 192 Cumberland Road, about 8.6mi from the city center. It offers free on-site parking and free Wi-Fi, a spa tub, skiing and a golf course, as well as amenities like air conditioning, a private entrance, a fully equipped kitchen with kitchenware, non-smoking rooms, and barbecue facilities, plus mini golf.

A313 Studio & Loft Lake View in Oakland, Maryland, is an apartment located at 565 Glendale Rd, 8mi from the city center. It stands out with free private parking and free on-site parking, plus complimentary wifi, a kitchenette, and air conditioning. The property features a fitness center and a sauna, and an elevator for easy access, ideal for travelers seeking self-catering convenience, wellness amenities, and straightforward accessibility in a single stay.

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.

Experience comfort and convenience at Oak Mar Motel, located just 0.4mi from downtown Oakland, Maryland. Enjoy complimentary amenities such as free parking, wifi, and air conditioning for a hassle-free stay. The motel features non-smoking rooms and is wheelchair accessible for added convenience. Indulge in delicious meals at the on-site restaurant and relax with free toiletries and a luxurious bathtub. Choose Oak Mar Motel for its unbeatable location and excellent amenities, ensuring your stay is both comfortable and enjoyable.

Smore Fun in Oakland, Maryland is a VacationHome located 6.7mi from the city center at 241 S Blakeslee Road. Standout perks include Skiing, free on-site parking and Wifi, a private entrance, and an indoor swimming pool with spa tub. On-site amenities also cover a golf course, tennis court, mini golf, barbecue, playground, and a kitchen with kitchenware. Non-smoking rooms and pet-friendly policy (extra charges) add flexibility for families. This bundle of recreation, convenience, and privacy makes it a standout choice for varied leisure and longer stays near Oakland.

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.

Home Sweet Cabin, located 6.4mi from Oakland city center in Maryland, United States, shines with free on-site parking, free Wi‑Fi, and a private entrance, plus a fully equipped kitchen with kitchenware for easy self-catering. Its featured amenities—skiing, a golf course, mini golf, barbecue, and air conditioning—appeal to outdoor enthusiasts, while non-smoking rooms ensure comfort. With a dedicated space for cooking and relaxation, this VacationHome delivers convenience and flexibility beyond standard stays.

A218 One Bedroom Standard View in Oakland, Maryland, is a self-contained apartment located 8mi from the city center at 565 Glendale Rd. It features free private parking and free on-site parking, free Wifi, a kitchenette, and air conditioning, making it ideal for longer stays. The building offers a fitness center, a sauna, and an elevator for easy access, ensuring comfort and convenience. These amenities, combined with on-site parking and in-unit cooking facilities, provide convenience and value compared to typical hotel options.