Charming Vacation Rentals in Oakland, MD for Every Traveler

Private Family Home with Deck, Porch and Forest Views!
House
Oakland, MD, USA

Featuring a spa and wellness center, Private Family Home with Deck, Porch and Forest Views! features accommodations in McComas Beach. Featuring sea views, this vacation home also includes free Wifi. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Morgantown Municipal Airport is 47 miles from the property.

Guest Reviews:

- "Very relaxing. You have enlarged the photo of the trip to see the bear" - "It was a very nice house with a lovely location" - "Awesome property with privacy." - "We enjoyed our stay at the private family home." - "Nice stay. Very clean and comfortable." - "Looking for a quick and regenerate escape for work pressures and this property delivered. Secluded yet accessible. Comfo" - "The overall stay was nice, quiet and enjoyable."

3 Bears Lodge
Cottage
44 Paradise Ridge Road, Oakland, MD, 21550, USA

Close to sailing, rafting, and more, this smoke-free vacation home brings it all within reach. Jump into your car and make short work of the 3-minute drive to Deep Creek Lake or the 16-minute drive to Wisp Resort (and enjoy the property's convenient onsite parking in the meantime).

Relax on the balcony (enjoy the outdoor furniture!) or sip a drink by the firepit of this vacation home. For a change of scenery, come inside and enjoy the free WiFi and flat-screen TV.

This 3-bedroom, 3-bathroom rental features a living room, a dining area, a fireplace, and air conditioning. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And because there's a dryer, you can go a bit lighter on your packing.

Amenities:

Restaurant • Toiletries • Security/Safety • Laundry • Balcony/Terrace • Accessibility • Other • Kitchen • Internet • Bedding/Linens • Fireplace/Heating • Parking

Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr
House
60 Gallatin Drive, Oakland, MD, MD 21550, USA

Featuring a garden, Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr features accommodations in Oakland. There's a spa and wellness center at this property comprised of a hot tub, a fitness room, and a open-air bath. There's an outdoor fireplace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. Offering a patio with mountain views, this vacation home also has a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a hot tub and a hair dryer. The vacation home offers bed linen, towels, and laundry service. For guests with children, the vacation home offers an indoor play area and an outdoor play equipment. Skiing and cycling are possible within the area, and Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr offers ski storage space. Morgantown Municipal Airport is 44 miles away.

Guest Reviews:

- "Jamison’s cabin was an awesome quick getaway for me and my family. wish we could’ve stayed longer but our schedules didn" - "Family creating wonderful memories in DCL" - "Super responsive and accommodating host, beautiful home with everything you need" - "Want to come back in summer" - "This cabin was just what we needed for our relaxing getaway."

To The Point
Cottage
1584 PENN POINT RD, Oakland, MD, 21550, USA

A short distance from skiing, a ski area, and more, this pet-friendly vacation home lets you experience it all. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 7-minute walk to Deep Creek Lake, or easily tackle the 22-minute drive to Wisp Resort.

After you return, unwind on the patio or sip a drink by the firepit, and don't forget about the outdoor furniture. For a change of scenery, come inside and enjoy the free WiFi and flat-screen TV.

A living room, a dining area, a fireplace, and air conditioning are featured at this 4-bedroom, 3.5-bathroom rental. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And there's a dryer, so you can even pack a bit lighter.

Amenities:

Fireplace/Heating • Toiletries • Security/Safety • Bedding/Linens • Restaurant • Kitchen • Laundry • Accessibility • Parking • Pet Friendly • Other • Balcony/Terrace

A118 Studio Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

Featuring a terrace, A118 Studio Standard View features accommodations in Oakland. This apartment provides free private parking, a 24-hour front desk, and free Wifi. Providing a balcony, this apartment also provides guests with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. The nearest airport is Morgantown Municipal Airport, 45 miles from the apartment.

Amenities:

Balcony/Terrace • Parking • Sports/Activities • Child Friendly • Security/Safety • Internet • Accessibility • Fireplace/Heating • Guest Services • Wellness Facilities

Cabin Lodge
Cottage
19398 GARRETT HWY, Oakland, MD, 21550, USA

Close to skiing, a ski area, and more, this smoke-free vacation home brings it all within reach. Deep Creek Lake is an easy 11-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 8-minute drive to Deep Creek Lake State Park.

Relax on the patio (enjoy the outdoor furniture!) or sip a drink by the firepit of this vacation home. As for the great indoors, you can try your hand at foosball, or enjoy the free WiFi and flat-screen TV.

This 5-bedroom, 2-bathroom rental features a living room, a dining area, a fireplace, and air conditioning. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a microwave and cookware. And because there's a dryer, you can go a bit lighter on your packing.

Amenities:

Sports/Activities • Kitchen • Other • Fireplace/Heating • Bedding/Linens • Internet • Toiletries • Laundry • Balcony/Terrace • Security/Safety • Parking • Restaurant

B203 One Bedroom & Loft Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment provides free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Providing a balcony with lake views, this apartment also provides guests with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a toaster, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles away.

Amenities:

Sports/Activities • Balcony/Terrace • Child Friendly • Parking • Security/Safety • Internet • Wellness Facilities • Fireplace/Heating • Guest Services

Yes Deer
Cottage
144 MIDDLETON RD, Oakland, MD, 21550, USA

A short distance from rafting, fishing, and more, this pet-friendly vacation home lets you experience it all. Jump into your car and make short work of the 3-minute drive to Deep Creek Lake or the 24-minute drive to Wisp Resort (and enjoy the property's convenient onsite parking in the meantime).

Relax by the indoor pool or sip a drink by the firepit of this vacation home, which also features a yard and a gas grill. For a change of scenery, come inside and try your hand at foosball, or enjoy the free WiFi and TV.

A living room, a dining area, a fireplace, and air conditioning are featured at this 4-bedroom, 3-bathroom rental. Bathroom amenities include towels and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And because there's a dryer, you can go a bit lighter on your packing.

Amenities:

Security/Safety • Internet • Oceanfront • Balcony/Terrace • Accessibility • Parking • Tv • Other • View • Air Conditioner • Kitchen • Laundry

High Mountain Villa
Apartment
Oakland, MD, USA

With lake views, this accommodation offers a balcony and a swimming pool. Guests also enjoy access to the sauna and hot tub, as well as the spa facilities and steam room. Offering a terrace and mountain views, the spacious apartment includes 3 bedrooms, a living room, satellite TV, an equipped kitchen, and 2 bathrooms with a hot tub. Towels and bed linen are offered in the apartment. There's also a seating area and a fireplace. Guests may enjoy a meal at the on-site restaurant. For guests with children, High Mountain Villa provides a baby safety gate. Guests can swim in the indoor pool, and go skiing or cycling. Morgantown Municipal Airport is 43 miles from the property.

Amenities:

Spa • Balcony/Terrace • Security/Safety • Guest Services • Child Friendly • Laundry • Skiing • Fireplace/Heating • Restaurant • Sports/Activities • Hot Tub • Pool

Mountain House
Cabin
2244 LAKE SHORE DR, Oakland, MD, 21541, USA

Close to rafting, this pet-friendly cabin brings it all within reach. Deep Creek Lake is an easy 5-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make the 13-minute drive to Wisp Resort.

Relax on the balcony or patio (enjoy the outdoor furniture!) of this cabin. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 5-bedroom, 3-bathroom rental features a living room, a charcoal grill, a fireplace, and air conditioning. Bathroom amenities include towels and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And because there's a dryer, you can go a bit lighter on your packing.

Amenities:

Laundry • Accessibility • Balcony/Terrace • Other • Tv • Security/Safety • Bedding/Linens • Restaurant • Air Conditioner • Pet Friendly • Fireplace/Heating • Kitchen

A208 One Bedroom Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment offers free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Offering a balcony, this apartment also has a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles away.

Amenities:

Wellness Facilities • Internet • Guest Services • Balcony/Terrace • Fireplace/Heating • Parking • Accessibility • Sports/Activities • Security/Safety • Child Friendly

Suites at Silver Tree A124
Condo
565 Glendale Road Unit A124, Oakland, MD, 21550, USA

Close to a golf course, this smoke-free condo brings it all within reach. Deep Creek Lake is an easy 14-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 7-minute drive to Deep Creek Lake State Park.

This 1-bedroom rental features a dining area, a fireplace, and air conditioning. Enjoy the free WiFi and TV. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll also have access to laundry facilities. Other amenities include bed sheets and heating.

Guest Reviews:

- "We have stayed at Silver Tree and it’s absolutely wonderful! However on this visit, we booked with Expedia. We were not aware that the room we booked was 1 of 2 rooms not owned by Silver Tree. It was another 3rd party Vacation rental. So, beware, that if you book with Expedia, the hotel will not service or have anything to do with these rooms. It is all done through Taylor Made vacation’s. They only give you 1 key, no parking pass, and if you need any additional supplies for the room (toilet paper, paper towels, garbage bags…etc). You are responsible for supplying them. Also they do not clean or restock your room if needed. We will go back because we love this hotel and location, just will never do it through Expedia. We were asked to revise the review, so it could be posted. Please check with the Silver Tree Hotel on Rooms before booking! "

A123 Studio Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony with lake views, this apartment also comes with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Security/Safety • Internet • Accessibility • Wellness Facilities • Balcony/Terrace • Child Friendly • Sports/Activities • Fireplace/Heating • Guest Services • Parking

Suites at Silver Tree A123
Condo
565 Glendale Road Unit A123, Oakland, MD, 21550, USA

Just a short distance from a golf course, this smoke-free condo lets you experience it all. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 13-minute walk to Deep Creek Lake, or easily tackle the quick 7-minute drive to Deep Creek Lake State Park.

You can make the most of the outdoors with the balcony or patio and fitness center at this condo. For a change of scenery, come inside and enjoy the free WiFi and TV.

This 1-bedroom rental features a dining area, a fireplace, and air conditioning. Bathroom amenities include towels and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And there's access to laundry facilities, so you can even pack a bit lighter.

Guest Reviews:

- "Lady at the front desk at check in was less than friendly. "

B204 One Bedroom Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment provides free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Providing a balcony with lake views, this apartment also offers a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a toaster, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles away.

Amenities:

Child Friendly • Parking • Fireplace/Heating • Sports/Activities • Balcony/Terrace • Wellness Facilities • Security/Safety • Internet • Guest Services

Santa Fe Getaway
House
33 Santa Fe Trail, Oakland, MD, 21550, USA

Situated in the shopping district, this welcoming vacation home brings all of Oakland within your reach. With convenient onsite parking, you'll be ready to make the 3-minute drive to Deep Creek Lake or the 11-minute drive to Deep Creek Lake State Park.

A dining area, a fireplace, and air conditioning are featured at this 4-bedroom, 3-bathroom rental. Enjoy the free WiFi and TV. Bathroom amenities include towels and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll also have a washer/dryer. Other amenities include bed sheets and heating.

Amenities:

Security/Safety • Kitchen • Balcony/Terrace • Internet • Air Conditioner • Parking • Pet Friendly • Other • Tv • Bedding/Linens • Laundry • Fireplace/Heating

Bears Lair
House
94 Lehman Lane, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are available at Bears Lair free of charge. The air-conditioned vacation home is composed of 4 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and microwave, and 4 bathrooms. A TV with cable channels is provided. The accommodation has a fireplace. Guests at the vacation home can enjoy skiing nearby, or make the most of the outdoor pool. Morgantown Municipal Airport is 45 miles away.

Amenities:

Sports/Activities • Air Conditioner • Fireplace/Heating • Pool • Skiing • Internet • Security/Safety • Parking • Guest Services • Wellness Facilities • Other • Child Friendly

Views & Brews
House
126 Leo Friend Road, Oakland, MD, 21550, USA

Just a short distance from rafting, this pet-friendly vacation home lets you experience it all. Jump into your car and make short work of the 2-minute drive to Deep Creek Lake or the 5-minute drive to Funland (and enjoy the property's convenient onsite parking in the meantime).

A living room and air conditioning are featured at this 3-bedroom, 2-bathroom rental. Try your hand at air hockey, or enjoy the free WiFi and TV. Bathroom amenities include towels and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. Other amenities include bed sheets and heating.

Amenities:

Tv • Internet • Pet Friendly • Other • Fireplace/Heating • Bedding/Linens • Kitchen • Air Conditioner • Restaurant • Parking • Security/Safety • Sports/Activities

A318 One Bedroom & Loft Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

Featuring a terrace, A318 One Bedroom & Loft Standard View features accommodations in Oakland. This apartment offers free private parking, a 24-hour front desk, and free Wifi. Offering a balcony, this apartment also has a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. The nearest airport is Morgantown Municipal Airport, 45 miles from the apartment.

Amenities:

Sports/Activities • Balcony/Terrace • Fireplace/Heating • Accessibility • Internet • Wellness Facilities • Security/Safety • Parking • Child Friendly • Guest Services

Hidden Treasure
Cottage
333 SLOAN TRACT RD, Oakland, MD, 21550, USA

Just a short distance from rafting, this pet-friendly vacation home lets you experience it all. With convenient onsite parking, you'll be ready to make the 2-minute drive to Deep Creek Lake or the 12-minute drive to Wisp Resort.

Relax in the hot tub (enjoy the outdoor furniture!) or sip a drink on the patio of this vacation home. For a change of scenery, come inside and enjoy the free WiFi and TV.

This 4-bedroom, 4-bathroom rental features a living room, a dining area, a BBQ grill, and a fireplace. Bathroom amenities include towels and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And because there's a dryer, you can go a bit lighter on your packing.

Amenities:

Pet Friendly • Security/Safety • Balcony/Terrace • Air Conditioner • Hot Tub • Bedding/Linens • Tv • Other • Kitchen • Restaurant • Fireplace/Heating • Laundry

A215 One Bedroom Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony with lake views, this apartment also comes with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Parking • Wellness Facilities • Accessibility • Guest Services • Balcony/Terrace • Internet • Security/Safety • Fireplace/Heating • Sports/Activities • Child Friendly

Happy Trails
Cabin
179 SANTA FE TRL, Oakland, MD, 21550, USA

Close to rafting, this pet-friendly cabin brings it all within reach. Jump into your car and make short work of the 2-minute drive to Deep Creek Lake or the 5-minute drive to Funland Go Cart Racetrace (and enjoy the property's convenient onsite parking in the meantime).

After you return, unwind in the hot tub or sip a drink on the balcony or patio, and don't forget about the outdoor furniture. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

As you settle into this 3-bedroom, 3-bathroom rental, you'll find a living room, a dining area, and air conditioning. Bathroom amenities include towels and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a microwave and cookware. And you can even travel light because you'll have a dryer.

Amenities:

Balcony/Terrace • Kitchen • Hot Tub • Bedding/Linens • Restaurant • Fireplace/Heating • Security/Safety • Pet Friendly • Accessibility • Tv • Laundry • Pool

A125 Studio Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony with lake views, this apartment also includes a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Fireplace/Heating • Guest Services • Accessibility • Balcony/Terrace • Security/Safety • Parking • Wellness Facilities • Sports/Activities • Internet • Child Friendly

Lake View
Cabin
3455 LAKE SHORE DR, Oakland, MD, 21550, USA

Close to rafting, the lake, and more, this smoke-free cabin brings it all within reach. With the property's convenient onsite parking, you'll be ready to make the quick 2-minute drive to Deep Creek Lake or the 5-minute drive to Funland.

Relax on the balcony or patio (enjoy the outdoor furniture!) of this cabin. For a change of scenery, come inside and enjoy the free WiFi and TV.

A living room, a charcoal grill, a fireplace, and air conditioning are featured at this 3-bedroom, 2-bathroom rental. Bathroom amenities include towels and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a microwave, cookware, and a toaster. And you won't have to pack extra clothes, because you'll also have a dryer.

Amenities:

Fireplace/Heating • Laundry • Security/Safety • Air Conditioner • Bedding/Linens • Tv • Kitchen • Other • Restaurant • Parking • Balcony/Terrace • Internet

Alla Famiglia
House
310 Winding Trail Lane, Oakland, MD, 21550, USA

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.

Amenities:

Air Conditioner • Fireplace/Heating • Parking • Sports/Activities • Other • Skiing • Internet • Child Friendly • Guest Services • Security/Safety

The Garrett Inn
Hotel
17848 Garrett Highway, Oakland, MD, 21550, USA

Motel in Oakland with free parking
Laundry facilities, express check-in, and a garden are available at this smoke-free motel. Free WiFi in public areas and free self parking are also provided. Other amenities include a picnic area and a vending machine.
The Garrett Inn offers 10 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually decorated. Beds feature pillowtop mattresses. Flat-screen televisions are featured in guestrooms. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations and complimentary toiletries.

This Oakland motel provides complimentary wireless Internet access. Business-friendly amenities include phones; local and long-distance calls are complimentary (restrictions may apply). Housekeeping is offered daily and irons/ironing boards can be requested.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The rooms are very nice " - "Great " - "Very nice property. Clean and comfortable. We thoroughly enjoyed our stay. " - "The inn keeper (I want to use this term more than front desk person) was friendly and kind when we checked in. The room was VERY clean, bed was comfortable, and a small table and two chairs in the room were very convenient as well. We will stay here again when we pass by the area. Strongly recommend!" - "Booked it last minute. Rooms were clean and cozy. Great value!"

A122 Studio Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony, this apartment also includes a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Sports/Activities • Child Friendly • Guest Services • Security/Safety • Accessibility • Parking • Balcony/Terrace • Wellness Facilities • Internet • Fireplace/Heating

Inn At Deep Creek
Hotel
19638 Garrett Hwy, Oakland, MD, 21550, USA

Guest Reviews:

- " " - "Clean, good location, friendly staff, great pool." - "The Inn is charming with many outside areas for relaxing and visiting. This place is a gem!" - "Very nice room and liked the pool " - "I liked the room size, layout and decor, the deck with the partial view of the lake and the high triangular ceilings. The room was clean and the beds were comfortable. Also liked the living area in the room and fireplace. The staff was friendly and helpful. Would stay here again. "

A214 Studio Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony, this apartment also comes with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Fireplace/Heating • Parking • Security/Safety • Internet • Sports/Activities • Balcony/Terrace • Guest Services • Child Friendly • Accessibility • Wellness Facilities

Baja Motel
Hotel
1501 Maryland Hwy, Oakland, MD, 21550, USA

Motel in Oakland with free parking
This motel features free self parking and free WiFi in public areas.
Private bathrooms are not ensuite and change of bedsheets is available on request.
Baja Motel offers 12 accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. Beds feature pillowtop mattresses. 32-inch flat-screen televisions come with cable channels.

Rooms have detached private bathrooms. Bathrooms include shower/tub combinations. This Oakland motel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Housekeeping is offered daily and change of bedsheets can be requested.

Guest Reviews:

- "The door theme names." - "Very nice and clean place. Everything we needed." - "Very clean and comfortable" - "Staff polite, early check in and was very quiet." - "i must say, this is one of the cleanest hotels that i have ever stayed! there is a bar/restaurant on the premise that was very convenient! good food, bands on saturday night! the bed was very comfortable, and the room was extremely clean! i would definitely recommend this place!"

A308 Studio & Loft Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony, this apartment also includes a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a toaster, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Balcony/Terrace • Sports/Activities • Child Friendly • Internet • Guest Services • Parking • Fireplace/Heating • Wellness Facilities • Security/Safety • Accessibility

Frost & Float Getaway! Cozy 2-bedroom condo in Deep Creek Lake with Lakeviews
Condo
Oakland, Maryland, USA

This memorable condo is the perfect home base for your trip to Deep Creek. Nestled in the heart of the city, this beautiful property offers a brilliant blend of comfort and convenience. With 2 bedrooms, including a king bed and a queen bed, it provides a lovely space for guests to unwind after a day of exploring. The 2 full bathrooms, complete with a hair dryer, ensure that everyone can freshen up with ease. Additionally, the living room features a cozy sofa bed, offering an extra sleeping option. Fall in love with Deep Creek and Wisp ski resort and enjoy the magic it has to offer.

Guest Reviews:

- "This condo was fully equipped with kitchen supplies like utensils and bakeware. The condo was very clean. The beds were super comfortable. The lake is across the street you can see the lake from the living room and balcony. There is a lot of things near by like fun zone and you can actually walk to a coffee shop and a pizza shop. We enjoyed the open floor plan. The host was very quick to answer all my questions. All of the furniture was in very good shape even the outside furniture. The condo had a lot of convinces of home. I would definitely stay at this condo again."

A211 One Bedroom Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment provides free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Providing a balcony with lake views, this apartment also provides guests with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles away.

Amenities:

Accessibility • Fireplace/Heating • Balcony/Terrace • Security/Safety • Guest Services • Child Friendly • Parking • Internet • Wellness Facilities • Sports/Activities

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Hotel
Oakland, Maryland, USA

Unwind & Relax in this log cabin styled spacious vaulted peak ceiling room with two Queen beds and an electric fireplace for everyone to enjoy. Equipped with a luxurious bathroom with a walk-in shower and premium bath products, plus a convenient kitchenette and a Smart TV for your entertainment. Walk right out to the deck where you have two chairs to enjoy morning coffee and fresh mountain air.

Guest Reviews:

- "Newly renovated grounds and property. Beautifully done, with large spacious rooms (for our family of 5), available dock slips to rent, and plenty to enjoy outside around our cabin. There is a pool, several fire pits with hammocks and comfortable seating, and kayaks/paddle boards to use on the lake. Highly recommend staying here!" - "We loved everything about our stay. We enjoyed the free Kayaks, pool was clean and deep, nicely spaced seating around multiple fire pits, grills, corn hole… etc. We loved that if we wanted to bring our dog we could. Overall a nice relaxing atmosphere! Would recommend! "

A120 One Bedroom Standard View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

Offering a terrace, A120 One Bedroom Standard View offers accommodations in Oakland. This apartment provides free private parking, a 24-hour front desk, and free Wifi. Providing a balcony, this apartment also provides guests with a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. The nearest airport is Morgantown Municipal Airport, 45 miles from the apartment.

Amenities:

Child Friendly • Guest Services • Parking • Accessibility • Balcony/Terrace • Wellness Facilities • Fireplace/Heating • Security/Safety • Sports/Activities • Internet

Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room
Hotel
Oakland, Maryland, USA

Unwind & Relax in this log cabin styled spacious vaulted peak ceiling room with two Queen beds and an electric fireplace for everyone to enjoy. Equipped with a luxurious bathroom with a walk-in shower, quality bath products, Kitchenette, and Smart TV. Enjoy the fresh mountain air and your morning coffee by walking right out your door to the deck, where you have two chairs and views of the seasonal outdoor pool.

Guest Reviews:

- "Cove creek was clean, beautifully maintained, and came with great amenities! We loved the free kayak and paddle board access. We will definitely be staying here again!" - "We had a wonderful time, very clean, staff was super helpful"

B302 One Bedroom & Loft Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment offers free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Offering a balcony with lake views, this apartment also has a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a toaster, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles away.

Amenities:

Internet • Balcony/Terrace • Sports/Activities • Child Friendly • Wellness Facilities • Parking • Fireplace/Heating • Guest Services • Security/Safety

Cove Creek Lodge: 208 King Room ADA Accessible
Hotel
Oakland, Maryland, USA

Unwind and Relax in this spacious, accessible room featuring a King bed that is easily accessed from the main deck and parking areas. Equipped with a kitchenette, Smart TV, and a luxurious bathroom with roll-in shower, roll-under vanity, raised toilet, and quality bath products. Begin your day with a breath of fresh mountain air and a steaming cup of coffee, enjoyed from the comfort of your deck’s two inviting chairs.

Guest Reviews:

- "I enjoyed the still of the area."

A115 One Bedroom Lake View
Apartment
565 Glendale Rd., Oakland, MD, 21550, USA

This apartment features free private parking, a 24-hour front desk, and free Wifi. The apartment has a terrace and a sauna. Featuring a balcony with lake views, this apartment also includes a cable flat-screen TV, a well-equipped kitchenette with a dishwasher, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. There's also a seating area and a fireplace. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Accessibility • Security/Safety • Fireplace/Heating • Balcony/Terrace • Internet • Guest Services • Sports/Activities • Child Friendly • Wellness Facilities • Parking

Cove Creek Lodge: 203 Poolside Double Queen Room
Hotel
Oakland, Maryland, USA

Hotel in Oakland, 6-minute walk to Deep Creek Lake
Along with concierge services, this smoke-free hotel has an arcade/game room and barbecue grills.
Limited housekeeping is available.
Air-conditioned accommodations at this hotel offer coffee/tea makers and hair dryers. Rooms open to patios. Kitchenettes offer microwaves, cookware/dishes/utensils, and dishwashers.

Guests can surf the web using the complimentary wireless Internet access. Smart televisions are featured in guestrooms. Housekeeping is provided on a limited basis.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "First off this place looks EXACTLY like the pictures!!!! We walked in and everything appeared nice and clean. And this town gave off such a Cape Cod kind of vibe which I Absolutely LOVED! From the restaurants to the lakes to the small gift shops made our trip so enjoyable, everything was just beautiful. " - "My husband and I made last minute reservations to enjoy a ski weekend. The accommodations exceeded expectations. The room was very clean, beds comfortable, efficiency kitchen well equipped. We appreciated the Keurig and Starbucks coffee. The bar onsite had excellent cocktails and the common areas were very comfortable. Highly recommend. "

Take-A-Break
House
215 Lower Penn Point Road, Oakland, MD, 21550, USA

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.

Amenities:

Air Conditioner • Internet • Sports/Activities • Security/Safety • Parking • Skiing • Child Friendly • Fireplace/Heating • Guest Services • Other

Cove Creek Lodge: 213 Dog Friendly Double Queen Room
Hotel
Oakland, Maryland, USA

Escape to this quiet respite featuring two queen beds. Equipped with a kitchenette, Smart TV, and a luxurious bathroom with walk-in shower and quality bath products. Walk right out to the deck where you have two chairs to take in the morning air and go for a walk down to the lake. Bring your canine companion on your lake adventure and reside in one of our designated Dog Friendly rooms where easy access to grass and trees are right outside your door.

Guest Reviews:

- "Really enjoyed the proximity to aces run and other dining options. The kayaks were also an awesome perk, everything felt new and was well maintained. Thankful it was pet friendly! " - "It is a very cool place to stay. Room was comfortable, clean and bathroom was nice. Highly recommend."

Heart and Soul
House
1628 Mountainview Drive, Oakland, MD, 21541, USA

Both free Wifi and parking on-site are available at Heart and Soul free of charge. The vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 3 bathrooms with a walk-in shower and a hair dryer. A TV with cable channels and a DVD player are provided. 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 44 miles away.

Amenities:

Pet Friendly • Parking • Sports/Activities • Skiing • Fireplace/Heating • Child Friendly • Other • Internet • Security/Safety • Guest Services

Cove Creek Lodge: 215 Standard Double Queen Room
Hotel
Oakland, Maryland, USA

Indulge in ultimate relaxation at this quiet sanctuary, thoughtfully appointed with two queen beds for your comfort. Equipped with a luxurious bathroom with a walk-in shower and premium bath products, plus a convenient kitchenette and a Smart TV for your entertainment. Begin your day with a breath of fresh mountain air and a steaming cup of coffee, enjoyed from the comfort of your deck’s two inviting chairs.

Guest Reviews:

- "It was very clean and the workers were so kind and was the perfect little get away for my family! " - "We stayed at this lodge for a night and we really wished we would have stayed longer. The bed was comfortable and my husband and I really liked the pillows. Adored the kitchenette and I really liked the style of the bathroom. The bar had live music and it has such a warm and inviting feeling throughout. We can't wait to come back in the summer!"

Sidetracked
House
891 Mountainview Drive, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Sidetracked free of charge. The air-conditioned vacation home is composed of 3 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 4 bathrooms. A TV is offered. 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 44 miles from the property.

Amenities:

Guest Services • Other • Skiing • Child Friendly • Parking • Air Conditioner • Fireplace/Heating • Internet • Sports/Activities • Security/Safety

Cove Creek Lodge: 212 Dog Friendly Double Queen Room
Hotel
Oakland, Maryland, USA

Escape to this quiet respite featuring two queen beds. Equipped with a kitchenette, Smart TV, and a luxurious bathroom with walk-in shower and quality bath products. Walk right out to the deck where you have two chairs to take in the morning air and go for a walk down to the lake. Bring your canine companion on your lake adventure and reside in one of our designated Dog Friendly rooms where easy access to grass and trees are right outside your door.

Guest Reviews:

- "My wife and I stayed here and loved the room, the service, and the overall atmosphere / vibe. Thank you!"

Tranquil Dreams
House
19 Skippers Point Road, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Tranquil Dreams free of charge. The air-conditioned vacation home is composed of 4 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 3 bathrooms. A TV is available. 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 47 miles from the property.

Amenities:

Fireplace/Heating • Security/Safety • Skiing • Parking • Other • Air Conditioner • Internet • Guest Services • Sports/Activities • Child Friendly

Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Cabin
Oakland, Maryland, USA

We would love to host you at our cozy Log Cabin in the woods of sought after Yellowstone Village, at Deep Creek Lake. Please come and enjoy our tastefully decorated 2 bedroom - 2 bath paradise equipped with a year round hot tub and a beautiful stone fire place!

Our cute cabin is waiting for your small family or romantic getaway. As you walk up to the covered front porch equipped with a gas wine barrel fireplace, you will be beckoned to step inside and enjoy the cozy relaxation of natural log wood, while still feeling ample space from the vast, bright cathedral ceiling. The main level will greet you with an open gathering area, which is perfect for chatting over a glass of wine, or watching a movie on the flat screen TV. Firewood is provided for the stone fireplace, so you can create and enjoy the warmth and crackling sounds of a cozy fire. The comfy kitchen has everything you will need to make a romantic dinner or family breakfast. A unique dining table includes cute stools, which creates the perfect place to enjoy each other’s company. A comfortable bedroom appointed with a full bed and bunks, a TV for late night viewings, and an elegant full bath complete the main level. Walk up the gorgeous timber staircase to the private master suite, which includes a king size bed, a full bathroom, and a walk-in closet.

This home is full of amenities for your convenience. An in-home laundry center, air conditioning and ceiling fans for those steamy summer days, heat and fireplace for the winter, hot tub, DVDs and Bluetooth Speaker, toys, games, gas outdoor fireplace, are here to create all the comforts of home.

This cabin is tucked away just off of popular Glendale Road and is walking distance to the lake and a very short drive to the State Park and Wisp. Paved roads snake around the log cabins and the wooded setting, making it the perfect place for quiet walks, morning jogs, biking, and just enjoying nature safely. Come visit us to sit on the front porch and read a book, grill today’s meal, rent a boat on the lake, or enjoy the beachfront at the State Park. Our private hot tub is waiting to help your stress melt away. Please take in all the activities Deep Creek Lake has to offer. Boating, skiing, golfing, great restaurants, and unique shops are sure to keep everyone happy!

Please reserve this perfect cabin today for a honeymoon, a romantic retreat, or for a lovely family bonding experience. We promise that Nirvana is the perfect cabin for your next getaway!

Guest Reviews:

- "We have stayed multiple times at Nirvana and it has consistently been a great cabin and timely, friendly help from Michelle." - "This property is a 2 bedroom, log home gem in the woods near Deep Creek Lake. The owner is a good communicator; calling to welcome us close to when we were to arrive, providing a list of places to eat and answering questions we had. We had a great time!" - "The cabin was beautiful and welcoming. We enjoyed using the hot tub and relaxing on the porches. Everything was clean and in great condition."

Just About Paradise
House
445 Paradise Heights Road, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Just About Paradise free of charge. The air-conditioned vacation home is composed of 5 separate bedrooms, a living room, a fully equipped kitchen with a microwave and toaster, and 4 bathrooms. A TV with cable channels and a DVD player are offered. 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 46 miles from the property.

Amenities:

Child Friendly • Parking • Pet Friendly • Sports/Activities • Security/Safety • Air Conditioner • Wellness Facilities • Other • Internet • Guest Services • Skiing • Fireplace/Heating

The Love Shack- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Cabin
Oakland, Maryland, USA

We would love to host you at The Love Shack, our cozy cabin in the woods, located in Deep Creek Lake’s quaint Yellowstone Village. Let the amazing ambiance and decor of this 2 bedroom, 1 bath paradise lift your spirits while you enjoy all of the comforts of home, plus a year round hot tub and a beautiful stone fireplace!

Our cabin of LOVE is waiting for your next romantic getaway, or small family gathering. As you walk up, the spacious covered front porch is equipped with a gas fire pit and plenty of space and seating. The main level will greet you with a great room, which is perfect for chatting over a glass of wine, or watching a movie on the flat screen TV while you relax on the oversized Restoration Hardware sofa. Firewood is provided, so you can create and enjoy the warmth and the crackling sounds of a cozy fire. The renovated kitchen with new appliances, cabinets, and quartz counters; has everything you will need to make a romantic dinner or family breakfast. A comfortable master bedroom appointed with a queen bed and a TV for late night viewings, and an elegant full bath are located on the main level. There is also a cozy second bedroom with a twin daybed and trundle for an extra reading area, or quaint space for the kiddos. Walk up the the ships ladder to the loft for an added bonus room with a bean bag chill room and an additional queen bed. This is another great spot for games, reading, or an additional sleeping space.

This home is full of amenities for your convenience and to create all of the comforts of home. These amenities include: a newly renovated kitchen with all the modern appliances and a Keurig coffee maker; a laundry center with washer and dryer; air conditioning and ceiling fans for those steamy summer days; heat and a stone fireplace to keep it toasty in the winter; a six person hot tub; flat screen TVs with Netflix, Prime Video, and premium channels; a gas outdoor fire pit a new gas grill; and provided towels, linens, and bedding.

This cabin is tucked away just off of popular Glendale Road and is walking distance to the lake and a very short drive to the State Park and Wisp. Paved roads snake around the log cabins and the wooded setting, making it the perfect place for quiet walks, morning jogs, biking, and just enjoying nature. Come visit us to sit on the front porch and read a book, grill today’s meal, rent a boat on the lake, or enjoy the beachfront at the State Park. Our private hot tub is waiting to help your stress melt away. Boating, skiing, golfing, hiking, fishing, rafting, kayaking, mountain biking, great restaurants, a movie theatre, unique shops, and historic Oakland are sure to keep everyone happy! Please take in all the activities Deep Creek Lake has to offer, or just sit back, relax, and enjoy some well deserved rest.

Please reserve this perfect cabin today for a honeymoon, a romantic retreat, or for a lovely family bonding experience. We promise that The Love Shack is the perfect cabin for your next getaway!

Guest Reviews:

- "This was the second time we stayed at The Love Shack and enjoyed our stay as much this time as last. It is an adorable cabin with an outside hot tub and all the amenities of home in the quiet Yellowstone Village. It is close to restaurants, shopping, Deep Creek lake and a lot of fun activities. Booking with Vrbo was easy and working with the property owner Michelle has always been a pleasant experience. We would not hesitate to book again in the future."

Heavenly Grove
House
925 S Blakeslee Road, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Heavenly Grove free of charge. The air-conditioned vacation home is composed of 5 separate bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and microwave, and 4 bathrooms. A TV and DVD player are available. The accommodation has a fireplace. For guests with children, the vacation home features a children's playground. Guests can swim in the indoor pool or go skiing. Morgantown Municipal Airport is 50 miles from the property.

Amenities:

Child Friendly • Internet • Skiing • Private Pool • Sports/Activities • Fireplace/Heating • Guest Services • Bar • Pet Friendly • Other • Parking • Security/Safety

Fall Fun at our Centrally Located Lake View Condo that sleeps 6!
Condo
Oakland, Maryland, USA

Fall is the best time of year to be on the lake! Come enjoy everything Deep Creek Lake has to offer in our close to everything condo. Enjoy the gorgeous lake view from our large deck while grilling out on our Webber grill! Enjoy the lake, ski at Wisp, hit the restaurants, go for a hike and enjoy nature! This is a 3 story end unit condo. It has cathedral ceilings throughout. It has an eat in kitchen with everything you need including a coffee bar. The kitchen was redone in 2022 with new cabinets, granite counters, stainless steel appliances and hardwood floors throughout the main living area. The living room overlooks the deck with views of the lake and has a wood burning fireplace. The main bedroom and bathroom are adjacent. Go up the spiral staircase to the loft with a twin over full bunk bed and additional seating area with TV, X-box 360 and DVD player. Down the spiral staircase is the 2nd bedroom with full bathroom. Outside the downstairs bedroom is another seating area with propane fire pit.
The $59 damage protection package is optional. This website doesn’t let me offer it as an option. If you do not want this protection; then when you first request a booking let me know you don’t want it and I’ll take it off and update total cost.
We have 2 ring cameras for everyone’s safety. They are both outside. First is over the front door facing out. The second is under deck facing the parking lot.

Guest Reviews:

- "We had a wonderful time! Very nice property" - "This property was comfortable and absolutely spotless, as well as being conveniently located for a visit to Deep Creek Lake. The deck is a great place to relax, with a view of the lake. The only drawback, in my opinion, is the narrowness of the spiral staircase to access the downstairs. Thankfully, the downstairs bathroom minimalizes the number of necessary trips up and down." - "Very nice property. We esp enjoyed the deck with the lake view. Our granddaughter loved the spiral staircases and the bunk beds."

Its All Good
House
3472 Lake Shore Drive, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are available at Its All Good free of charge. The air-conditioned vacation home is composed of 5 separate bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and microwave, and 6 bathrooms. A TV with cable channels and a DVD player are 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.

Amenities:

Parking • Fireplace/Heating • Pet Friendly • Pool • Internet • Sports/Activities • Security/Safety • Wellness Facilities • Other • Guest Services • Skiing • Air Conditioner

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Cottage
Oakland, Maryland, USA

Welcome to our contemporary tiny house nestled on Lake Shore Drive. The Tiny House at Deep Creek Lake boasts lake views from the large airy windows as well as the front and side porch, and a serene wooded landscape and large green space. This dog-friendly new construction retreat is the perfect getaway for those seeking a peaceful, relaxing vacation, right in the heart of Deep Creek Lake.

The cottage features modern amenities and thoughtful touches, offering a full sized bathroom, kitchen and living room with vaulted ceilings and a loft bedroom with an adjustable Simmons BeautyRest pillow top bed. The open-concept design allows for plenty of natural light to flood the space, creating a warm and welcoming ambiance.

Step outside onto the private deck and take in the picturesque vista of the glistening lake and wooded landscape. Whether you're sipping your morning coffee or stargazing at night beside the fire pit, The Tiny House at Deep Creek Lake offers privacy and convenience.

Located across the road from the lake and all its amenities, this cottage is an ideal base for outdoor enthusiasts, nature lovers, foodies or those looking to hunker down and unwind. Enjoy swimming, fishing or boating at the public access spot a short stroll down Lake Shore Drive. Skiing or snowboarding at the WISP is a short five minute drive. Head around the corner to Deep Creek Lake State Park for a leisurely walk along the shore or spend the day with your toes in the sand at the beach. For those seeking adventure, the area offers hiking and mountain biking trails and water activities to satisfy your sense of exploration.

Escape the hustle and bustle and immerse yourself in the tranquility of our contemporary cottage with a lake view. The Tiny House at Deep Creek Lake is the perfect place to create lasting memories. We are certain you will want to come back year after year!

The Details:

New Construction, just under 500 square feet, featuring a full kitchen and bath. Open floor plan living room that spills out onto a side porch with back patio and firepit. Sleeps 2-4. A loft bedroom with a full size adjustable pillow top Simmons BeautyRest bed and lake views. The living room couch pulls out into a full sized bed, tucked away for your convenience is a memory foam mattress topper for a lush and comfortable night's sleep. Lots of green space with ample parking, patio with grill, fire pit. WiFi, flatscreen t.v record player, all of the essentials. Plenty of room for your family or pups to run around. Oh, and the location is unbeatable!

Guest Reviews:

- "The Tiny House is perfect! Beautiful house with beautiful views and relaxing amenities. Close to everything. The owner is amazing, very efficient and generous. Prompt in his emails and messages. I ll be back ...hopefully soon . " - "We love this tiny house ! One of my favorite nights of our weekend getaway was when we decided to stay in, grill dinner and have a camp fire. The owner thought of everything! We will be back!" - "The house was very clean and conveniently located. Although small, the house was plenty comfortable for the two of us and our pups."

Celebration at Deep Creek
House
179 Glendale Rd., Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Celebration at Deep Creek free of charge. The air-conditioned vacation home is composed of 8 separate bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and microwave, and 8 bathrooms. A TV with cable channels and a DVD player are available. The accommodation has a fireplace. Guests can swim in the indoor pool or go skiing. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Bar • Sports/Activities • Guest Services • Child Friendly • Pool • Internet • Skiing • Parking • Other • Private Pool • Air Conditioner • Security/Safety

The Lazy Bear - Newly updated townhome in Deep Creek. Minutes to everything!
House
Oakland, Maryland, USA

The perfect calm, stylish lake retreat to escape to. Come with friends or family! Beautifully designed space with large kitchen island and cozy living room with a wood burning fireplace. Only minutes to the lake, Wisp Resort, shopping and restaurants. You'll feel at home away from home!

Guest Reviews:

- "Wow. This property is professionally decorated and EVERY detail is thoughtfully taken care of. From the kitchen appliances and gear, to the USB outlets and the shower details, the owner has differentiated her property in so many ways. Even a pre-prepared wood burning fireplace with an additional 1/2 cord of wood on the porch! The place is so well done it made us want to be even better guests! The host managed our time here very professionally. She was very prompt to return messages through the VRBO app (of which I am not a fan but that’s another review…). I had mistakenly only booked one night and she promptly got back to me about this and extended us (thereby avoiding a well-deserved scowling face from my spouse). We will def seek out this property on future stays here. This property is how it should be done. Very impressed. Thanks Trina!!"

The Haven
House
1131 Lake Shore Drive, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at The Haven free of charge. The vacation home features 8 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 10 bathrooms with a hair dryer. A TV with cable channels is available. The accommodation has a fireplace. Guests at The Haven will be able to enjoy activities in and around Oakland, like skiing. Guests can enjoy the indoor pool at the accommodation. Morgantown Municipal Airport is 45 miles from the property.

Amenities:

Other • Internet • Fireplace/Heating • Skiing • Pool • Sports/Activities • Private Pool • Guest Services • Parking • Security/Safety • Child Friendly • Air Conditioner

Cabin in the Woods
Cabin
Oakland, Maryland, USA

(Please note: Between October - April, highly recommend All Wheel or 4 Wheel Dive vehicles. During snow bearing months you travel at your own risk.)
Great quiet getaway in a private community to enjoy nature. 4-4.5 hours from DC. Minutes from Swallow Falls State Park. 25-30 minutes from Deep Creek Lake and Wisp Ski Resort.

The newly renovated cabin offers a family room, kitchen, reading area, and 1 full bath w/ laundry on the main floor. Upstairs there are two bedrooms (1 queen bed and 1 twin bunk beds), and a half bath. There is a fire pit and two decks (front & back) to enjoy the outdoors.

We do supply bedding, towels, coffee and teas, spices, initial use of paper products (TP & Paper Towels). We DO NOT supply your laundry detergents.

Enjoy your coffee on the back deck, in the evenings sit around the fire pit to relax, go hiking at Swallow Falls, rent a boat on Deep Creek Lake, go skiing at Wisp Ski Resort, the list goes on….centrally located to a tons of outdoor fun!

This is a private community. The entire community is dirt/gravel roads ranging from 2400-2700 feet elevation. Speed limit is 20mph, do not speed. It is about a 10 minute drive to/from to the gate.

Between October - April, highly recommend All Wheel or 4 Wheel Dive vehicles. During snow bearing months you travel at your own risk.

This community backs up to a State Forest. There is a lot of wildlife. Be mindful of poison ivy, Bears, Bobcats, rattlesnakes, ticks, & copperhead snakes to name a few.

Guest Reviews:

- "Nice place!" - "Our stay at this VRBO property was great! It was very clean and had great amenities. The owner was responsive and accommodating, making our experience even better. The location was perfect, allowing us to explore nearby attractions like swallow falls and deep creek while still providing a peaceful retreat. And the hot tub was great too, we couldn't have asked for a better getaway. Highly recommended. We'll definitely be returning in the future!"

Laurel Cove
House
739 Glendale Road, Oakland, MD, 21550, USA

Both free Wifi and parking on-site are accessible at Laurel Cove free of charge. The air-conditioned vacation home is composed of 6 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 7 bathrooms. A TV is offered. 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 from the property.

Amenities:

Security/Safety • Pet Friendly • Child Friendly • Air Conditioner • Skiing • Guest Services • Fireplace/Heating • Sports/Activities • Internet • Other • Parking

EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub
Cabin
Oakland, Maryland, USA

Escape to our charming Hemlock Cabin, nestled among the trees & designed for ultimate relaxation. Just a 1/4 mile from local restaurants & shopping, you'll enjoy the perfect blend of nature & convenience. This brand new cabin features 2 cozy BRs, full kitchen, hot tub & a modern bathroom, making it ideal for families or a getaway with friends. Access to Starlink WIFI and YouTube TV keeps you connected. And don't forget, we're dog-friendly, so your furry companions can join in on the adventure!

Each bedroom has a queen bed with high count sheets. Each room has 10’ ceilings with smart TVs

Whole cabin

Feel free to call me
We live on premise and we want everyone to have a relaxing enjoyable time. We will not tolerate more than 4 guest per cabin or loud parties.

Guest Reviews:

- "This cabin is a gem! The easy location to hiking and dining, as well as the amenities that keep you entertained if you go nowhere, are fantastic. The hot tub and fireplace were so cozy and relaxing. The smart TV where we could use all our own streaming was great. While the weather conditions weren't good for using the fire pit outdoors, we appreciated that there was an initial bundle of firewood provided if we had chosen to use it. We plan to return to this cabin in the future, and we hope to use the firepit then! There were games and books available and all the cookware/dishes we might require, as well as throw blankets for lounging, reading, and movie watching. If you plan to do any exercise or yoga while there, bring your own mat, since there is no carpet. And the window seat in the main bedroom was just lovely! The hosts were very communicative and attentive."

Oakland Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Oakland – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Private Family Home with Deck, Porch and Forest Views! Oakland, MD, USA 168 4.0 8.6 10 Click here
3 Bears Lodge 44 Paradise Ridge Road, Oakland, MD, 21550, USA 156 4.0 1 Click here
Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr 60 Gallatin Drive, Oakland, MD, MD 21550, USA 300 4.0 10.0 9 Click here
To The Point 1584 PENN POINT RD, Oakland, MD, 21550, USA 156 4.0 1 Click here
A118 Studio Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 97 4.0 8.6 5 Click here
Cabin Lodge 19398 GARRETT HWY, Oakland, MD, 21550, USA 156 4.0 1 Click here
B203 One Bedroom & Loft Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 219 4.0 8.3 3 Click here
Yes Deer 144 MIDDLETON RD, Oakland, MD, 21550, USA 228 4.0 1 Click here
High Mountain Villa Oakland, MD, USA 94 4.0 7.5 2 Click here
Mountain House 2244 LAKE SHORE DR, Oakland, MD, 21541, USA 260 4.0 1 Click here
A208 One Bedroom Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 139 4.0 10.0 2 Click here
Suites at Silver Tree A124 565 Glendale Road Unit A124, Oakland, MD, 21550, USA 130 3.0 9.0 9 Click here
A123 Studio Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 165 4.0 10.0 2 Click here
Suites at Silver Tree A123 565 Glendale Road Unit A123, Oakland, MD, 21550, USA 156 3.0 6.0 1 Click here
B204 One Bedroom Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 190 4.0 8.5 2 Click here
Santa Fe Getaway 33 Santa Fe Trail, Oakland, MD, 21550, USA 126 3.0 1 Click here
Bears Lair 94 Lehman Lane, Oakland, MD, 21550, USA 303 4.0 7.5 2 Click here
Views & Brews 126 Leo Friend Road, Oakland, MD, 21550, USA 179 3.0 1 Click here
A318 One Bedroom & Loft Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 310 4.0 8.5 2 Click here
Hidden Treasure 333 SLOAN TRACT RD, Oakland, MD, 21550, USA 257 3.0 1 Click here
A215 One Bedroom Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 315 4.0 8.5 2 Click here
Happy Trails 179 SANTA FE TRL, Oakland, MD, 21550, USA 305 3.0 1 Click here
A125 Studio Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 377 4.0 10.0 2 Click here
Lake View 3455 LAKE SHORE DR, Oakland, MD, 21550, USA 308 3.0 1 Click here
Alla Famiglia 310 Winding Trail Lane, Oakland, MD, 21550, USA 389 4.0 10.0 2 Click here
The Garrett Inn 17848 Garrett Highway, Oakland, MD, 21550, USA 123 2.0 9.8 406 Click here
A122 Studio Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 104 4.0 8.0 1 Click here
Inn At Deep Creek 19638 Garrett Hwy, Oakland, MD, 21550, USA 169 2.0 8.4 358 Click here
A214 Studio Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 137 4.0 10.0 1 Click here
Baja Motel 1501 Maryland Hwy, Oakland, MD, 21550, USA 141 2.0 9.0 83 Click here
A308 Studio & Loft Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 203 4.0 10.0 1 Click here
Frost & Float Getaway! Cozy 2-bedroom condo in Deep Creek Lake with Lakeviews Oakland, Maryland, USA 254 2.0 10.0 21 Click here
A211 One Bedroom Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 203 4.0 10.0 1 Click here
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room Oakland, Maryland, USA 384 2.0 10.0 9 Click here
A120 One Bedroom Standard View 565 Glendale Rd., Oakland, MD, 21550, USA 244 4.0 10.0 1 Click here
Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room Oakland, Maryland, USA 394 2.0 10.0 5 Click here
B302 One Bedroom & Loft Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 266 4.0 8.0 1 Click here
Cove Creek Lodge: 208 King Room ADA Accessible Oakland, Maryland, USA 381 2.0 10.0 4 Click here
A115 One Bedroom Lake View 565 Glendale Rd., Oakland, MD, 21550, USA 311 4.0 8.0 1 Click here
Cove Creek Lodge: 203 Poolside Double Queen Room Oakland, Maryland, USA 394 2.0 10.0 4 Click here
Take-A-Break 215 Lower Penn Point Road, Oakland, MD, 21550, USA 333 4.0 10.0 1 Click here
Cove Creek Lodge: 213 Dog Friendly Double Queen Room Oakland, Maryland, USA 431 2.0 10.0 3 Click here
Heart and Soul 1628 Mountainview Drive, Oakland, MD, 21541, USA 345 4.0 10.0 1 Click here
Cove Creek Lodge: 215 Standard Double Queen Room Oakland, Maryland, USA 384 2.0 10.0 2 Click here
Sidetracked 891 Mountainview Drive, Oakland, MD, 21550, USA 373 4.0 10.0 1 Click here
Cove Creek Lodge: 212 Dog Friendly Double Queen Room Oakland, Maryland, USA 433 2.0 10.0 1 Click here
Tranquil Dreams 19 Skippers Point Road, Oakland, MD, 21550, USA 431 4.0 10.0 1 Click here
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village Oakland, Maryland, USA 345 10.0 446 Click here
Just About Paradise 445 Paradise Heights Road, Oakland, MD, 21550, USA 456 4.0 8.0 1 Click here
The Love Shack- The BEST Couples and Small Family Retreat at Deep Creek Lake! Oakland, Maryland, USA 256 10.0 303 Click here
Heavenly Grove 925 S Blakeslee Road, Oakland, MD, 21550, USA 538 4.0 10.0 1 Click here
Fall Fun at our Centrally Located Lake View Condo that sleeps 6! Oakland, Maryland, USA 219 10.0 55 Click here
Its All Good 3472 Lake Shore Drive, Oakland, MD, 21550, USA 661 4.0 10.0 1 Click here
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek Oakland, Maryland, USA 252 10.0 31 Click here
Celebration at Deep Creek 179 Glendale Rd., Oakland, MD, 21550, USA 755 4.0 10.0 1 Click here
The Lazy Bear - Newly updated townhome in Deep Creek. Minutes to everything! Oakland, Maryland, USA 290 10.0 21 Click here
The Haven 1131 Lake Shore Drive, Oakland, MD, 21550, USA 2344 4.0 10.0 1 Click here
Cabin in the Woods Oakland, Maryland, USA 217 10.0 20 Click here
Laurel Cove 739 Glendale Road, Oakland, MD, 21550, USA 1305 4.0 1 Click here
EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub Oakland, Maryland, USA 301 10.0 8 Click here

Note: The prices for each Vacation-Rentals in Oakland do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Oakland that include a pool include:

  • Yes Deer.- Review Count: 0, Rating: 0.0
  • High Mountain Villa.- Review Count: 2, Rating: 7.5
  • Bears Lair.- Review Count: 2, Rating: 7.5

Vacation rentals in Oakland offering shuttle or transport options include:

  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0

These vacation rentals in Oakland provide spa or wellness access:

  • Private Family Home with Deck, Porch and Forest Views!.- Review Count: 10, Rating: 8.6
  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0
  • High Mountain Villa.- Review Count: 2, Rating: 7.5

Family-friendly vacation rentals in Oakland include:

  • Private Family Home with Deck, Porch and Forest Views!.- Review Count: 10, Rating: 8.6
  • 3 Bears Lodge.- Review Count: 0, Rating: 0.0
  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0

Pet-friendly vacation rentals in Oakland include:

  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0
  • To The Point.- Review Count: 0, Rating: 0.0
  • Yes Deer.- Review Count: 0, Rating: 0.0

Vacation rentals in Oakland that include breakfast options include:

  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0

Vacation rentals in Oakland with private or on-site parking include:

  • Private Family Home with Deck, Porch and Forest Views!.- Review Count: 10, Rating: 8.6
  • 3 Bears Lodge.- Review Count: 0, Rating: 0.0
  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0

Some of the best Vacation Rentals in Oakland are:

  • Private Family Home with Deck, Porch and Forest Views!.- Review Count: 10, Rating: 8.6
  • Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr.- Review Count: 9, Rating: 10.0
  • A118 Studio Standard View.- Review Count: 5, Rating: 8.6

Some of the popular Vacation Rentals in Oakland are:

  • Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village.- Review Count: 446, Rating: 10.0
  • The Garrett Inn.- Review Count: 406, Rating: 9.8
  • Inn At Deep Creek.- Review Count: 358, Rating: 8.4