Choose from 10 vacation rentals located in Oakland, Maryland. Top filters in Oakland include Internet / Wifi, TV, and Kitchen or Kitchenette. Prices range from $113 to $1,123 per night. Our most popular vacation rental types near Oakland are Hotel and RV.

Top vacation rentals in Oakland

Property building
4.3
Excellent(309 Reviews)
Oak Mar Motel
Motel
 in Oakland
2 full beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Enjoy the best of Oakland in our Motel, Oak Mar Motel. A stunning property with amenities including Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.

$$$$
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Property view
4.3
Excellent(139 Reviews)
Oakland Motel
Motel
 in Oakland
2 full beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Discover the beauty of Oakland with a stay at Oakland Motel, a top rated Motel with amenities such as Air conditioner, Internet / Wifi and Smoking allowed, and more.

$$$$
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Fridge, microwave, oven, stovetop
4.8
Outstanding(57 Reviews)
Divided Sky: Lake Area, Dogs Welcome, Hot Tub, Pool Table!
House
 in Oakland
14 guests · 5 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner

Experience the best of Oakland with this House available for $1,123. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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TV, DVD player, video library
5.0
Outstanding(32 Reviews)
Choo Choo Rooster Scrapbook Retreat
House
 in Oakland
10 guests · 4 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a House in Oakland, this House for $703 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Oakland

Oakland travel guide

Let us help you plan your perfect Oakland vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Oakland, and more.

Frequently asked questions

What is the price range for rentals in Oakland?

Vacation rentals in Oakland have a price range between $113-$1,123. The average price for rentals in Oakland is $373 per night.

What are the top things to do in Oakland, md?

Oakland, MD, is a great place to explore and have fun. Here are some of the top things to do in the area:

  • Visit Deep Creek Lake State Park
  • Go whitewater rafting on the Youghiogheny River
  • Explore the Wisp Resort and Ski Area
  • Go camping and hiking in the Savage River State Forest
Oakland, MD, is a great place to explore and have fun. Here are some of the top things to do in the area:
  • Visit Deep Creek Lake State Park
  • Go whitewater rafting on the Youghiogheny River
  • Explore the Wisp Resort and Ski Area
  • Go camping and hiking in the Savage River State Forest

What are the most popular vacation rental amenities in Oakland, md?

The most popular vacation rental amenities in Oakland, MD include:

  • Free Wi-fi access
  • Fully-equipped kitchens
  • TVs with cable service
  • Outdoor seating areas
  • On-site laundry facilities

Oakland, MD is also known for its scenic outdoor attractions, so many vacation rentals offer access to outdoor activities like hiking, biking, and fishing. Additionally, many vacation rental properties offer access to pools and hot tubs as an added amenity.

Where is Oakland, md?

Oakland, MD is located in Garrett County, Maryland, in the western part of the state. It is approximately a two-hour drive from Washington, DC, and is in close proximity to Deep Creek Lake. Oakland is surrounded by the Allegheny Mountains, giving it an abundance of outdoor activities such as skiing, hiking, and boating.

What are the best neighborhoods to visit in Oakland, md?

Oakland, MD is home to some of the top shopping destinations in the area. Here are some of the popular places to shop:

  • Oakland Shopping Center
  • Oakland Antique Mall
  • Oakland Arts & Crafts

These destinations offer a variety of unique items, from antiques to handmade crafts, and more!

What are the popular shopping destinations in Oakland, md?

Oakland, MD is home to some of the top shopping destinations in the area. Here are some of the popular places to shop:

  • Oakland Shopping Center
  • Oakland Antique Mall
  • Oakland Arts & Crafts

These destinations offer a variety of unique items, from antiques to handmade crafts, and more!

Is Oakland, md safe to travel to?

Oakland, MD is generally considered a safe place to travel to. Here are some safety tips to keep in mind when visiting:

  • Avoid traveling alone at night.
  • Be aware of your surroundings and trust your instincts.
  • Keep your valuables out of sight.

What is the culture like in Oakland, md?

Oakland, MD is a charming, small town located in Garrett County. It has a distinct culture that is deeply rooted in its long history and rural setting. Here are five aspects of the culture in Oakland, MD:

  • An emphasis on outdoor activities such as fishing, boating, and camping.
  • A strong sense of community and support for local businesses.
  • A deep appreciation for the area's natural beauty.
  • A focus on traditional values and a slower pace of life.
  • A welcoming atmosphere for visitors and newcomers alike.

Where can i find affordable accommodation in Oakland, md?

Oakland, MD offers a variety of affordable accommodation options for visitors. Here are some of the most popular:

  • Oakland Motel
  • Oakland Inn & Suites
  • The Lodge at Oakland
  • Oakland Village Inn & Suites

Oakland Motel offers comfortable and affordable lodging near the Deep Creek Lake area, while Oakland Inn & Suites offers a variety of room types and amenities. The Lodge at Oakland is a newly renovated hotel with an on-site restaurant and bar. Oakland Village Inn & Suites is conveniently located and offers a complimentary breakfast.

How can i get around in Oakland, md?

You can get around Oakland, MD with the following methods:

  • Drive
  • Walk
  • Ride share

Oakland, MD is a great city to explore. With a variety of transportation options, you can easily get around town.

What are the must-visit tourist attractions in Oakland, md?

Oakland, MD is a beautiful town with plenty of tourist attractions to offer. Here are some of the must-visit attractions in Oakland, MD:

  • Deep Creek Lake
  • Wisp Resort
  • Herrington Manor State Park
  • Adventure Sports Center International

Visitors to Oakland can enjoy the stunning views of Deep Creek Lake, take advantage of all the activities available at Wisp Resort, explore the trails and wildlife at Herrington Manor State Park, or try their hand at whitewater rafting at Adventure Sports Center International.

What do i need to know before visiting Oakland, md?

Before visiting Oakland, MD, it's important to know the following:
  • Oakland is located in Garrett County in extreme western Maryland, about 90 miles west of Baltimore and 25 miles east of Morgantown, West Virginia.
  • It is a popular destination in the winter and summer for outdoor recreation, such as skiing, snowboarding, fishing, boating, and mountain biking.
  • There are several attractions in the area, including Deep Creek Lake, Wisp Resort, Swallow Falls State Park, and the Oakland Historic District.
Before visiting Oakland, MD, it's important to know the following:
  • Oakland is located in Garrett County in extreme western Maryland, about 90 miles west of Baltimore and 25 miles east of Morgantown, West Virginia.

  • It is a popular destination in the winter and summer for outdoor recreation, such as skiing, snowboarding, fishing, boating, and mountain biking.

  • There are several attractions in the area, including Deep Creek Lake, Wisp Resort, Swallow Falls State Park, and the Oakland Historic District.

What are the most popular vacation rental amenities in Oakland?

  • Internet / Wifi
  • TV
  • Kitchen or Kitchenette

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