Discover the best deals from millions of vacation homes

Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
Airbnb Oakland, MDVrbo Oakland, MDBooking.com Oakland, MDOutdoorsy Oakland, MDRvshare.com Oakland, MD
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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Oakland, MD

Oakland Motel
4.5 (176 reviews)
Oakland Motel
Motel · 1 Bedroom
$94 /night
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Nature's Escape
5.0 (2 reviews)
Nature's Escape
Holiday home · 2 Guests · 1 Bedroom
$92 /night
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New listing! Cute cabin w/ a full kitchen & firepit - near rivers, parks, & lake
4.6 (32 reviews)
New listing! Cute cabin w/ a full kitchen & firepit - near rivers, parks, & lake
Cabin · 2 Guests · 1 Bedroom
$94 /night*
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An Apple Away
4.8 (2 reviews)
An Apple Away
Holiday home · 10 Guests · 5 Bedrooms
$140 /night
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Long Branch Motel
4.5 (202 reviews)
Long Branch Motel
Motel · 1 Bedroom
$94 /night
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NEW! Peaceful Townhome < 1 Mi to Deep Creek Lake!
5.0 (6 reviews)
NEW! Peaceful Townhome < 1 Mi to Deep Creek Lake!
Holiday home · 4 Guests · 2 Bedrooms
$119 /night*
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Swallow Falls Cabin #2
4.3 (10 reviews)
Swallow Falls Cabin #2
Holiday home · 2 Guests · 1 Bedroom
$92 /night
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Oak Mar Motel
4.4 (434 reviews)
Oak Mar Motel
Motel · 1 Bedroom
$92 /night
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Swallow Falls Cabin #4
4.4 (8 reviews)
Swallow Falls Cabin #4
Holiday home · 6 Guests · 3 Bedrooms
$132 /night
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Airbnb, Holiday Lakefront House with Fireplace in Oakland, MD

Bearadise
Fireplace
Bearadise
Holiday home · 1 Bedroom
$163 /night
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NEW! DOGS WELCOME! Lake Area Home #12 with Wood Fireplace!
Fireplace
NEW! DOGS WELCOME! Lake Area Home #12 with Wood Fireplace!
Holiday home · 4 Guests · 2 Bedrooms
$198 /night*
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Black Bear Lodge
Fireplace
Black Bear Lodge
Holiday home · 1 Bedroom
$275 /night
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Airbnb, Holiday Lakefront House with Air Conditioning in Oakland, MD

NEW! Lake Area Home with Central A/C & Fire Pit!
Air Conditioning
5.0 (3 reviews)
NEW! Lake Area Home with Central A/C & Fire Pit!
Holiday home · 4 Guests · 2 Bedrooms
$201 /night*
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Cabin with Private Lake/Beach, Deck/Grill, Fire Pit, & WiFi!
Air Conditioning
5.0 (3 reviews)
Cabin with Private Lake/Beach, Deck/Grill, Fire Pit, & WiFi!
Cabin · 8 Guests · 4 Bedrooms
$232 /night*
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The Herrington-largest rental Estate in MD w / private pool, home theater
Air Conditioning
3.9 (14 reviews)
The Herrington-largest rental Estate in MD w / private pool, home theater
Holiday home · 20 Guests · 10 Bedrooms
$1,875 /night*
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Airbnb, Vacation Rentals, Townhome with Hot Tub, and Other Rental Options in Oakland, MD

NEW! Lake Access Home with Hot Tub, Gas Fireplace and Air Hockey Table!
Hot Tub
NEW! Lake Access Home with Hot Tub, Gas Fireplace and Air Hockey Table!
Holiday home · 10 Guests · 5 Bedrooms
$369 /night*
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Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Fireplace!
Hot Tub
4.0 (9 reviews)
Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Fireplace!
Holiday home · 8 Guests · 4 Bedrooms
$221 /night*
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NEW! DOGS WELCOME! Lake Area Home #12 with Wood Fireplace!
Hot Tub
NEW! DOGS WELCOME! Lake Area Home #12 with Wood Fireplace!
Holiday home · 4 Guests · 2 Bedrooms
$198 /night*
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Airbnb, Vacation Rentals, Townhome with Full Kitchen, and Other Rental Options in Oakland, MD

Beautiful 65 Acre Farm with Wrap Around Porch
Full Kitchen
4.5 (4 reviews)
Beautiful 65 Acre Farm with Wrap Around Porch
Holiday home · 12 Guests · 6 Bedrooms
$795 /night*
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Still Meadows
Full Kitchen
5.0 (5 reviews)
Still Meadows
Holiday home · 6 Guests · 3 Bedrooms
$104 /night
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Golden Retreat
Full Kitchen
Golden Retreat
Holiday home · 1 Bedroom
$285 /night
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What Are The Top Amenities at Oakland, MD?

Oakland, MD Rental Amenities

Check above for the most common and the least popular rental amenities in Oakland, and pick the one that fits your preference easily. In Oakland, 969 rentals offer Parking Available, 965 rentals offer Internet or Wifi, 944 rentals offer TV. So, if you need Parking Available during your vacation, use the Parking Available filter to compare these properties. Two amenities that are not typical are Garden or Backyard, Kids Friendly.

Which Price Range Is Considered As A Good Deal in Oakland, MD Area?

Vacation Rentals Price Information in Oakland, MD

The graph shows the percentages of vacation homes in each price bucket. Oakland has the largest percentage (18.92%) of homes in $150 - $200 price range.
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What Are The Most Liked Rental Accommodations in Oakland, MD?
Top Vacation Rental Accommodations in Oakland, MD
In Oakland, 66.47% of listings are House, which is the most popular accommodation out of 13 total accommodation types. Avg price per night for House is around $368. And the most searched amenities for House accommodation is Pool.The least popular accommodation in Oakland is Bungalow rentals
How Many Accommodations Are Pets Allowed in Oakland, MD?
Percentage of Pet Friendly Vacation Rentals in Oakland, MD
27.98% of vacation homes in Oakland are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Must-Visit Trails in Oakland, MD?
Top Trails In Oakland, MD
Here are the trails we recommend in Oakland: Kendall Trail, Brant Mine Trail, Deep Creek Lake State Park Meadow Mountain Trail, Wisp Ski Resort Trail, Swallow Falls Trail, Monroe Run Trail, Herrington Manor Park Loop, Lostland Run Trail, Cathedral to Giant Hemlock Trail Loop, Backbone Mountain.
Where Are The Campgrounds in Oakland, MD Area?
Campgrounds Recommendations In Oakland, MD
If you love outdoors or travel with an RV, here are the campgrounds in Oakland: Outflow Camping, German Campground, Deep Creek Campground, Deep Creek Campground, Swallow Falls Campground, Chestnut Ridge Park and Campground, Canaan Valley Resort, Horseshoe Recreation Area, Red Creek Campground, Robert W Craig Campground.
What are the Airports in Oakland, MD?
Top Airports in Oakland, MD

1 airport(s) close to Oakland are:

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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