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Airbnb For Sale in Oakland, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
319 BASSWOOD WAY #21 Oakland, MD This 4BR/3BA vacation home retreat is the epitome of rustic luxury! Located in the communi...	4 beds \| 3 baths \| 2,784 sq.ft.	$679,000	Airbnb cash on cash: 6.48% Traditional cash on cash: 2.45% Airbnb Rental Income: $6535 Traditional Rental Income: $2703 Airbnb ROI: 6.48% Traditional ROI: 2.45%
3003 LAKE SHORE DRIVE Oakland, MD Enjoy the benefits of great lakefront and a convenient location with this 4 bedroom 2.5 ba...	4 beds \| 3 baths \| 1,968 sq.ft.	$1,350,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 1.27% Airbnb Rental Income: $6535 Traditional Rental Income: $3555 Airbnb ROI: 2.63% Traditional ROI: 1.27%
BETTS LANE Oakland, MD Are you looking for a private setting on over 7 acres of land? Take a look at this newly ...	3 beds \| 2 baths \| 1,377 sq.ft.	$530,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 2.55% Airbnb Rental Income: $4333 Traditional Rental Income: $2072 Airbnb ROI: 5.27% Traditional ROI: 2.55%
2203 LAKE SHORE DRIVE Oakland, MD Relax and enjoy your lakefront mountain chalet offering 100' of level frontage and impress...	4 beds \| 3 baths \| 2,403 sq.ft.	$1,799,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 0.11% Airbnb Rental Income: $6535 Traditional Rental Income: $2724 Airbnb ROI: 1.63% Traditional ROI: 0.11%
2524 STOCKSLAGER ROAD Oakland, MD SANDY BEACH ESTATE PROPERTY. The QUALITY of real estate begins with the LAND. Inherently...	5 beds \| 7 baths \| 9,134 sq.ft.	$3,695,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 0.05% Airbnb Rental Income: $8868 Traditional Rental Income: $5149 Airbnb ROI: 0.65% Traditional ROI: 0.05%
1356 STOCKSLAGER ROAD Oakland, MD Unique offering of a custom designed French Chateau bringing all the best to lakefront liv...	5 beds \| 4 baths \| 3,070 sq.ft.	$2,149,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 0.4% Airbnb Rental Income: $8868 Traditional Rental Income: $3805 Airbnb ROI: 2.1% Traditional ROI: 0.4%
1983 LAKE SHORE DRIVE Oakland, MD Beautifully remodeled 5 bedroom 6 and a half bath lakefront home!!!! This home sits on 100...	5 beds \| 7 baths \| 4,074 sq.ft.	$2,299,999	Airbnb cash on cash: 1.69% Traditional cash on cash: 0.43% Airbnb Rental Income: $8868 Traditional Rental Income: $4511 Airbnb ROI: 1.69% Traditional ROI: 0.43%
1720 PYSELL CROSSCUT ROAD Oakland, MD 'Four Winds' is a Frank Lloyd Wright inspired masterpiece at Deep Creek Lake. Restored & r...	5 beds \| 6 baths \| 8,000 sq.ft.	$1,595,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 1.43% Airbnb Rental Income: $8868 Traditional Rental Income: $4144 Airbnb ROI: 3.49% Traditional ROI: 1.43%
189 RED RUN ROAD #1-C-2 Oakland, MD Recent price adjustment for this LAKEFRONT CONDO/2 Bedroom/2 Bath with Den and Dock Slip t...	2 beds \| 2 baths \| N/A	$519,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 1.51% Airbnb Rental Income: $2532 Traditional Rental Income: $1618 Airbnb ROI: 2.13% Traditional ROI: 1.51%
26 PARADISE RIDGE ROAD Oakland, MD Charming Lake Access Cottage at Deep Creek Lake - This 3bed, 2.5bath rancher is located at...	3 beds \| 3 baths \| 1,104 sq.ft.	$559,900	Airbnb cash on cash: 4.93% Traditional cash on cash: 3.05% Airbnb Rental Income: $4333 Traditional Rental Income: $2438 Airbnb ROI: 4.93% Traditional ROI: 3.05%
892 FOURTH Oakland, MD Just over four acres in a prime location in Oakland. Property borders Wal-Mart property a...	3 beds \| 1 baths \| 1,100 sq.ft.	$399,000	Airbnb cash on cash: 7.79% Traditional cash on cash: 2.15% Airbnb Rental Income: $4333 Traditional Rental Income: $1310 Airbnb ROI: 7.79% Traditional ROI: 2.15%
20160 GARRETT HIGHWAY #H710 Oakland, MD Beautiful Lake Front Condo Overlooking Deep Creek Lake! This one bedroom loft at Will Oâ...	1 beds \| 1 baths \| 432 sq.ft.	$299,900	Airbnb cash on cash: 4.12% Traditional cash on cash: 1.75% Airbnb Rental Income: $2283 Traditional Rental Income: $1045 Airbnb ROI: 4.12% Traditional ROI: 1.75%
342 SKIPPERS POINT ROAD Oakland, MD Large private lot and a Type A Dock at Deep Creek Lake? Why not have both? This unique p...	3 beds \| 2 baths \| 1,152 sq.ft.	$999,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 0.69% Airbnb Rental Income: $4333 Traditional Rental Income: $1935 Airbnb ROI: 2.29% Traditional ROI: 0.69%
93 MEL LIN LANE Oakland, MD Looking for a way to escape the rat race and enjoy peace & solitude, while still paying th...	3 beds \| 2 baths \| 1,680 sq.ft.	$325,000	Airbnb cash on cash: 9.24% Traditional cash on cash: 4.44% Airbnb Rental Income: $4333 Traditional Rental Income: $1955 Airbnb ROI: 9.24% Traditional ROI: 4.44%
3 S 3RD STREET Oakland, MD Elegant multi-use property in downtown Oakland! Everyone recognizes this iconic location w...	3 beds \| 4 baths \| 3,594 sq.ft.	$399,900	Airbnb cash on cash: 6.98% Traditional cash on cash: 6.12% Airbnb Rental Income: $4333 Traditional Rental Income: $3099 Airbnb ROI: 6.98% Traditional ROI: 6.12%
4 LAUREL BROOK DRIVE #4 Oakland, MD Turn key Laurel Brook unit! The perfect affordable Deep Creek Lake area getaway home. Rent...	2 beds \| 2 baths \| N/A	$255,000	Airbnb cash on cash: 5.98% Traditional cash on cash: 4.98% Airbnb Rental Income: $2532 Traditional Rental Income: $1681 Airbnb ROI: 5.98% Traditional ROI: 4.98%
41 FOX DEN ROAD Oakland, MD This cottage is an idyllic getaway for a small family or a group of friends looking to ex...	2 beds \| 1 baths \| 1,569 sq.ft.	$275,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 2.25% Airbnb Rental Income: $2532 Traditional Rental Income: $1103 Airbnb ROI: 5.41% Traditional ROI: 2.25%
464 LAKE FOREST DRIVE Oakland, MD Truly wonderful lakefront property in the Lake Forest Drive area of Deep Creek Lake with a...	4 beds \| 4 baths \| 2,648 sq.ft.	$1,725,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 0.73% Airbnb Rental Income: $6535 Traditional Rental Income: $3519 Airbnb ROI: 1.81% Traditional ROI: 0.73%
697 MOUNTAINVIEW DRIVE Oakland, MD GORGEOUS lake access home in Mountainside! This house oozes charm with all of its recent r...	3 beds \| 3 baths \| 1,420 sq.ft.	$629,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 2.23% Airbnb Rental Income: $4333 Traditional Rental Income: $2375 Airbnb ROI: 4.01% Traditional ROI: 2.23%
328 STOOL ROCK ROAD Oakland, MD This unique custom-built mountain home sits on a serene 3.23-acre plot. Whether you're loo...	4 beds \| 3 baths \| 2,040 sq.ft.	$619,000	Airbnb cash on cash: 7.46% Traditional cash on cash: 3.25% Airbnb Rental Income: $6535 Traditional Rental Income: $2825 Airbnb ROI: 7.46% Traditional ROI: 3.25%
565 GLENDALE ROAD #206B Oakland, MD Lakefront at Silver Tree Suites! Extraordinary One Bedroom with Loft offering majestic vie...	1 beds \| 1 baths \| 780 sq.ft.	$319,900	Airbnb cash on cash: 3.77% Traditional cash on cash: 2.22% Airbnb Rental Income: $2283 Traditional Rental Income: $1247 Airbnb ROI: 3.77% Traditional ROI: 2.22%
106 TIMBERLOFT CIRCLE #7 Oakland, MD One of a kind 4BR, 3.5BA lake view home at Timberloft with dock slip. Remodeled top to bot...	4 beds \| 4 baths \| 2,410 sq.ft.	$975,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.29% Airbnb Rental Income: $6535 Traditional Rental Income: $3456 Airbnb ROI: 4.27% Traditional ROI: 2.29%
43 ROBINWOOD DRIVE Oakland, MD Custom built craftsman style home on 4 acres includes separate parcels with amazing charm ...	3 beds \| 4 baths \| 2,921 sq.ft.	$729,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 2.9% Airbnb Rental Income: $4333 Traditional Rental Income: $3209 Airbnb ROI: 3.21% Traditional ROI: 2.9%
314 ALLEGHENY DRIVE Oakland, MD Beautiful 3 bedroom, 3/1 bath home in historic Mountain Lake Park! Each of the bedrooms h...	3 beds \| 4 baths \| 1,750 sq.ft.	$309,000	Airbnb cash on cash: 9.54% Traditional cash on cash: 8.17% Airbnb Rental Income: $4333 Traditional Rental Income: $3022 Airbnb ROI: 9.54% Traditional ROI: 8.17%
426 PERGIN FARM ROAD Oakland, MD Turn key, freshly remodeled home in Pergin Farm! This 3 bedroom, 2 bath home is absolutely...	3 beds \| 2 baths \| 1,596 sq.ft.	$389,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 3.53% Airbnb Rental Income: $4333 Traditional Rental Income: $1948 Airbnb ROI: 7.58% Traditional ROI: 3.53%
1557 MOUNTAINVIEW DRIVE Oakland, MD If you are looking for a great mountain home, this is it. Recently remodeled, this home is...	3 beds \| 2 baths \| 2,590 sq.ft.	$799,900	Airbnb cash on cash: 2.74% Traditional cash on cash: 0.81% Airbnb Rental Income: $4333 Traditional Rental Income: $1983 Airbnb ROI: 2.74% Traditional ROI: 0.81%
267 SAN FRANCISCO STREET Oakland, MD Rare Opportunity to own a 4 Bed, 3 bath House with a Amazing Lake View!! Newer constructio...	4 beds \| 3 baths \| 3,278 sq.ft.	$999,900	Airbnb cash on cash: 4.2% Traditional cash on cash: 1.64% Airbnb Rental Income: $6535 Traditional Rental Income: $2874 Airbnb ROI: 4.2% Traditional ROI: 1.64%
25 SILVER TREE LANE Oakland, MD Beautiful lake access retreat located in the Silver Tree Landings community. This recently...	5 beds \| 4 baths \| 2,364 sq.ft.	$839,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 2.89% Airbnb Rental Income: $8868 Traditional Rental Income: $3687 Airbnb ROI: 7.39% Traditional ROI: 2.89%
98 BEAR RUN ROAD Oakland, MD Come Join Us for an OPEN HOUSE! Stop by before you head out of town! A new address for the...	3 beds \| 2 baths \| 1,080 sq.ft.	$338,000	Airbnb cash on cash: 9.01% Traditional cash on cash: 4.26% Airbnb Rental Income: $4333 Traditional Rental Income: $1913 Airbnb ROI: 9.01% Traditional ROI: 4.26%
256 JEFFREY LANE #28 Oakland, MD Looking for an updated condo at Deep Creek Lake? Look no further! 256 Jeffrey Lane #28 is ...	3 beds \| 4 baths \| 1,838 sq.ft.	$489,999	Airbnb cash on cash: 5.72% Traditional cash on cash: 5.06% Airbnb Rental Income: $4333 Traditional Rental Income: $3121 Airbnb ROI: 5.72% Traditional ROI: 5.06%
307 CUMBERLAND ROAD Oakland, MD Cozy cabin on Roman Nose with seasonal lake views, one-level living, slate and hardwood fl...	3 beds \| 2 baths \| 1,442 sq.ft.	$399,000	Airbnb cash on cash: 7.17% Traditional cash on cash: 3.46% Airbnb Rental Income: $4333 Traditional Rental Income: $2032 Airbnb ROI: 7.17% Traditional ROI: 3.46%
565 GLENDALE ROAD #124 Oakland, MD Public:	1 beds \| 1 baths \| 382 sq.ft.	$250,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 2.23% Airbnb Rental Income: $2283 Traditional Rental Income: $1167 Airbnb ROI: 4.54% Traditional ROI: 2.23%

Vacation Rentals in Oakland

There are 32 vacation rental properties available for sale in the city of Oakland . The median list price of Airbnb properties available for sale in Oakland is $394,000 and the average price per square foot is $186. The cash on cash return on vacation rentals in Oakland is 7.00%. The average monthly short term rental income in Oakland is $4,333.

Oakland, MD Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 32 Airbnb properties available for sale in Oakland.

In 2023, the best neighborhood to buy short term rental property is Oakland.

In November 2023, the average Airbnb occupancy rate in Oakland is 54%.

Airbnb data on vacation rentals in Oakland, MD is available at Mashvisor. You can access data such as listings, real-time pricing trends, Oakland, MD market insights, guest information and booking details, seasonality trends and historical Oakland, MD Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Oakland, MD

319 BASSWOOD WAY #21

Oakland, MD

4 beds | 3 baths | 2,784 sq.ft.

$679,000

Airbnb cash on cash: 6.48%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $6535

Traditional Rental Income: $2703

Airbnb ROI: 6.48%

Traditional ROI: 2.45%

3003 LAKE SHORE DRIVE

Oakland, MD

4 beds | 3 baths | 1,968 sq.ft.

$1,350,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $6535

Traditional Rental Income: $3555

Airbnb ROI: 2.63%

Traditional ROI: 1.27%

BETTS LANE

Oakland, MD

3 beds | 2 baths | 1,377 sq.ft.

$530,000

Airbnb cash on cash: 5.27%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $4333

Traditional Rental Income: $2072

Airbnb ROI: 5.27%

Traditional ROI: 2.55%

2203 LAKE SHORE DRIVE

Oakland, MD

4 beds | 3 baths | 2,403 sq.ft.

$1,799,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $6535

Traditional Rental Income: $2724

Airbnb ROI: 1.63%

Traditional ROI: 0.11%

2524 STOCKSLAGER ROAD

Oakland, MD

5 beds | 7 baths | 9,134 sq.ft.

$3,695,000

Airbnb cash on cash: 0.65%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $8868

Traditional Rental Income: $5149

Airbnb ROI: 0.65%

Traditional ROI: 0.05%

1356 STOCKSLAGER ROAD

Oakland, MD

5 beds | 4 baths | 3,070 sq.ft.

$2,149,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $8868

Traditional Rental Income: $3805

Airbnb ROI: 2.1%

Traditional ROI: 0.4%

1983 LAKE SHORE DRIVE

Oakland, MD

5 beds | 7 baths | 4,074 sq.ft.

$2,299,999

Airbnb cash on cash: 1.69%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $8868

Traditional Rental Income: $4511

Airbnb ROI: 1.69%

Traditional ROI: 0.43%

1720 PYSELL CROSSCUT ROAD

Oakland, MD

5 beds | 6 baths | 8,000 sq.ft.

$1,595,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $8868

Traditional Rental Income: $4144

Airbnb ROI: 3.49%