Airbnb Properties for Sale in Oakland, MD

Looking for a vacation rental investment in Oakland, MD with high ROI ?

Explore a range of newly added short-term rental homes in Oakland, MD. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Oakland, MD

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
142 LEMLEY DRIVE #I Oakland, MD 3 Bedroom 2 Bath ranch style property with gorgeous lake, ski slope and mountain views AND...	3 beds \| 2 baths \| N/A	$419,000	Airbnb cash on cash: 7.2% Traditional cash on cash: 4.14% Airbnb Rental Income: $4484 Traditional Rental Income: $2347 Airbnb ROI: 7.2% Traditional ROI: 4.14%
783 MOUNTAINVIEW DRIVE Oakland, MD Beautiful, 3 bedroom, 3 bath home located in the sought after community of Mountainside at...	3 beds \| 3 baths \| 1,971 sq.ft.	$619,900	Airbnb cash on cash: 3.91% Traditional cash on cash: 2.82% Airbnb Rental Income: $4484 Traditional Rental Income: $2914 Airbnb ROI: 3.91% Traditional ROI: 2.82%
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.	$465,000	Airbnb cash on cash: 6.08% Traditional cash on cash: 5.46% Airbnb Rental Income: $4484 Traditional Rental Income: $3281 Airbnb ROI: 6.08% Traditional ROI: 5.46%
522 E GREEN STREET Oakland, MD If you are looking for a low maintenance stone home sitting on a level lot in the town of ...	3 beds \| 4 baths \| 1,503 sq.ft.	$349,000	Airbnb cash on cash: 8.25% Traditional cash on cash: 6.21% Airbnb Rental Income: $4484 Traditional Rental Income: $2878 Airbnb ROI: 8.25% Traditional ROI: 6.21%
98 BEAR RUN ROAD Oakland, MD TIRED OF CITY LIVING? ENJOY PLENTY OF ROOM TO ROAM ON THIS 44.35 ACRE TRACT WHICH INCLUDE...	3 beds \| 2 baths \| 1,192 sq.ft.	$874,750	Airbnb cash on cash: 2.99% Traditional cash on cash: 1.71% Airbnb Rental Income: $4484 Traditional Rental Income: $2510 Airbnb ROI: 2.99% Traditional ROI: 1.71%
20241 GARRETT HIGHWAY #6 Oakland, MD Lake View Townhouse at Lakeland Estates! This 3Bed 3Bath townhome is right in the heart of...	3 beds \| 3 baths \| 1,657 sq.ft.	$499,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 4.15% Airbnb Rental Income: $4484 Traditional Rental Income: $2814 Airbnb ROI: 5.71% Traditional ROI: 4.15%
2816 STEYER MINE ROAD Oakland, MD 103 Acre Hunters and Fisherman's Paradise! Property is improved with a 3 bedroom/2 bathroo...	3 beds \| 2 baths \| 1,534 sq.ft.	$400,000	Airbnb cash on cash: 7.79% Traditional cash on cash: 5.72% Airbnb Rental Income: $4484 Traditional Rental Income: $2774 Airbnb ROI: 7.79% Traditional ROI: 5.72%
26 ARROWHEAD LANE #26 Oakland, MD Nestled in the heart of Deep Creek, with lake views and a designated dock this spacious 3-...	3 beds \| 3 baths \| 2,000 sq.ft.	$699,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 2.78% Airbnb Rental Income: $4484 Traditional Rental Income: $3176 Airbnb ROI: 3.35% Traditional ROI: 2.78%
297 PARADISE POINT ROAD Oakland, MD PRIVATE MOUNTAINTOP RETREAT - 3BR, 4BA on 4 acres, less than a mile from Deep Creek Lake! ...	3 beds \| 4 baths \| 3,024 sq.ft.	$349,000	Airbnb cash on cash: 8.74% Traditional cash on cash: 7.38% Airbnb Rental Income: $4484 Traditional Rental Income: $3100 Airbnb ROI: 8.74% Traditional ROI: 7.38%
230 MOOSE CROSSING Oakland, MD Looking for a renovated home on a few acres with an oversize garage and a central location...	3 beds \| 2 baths \| 2,441 sq.ft.	$499,000	Airbnb cash on cash: 5.91% Traditional cash on cash: 4.39% Airbnb Rental Income: $4484 Traditional Rental Income: $2836 Airbnb ROI: 5.91% Traditional ROI: 4.39%
35 TENDERFOOT ROAD Oakland, MD Charming 3-Bedroom Rancher Near Deep Creek Lake with Community Lake Access Discover the p...	3 beds \| 2 baths \| 1,296 sq.ft.	$425,000	Airbnb cash on cash: 6.93% Traditional cash on cash: 4.06% Airbnb Rental Income: $4484 Traditional Rental Income: $2404 Airbnb ROI: 6.93% Traditional ROI: 4.06%
48 JEFFREY LANE #7C Oakland, MD Take a good look at this 2-3BR/2BA condo unit in Traders Landing. C unit offers three leve...	3 beds \| 2 baths \| N/A	$349,900	Airbnb cash on cash: 8.8% Traditional cash on cash: 5.35% Airbnb Rental Income: $4484 Traditional Rental Income: $2414 Airbnb ROI: 8.8% Traditional ROI: 5.35%
15705 GARRETT HIGHWAY Oakland, MD Situated on 5.42 acres along Garrett Highway, just 3 miles from Oakland, this 1965 single ...	3 beds \| 2 baths \| 2,046 sq.ft.	$335,000	Airbnb cash on cash: 9.11% Traditional cash on cash: 6.73% Airbnb Rental Income: $4484 Traditional Rental Income: $2798 Airbnb ROI: 9.11% Traditional ROI: 6.73%
2719 BROADFORD ROAD Oakland, MD Magnificent One Level Brick Ranch style home located walking distance to Broadford Lake P...	3 beds \| 3 baths \| 4,253 sq.ft.	$599,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 3.25% Airbnb Rental Income: $4484 Traditional Rental Income: $2803 Airbnb ROI: 4.59% Traditional ROI: 3.25%
565 GLENDALE ROAD #B303 Oakland, MD Fully Renovated Penthouse at Silver Tree Suites â Been holding out for the nicest unit a...	2 beds \| 1 baths \| 887 sq.ft.	$599,900	Airbnb cash on cash: 3.84% Traditional cash on cash: 1.94% Airbnb Rental Income: $3864 Traditional Rental Income: $1966 Airbnb ROI: 3.84% Traditional ROI: 1.94%
3554 LAKE SHORE DRIVE Oakland, MD Discover your perfect getaway in this charming 3-bedroom, 2-bathroom detached home, ideall...	3 beds \| 2 baths \| 1,296 sq.ft.	$599,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 2.5% Airbnb Rental Income: $4484 Traditional Rental Income: $2408 Airbnb ROI: 4.54% Traditional ROI: 2.5%
15 VILLAGE DRIVE #1 Oakland, MD Escape to a simpler time with all the modern conveniences you desire at this 2-bedroom log...	2 beds \| 1 baths \| N/A	$550,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 1.9% Airbnb Rental Income: $3864 Traditional Rental Income: $1895 Airbnb ROI: 4.11% Traditional ROI: 1.9%
741 HOYES RUN ROAD Oakland, MD If you are looking for a private, tranquil setting , this is it! This streamside cottage f...	3 beds \| 2 baths \| 2,160 sq.ft.	$489,000	Airbnb cash on cash: 5.96% Traditional cash on cash: 3.78% Airbnb Rental Income: $4484 Traditional Rental Income: $2552 Airbnb ROI: 5.96% Traditional ROI: 3.78%
1118 LAKE SHORE DRIVE Oakland, MD Escape to Serenity: Your Dream Log Home Awaits! Nestled in the heart of a picturesque lake...	3 beds \| 2 baths \| 2,446 sq.ft.	$675,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 2.47% Airbnb Rental Income: $4484 Traditional Rental Income: $2755 Airbnb ROI: 3.73% Traditional ROI: 2.47%

Vacation Rentals in Oakland

There are 19 vacation rental properties available for sale in the city of Oakland . The median list price of Airbnb properties available for sale in Oakland is $539,000 and the average price per square foot is $231. The cash on cash return on vacation rentals in Oakland is 4.00%. The average monthly short term rental income in Oakland is $4,484.

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

There are 19 Airbnb properties available for sale in Oakland.

In 2024, the best neighborhood to buy short term rental property is Oakland.

In December 2024, the average Airbnb occupancy rate in Oakland is 67%.

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

142 LEMLEY DRIVE #I

Oakland, MD

3 beds | 2 baths | N/A

$419,000

Airbnb cash on cash: 7.2%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $4484

Traditional Rental Income: $2347

Airbnb ROI: 7.2%

Traditional ROI: 4.14%

783 MOUNTAINVIEW DRIVE

Oakland, MD

3 beds | 3 baths | 1,971 sq.ft.

$619,900

Airbnb cash on cash: 3.91%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $4484

Traditional Rental Income: $2914

Airbnb ROI: 3.91%

Traditional ROI: 2.82%

256 JEFFREY LANE #28

Oakland, MD

3 beds | 4 baths | 1,838 sq.ft.

$465,000

Airbnb cash on cash: 6.08%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $4484

Traditional Rental Income: $3281

Airbnb ROI: 6.08%

Traditional ROI: 5.46%

522 E GREEN STREET

Oakland, MD

3 beds | 4 baths | 1,503 sq.ft.

$349,000

Airbnb cash on cash: 8.25%

Traditional cash on cash: 6.21%

Airbnb Rental Income: $4484

Traditional Rental Income: $2878

Airbnb ROI: 8.25%

Traditional ROI: 6.21%

98 BEAR RUN ROAD

Oakland, MD

3 beds | 2 baths | 1,192 sq.ft.

$874,750

Airbnb cash on cash: 2.99%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $4484

Traditional Rental Income: $2510

Airbnb ROI: 2.99%

Traditional ROI: 1.71%

20241 GARRETT HIGHWAY #6

Oakland, MD

3 beds | 3 baths | 1,657 sq.ft.

$499,900

Airbnb cash on cash: 5.71%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $4484

Traditional Rental Income: $2814

Airbnb ROI: 5.71%

Traditional ROI: 4.15%

2816 STEYER MINE ROAD

Oakland, MD

3 beds | 2 baths | 1,534 sq.ft.

$400,000

Airbnb cash on cash: 7.79%

Traditional cash on cash: 5.72%

Airbnb Rental Income: $4484

Traditional Rental Income: $2774

Airbnb ROI: 7.79%

Traditional ROI: 5.72%

26 ARROWHEAD LANE #26

Oakland, MD

3 beds | 3 baths | 2,000 sq.ft.

$699,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $4484

Traditional Rental Income: $3176

Airbnb ROI: 3.35%