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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Oakland, Maryland at the moment.
Other Airbnb Properties for Sale in Maryland
106 KINSHIP Road Dundalk , MD FOR SALE! Remodeled Cape Cod in Dundalk offering exceptional space and flexibility-don't l...	5 beds \| 2 baths \| 1,704 sq.ft.	$364,900	Airbnb cash on cash: 7.6% Traditional cash on cash: 5.83% Airbnb Rental Income: $4167 Traditional Rental Income: $2678 Airbnb ROI: 7.6% Traditional ROI: 5.83%
17401 MILLTOWN LANDING Road BRANDYWINE , MD Multi-generational horse farmette only 25 miles from Washington, DC 5 BR \| 4 BA \| 4,679 SQ...	5 beds \| 4 baths \| 4,679 sq.ft.	$894,900	Airbnb cash on cash: 3.28% Traditional cash on cash: 1.83% Airbnb Rental Income: $5541 Traditional Rental Income: $3224 Airbnb ROI: 3.28% Traditional ROI: 1.83%
2348 BOTELER ROAD BROWNSVILLE , MD Welcome to Your Dream Farmhouse Retreat! Located on a serene, fenced-in acre, this charmi...	3 beds \| 2 baths \| 1,504 sq.ft.	$312,000	Airbnb cash on cash: 8.47% Traditional cash on cash: 6.59% Airbnb Rental Income: $3963 Traditional Rental Income: $2563 Airbnb ROI: 8.47% Traditional ROI: 6.59%
17111 MANNING Drive ACCOKEEK , MD Discover the potential in this 1-story detached home set on over 2 acres in desirable Prin...	4 beds \| 2 baths \| 1,820 sq.ft.	$349,900	Airbnb cash on cash: 5.78% Traditional cash on cash: 5.6% Airbnb Rental Income: $3527 Traditional Rental Income: $2693 Airbnb ROI: 5.78% Traditional ROI: 5.6%
7126 ARCADIA CIRCLE Newark , MD Back on the market due to buyers unexpected personal emergency. . Newer construction nes...	3 beds \| 2 baths \| 1,214 sq.ft.	$305,000	Airbnb cash on cash: 7.41% Traditional cash on cash: 6.25% Airbnb Rental Income: $3505 Traditional Rental Income: $2398 Airbnb ROI: 7.41% Traditional ROI: 6.25%
1428 Central Ave E Edgewater , MD NOW IS YOUR CHANCE! Back on the market with a price improvement! With just under a half ac...	5 beds \| 2 baths \| 2,850 sq.ft.	$799,999	Airbnb cash on cash: 2.52% Traditional cash on cash: 2% Airbnb Rental Income: $3795 Traditional Rental Income: $2585 Airbnb ROI: 2.52% Traditional ROI: 2%
205 GRAVEL RUN Road GRASONVILLE , MD Charming threebedroom, onebath rancher located at 205 Gravel Run Road in Grasonville, set ...	3 beds \| 1 baths \| 856 sq.ft.	$300,000	Airbnb cash on cash: 7.1% Traditional cash on cash: 4.64% Airbnb Rental Income: $3314 Traditional Rental Income: $1876 Airbnb ROI: 7.1% Traditional ROI: 4.64%
413 Rogers Ave Glen Burnie , MD Welcome to 413 Rogers Ave in the heart of Glen Burnie! This spacious townhome offers 4 bed...	4 beds \| 2 baths \| 1,434 sq.ft.	$314,200	Airbnb cash on cash: 6.41% Traditional cash on cash: 5.05% Airbnb Rental Income: $3305 Traditional Rental Income: $2161 Airbnb ROI: 6.41% Traditional ROI: 5.05%
130 Dumbarton Dr Annapolis , MD Welcome to this charming townhouse nestled in the heart of Annapolis! This well-maintained...	3 beds \| 1 baths \| 1,152 sq.ft.	$327,500	Airbnb cash on cash: 3.37% Traditional cash on cash: 3.2% Airbnb Rental Income: $2404 Traditional Rental Income: $1760 Airbnb ROI: 3.37% Traditional ROI: 3.2%
1 W MAIN ST BURKITTSVILLE , MD Spring into this delightful blend of historic charm and modern updates, ideally located in...	5 beds \| 2 baths \| N/A	$649,500	Airbnb cash on cash: 4.25% Traditional cash on cash: 2.8% Airbnb Rental Income: $4998 Traditional Rental Income: $3095 Airbnb ROI: 4.25% Traditional ROI: 2.8%
8 Eastern St Glen Burnie , MD Welcome to 8 Eastern Street, a charming home offering comfort, space, and convenience. Sit...	4 beds \| 2 baths \| 1,209 sq.ft.	$395,000	Airbnb cash on cash: 4.9% Traditional cash on cash: 3.53% Airbnb Rental Income: $3305 Traditional Rental Income: $2057 Airbnb ROI: 4.9% Traditional ROI: 3.53%
401 LINDEN AVE Frederick , MD First Open House - Sat 1-3! Single-level living meets modern style in this beautifully ren...	5 beds \| 3 baths \| N/A	$729,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 1.23% Airbnb Rental Income: $2783 Traditional Rental Income: $1822 Airbnb ROI: 1.69% Traditional ROI: 1.23%
1411 JEFFERSON Pike KNOXVILLE , MD This exceptional home situated on over an acre of land in rural Frederick County blends ti...	5 beds \| 5 baths \| 3,400 sq.ft.	$949,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.64% Airbnb Rental Income: $4998 Traditional Rental Income: $2342 Airbnb ROI: 2.49% Traditional ROI: 0.64%
2439 TODDVILLE RD WINGATE , MD Welcome to your ultimate hunting retreat nestled in the heart of nature's splendor! This 6...	5 beds \| 1 baths \| N/A	$479,900	Airbnb cash on cash: 2.34% Traditional cash on cash: 1.94% Airbnb Rental Income: $2235 Traditional Rental Income: $1493 Airbnb ROI: 2.34% Traditional ROI: 1.94%

Vacation Rentals in Oakland

There are vacation rental properties available for sale in the city of Oakland . The median list price of Airbnb properties available for sale in Oakland is $399,900 and the average price per square foot is $203. The cash on cash return on vacation rentals in Oakland is -1.00%. The average monthly short term rental income in Oakland is $880.

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

There are 0 Airbnb properties available for sale in Oakland.

In 2026, the best neighborhood to buy short term rental property is Oakland.

In May 2026, the average Airbnb occupancy rate in Oakland is 12%.

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

Other Airbnb Properties for Sale in Maryland

Dundalk , MD

5 beds | 2 baths | 1,704 sq.ft.

$364,900

Airbnb cash on cash: 7.6%

Traditional cash on cash: 5.83%

Airbnb Rental Income: $4167

Traditional Rental Income: $2678

Airbnb ROI: 7.6%

Traditional ROI: 5.83%

BRANDYWINE , MD

5 beds | 4 baths | 4,679 sq.ft.

$894,900

Airbnb cash on cash: 3.28%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $5541

Traditional Rental Income: $3224

Airbnb ROI: 3.28%

Traditional ROI: 1.83%

BROWNSVILLE , MD

3 beds | 2 baths | 1,504 sq.ft.

$312,000

Airbnb cash on cash: 8.47%

Traditional cash on cash: 6.59%

Airbnb Rental Income: $3963

Traditional Rental Income: $2563

Airbnb ROI: 8.47%

Traditional ROI: 6.59%

ACCOKEEK , MD

4 beds | 2 baths | 1,820 sq.ft.

$349,900

Airbnb cash on cash: 5.78%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $3527

Traditional Rental Income: $2693

Airbnb ROI: 5.78%

Traditional ROI: 5.6%

Newark , MD

3 beds | 2 baths | 1,214 sq.ft.

$305,000

Airbnb cash on cash: 7.41%

Traditional cash on cash: 6.25%

Airbnb Rental Income: $3505

Traditional Rental Income: $2398

Airbnb ROI: 7.41%

Traditional ROI: 6.25%

Edgewater , MD

5 beds | 2 baths | 2,850 sq.ft.

$799,999

Airbnb cash on cash: 2.52%

Traditional cash on cash: 2%

Airbnb Rental Income: $3795

Traditional Rental Income: $2585

Airbnb ROI: 2.52%

Traditional ROI: 2%

GRASONVILLE , MD

3 beds | 1 baths | 856 sq.ft.

$300,000

Airbnb cash on cash: 7.1%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $3314

Traditional Rental Income: $1876

Airbnb ROI: 7.1%

Traditional ROI: 4.64%

Glen Burnie , MD

4 beds | 2 baths | 1,434 sq.ft.

$314,200

Airbnb cash on cash: 6.41%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $3305

Traditional Rental Income: $2161

Airbnb ROI: 6.41%

Traditional ROI: 5.05%

Annapolis , MD

3 beds | 1 baths | 1,152 sq.ft.

$327,500

Airbnb cash on cash: 3.37%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $2404