Airbnb Properties for Sale in Annapolis, MD

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

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

Airbnb For Sale in Annapolis, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1164 Latrobe Dr Annapolis, MD Get ready for a great summer in this great location! New Kitchen w/ SS appliances, granite...	4 beds \| 2 baths \| 1,926 sq.ft.	$525,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 2.85% Airbnb Rental Income: $3333 Traditional Rental Income: $2369 Airbnb ROI: 3.29% Traditional ROI: 2.85%
220 West St Annapolis, MD Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached pr...	3 beds \| 2 baths \| 1,540 sq.ft.	$849,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.71% Airbnb Rental Income: $2689 Traditional Rental Income: $2023 Airbnb ROI: 0.75% Traditional ROI: 0.71%
1041 CEDAR RIDGE Court Annapolis, MD Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenie...	3 beds \| 3 baths \| 1,320 sq.ft.	$338,200	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.87% Airbnb Rental Income: $2689 Traditional Rental Income: $2005 Airbnb ROI: 3.02% Traditional ROI: 2.87%
1531 Hickory Wood Dr Annapolis, MD 1531 Hickory Wood Dr, Annapolis, MD 21409 \| Single Family Residential	3 beds \| 2 baths \| 916 sq.ft.	$379,900	Airbnb cash on cash: 3.07% Traditional cash on cash: 2.77% Airbnb Rental Income: $2689 Traditional Rental Income: $1940 Airbnb ROI: 3.07% Traditional ROI: 2.77%
1469 Pleasant Lake Rd Annapolis, MD 1469 Pleasant Lake Rd, Annapolis, MD 21409 \| Single Family Residential	4 beds \| 2 baths \| 2,542 sq.ft.	$890,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.75% Airbnb Rental Income: $3333 Traditional Rental Income: $2463 Airbnb ROI: 0.9% Traditional ROI: 0.75%
1354 MOYER RD Annapolis, MD Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of An...	4 beds \| 2 baths \| N/A	$470,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 2.66% Airbnb Rental Income: $3333 Traditional Rental Income: $2223 Airbnb ROI: 3.49% Traditional ROI: 2.66%
410 WALNUT Drive Annapolis, MD A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero d...	3 beds \| 1 baths \| 1,368 sq.ft.	$439,990	Airbnb cash on cash: 2.74% Traditional cash on cash: 2.03% Airbnb Rental Income: $2689 Traditional Rental Income: $1760 Airbnb ROI: 2.74% Traditional ROI: 2.03%
318 Beach Dr Annapolis, MD 318 Beach Dr, Annapolis, MD 21403 \| Single Family Residential	4 beds \| 2 baths \| 2,738 sq.ft.	$500,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.66% Airbnb Rental Income: $3333 Traditional Rental Income: $2568 Airbnb ROI: 2.7% Traditional ROI: 2.66%
3354 Arundel On The Bay Rd Annapolis, MD 3354 Arundel On The Bay Rd, Annapolis, MD 21403 \| Other	N/A beds \| N/A baths \| N/A	$253,500	Airbnb cash on cash: 1.52% Traditional cash on cash: 1.16% Airbnb Rental Income: $1371 Traditional Rental Income: $869 Airbnb ROI: 1.52% Traditional ROI: 1.16%

Vacation Rentals in Annapolis

There are 19 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $597,392 and the average price per square foot is $233. The cash on cash return on vacation rentals in Annapolis is N/A%. The average monthly short term rental income in Annapolis is $2,481.

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

There are 19 Airbnb properties available for sale in Annapolis.

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

In September 2026, the average Airbnb occupancy rate in Annapolis is 22%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Annapolis, MD

1164 Latrobe Dr

Annapolis, MD

4 beds | 2 baths | 1,926 sq.ft.

$525,000

Airbnb cash on cash: 3.29%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3333

Traditional Rental Income: $2369

Airbnb ROI: 3.29%

Traditional ROI: 2.85%

220 West St

Annapolis, MD

3 beds | 2 baths | 1,540 sq.ft.

$849,900

Airbnb cash on cash: 0.75%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $2689

Traditional Rental Income: $2023

Airbnb ROI: 0.75%

Traditional ROI: 0.71%

1041 CEDAR RIDGE Court

Annapolis, MD

3 beds | 3 baths | 1,320 sq.ft.

$338,200

Airbnb cash on cash: 3.02%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $2689

Traditional Rental Income: $2005

Airbnb ROI: 3.02%

Traditional ROI: 2.87%

1531 Hickory Wood Dr

Annapolis, MD

3 beds | 2 baths | 916 sq.ft.

$379,900

Airbnb cash on cash: 3.07%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2689

Traditional Rental Income: $1940

Airbnb ROI: 3.07%

Traditional ROI: 2.77%

1469 Pleasant Lake Rd

Annapolis, MD

4 beds | 2 baths | 2,542 sq.ft.

$890,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $3333

Traditional Rental Income: $2463

Airbnb ROI: 0.9%

Traditional ROI: 0.75%

1354 MOYER RD

Annapolis, MD

4 beds | 2 baths | N/A

$470,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $3333

Traditional Rental Income: $2223

Airbnb ROI: 3.49%

Traditional ROI: 2.66%

410 WALNUT Drive

Annapolis, MD

3 beds | 1 baths | 1,368 sq.ft.

$439,990

Airbnb cash on cash: 2.74%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $2689

Traditional Rental Income: $1760

Airbnb ROI: 2.74%

Traditional ROI: 2.03%

318 Beach Dr

Annapolis, MD

4 beds | 2 baths | 2,738 sq.ft.

$500,000

Airbnb cash on cash: 2.7%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $3333

Traditional Rental Income: $2568

Airbnb ROI: 2.7%