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
349 EPPING WAY Annapolis, MD Major price reduction, exceptional value for over 3,292 finished sq ft tucked among the tr...	4 beds \| 3 baths \| N/A	$925,000	Airbnb cash on cash: 0.19% Traditional cash on cash: -1.41% Airbnb Rental Income: $2789 Traditional Rental Income: $763 Airbnb ROI: 0.19% Traditional ROI: -1.41%
105 Rosecrest Dr Annapolis, MD Fully renovated rancher with all required permits in highly desired neighborhood. Complete...	4 beds \| 2 baths \| 1,800 sq.ft.	$500,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 2.19% Airbnb Rental Income: $2789 Traditional Rental Income: $1958 Airbnb ROI: 2.56% Traditional ROI: 2.19%
3338 Arundel On The Bay Rd Annapolis, MD 3338 Arundel On The Bay Rd, Annapolis, MD 21403 \| Other	N/A beds \| N/A baths \| N/A	$96,000	Airbnb cash on cash: 7.6% Traditional cash on cash: 5.56% Airbnb Rental Income: $1423 Traditional Rental Income: $806 Airbnb ROI: 7.6% Traditional ROI: 5.56%
3 Cypress Rd Annapolis, MD Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportun...	3 beds \| 1 baths \| 1,206 sq.ft.	$399,999	Airbnb cash on cash: 2.58% Traditional cash on cash: 2.33% Airbnb Rental Income: $2455 Traditional Rental Income: $1762 Airbnb ROI: 2.58% Traditional ROI: 2.33%
608 S CHERRY GROVE AVE Annapolis, MD You will love this large, move-in ready townhome. Super clean! Side windows on this end-of...	3 beds \| 4 baths \| N/A	$550,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.06% Airbnb Rental Income: $2455 Traditional Rental Income: $1316 Airbnb ROI: 1.11% Traditional ROI: 0.06%
LOT 6 Gilmer St Annapolis, MD LOT 6 Gilmer St, Annapolis, MD 21401 \| Other	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: 7.32% Traditional cash on cash: 4.84% Airbnb Rental Income: $1423 Traditional Rental Income: $758 Airbnb ROI: 7.32% Traditional ROI: 4.84%
1470 Log Inn Rd Annapolis, MD Beautifully updated and filled with thoughtful improvements, this Cape Cod in Annapolis co...	3 beds \| 2 baths \| 1,465 sq.ft.	$550,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 1.38% Airbnb Rental Income: $2455 Traditional Rental Income: $1691 Airbnb ROI: 1.71% Traditional ROI: 1.38%
1427 Anna Marie Ct Annapolis, MD Beautifully presented home at 1427 Anna Marie Ct in Annapolis, offering a comfortable blen...	4 beds \| 3 baths \| 1,978 sq.ft.	$515,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 1.42% Airbnb Rental Income: $2789 Traditional Rental Income: $1798 Airbnb ROI: 2.12% Traditional ROI: 1.42%
40 Munroe Ct Annapolis, MD 40 Munroe Ct, Annapolis, MD 21401 \| Single Family Residential	3 beds \| 1 baths \| 1,280 sq.ft.	$579,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.87% Airbnb Rental Income: $2455 Traditional Rental Income: $1747 Airbnb ROI: 1.07% Traditional ROI: 0.87%

Vacation Rentals in Annapolis

There are 12 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $596,192 and the average price per square foot is $236. The cash on cash return on vacation rentals in Annapolis is N/A%. The average monthly short term rental income in Annapolis is $2,438.

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

There are 12 Airbnb properties available for sale in Annapolis.

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

In June 2026, the average Airbnb occupancy rate in Annapolis is 19%.

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

349 EPPING WAY

Annapolis, MD

4 beds | 3 baths | N/A

$925,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: -1.41%

Airbnb Rental Income: $2789

Traditional Rental Income: $763

Airbnb ROI: 0.19%

Traditional ROI: -1.41%

105 Rosecrest Dr

Annapolis, MD

4 beds | 2 baths | 1,800 sq.ft.

$500,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $2789

Traditional Rental Income: $1958

Airbnb ROI: 2.56%

Traditional ROI: 2.19%

3338 Arundel On The Bay Rd

Annapolis, MD

N/A beds | N/A baths | N/A

$96,000

Airbnb cash on cash: 7.6%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $1423

Traditional Rental Income: $806

Airbnb ROI: 7.6%

Traditional ROI: 5.56%

3 Cypress Rd

Annapolis, MD

3 beds | 1 baths | 1,206 sq.ft.

$399,999

Airbnb cash on cash: 2.58%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $2455

Traditional Rental Income: $1762

Airbnb ROI: 2.58%

Traditional ROI: 2.33%

608 S CHERRY GROVE AVE

Annapolis, MD

3 beds | 4 baths | N/A

$550,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $2455

Traditional Rental Income: $1316

Airbnb ROI: 1.11%

Traditional ROI: 0.06%

LOT 6 Gilmer St

Annapolis, MD

N/A beds | N/A baths | N/A

$99,000

Airbnb cash on cash: 7.32%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1423

Traditional Rental Income: $758

Airbnb ROI: 7.32%

Traditional ROI: 4.84%

1470 Log Inn Rd

Annapolis, MD

3 beds | 2 baths | 1,465 sq.ft.

$550,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $2455

Traditional Rental Income: $1691

Airbnb ROI: 1.71%

Traditional ROI: 1.38%

1427 Anna Marie Ct

Annapolis, MD

4 beds | 3 baths | 1,978 sq.ft.

$515,000

Airbnb cash on cash: 2.12%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $2789

Traditional Rental Income: $1798

Airbnb ROI: 2.12%