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
1400 ELLIS ROAD Annapolis, MD Quaint cottage in the water access neighborhood of Oyster Harbor is ready for you! Water a...	2 beds \| 1 baths \| 864 sq.ft.	$350,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 2.8% Airbnb Rental Income: $2330 Traditional Rental Income: $1707 Airbnb ROI: 2.94% Traditional ROI: 2.8%
144 ISLAND VIEW DRIVE Annapolis, MD MOTIVATED SELLER! This home sits on almost a half-acre wooded lot in a quiet, family-frien...	4 beds \| 3 baths \| 1,612 sq.ft.	$615,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 1.97% Airbnb Rental Income: $3084 Traditional Rental Income: $2317 Airbnb ROI: 2.08% Traditional ROI: 1.97%
1831 DREW ST Annapolis, MD Tucked away with a long, freshly paved driveway and generous outdoor space, 1831 Drew Stre...	5 beds \| 2 baths \| N/A	$575,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.05% Airbnb Rental Income: $3750 Traditional Rental Income: $2626 Airbnb ROI: 3.63% Traditional ROI: 3.05%
796 FAIRVIEW AVENUE #796 E Annapolis, MD Severn House is a sought after community on Back Creek in Eastport. This is a beautiful wa...	2 beds \| 1 baths \| 1,000 sq.ft.	$419,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 2.34% Airbnb Rental Income: $2330 Traditional Rental Income: $1743 Airbnb ROI: 2.36% Traditional ROI: 2.34%
187 BROWNS WOODS ROAD Annapolis, MD HUGE PRICE REDUCTION!!! SELLER MOTIVATED BRING YOUR OFFER! Rare opportunity for flexible l...	5 beds \| 2 baths \| 1,064 sq.ft.	$490,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.48% Airbnb Rental Income: $3750 Traditional Rental Income: $2501 Airbnb ROI: 4.43% Traditional ROI: 3.48%
122 Roselawn Rd Annapolis, MD 122 Roselawn Rd, Annapolis, MD 21403 \| Single Family Residential	2 beds \| 1 baths \| 700 sq.ft.	$360,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 1.91% Airbnb Rental Income: $2330 Traditional Rental Income: $1441 Airbnb ROI: 2.83% Traditional ROI: 1.91%
216 Gross Ave Annapolis, MD 216 Gross Ave, Annapolis, MD 21401 \| Other	N/A beds \| N/A baths \| N/A	$225,000	Airbnb cash on cash: 4% Traditional cash on cash: 1.34% Airbnb Rental Income: $1891 Traditional Rental Income: $821 Airbnb ROI: 4% Traditional ROI: 1.34%
29 Collison Rd Annapolis, MD 29 Collison Rd, Annapolis, MD 21401 \| Other	N/A beds \| N/A baths \| N/A	$250,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 1.01% Airbnb Rental Income: $1891 Traditional Rental Income: $823 Airbnb ROI: 3.4% Traditional ROI: 1.01%
3210 Bruce Annapolis, MD 3210 Bruce, Annapolis, MD 21403 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 6.45% Traditional cash on cash: 2.91% Airbnb Rental Income: $1891 Traditional Rental Income: $850 Airbnb ROI: 6.45% Traditional ROI: 2.91%
290-M Hilltop Ln Annapolis, MD 290-M Hilltop Ln, Annapolis, MD 21403 \| Townhouse	2 beds \| 1 baths \| 1,024 sq.ft.	$249,950	Airbnb cash on cash: 3.31% Traditional cash on cash: 2.22% Airbnb Rental Income: $2330 Traditional Rental Income: $1496 Airbnb ROI: 3.31% Traditional ROI: 2.22%
3123 Arundel On The Bay Rd Annapolis, MD 3123 Arundel On The Bay Rd, Annapolis, MD 21403 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 1.89% Airbnb Rental Income: $1891 Traditional Rental Income: $846 Airbnb ROI: 4.74% Traditional ROI: 1.89%

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 $675,000 and the average price per square foot is $266. The cash on cash return on vacation rentals in Annapolis is 1.00%. The average monthly short term rental income in Annapolis is $2,518.

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

There are 12 Airbnb properties available for sale in Annapolis.

In 2025, the best neighborhood to buy short term rental property is Annapolis.

In September 2025, the average Airbnb occupancy rate in Annapolis is 24%.

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

1400 ELLIS ROAD

Annapolis, MD

2 beds | 1 baths | 864 sq.ft.

$350,000

Airbnb cash on cash: 2.94%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $2330

Traditional Rental Income: $1707

Airbnb ROI: 2.94%

Traditional ROI: 2.8%

144 ISLAND VIEW DRIVE

Annapolis, MD

4 beds | 3 baths | 1,612 sq.ft.

$615,000

Airbnb cash on cash: 2.08%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $3084

Traditional Rental Income: $2317

Airbnb ROI: 2.08%

Traditional ROI: 1.97%

1831 DREW ST

Annapolis, MD

5 beds | 2 baths | N/A

$575,000

Airbnb cash on cash: 3.63%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $3750

Traditional Rental Income: $2626

Airbnb ROI: 3.63%

Traditional ROI: 3.05%

796 FAIRVIEW AVENUE #796 E

Annapolis, MD

2 beds | 1 baths | 1,000 sq.ft.

$419,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $2330

Traditional Rental Income: $1743

Airbnb ROI: 2.36%

Traditional ROI: 2.34%

187 BROWNS WOODS ROAD

Annapolis, MD

5 beds | 2 baths | 1,064 sq.ft.

$490,000

Airbnb cash on cash: 4.43%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $3750

Traditional Rental Income: $2501

Airbnb ROI: 4.43%

Traditional ROI: 3.48%

122 Roselawn Rd

Annapolis, MD

2 beds | 1 baths | 700 sq.ft.

$360,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $2330

Traditional Rental Income: $1441

Airbnb ROI: 2.83%

Traditional ROI: 1.91%

216 Gross Ave

Annapolis, MD

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

$225,000

Airbnb cash on cash: 4%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $1891

Traditional Rental Income: $821

Airbnb ROI: 4%

Traditional ROI: 1.34%

29 Collison Rd

Annapolis, MD

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

$250,000

Airbnb cash on cash: 3.4%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $1891

Traditional Rental Income: $823

Airbnb ROI: 3.4%