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
27 DORSEY AVE Annapolis, MD Step into this beautifully renovated Annapolis charmer - completely updated from the groun...	2 beds \| 1 baths \| N/A	$349,900	Airbnb cash on cash: 3.01% Traditional cash on cash: 2.34% Airbnb Rental Income: $2338 Traditional Rental Income: $1538 Airbnb ROI: 3.01% Traditional ROI: 2.34%
932 RIVERSEDGE CIR Annapolis, MD Welcome to 932 Riversedge Circle - a beautifully updated, one-level end-unit townhome in d...	2 beds \| 1 baths \| N/A	$399,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 1.67% Airbnb Rental Income: $2338 Traditional Rental Income: $1398 Airbnb ROI: 2.63% Traditional ROI: 1.67%
48 MURRAY Avenue Annapolis, MD Thoughtfully updated home, preserving the character and charm of Murray Hill while offerin...	4 beds \| 4 baths \| 2,580 sq.ft.	$1,595,000	Airbnb cash on cash: 0.03% Traditional cash on cash: -0.38% Airbnb Rental Income: $3104 Traditional Rental Income: $1796 Airbnb ROI: 0.03% Traditional ROI: -0.38%
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: 2.85% Traditional cash on cash: 1.91% Airbnb Rental Income: $2338 Traditional Rental Income: $1441 Airbnb ROI: 2.85% 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: 3.97% Traditional cash on cash: 1.34% Airbnb Rental Income: $1884 Traditional Rental Income: $821 Airbnb ROI: 3.97% 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: 3.38% Traditional cash on cash: 1.01% Airbnb Rental Income: $1884 Traditional Rental Income: $823 Airbnb ROI: 3.38% 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: 6.41% Traditional cash on cash: 2.91% Airbnb Rental Income: $1884 Traditional Rental Income: $850 Airbnb ROI: 6.41% 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.	$244,950	Airbnb cash on cash: 3.45% Traditional cash on cash: 2.31% Airbnb Rental Income: $2338 Traditional Rental Income: $1496 Airbnb ROI: 3.45% Traditional ROI: 2.31%
1814 PLEASANT PLAINS RD Annapolis, MD RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO...	5 beds \| 2 baths \| N/A	$1,300,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.32% Airbnb Rental Income: $3871 Traditional Rental Income: $3002 Airbnb ROI: 0.35% Traditional ROI: 0.32%
1814 & 1836 PLEASANT PLAINS & CHERRY RD Annapolis, MD RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO...	5 beds \| 2 baths \| N/A	$1,300,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 0.46% Airbnb Rental Income: $3871 Traditional Rental Income: $2971 Airbnb ROI: 0.52% Traditional ROI: 0.46%
9 BUNCHE Street Annapolis, MD Welcome to 9 Bunche Street, a charming brick rancher in the heart of Annapolis, full o...	4 beds \| 2 baths \| 1,152 sq.ft.	$280,000	Airbnb cash on cash: 6.22% Traditional cash on cash: 5.73% Airbnb Rental Income: $3104 Traditional Rental Income: $2269 Airbnb ROI: 6.22% Traditional ROI: 5.73%
742 WARREN Drive Annapolis, MD Updated, mid-century, 4 bed-, 2 bathroom home in desirable and quiet Eastport neighborhood...	4 beds \| 2 baths \| 1,740 sq.ft.	$679,000	Airbnb cash on cash: 1.76% Traditional cash on cash: -0.59% Airbnb Rental Income: $3104 Traditional Rental Income: $908 Airbnb ROI: 1.76% Traditional ROI: -0.59%
98 Carroll Dr Annapolis, MD 98 Carroll Dr, Annapolis, MD 21403 \| Single Family Residential	2 beds \| 1 baths \| 936 sq.ft.	$425,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 1.52% Airbnb Rental Income: $2338 Traditional Rental Income: $1526 Airbnb ROI: 2.1% Traditional ROI: 1.52%
722 COYBAY Drive Annapolis, MD Welcome Home to spectacular 722 Coybay Drive! This elegant brick-front Colonial is located...	5 beds \| 5 baths \| 5,080 sq.ft.	$899,999	Airbnb cash on cash: 1.32% Traditional cash on cash: 1.14% Airbnb Rental Income: $3871 Traditional Rental Income: $2886 Airbnb ROI: 1.32% Traditional ROI: 1.14%
1247 RAMBLEWOOD Drive Annapolis, MD Welcome to this beautifully maintained 4-bedroom, 2.5-bath split foyer on a desirable corn...	4 beds \| 3 baths \| 1,728 sq.ft.	$570,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 2.38% Airbnb Rental Income: $3104 Traditional Rental Income: $2301 Airbnb ROI: 2.56% Traditional ROI: 2.38%
8 Dorsey Ave Annapolis, MD 8 Dorsey Ave, Annapolis, MD 21401 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: 8.62% Traditional cash on cash: 3.63% Airbnb Rental Income: $1884 Traditional Rental Income: $780 Airbnb ROI: 8.62% Traditional ROI: 3.63%
1179 NEPTUNE Place Annapolis, MD Discover the charm of this beautiful Colonial home nestled in the desirable Atlantis commu...	4 beds \| 3 baths \| 1,870 sq.ft.	$590,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 2.14% Airbnb Rental Income: $3104 Traditional Rental Income: $2331 Airbnb ROI: 2.26% Traditional ROI: 2.14%
621 SNOW GOOSE Lane Annapolis, MD Welcome to 621 Snow Goose Lane , a wonderful opportunity to create a home that truly refle...	4 beds \| 3 baths \| 2,004 sq.ft.	$500,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.48% Airbnb Rental Income: $3104 Traditional Rental Income: $2268 Airbnb ROI: 2.76% Traditional ROI: 2.48%
1031 LAKE CLAIRE Drive Annapolis, MD Nicely updated home in sought-after Cape St Claire. Oversized .32 acre lot. New kitchen wi...	4 beds \| 2 baths \| 1,728 sq.ft.	$559,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 2.39% Airbnb Rental Income: $3104 Traditional Rental Income: $2287 Airbnb ROI: 2.6% Traditional ROI: 2.39%
1868 LYNNFIELD Drive Annapolis, MD Your gorgeous new Annapolis home awaits! Located on more than an acre of meticulously land...	5 beds \| 4 baths \| 4,274 sq.ft.	$1,050,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 0.84% Airbnb Rental Income: $3871 Traditional Rental Income: $2520 Airbnb ROI: 1.37% Traditional ROI: 0.84%
220 S SOUTHWOOD AVE Annapolis, MD Welcome to this inviting split foyer home in the heart of Annapolis! Situated on a desirab...	4 beds \| 2 baths \| N/A	$525,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.24% Airbnb Rental Income: $3104 Traditional Rental Income: $2345 Airbnb ROI: 2.35% Traditional ROI: 2.24%
30 Decatur Ave Annapolis, MD 30 Decatur Ave, Annapolis, MD 21403 \| Single Family Residential	4 beds \| 2 baths \| 1,477 sq.ft.	$1,100,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 0.14% Airbnb Rental Income: $3104 Traditional Rental Income: $2372 Airbnb ROI: 0.17% Traditional ROI: 0.14%

Vacation Rentals in Annapolis

There are 24 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $724,999 and the average price per square foot is $274. The cash on cash return on vacation rentals in Annapolis is 1.00%. The average monthly short term rental income in Annapolis is $2,680.

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

There are 24 Airbnb properties available for sale in Annapolis.

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

In October 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

27 DORSEY AVE

Annapolis, MD

2 beds | 1 baths | N/A

$349,900

Airbnb cash on cash: 3.01%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $2338

Traditional Rental Income: $1538

Airbnb ROI: 3.01%

Traditional ROI: 2.34%

932 RIVERSEDGE CIR

Annapolis, MD

2 beds | 1 baths | N/A

$399,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $2338

Traditional Rental Income: $1398

Airbnb ROI: 2.63%

Traditional ROI: 1.67%

48 MURRAY Avenue

Annapolis, MD

4 beds | 4 baths | 2,580 sq.ft.

$1,595,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $3104

Traditional Rental Income: $1796

Airbnb ROI: 0.03%

Traditional ROI: -0.38%

122 Roselawn Rd

Annapolis, MD

2 beds | 1 baths | 700 sq.ft.

$360,000

Airbnb cash on cash: 2.85%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $2338

Traditional Rental Income: $1441

Airbnb ROI: 2.85%

Traditional ROI: 1.91%

216 Gross Ave

Annapolis, MD

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

$225,000

Airbnb cash on cash: 3.97%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $1884

Traditional Rental Income: $821

Airbnb ROI: 3.97%

Traditional ROI: 1.34%

29 Collison Rd

Annapolis, MD

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

$250,000

Airbnb cash on cash: 3.38%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $1884

Traditional Rental Income: $823

Airbnb ROI: 3.38%

Traditional ROI: 1.01%

3210 Bruce

Annapolis, MD

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

$159,000

Airbnb cash on cash: 6.41%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $1884

Traditional Rental Income: $850

Airbnb ROI: 6.41%

Traditional ROI: 2.91%

290-M Hilltop Ln

Annapolis, MD

2 beds | 1 baths | 1,024 sq.ft.

$244,950

Airbnb cash on cash: 3.45%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $2338

Traditional Rental Income: $1496

Airbnb ROI: 3.45%