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
1002 Tyler Ave Annapolis, MD Location Location location!! Modern rancher style home located near everything Annapolis h...	5 beds \| 2 baths \| 1,920 sq.ft.	$570,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 3.41% Airbnb Rental Income: $3871 Traditional Rental Income: $2932 Airbnb ROI: 3.61% Traditional ROI: 3.41%
306 Forbes St #M Annapolis, MD View of water from the upper deck area. 1 assigned space. Pool and marina are part of comm...	N/A beds \| 1 baths \| 500 sq.ft.	$365,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.2% Airbnb Rental Income: $1884 Traditional Rental Income: $1139 Airbnb ROI: 0.9% Traditional ROI: 0.2%
932 Riversedge Cir Annapolis, MD Welcome to 932 Riversedge Circle - an updated, one-level end-unit Villa in desirable Herit...	2 beds \| 1 baths \| 912 sq.ft.	$374,999	Airbnb cash on cash: 2.86% Traditional cash on cash: 1.83% Airbnb Rental Income: $2338 Traditional Rental Income: $1398 Airbnb ROI: 2.86% Traditional ROI: 1.83%
2762 Bon Haven Ln Annapolis, MD Welcome to this lovely, affordable waterfront ranch home and boat house at water's edge in...	4 beds \| 2 baths \| 1,809 sq.ft.	$1,150,000	Airbnb cash on cash: 0.1% Traditional cash on cash: -0.04% Airbnb Rental Income: $3104 Traditional Rental Income: $2251 Airbnb ROI: 0.1% Traditional ROI: -0.04%
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%
1868 Lynnfield Dr Annapolis, MD Your gorgeous new Annapolis home awaits! Located on more than an acre of meticulously land...	5 beds \| 2 baths \| 4,516 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%
1005 Hyde Park Dr Annapolis, MD Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering clas...	2 beds \| 1 baths \| 1,190 sq.ft.	$499,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 0.7% Airbnb Rental Income: $2338 Traditional Rental Income: $1328 Airbnb ROI: 1.62% Traditional ROI: 0.7%
10-B Sandstone Ct Annapolis, MD ASK ABOUT CLOSING HELP!! Welcome to 10-B Sandstone Ct in the heart of Annapolis! Experienc...	2 beds \| 1 baths \| 943 sq.ft.	$279,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 1.8% Airbnb Rental Income: $2338 Traditional Rental Income: $1392 Airbnb ROI: 3.19% Traditional ROI: 1.8%
1217 Cross Annapolis, MD	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 6.41% Traditional cash on cash: 2.69% Airbnb Rental Income: $1884 Traditional Rental Income: $816 Airbnb ROI: 6.41% Traditional ROI: 2.69%
1041 Cedar Ridge Ct Annapolis, MD *PRICE ADJUSTMENT *. Move-in ready and competitively positioned-schedule your showing ...	3 beds \| 2 baths \| 1,320 sq.ft.	$379,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 2.46% Airbnb Rental Income: $2680 Traditional Rental Income: $2005 Airbnb ROI: 2.57% Traditional ROI: 2.46%
1233 Gemini Dr #C Annapolis, MD 1233 Gemini Dr #C, Annapolis, MD 21403 \| Condo/Coop	1 beds \| 1 baths \| 864 sq.ft.	$235,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.03% Airbnb Rental Income: $1744 Traditional Rental Income: $1205 Airbnb ROI: 1.3% Traditional ROI: 1.03%
790-C Fairview Ave #790 C Annapolis, MD Live the Severn House waterfront lifestyle. Enjoy a waterfront swimming pool with expansiv...	2 beds \| 1 baths \| 989 sq.ft.	$350,000	Airbnb cash on cash: 0.81% Traditional cash on cash: -1.24% Airbnb Rental Income: $2338 Traditional Rental Income: $1049 Airbnb ROI: 0.81% Traditional ROI: -1.24%
2015 Gov Thomas Bladen Way #204 Annapolis, MD Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on W...	2 beds \| 2 baths \| 1,077 sq.ft.	$364,000	Airbnb cash on cash: 2.8% Traditional cash on cash: 2.75% Airbnb Rental Income: $2338 Traditional Rental Income: $1745 Airbnb ROI: 2.8% Traditional ROI: 2.75%
100 Carroll Dr Annapolis, MD 100 Carroll Dr, Annapolis, MD 21403 \| Single Family Residential	4 beds \| 2 baths \| 1,935 sq.ft.	$649,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 1.37% Airbnb Rental Income: $3104 Traditional Rental Income: $2348 Airbnb ROI: 1.45% Traditional ROI: 1.37%
2729 Poplar Ln Annapolis, MD 2729 Poplar Ln, Annapolis, MD 21401 \| Single Family Residential	4 beds \| 2 baths \| 2,150 sq.ft.	$774,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 0.98% Airbnb Rental Income: $3104 Traditional Rental Income: $2316 Airbnb ROI: 1.09% Traditional ROI: 0.98%
19 Silverwood Cir #11 Annapolis, MD 19 Silverwood Cir #11, Annapolis, MD 21403 \| Condo/Coop	2 beds \| 2 baths \| 1,138 sq.ft.	$280,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 2.47% Airbnb Rental Income: $2338 Traditional Rental Income: $1746 Airbnb ROI: 2.52% Traditional ROI: 2.47%

Vacation Rentals in Annapolis

There are 40 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $643,250 and the average price per square foot is $287. The cash on cash return on vacation rentals in Annapolis is N/A%. 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 40 Airbnb properties available for sale in Annapolis.

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

In March 2026, 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

1002 Tyler Ave

Annapolis, MD

5 beds | 2 baths | 1,920 sq.ft.

$570,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $3871

Traditional Rental Income: $2932

Airbnb ROI: 3.61%

Traditional ROI: 3.41%

306 Forbes St #M

Annapolis, MD

N/A beds | 1 baths | 500 sq.ft.

$365,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $1884

Traditional Rental Income: $1139

Airbnb ROI: 0.9%

Traditional ROI: 0.2%

932 Riversedge Cir

Annapolis, MD

2 beds | 1 baths | 912 sq.ft.

$374,999

Airbnb cash on cash: 2.86%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $2338

Traditional Rental Income: $1398

Airbnb ROI: 2.86%

Traditional ROI: 1.83%

2762 Bon Haven Ln

Annapolis, MD

4 beds | 2 baths | 1,809 sq.ft.

$1,150,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $3104

Traditional Rental Income: $2251

Airbnb ROI: 0.1%

Traditional ROI: -0.04%

1814 PLEASANT PLAINS RD

Annapolis, MD

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

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%

1868 Lynnfield Dr

Annapolis, MD

5 beds | 2 baths | 4,516 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%

1005 Hyde Park Dr

Annapolis, MD

2 beds | 1 baths | 1,190 sq.ft.

$499,000

Airbnb cash on cash: 1.62%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $2338

Traditional Rental Income: $1328

Airbnb ROI: 1.62%