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%
1002 TYLER Avenue Annapolis, MD Location Location location!! Modern rancher style home located near everything Annapolis h...	5 beds \| 2 baths \| 1,920 sq.ft.	$580,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 3.33% Airbnb Rental Income: $3871 Traditional Rental Income: $2932 Airbnb ROI: 3.53% Traditional ROI: 3.33%
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	$389,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 1.73% Airbnb Rental Income: $2338 Traditional Rental Income: $1398 Airbnb ROI: 2.72% Traditional ROI: 1.73%
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%
1831 DREW Street Annapolis, MD Completely renovated home with modern finishes and updates throughout. This property boast...	5 beds \| 2 baths \| 2,236 sq.ft.	$570,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 3.08% Airbnb Rental Income: $3871 Traditional Rental Income: $2626 Airbnb ROI: 3.86% Traditional ROI: 3.08%
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%
722 COYBAY Drive Annapolis, MD Back on the market and priced to sell!!! Welcome Home to spectacular 722 Coybay Drive! Thi...	5 beds \| 5 baths \| 5,080 sq.ft.	$824,999	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.24% Airbnb Rental Income: $3871 Traditional Rental Income: $2886 Airbnb ROI: 1.43% Traditional ROI: 1.24%
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.	$555,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.47% Airbnb Rental Income: $3104 Traditional Rental Income: $2301 Airbnb ROI: 2.66% Traditional ROI: 2.47%
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.	$524,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.61% Airbnb Rental Income: $3104 Traditional Rental Income: $2287 Airbnb ROI: 2.83% Traditional ROI: 2.61%
934 LANGDON Court Annapolis, MD Eastport Hidden Gem! Treat Yourself to a new home this Christmas!! Gorgeous Home Priced to...	4 beds \| 3 baths \| 3,648 sq.ft.	$725,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 1.16% Airbnb Rental Income: $3104 Traditional Rental Income: $2362 Airbnb ROI: 1.21% Traditional ROI: 1.16%
1005 HYDE PARK Drive 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.	$515,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 0.64% Airbnb Rental Income: $2338 Traditional Rental Income: $1328 Airbnb ROI: 1.54% Traditional ROI: 0.64%
668 N Bestgate Rd Annapolis, MD 668 N Bestgate Rd, Annapolis, MD 21401 \| Other	N/A beds \| N/A baths \| N/A	$325,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 0.21% Airbnb Rental Income: $1884 Traditional Rental Income: $794 Airbnb ROI: 2.14% Traditional ROI: 0.21%
1808 Lincoln Dr Annapolis, MD 1808 Lincoln Dr, Annapolis, MD 21401 \| Single Family Residential	3 beds \| 1 baths \| 1,008 sq.ft.	$419,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 2.15% Airbnb Rental Income: $2680 Traditional Rental Income: $1754 Airbnb ROI: 2.89% Traditional ROI: 2.15%
16 BRICE Road Annapolis, MD This is an estate sale and being sold "As Is." A rancher that has been in this family for ...	3 beds \| 2 baths \| 1,936 sq.ft.	$900,000	Airbnb cash on cash: 0.43% Traditional cash on cash: -0.15% Airbnb Rental Income: $2680 Traditional Rental Income: $1558 Airbnb ROI: 0.43% Traditional ROI: -0.15%
1199 RAMBLEWOOD DR Annapolis, MD Make your own dream home in the charming and water-privileged community of Cape St Claire!...	4 beds \| 3 baths \| N/A	$480,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 2.89% Airbnb Rental Income: $3104 Traditional Rental Income: $2289 Airbnb ROI: 3.13% Traditional ROI: 2.89%
6 Victor Pkwy Annapolis, MD 6 Victor Pkwy, Annapolis, MD 21403 \| Single Family Residential	3 beds \| 1 baths \| 912 sq.ft.	$364,900	Airbnb cash on cash: 3.47% Traditional cash on cash: 2.62% Airbnb Rental Income: $2680 Traditional Rental Income: $1748 Airbnb ROI: 3.47% Traditional ROI: 2.62%
950 BERMUDA Lane Annapolis, MD Step into the heart of Heritage Harbour, a community where comfort, convenience, and a wel...	4 beds \| 3 baths \| 1,812 sq.ft.	$629,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 1.64% Airbnb Rental Income: $3104 Traditional Rental Income: $2347 Airbnb ROI: 1.73% Traditional ROI: 1.64%

Vacation Rentals in Annapolis

There are 20 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 $273. 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 20 Airbnb properties available for sale in Annapolis.

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

In December 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%

1002 TYLER Avenue

Annapolis, MD

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

$580,000

Airbnb cash on cash: 3.53%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $3871

Traditional Rental Income: $2932

Airbnb ROI: 3.53%

Traditional ROI: 3.33%

932 RIVERSEDGE CIR

Annapolis, MD

2 beds | 1 baths | N/A

$389,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $2338

Traditional Rental Income: $1398

Airbnb ROI: 2.72%

Traditional ROI: 1.73%

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%

1831 DREW Street

Annapolis, MD

5 beds | 2 baths | 2,236 sq.ft.

$570,000

Airbnb cash on cash: 3.86%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $3871

Traditional Rental Income: $2626

Airbnb ROI: 3.86%

Traditional ROI: 3.08%

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%

722 COYBAY Drive

Annapolis, MD

5 beds | 5 baths | 5,080 sq.ft.

$824,999

Airbnb cash on cash: 1.43%

Traditional cash on cash: 1.24%

Airbnb Rental Income: $3871

Traditional Rental Income: $2886

Airbnb ROI: 1.43%