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
1213 Mckinley St Annapolis, MD Here's your chance to live in the Heart of Eastport! Cute cape cod with new kitchen and re...	3 beds \| 1 baths \| 1,008 sq.ft.	$449,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 2.42% Airbnb Rental Income: $2680 Traditional Rental Income: $1833 Airbnb ROI: 2.93% Traditional ROI: 2.42%
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.	$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%
38 HARBOUR HEIGHTS DR Annapolis, MD Welcome home to the highly sought-after Seabreeze Harbour Gates community! This SUN lit en...	3 beds \| 3 baths \| N/A	$415,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.36% Airbnb Rental Income: $2680 Traditional Rental Income: $2024 Airbnb ROI: 2.41% Traditional ROI: 2.36%
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%
1167 Green Holly Dr Annapolis, MD 1167 Green Holly Dr, GIBSON ISLAND, MD 21409 \| Other	N/A beds \| N/A baths \| N/A	$160,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 3.6% Airbnb Rental Income: $1884 Traditional Rental Income: $960 Airbnb ROI: 6.35% Traditional ROI: 3.6%
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%
10-B Sandstone Ct Annapolis, MD CLOSING ASSISTANCE AVAILABLE! Welcome to 10-B Sandstone Ct in the heart of Annapolis! Expe...	2 beds \| 1 baths \| 943 sq.ft.	$285,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 1.75% Airbnb Rental Income: $2338 Traditional Rental Income: $1392 Airbnb ROI: 3.12% Traditional ROI: 1.75%
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%
1808 Lincoln Dr Annapolis, MD 1808 Lincoln Dr, Annapolis, MD 21401 \| Single Family Residential	3 beds \| 1 baths \| 1,008 sq.ft.	$389,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.47% Airbnb Rental Income: $2680 Traditional Rental Income: $1754 Airbnb ROI: 3.27% Traditional ROI: 2.47%
621 Wood Lot Trail Rd Annapolis, MD 621 Wood Lot Trail Rd, CROWNSVILLE, MD 21401 \| Single Family Residential	5 beds \| 3 baths \| 3,970 sq.ft.	$884,999	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.36% Airbnb Rental Income: $3871 Traditional Rental Income: $2979 Airbnb ROI: 1.43% Traditional ROI: 1.36%
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.	$595,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 1.79% Airbnb Rental Income: $3104 Traditional Rental Income: $2347 Airbnb ROI: 1.88% Traditional ROI: 1.79%
112 Melvin Ave Annapolis, MD A rare West Annapolis offering where elevated design, comfortable living, and an exception...	4 beds \| 2 baths \| 3,462 sq.ft.	$1,275,000	Airbnb cash on cash: 0.01% Traditional cash on cash: -0.08% Airbnb Rental Income: $3104 Traditional Rental Income: $2288 Airbnb ROI: 0.01% Traditional ROI: -0.08%
1041 Cedar Ridge Ct Annapolis, MD Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-lev...	3 beds \| 2 baths \| 1,320 sq.ft.	$389,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 2.32% Airbnb Rental Income: $2680 Traditional Rental Income: $2005 Airbnb ROI: 2.43% Traditional ROI: 2.32%
1546 Shipsview Rd Annapolis, MD 1546 Shipsview Rd, GIBSON ISLAND, MD 21409 \| Other	N/A beds \| N/A baths \| N/A	$495,000	Airbnb cash on cash: 0.62% Traditional cash on cash: -0.89% Airbnb Rental Income: $1884 Traditional Rental Income: $683 Airbnb ROI: 0.62% Traditional ROI: -0.89%
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%
108 Conley Dr Annapolis, MD 108 Conley Dr, Annapolis, MD 21403 \| Townhouse	3 beds \| 1 baths \| 1,880 sq.ft.	$485,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 0.68% Airbnb Rental Income: $2680 Traditional Rental Income: $1346 Airbnb ROI: 2.22% Traditional ROI: 0.68%
3 Victor Pkwy Annapolis, MD Schedule your appt today to tour this Charming Ranch style home located in the Victor Have...	2 beds \| 1 baths \| 886 sq.ft.	$330,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 1.97% Airbnb Rental Income: $2338 Traditional Rental Income: $1400 Airbnb ROI: 3.13% Traditional ROI: 1.97%
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 \| N/A	$375,000	Airbnb cash on cash: 0.78% Traditional cash on cash: -1.24% Airbnb Rental Income: $2338 Traditional Rental Income: $1049 Airbnb ROI: 0.78% Traditional ROI: -1.24%
1688 Secretariat Dr Annapolis, MD 1688 Secretariat Dr, Annapolis, MD 21409 \| Townhouse	3 beds \| 2 baths \| 1,020 sq.ft.	$339,000	Airbnb cash on cash: 4% Traditional cash on cash: 3.34% Airbnb Rental Income: $2680 Traditional Rental Income: $1834 Airbnb ROI: 4% Traditional ROI: 3.34%
810 Midship Ct Annapolis, MD 810 Midship Ct, Annapolis, MD 21401 \| Townhouse	3 beds \| 2 baths \| 1,514 sq.ft.	$560,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.22% Airbnb Rental Income: $2680 Traditional Rental Income: $2018 Airbnb ROI: 1.27% Traditional ROI: 1.22%
1113 Primrose Ct #302 Annapolis, MD 1113 Primrose Ct #302, Annapolis, MD 21403 \| Condo/Coop	3 beds \| 2 baths \| 1,269 sq.ft.	$325,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 1.89% Airbnb Rental Income: $2680 Traditional Rental Income: $1960 Airbnb ROI: 2.17% Traditional ROI: 1.89%
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%
210 N Linden Ave Annapolis, MD 210 N Linden Ave, Annapolis, MD 21401 \| Single Family Residential	3 beds \| 2 baths \| 1,258 sq.ft.	$665,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.03% Airbnb Rental Income: $2680 Traditional Rental Income: $2024 Airbnb ROI: 1.06% Traditional ROI: 1.03%

Vacation Rentals in Annapolis

There are 31 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $605,000 and the average price per square foot is $284. 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 31 Airbnb properties available for sale in Annapolis.

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

In February 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

1213 Mckinley St

Annapolis, MD

3 beds | 1 baths | 1,008 sq.ft.

$449,000

Airbnb cash on cash: 2.93%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2680

Traditional Rental Income: $1833

Airbnb ROI: 2.93%

Traditional ROI: 2.42%

1002 Tyler Ave

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%

38 HARBOUR HEIGHTS DR

Annapolis, MD

3 beds | 3 baths | N/A

$415,000

Airbnb cash on cash: 2.41%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2680

Traditional Rental Income: $2024

Airbnb ROI: 2.41%

Traditional ROI: 2.36%

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%

1167 Green Holly Dr

Annapolis, MD

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

$160,000

Airbnb cash on cash: 6.35%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $1884

Traditional Rental Income: $960

Airbnb ROI: 6.35%

Traditional ROI: 3.6%

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%