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
414 JEFFERSON STREET Annapolis, MD Stunning Eastport Craftsman light filled home with 9 foot ceilings & open floor plan. Des...	4 beds \| 4 baths \| 3,658 sq.ft.	$1,450,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 1.27% Airbnb Rental Income: $5866 Traditional Rental Income: $3912 Airbnb ROI: 1.86% Traditional ROI: 1.27%
1177 SOUTHVIEW DR Annapolis, MD FRESH PAINT being done this weekend. This home is PRICED TO SELL! This 4-bedroom, 2.5 bat...	4 beds \| 3 baths \| N/A	$498,000	Airbnb cash on cash: 7.92% Traditional cash on cash: 4.59% Airbnb Rental Income: $5866 Traditional Rental Income: $3147 Airbnb ROI: 7.92% Traditional ROI: 4.59%
862 RUDDER WAY Annapolis, MD Welcome to Heritage Harbour, a distinguished enclave for sophisticated living. This 3-bedr...	3 beds \| 2 baths \| 2,490 sq.ft.	$630,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 2.41% Airbnb Rental Income: $4318 Traditional Rental Income: $2800 Airbnb ROI: 3.45% Traditional ROI: 2.41%
916 BERWICK DRIVE Annapolis, MD Welcome to 916 Berwick; tucked into the sought after Ambridge Community, conveniently loca...	3 beds \| 3 baths \| 2,662 sq.ft.	$695,000	Airbnb cash on cash: 3% Traditional cash on cash: 2.95% Airbnb Rental Income: $4318 Traditional Rental Income: $3379 Airbnb ROI: 3% Traditional ROI: 2.95%
220 AUTUMN CHASE DRIVE Annapolis, MD Nestled in the sought-after Riva Trace community of Annapolis, this possible 5-bedroom, 3 ...	5 beds \| 4 baths \| 3,214 sq.ft.	$685,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 4.11% Airbnb Rental Income: $6650 Traditional Rental Income: $4061 Airbnb ROI: 6.13% Traditional ROI: 4.11%
1201 BLACKWALNUT LANE Annapolis, MD This beautifully renovated Colonial is ready for you to call home! Nestled on a tranquil s...	5 beds \| 4 baths \| 1,972 sq.ft.	$700,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 3.43% Airbnb Rental Income: $6650 Traditional Rental Income: $3542 Airbnb ROI: 6.2% Traditional ROI: 3.43%
1760 BIRDBROOK TRAIL Annapolis, MD Epic Home just listed in Waterfront Epping Forest Community! Post and Beam Tree House with...	3 beds \| 2 baths \| 2,667 sq.ft.	$950,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 1.65% Airbnb Rental Income: $4318 Traditional Rental Income: $2902 Airbnb ROI: 2.23% Traditional ROI: 1.65%
7 HILL STREET Annapolis, MD Welcome to 7 Hill Street, a beautifully maintained and upgraded single-family Colonial hom...	4 beds \| 3 baths \| 2,538 sq.ft.	$1,000,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 1.6% Airbnb Rental Income: $5866 Traditional Rental Income: $3422 Airbnb ROI: 2.97% Traditional ROI: 1.6%
633 BAYSTONE COURT Annapolis, MD Discover the perfect combination of location and lifestyle at 633 Baystone Court! This spa...	4 beds \| 2 baths \| 1,868 sq.ft.	$495,900	Airbnb cash on cash: 8.1% Traditional cash on cash: 3.82% Airbnb Rental Income: $5866 Traditional Rental Income: $2717 Airbnb ROI: 8.1% Traditional ROI: 3.82%
1155 TYLER AVE Annapolis, MD Charming 3-Bedroom Ranch on Spacious Corner Lot Welcome to this cozy 3-bedroom, ranch-styl...	3 beds \| 1 baths \| N/A	$490,000	Airbnb cash on cash: 5.13% Traditional cash on cash: 2.15% Airbnb Rental Income: $4318 Traditional Rental Income: $2044 Airbnb ROI: 5.13% Traditional ROI: 2.15%
217 VANGUARD LANE Annapolis, MD This stunning Annapolis townhome, located in the exclusive Village Greens gated community,...	3 beds \| 4 baths \| 2,000 sq.ft.	$529,900	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.69% Airbnb Rental Income: $4318 Traditional Rental Income: $3169 Airbnb ROI: 4.17% Traditional ROI: 3.69%
1004 PRIMROSE RD #301 Annapolis, MD This beautiful condo has it all. Open floor plan with a balcony overlooking woods. This se...	1 beds \| 1 baths \| N/A	$254,990	Airbnb cash on cash: 8.52% Traditional cash on cash: 3.55% Airbnb Rental Income: $3393 Traditional Rental Income: $1441 Airbnb ROI: 8.52% Traditional ROI: 3.55%
2668 OGLETON ROAD Annapolis, MD Just the perfect place to call home in Annapolis Roads! This lovely 4 bedroom, 2.5 bath br...	4 beds \| 3 baths \| 2,602 sq.ft.	$854,900	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.23% Airbnb Rental Income: $5866 Traditional Rental Income: $3319 Airbnb ROI: 3.96% Traditional ROI: 2.23%
909 LANGDON COURT Annapolis, MD Welcome to this stunning, 3 bedroom 2 full bath bright, and sunny contemporary home just m...	3 beds \| 3 baths \| 2,335 sq.ft.	$659,900	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.74% Airbnb Rental Income: $4318 Traditional Rental Income: $3003 Airbnb ROI: 3.4% Traditional ROI: 2.74%
3536 SARATOGA AVENUE Annapolis, MD WELCOME! Come see this stunning property that has everything youâll ever want or need i...	4 beds \| 3 baths \| 2,368 sq.ft.	$1,250,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 0.95% Airbnb Rental Income: $5866 Traditional Rental Income: $3097 Airbnb ROI: 2.33% Traditional ROI: 0.95%
212 BOWEN COURT Annapolis, MD This home is a PERFECT 10!! Impeccably maintained and beautifully updated, this 4BR 3.5 ba...	4 beds \| 4 baths \| 4,367 sq.ft.	$949,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 2.4% Airbnb Rental Income: $5866 Traditional Rental Income: $3842 Airbnb ROI: 3.37% Traditional ROI: 2.4%
5 PARK PL #428 Annapolis, MD Discover the perfect blend of comfort and convenience in this rare 3-bedroom, 2.5-bath con...	3 beds \| 3 baths \| N/A	$1,450,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.18% Airbnb Rental Income: $4318 Traditional Rental Income: $2797 Airbnb ROI: 0.64% Traditional ROI: 0.18%
1471 AMBERWOOD DRIVE N Annapolis, MD Back on the market! Still time to make this your home for the holidays! Welcome to your dr...	4 beds \| 2 baths \| 1,698 sq.ft.	$475,000	Airbnb cash on cash: 8.42% Traditional cash on cash: 3.79% Airbnb Rental Income: $5866 Traditional Rental Income: $2639 Airbnb ROI: 8.42% Traditional ROI: 3.79%
400 JEFFERSON STREET Annapolis, MD Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Mar...	4 beds \| 3 baths \| 3,640 sq.ft.	$1,700,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 0.81% Airbnb Rental Income: $5866 Traditional Rental Income: $3405 Airbnb ROI: 1.63% Traditional ROI: 0.81%
407 TAYLOR AVENUE Annapolis, MD Active Air BnB. The Goat House, Located within a stones throw to the Naval-Marine Corps ...	3 beds \| 2 baths \| 1,966 sq.ft.	$1,000,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 1.18% Airbnb Rental Income: $4318 Traditional Rental Income: $2810 Airbnb ROI: 1.83% Traditional ROI: 1.18%
729 ANNAPOLIS NECK ROAD Annapolis, MD *AGENTS AND BUYERS MUST SIGN A HOLD HARMLESS AGREEMENT BEFORE AN APPOINTMENT CAN BE MADE...	4 beds \| 2 baths \| 1,356 sq.ft.	$400,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 3.82% Airbnb Rental Income: $5866 Traditional Rental Income: $2496 Airbnb ROI: 9.7% Traditional ROI: 3.82%
1422 HOWARD ROAD Annapolis, MD Welcome home to 1422 Howard Rd! This contemporary Oyster Harbor coastal paradise in the hi...	5 beds \| 5 baths \| 3,505 sq.ft.	$1,199,999	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.69% Airbnb Rental Income: $6650 Traditional Rental Income: $4920 Airbnb ROI: 3.08% Traditional ROI: 2.69%
1270 SWAN DRIVE Annapolis, MD Waterfront Retreat on Little Magothy River, Annapolis. Welcome to this exquisite waterfr...	5 beds \| 5 baths \| 2,848 sq.ft.	$2,097,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 1.19% Airbnb Rental Income: $6650 Traditional Rental Income: $5033 Airbnb ROI: 1.35% Traditional ROI: 1.19%
1133 LAKE HERON DR #3B Annapolis, MD Nestled in the tranquil Lake Heron community, this sun-drenched top-floor end-unit condo o...	3 beds \| 2 baths \| N/A	$385,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 4.51% Airbnb Rental Income: $4318 Traditional Rental Income: $2504 Airbnb ROI: 7.02% Traditional ROI: 4.51%
1009 DULANEY LANE Annapolis, MD Build Your Dream Weekend Retreat in Annapolis Roads! Discover the perfect opportunity to...	4 beds \| 4 baths \| 2,896 sq.ft.	$1,695,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 0.85% Airbnb Rental Income: $5866 Traditional Rental Income: $3734 Airbnb ROI: 1.47% Traditional ROI: 0.85%
110 STILLY WAY Annapolis, MD New Construction - Move In Ready February -March 2025! Please go to Model home to tour! W...	5 beds \| 6 baths \| 5,017 sq.ft.	$1,061,190	Airbnb cash on cash: 3.12% Traditional cash on cash: 2.13% Airbnb Rental Income: $6650 Traditional Rental Income: $4377 Airbnb ROI: 3.12% Traditional ROI: 2.13%
1915 TOWNE CENTRE BLVD #1210 Annapolis, MD Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportuni...	3 beds \| 4 baths \| N/A	$1,875,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 0.03% Airbnb Rental Income: $4318 Traditional Rental Income: $3337 Airbnb ROI: 0.08% Traditional ROI: 0.03%
2997 SOUTHAVEN DR Annapolis, MD Don't miss out on this beautifully remodeled home, set on a private and expansive .86-acre...	4 beds \| 3 baths \| N/A	$895,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 2.06% Airbnb Rental Income: $5866 Traditional Rental Income: $3171 Airbnb ROI: 3.9% Traditional ROI: 2.06%
3422 NARRAGANSETT AVENUE Annapolis, MD Fully renovated house with limited water view in desirable Arundel In The Bay, just steps ...	3 beds \| 3 baths \| 2,200 sq.ft.	$710,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 2.17% Airbnb Rental Income: $4318 Traditional Rental Income: $2560 Airbnb ROI: 3.45% Traditional ROI: 2.17%
1159 PINE TREE DRIVE Annapolis, MD Open House Saturday, Nov 23, 1-3 PM! Stop by or explore the online 3D tour! Welcome to 115...	4 beds \| 3 baths \| 2,116 sq.ft.	$500,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 5.47% Airbnb Rental Income: $5866 Traditional Rental Income: $3570 Airbnb ROI: 7.89% Traditional ROI: 5.47%
1012 MOUNT HOLLY DR Annapolis, MD Coming soon, new house to be built.	4 beds \| 3 baths \| N/A	$800,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 3.02% Airbnb Rental Income: $5866 Traditional Rental Income: $3897 Airbnb ROI: 4.1% Traditional ROI: 3.02%
2574 RIVA ROAD #1A Annapolis, MD Discover tranquil living in this rarely available, beautifully updated 3-bedroom, 2-bath c...	3 beds \| 2 baths \| 1,147 sq.ft.	$349,900	Airbnb cash on cash: 7% Traditional cash on cash: 3.88% Airbnb Rental Income: $4318 Traditional Rental Income: $2382 Airbnb ROI: 7% Traditional ROI: 3.88%
3101 ERVIN COURT Annapolis, MD Welcome Home to 3101 Ervin Court. This stunning, newly renovated home located in a quiet c...	3 beds \| 3 baths \| 1,808 sq.ft.	$684,900	Airbnb cash on cash: 3.31% Traditional cash on cash: 2.44% Airbnb Rental Income: $4318 Traditional Rental Income: $2854 Airbnb ROI: 3.31% Traditional ROI: 2.44%
5 PRESIDENT POINT DRIVE #A1 Annapolis, MD Spend the Holidays in Annapolis!! First floor 1 Bedroom, 1 Bath condo is a perfect "home ...	1 beds \| 1 baths \| 923 sq.ft.	$670,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 0.73% Airbnb Rental Income: $3393 Traditional Rental Income: $1861 Airbnb ROI: 1.97% Traditional ROI: 0.73%
9 RUSTY RED DRIVE Annapolis, MD STUNNING NEW COMMUNITY BY STURBRIDGE HOMES IN COVETED ANNAPOLIS NEIGHBORHOOD. Discover ...	5 beds \| 5 baths \| 5,062 sq.ft.	$1,490,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 1.44% Airbnb Rental Income: $6650 Traditional Rental Income: $5042 Airbnb ROI: 1.67% Traditional ROI: 1.44%
1590 KESWICK PL Annapolis, MD HOME JUST APPRAISED OVER 2.9 MILLION DECEMBER 2024 & LISTED AT $2,595,000! SIGNIFICANT PR...	4 beds \| 4 baths \| N/A	$2,595,000	Airbnb cash on cash: 0.26% Traditional cash on cash: -0.12% Airbnb Rental Income: $5866 Traditional Rental Income: $3792 Airbnb ROI: 0.26% Traditional ROI: -0.12%
142 LEE DR Annapolis, MD HILLSMERE! And, a short walk to the Marina just off of Beach Drive! This adorably welcomin...	3 beds \| 3 baths \| N/A	$560,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.51% Airbnb Rental Income: $4318 Traditional Rental Income: $2917 Airbnb ROI: 4.45% Traditional ROI: 3.51%
34 LAFAYETTE AVENUE Annapolis, MD Nestled in the sought-after Murray Hill section of Annapolis, this "diamond in the rough" ...	3 beds \| 1 baths \| 2,280 sq.ft.	$850,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 0.43% Airbnb Rental Income: $4318 Traditional Rental Income: $1935 Airbnb ROI: 2.29% Traditional ROI: 0.43%
911 COACHWAY Annapolis, MD Recent $50k Price Reduction!! Seller motivated to sell! The Downs recently completed their...	5 beds \| 5 baths \| 5,145 sq.ft.	$949,900	Airbnb cash on cash: 3.93% Traditional cash on cash: 3.55% Airbnb Rental Income: $6650 Traditional Rental Income: $5016 Airbnb ROI: 3.93% Traditional ROI: 3.55%
182 SPRING PLACE WAY Annapolis, MD Sophisticated brink-front townhome in sought-after Spring Place at Riva Trace. Beautifull...	3 beds \| 3 baths \| 1,726 sq.ft.	$565,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 2.64% Airbnb Rental Income: $4318 Traditional Rental Income: $2642 Airbnb ROI: 4.09% Traditional ROI: 2.64%

Vacation Rentals in Annapolis

There are 92 vacation rental properties available for sale in the city of Annapolis . The median list price of Airbnb properties available for sale in Annapolis is $660,000 and the average price per square foot is $267. The cash on cash return on vacation rentals in Annapolis is 3.00%. The average monthly short term rental income in Annapolis is $4,318.

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

There are 92 Airbnb properties available for sale in Annapolis.

In 2024, the best neighborhood to buy short term rental property is Annapolis.

In December 2024, the average Airbnb occupancy rate in Annapolis is 44%.

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

414 JEFFERSON STREET

Annapolis, MD

4 beds | 4 baths | 3,658 sq.ft.

$1,450,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $5866

Traditional Rental Income: $3912

Airbnb ROI: 1.86%

Traditional ROI: 1.27%

1177 SOUTHVIEW DR

Annapolis, MD

4 beds | 3 baths | N/A

$498,000

Airbnb cash on cash: 7.92%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $5866

Traditional Rental Income: $3147

Airbnb ROI: 7.92%

Traditional ROI: 4.59%

862 RUDDER WAY

Annapolis, MD

3 beds | 2 baths | 2,490 sq.ft.

$630,000

Airbnb cash on cash: 3.45%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $4318

Traditional Rental Income: $2800

Airbnb ROI: 3.45%

Traditional ROI: 2.41%

916 BERWICK DRIVE

Annapolis, MD

3 beds | 3 baths | 2,662 sq.ft.

$695,000

Airbnb cash on cash: 3%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $4318

Traditional Rental Income: $3379

Airbnb ROI: 3%

Traditional ROI: 2.95%

220 AUTUMN CHASE DRIVE

Annapolis, MD

5 beds | 4 baths | 3,214 sq.ft.

$685,000

Airbnb cash on cash: 6.13%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $6650

Traditional Rental Income: $4061

Airbnb ROI: 6.13%

Traditional ROI: 4.11%

1201 BLACKWALNUT LANE

Annapolis, MD

5 beds | 4 baths | 1,972 sq.ft.

$700,000

Airbnb cash on cash: 6.2%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $6650

Traditional Rental Income: $3542

Airbnb ROI: 6.2%

Traditional ROI: 3.43%

1760 BIRDBROOK TRAIL

Annapolis, MD

3 beds | 2 baths | 2,667 sq.ft.

$950,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $4318

Traditional Rental Income: $2902

Airbnb ROI: 2.23%

Traditional ROI: 1.65%

7 HILL STREET

Annapolis, MD

4 beds | 3 baths | 2,538 sq.ft.

$1,000,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $5866

Traditional Rental Income: $3422

Airbnb ROI: 2.97%