Annapolis, Maryland Short Term Rental Regulations
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Reviewed by Karolyn Hutson
Last updated August 26, 2023
Annapolis Short-Term Rental Regulations
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Short Term City Rating6.3
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Competition
7.1 -
Real Estate Cost
4.7 -
STR Regulations
N/A -
Seasonality
5.1 -
Rental Rates
8.4
Annapolis, Maryland Quick Stats
Short-term rentals have gained a lot of traction in the last few years. The trends and statistics of this sector are constantly changing, and having access to accurate data is essential for making sound investment decisions.
- Population
- 40,146
- STR License Required
- No
- Tourist Season
- May to September
- County
- Anne Arundel
- Airports
- Baltimore/Washington International Thurgood Marsha... (BWI)
- Ronald Reagan Washington National Airport (DCA)
Want to learn more about Annapolis?
Hostscouts has you covered. Our guides for this city cover topics that can help you research cities across the US quickly and easily.
Check out our Annapolis rental analytics guide if you're interested in data on the Annapolis rental market.
Review the popular activities that hosts include in their property positing in Annapolis.
The most popular local and regional landmarks hosts usually include in their Airbnb or Vrbo property listings.
Explore nightly rates that hosts list their properties and the average fees for pets and additional guests.
What are the most popular property sizes for rent? Research whether a 1, 2, or 3 bedroom best fits Annapolis guests.
Interested in other Maryland cities?
Check out the Maryland short term rental regulations directory
What makes Annapolis a great place to invest?
- United States Naval Academy: An iconic institution that draws families, friends, and alumni from across the country for events, graduations, and reunions. Visitors often seek short-term rentals to make the most of their time spent celebrating and reconnecting with loved ones.
- Historic Downtown: Annapolis boasts a well-preserved historic district with cobblestone streets, colonial-era architecture, and significant landmarks such as the Maryland State House. Tourists flock to this area for its charm, history, and the variety of shops and restaurants it offers.
- Sailing and Water Activities: As the sailing capital of the U.S., Annapolis is a hub for water activities, including sailing, boating, fishing, and kayaking. The city hosts numerous sailing events throughout the year, attracting enthusiasts from all over the world who often prefer the comfort and convenience of short-term rentals.
- Festivals and Events: Annapolis hosts a variety of festivals and events throughout the year, such as the Annapolis Film Festival, Annapolis Boat Shows, and the Maryland Renaissance Festival. These events attract a diverse array of visitors who typically seek short-term accommodations.
- Proximity to Major Cities: Annapolis's strategic location, approximately equidistant from Washington, D.C., and Baltimore, makes it an attractive getaway for city dwellers looking for a change of scenery or a convenient base for exploring the broader region.
Annapolis Nearby Cities
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22 miles away
- Rating: 6.8
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24 miles away
- Rating: 4.6
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Local Real Estate
How expensive is the real estate in Annapolis?
The cost of real estate can vary widely depending on the location, size, and features of the property, as well as market conditions. The median home value in Annapolis has increased 7% over the past year, and the average price per square foot is $291, which is higher than the national average.
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Median Sale Price
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$600,297
7% YoY
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Median per Square Foot
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$291
2% YoY
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Average Monthly Rent
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$2,440
3% YoY
The most common terms hosts include in their listings for Annapolis, Maryland
Common terms for Annapolis short term rental listings.
When potential guests are scrolling through listings on Airbnb, they’re looking for certain essential information to help them decide if your property is the right fit for their needs. As a host, ensuring that your listing includes all the relevant information that guests will be looking for is vital.
Some of the must-have elements of a property description include:
- Location: Guests will want to know where your property is located in relation to popular attractions, public transportation, and other points of interest.
- Amenities: What amenities does your property offer? Be sure to list all features guests can access, such as a pool, hot tub, parking, etc.
- Informative: The average listing in Annapolis has a description approximately 1,558 words long. Make sure yours is long enough to describe your property but doesn't require your potential guest to read a novel.
After reviewing more than 943 listings in Annapolis, we've consolidated the most common terms on the word cloud. The larger text represents a term that is used more often. The top ten mentioned terms are Annapolis, Naval Academy, Downtown Annapolis, Family, Deck, Main, Patio, Outdoor, Car, and Perfect.
What are the most popular tourist activities in Annapolis?
Whether renting a house, an apartment, or a room, you should include popular tourist activities in your posting. The most common choices mentioned on property listings in Annapolis involve Boating, Sailing, the Marina, Kayaking, and Museums. When you write your listing, have a section with recommended activities near the property to give your guests an idea of what is available.
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Boating
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Sailing
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Marina
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Kayaking
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Museums
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Antiquing
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Swimming
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Water Sports
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Paddle Boating
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Health Spa
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City Centre
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Hiking
Local Attractions
What attractions do hosts highlight to guests?
There are quite a few popular attractions in Annapolis, including U.S. Naval Academy, Sandy Point State Park, Annapolis City Dock, Westfield Annapolis Mall, and Anne Arundel Medical Center. Below we've included the most popular local and regional landmarks hosts usually include in their Airbnb or Vrbo property listings. Many hosts like to show off lesser-known regional landmarks visitors might not have heard of.
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Well Known Attraction
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U.S. Naval Academy
Included on most listings
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Regional Landmark
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Maryland State House
Included on most listings
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Local Landmark
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Annapolis Harbor Center Shopping Center
Included on most listings
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Regional Landmark
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Anne Arundel Medical Center
Included on most listings
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Regional Landmark
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Annapolis Harbour Center
Included on most listings
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Regional Landmark
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Westfield Annapolis Mall
Included on most listings
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Local Landmark
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Ego Alley
Included on most listings
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Local Landmark
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William Paca House
Included on most listings
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Well Known Attraction
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Sandy Point State Park
Included on 92% of listings
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Regional Landmark
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Maryland Quiet Waters Park
Included on 92% of listings
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Regional Landmark
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Annapolis City Dock
Included on 91% of listings
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Local Landmark
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St. John's College
Included on 91% of listings
What’s the weather like in Annapolis, Maryland?
The weather is generally milder than the national average, with an average high temperature of around 64°, while the average low is about 51°. The rainfall is much heavier, averaging about 37 inches per year, compared to the national average of about 27 inches. Snowfall can be rather heavy, averaging less than 15 inches per year. The humidity levels in Annapolis are generally muggier than the national average, and the city has a mix of clouds and sunshine for most of the year.
Winter
December through February
32° Low 44° High
Spring
March through May
48° Low 62° High
Summer
June through August
70° Low 82° High
Fall
September through November
53° Low 66° High
Cities Near Annapolis
Annapolis, Maryland, is located in Anne Arundel County. Some cities that are located nearby include:
