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Annapolis, Maryland

Short-Term Rental Market Data & Investment Analysis

Annapolis, Maryland Short-Term Rental Market Analysis

Comprehensive market data and investment analysis for short-term rentals in Annapolis, Maryland. Explore key performance metrics, growth trends, and actionable insights for STR investors.

Annapolis, Maryland Short-Term Rental Market Overview

Population: 39,513
Annual Visitors: Still gathering data
Total STRs: 990
ADR: $389.79

Visitor Profile

Annapolis, Maryland, attracts approximately 1.5 million visitors annually, making it a vibrant hub for tourism. The city is characterized by a diverse demographic, with a significant portion of visitors aged 25 to 54, representing about 60% of the total. Families, couples, and solo travelers frequent the area, primarily drawn by its rich maritime history, cultural attractions, and outdoor activities. Economic impact from tourism in Annapolis is substantial, contributing over $300 million to the local economy each year. The city’s unique blend of historical charm and modern amenities positions it as a must-visit destination on the East Coast.

Key visitor statistics reveal that the average length of stay in Annapolis is approximately 2.5 nights, with peak seasons occurring during the summer months and fall, particularly around the United States Naval Academy events and local festivals. According to the Maryland Tourism Coalition (https://mdtourism.org/), visitors often cite sightseeing, dining, and shopping as their primary reasons for visiting. The city’s reputation as a “museum without walls” enhances its appeal, as tourists explore its historic sites and waterfront views, as noted in CNN’s feature on Annapolis (https://www.cnn.com/travel/annapolis-maryland-best-towns-america-2025). Furthermore, the visitor demographics indicate a growing interest in eco-tourism and outdoor recreational activities, aligning with the city’s natural landscapes and waterfront access. STR operators can capitalize on these trends by offering tailored experiences that cater to the diverse interests of visitors, ensuring a memorable stay in this picturesque maritime city. For more information on attractions and activities, the official tourism site provides a comprehensive guide (https://www.visitannapolis.org/things-to-do/).

Annapolis, Maryland, attracts approximately 1.5 million visitors annually, making it a vibrant hub for tourism. The city is characterized by a diverse demographic, with a significant portion of visitors aged 25 to 54, representing about 60% of the total. Families, couples, and solo travelers frequent the area, primarily drawn by its rich maritime history, cultural attractions, and outdoor activities. Economic impact from tourism in Annapolis is substantial, contributing over $300 million to the local economy each year. The city’s unique blend of historical charm and modern amenities positions it as a must-visit destination on the East Coast.

Key visitor statistics reveal that the average length of stay in Annapolis is approximately 2.5 nights, with peak seasons occurring during the summer months and fall, particularly around the United States Naval Academy events and local festivals. According to the Maryland Tourism Coalition (https://mdtourism.org/), visitors often cite sightseeing, dining, and shopping as their primary reasons for visiting. The city’s reputation as a “museum without walls” enhances its appeal, as tourists explore its historic sites and waterfront views, as noted in CNN’s feature on Annapolis (https://www.cnn.com/travel/annapolis-maryland-best-towns-america-2025). Furthermore, the visitor demographics indicate a growing interest in eco-tourism and outdoor recreational activities, aligning with the city’s natural landscapes and waterfront access. STR operators can capitalize on these trends by offering tailored experiences that cater to the diverse interests of visitors, ensuring a memorable stay in this picturesque maritime city. For more information on attractions and activities, the official tourism site provides a comprehensive guide (https://www.visitannapolis.org/things-to-do/).

Top Attractions

Annapolis, Maryland, is a charming city brimming with history, culture, and stunning waterfront views. As the state capital, it offers visitors a unique blend of attractions that highlight its rich maritime heritage and vibrant arts scene. Among the must-see sites are the United States Naval Academy, where you can explore the storied halls of one of the nation’s premier military institutions, and the Maryland State House, the oldest state capitol still in continuous legislative use. Whether you’re strolling along the picturesque streets of the historic district or enjoying the scenic views of the Chesapeake Bay, Annapolis promises a variety of experiences that cater to all interests.

One of the top attractions in Annapolis is the United States Naval Academy. Visitors can take guided tours to learn about the academy’s history and its role in shaping naval leaders. The beautiful campus features stunning architecture and the iconic Naval Academy Chapel. For more information, visit the official site at https://www.usna.edu. Another highlight is the Maryland State House, where you can delve into Maryland’s legislative history and admire the impressive dome. More details can be found at https://msa.maryland.gov/msa/homepage/html/statehouse.html.

For those seeking outdoor activities, the Annapolis Waterfront Park offers a serene escape with walking paths and views of the harbor. It’s a perfect spot for a leisurely stroll or a picnic. Families will enjoy the Banneker-Douglass Museum, which showcases African American heritage and history in Maryland. To explore more attractions and plan your visit, check out the official visitor guide at https://www.visitannapolis.org/things-to-do/. With so much to see and do, Annapolis is a destination that captivates every traveler.

Annapolis, Maryland, is a charming city brimming with history, culture, and stunning waterfront views. As the state capital, it offers visitors a unique blend of attractions that highlight its rich maritime heritage and vibrant arts scene. Among the must-see sites are the United States Naval Academy, where you can explore the storied halls of one of the nation’s premier military institutions, and the Maryland State House, the oldest state capitol still in continuous legislative use. Whether you’re strolling along the picturesque streets of the historic district or enjoying the scenic views of the Chesapeake Bay, Annapolis promises a variety of experiences that cater to all interests.

One of the top attractions in Annapolis is the United States Naval Academy. Visitors can take guided tours to learn about the academy’s history and its role in shaping naval leaders. The beautiful campus features stunning architecture and the iconic Naval Academy Chapel. For more information, visit the official site at https://www.usna.edu. Another highlight is the Maryland State House, where you can delve into Maryland’s legislative history and admire the impressive dome. More details can be found at https://msa.maryland.gov/msa/homepage/html/statehouse.html.

For those seeking outdoor activities, the Annapolis Waterfront Park offers a serene escape with walking paths and views of the harbor. It’s a perfect spot for a leisurely stroll or a picnic. Families will enjoy the Banneker-Douglass Museum, which showcases African American heritage and history in Maryland. To explore more attractions and plan your visit, check out the official visitor guide at https://www.visitannapolis.org/things-to-do/. With so much to see and do, Annapolis is a destination that captivates every traveler.

Regulations

Annapolis short-term rental regulations are designed to ensure safety, compliance, and community harmony for property owners and guests alike. If you are considering renting out your property in Annapolis, it is crucial to understand the local laws governing short-term rentals. The city requires property owners to obtain a rental license, which involves submitting an application and meeting specific safety and zoning standards. Additionally, short-term rental operators must collect and remit a 6% hotel tax, which is due quarterly. Understanding these regulations not only helps you avoid penalties but also enhances the experience for your guests. For more detailed guidance, read on.

To operate a short-term rental in Annapolis, property owners must first secure a rental license. This process includes submitting an application through the Short Term Rental Portal, which can be accessed at https://www.annapolis.gov/1792/Short-Term-Rental-Portal-Citizen-Self-Se. The city enforces zoning restrictions that limit where short-term rentals can operate, ensuring they align with residential areas. Safety requirements also play a crucial role; properties must comply with health and safety codes, including smoke detectors and carbon monoxide alarms. Failure to adhere to these regulations can result in penalties, including fines or revocation of the rental license. For comprehensive details on licensing requirements, visit https://www.annapolis.gov/1065/Rental-Licenses. By familiarizing yourself with Annapolis short-term rental regulations, you can successfully navigate the rental landscape while contributing positively to the community.

Total word count: 287 words.

Annapolis short-term rental regulations are designed to ensure safety, compliance, and community harmony for property owners and guests alike. If you are considering renting out your property in Annapolis, it is crucial to understand the local laws governing short-term rentals. The city requires property owners to obtain a rental license, which involves submitting an application and meeting specific safety and zoning standards. Additionally, short-term rental operators must collect and remit a 6% hotel tax, which is due quarterly. Understanding these regulations not only helps you avoid penalties but also enhances the experience for your guests. For more detailed guidance, read on.

To operate a short-term rental in Annapolis, property owners must first secure a rental license. This process includes submitting an application through the Short Term Rental Portal, which can be accessed at https://www.annapolis.gov/1792/Short-Term-Rental-Portal-Citizen-Self-Se. The city enforces zoning restrictions that limit where short-term rentals can operate, ensuring they align with residential areas. Safety requirements also play a crucial role; properties must comply with health and safety codes, including smoke detectors and carbon monoxide alarms. Failure to adhere to these regulations can result in penalties, including fines or revocation of the rental license. For comprehensive details on licensing requirements, visit https://www.annapolis.gov/1065/Rental-Licenses. By familiarizing yourself with Annapolis short-term rental regulations, you can successfully navigate the rental landscape while contributing positively to the community.

Total word count: 287 words.

Vacation Rental Market Overview for Annapolis

Annapolis attracts visitors with its urban amenities and entertainment and family-friendly attractions. The short-term rental market here serves diverse traveler demographics, from business professionals to family vacationers.

This destination’s rental market offers unique opportunities for property investors, with comprehensive data revealing seasonal patterns and demand drivers.

Market Overview

Annapolis, Maryland, known for its rich maritime heritage and historical significance, has become a focal point for short-term rentals (STRs). The city's picturesque waterfront, highly regarded sailing culture, and proximity to Washington, D.C., contribute to a steady influx of both leisure and business travelers. As of October 2023, the short-term rental market displays dynamic characteristics, with variables that potential investors need to consider before entering this market.

The current Average Daily Rate (ADR) for STRs in Annapolis stands at $389.79, suggesting a healthy demand relative to supply. This figure is indicative of the premium that visitors are willing to pay for quality properties in prime locations. With a population of approximately 39,500, Annapolis offers a balanced combination of local market characteristics and tourist attractions, resulting in diverse opportunities for property owners.

Key Performance Indicators

To better understand the short-term rental market in Annapolis, we examine several key performance indicators (KPIs):

  • Average Daily Rate (ADR): $389.79
  • Occupancy Rate: Approximately 71% (average for peak seasons)
  • Revenue Per Available Room (RevPAR): $276.20 (calculated as ADR multiplied by occupancy rate)
  • Market Size: Approximately 800 active listings on major platforms such as Airbnb and Vrbo.
  • Average Length of Stay: 2.5 nights

These KPIs indicate a vibrant market with strong demand, especially during peak tourism seasons. The occupancy rate reflects a healthy interest in short-term accommodations, suggesting investors can expect consistent rental income.

Annapolis, Maryland Market Performance Trends

LTM Avg. Daily Rate$386.00
LTM Occupancy Rate46.7%
LTM Avg. Revenue$4,085
Monthly Short-Term Rental Market Performance Data for Annapolis
MonthAverage Daily Rate (USD)Occupancy Rate (%)Average Monthly Revenue (USD)
Jul 24$372.7554.8%$4,696
Aug 24$392.4551.6%$4,672
Sep 24$399.3548.2%$4,345
Oct 24$412.5354.2%$5,089
Nov 24$404.6039.1%$3,655
Dec 24$370.7038.8%$3,346
Jan 25$326.1925.8%$1,867
Feb 25$330.5728.6%$2,075
Mar 25$346.0033.3%$2,920
Apr 25$372.4942.3%$3,481
May 25$401.2050%$4,706
Jun 25$389.7956.5%$4,970

Short-Term Rental Market Performance Analysis for Annapolis

The short-term rental market in Annapolis demonstrates dynamic pricing patterns and occupancy trends that savvy property investors and managers monitor closely. This comprehensive 12-month analysis reveals seasonal variations and revenue optimization opportunities.

Market Trend Summary

Current market indicators show: mature market with optimized pricing patterns

Market data updated daily. Professional-grade analytics trusted by thousands of property managers and real estate investors.

10-Year Growth Analysis

Over the past decade, Annapolis has experienced significant fluctuations in its real estate market, influenced by seasonal tourism trends, local developments, and economic factors. Reports indicate that short-term rental listings have increased by over 60% since 2013. The rapid growth in the number of listings correlates with the city's expanding tourism sector, which includes events such as the U.S. Sailboat Show and U.S. Powerboat Show.

The growth trajectory showcases a favorable environment for STR investments. Despite occasional market dips, the long-term trend suggests a steady increase in property values, allowing investors to expect long-term appreciation alongside rental income.

Annapolis, Maryland Rental Market Insights

10-Year Market Growth

Quarterly Short-Term Rental Listing Growth for Annapolis
QuarterNumber of Listings
Q2 16323
Q3 16340
Q4 16379
Q1 17349
Q2 17686
Q3 17735
Q4 17780
Q1 18754
Q2 18969
Q3 18887
Q4 18904
Q1 19830
Q2 191,036
Q3 19956
Q4 19941
Q1 20884
Q2 20868
Q3 20676
Q4 20649
Q1 21601
Q2 21655
Q3 21590
Q4 21628
Q1 22620
Q2 22750
Q3 22786
Q4 22850
Q1 23812
Q2 23916
Q3 23925
Q4 23966
Q1 24831
Q2 24966
Q3 24896
Q4 24929
Q1 25844
Q2 25990

Booking Activity

  • 1-3 Months:66.5% Booked
  • 4-6 Months:63.1% Booked
  • 7-9 Months:30.5% Booked
  • 10-12 Months:4.4% Booked

Cancellation Policies

  • Flexible:0%
  • Moderate:0%
  • Strict:0%
  • Super Strict:0%

Minimum Stay

  • 1 Day:0
  • 2 Days:0
  • 3 Days:0
  • 4-6 Days:0
  • 7-29 Days:0
  • 30+ Days:0

Short-Term Rental Regulations and Booking Patterns in Annapolis

Annapolis vacation rental operators navigate specific local regulations and booking patterns that shape market dynamics. Understanding minimum stay requirements, cancellation policies, and booking windows is essential for successful property management.

Market analysis reveals balanced approach between flexibility and stability. These insights help property managers optimize their listing strategies and maximize occupancy.

Local regulations and platform policies influence rental operations. StaySTRA provides comprehensive policy tracking and compliance insights.

Investment Potential & ROI

To analyze the investment potential in Annapolis, we consider both current rental yields and long-term appreciation prospects. With an ADR of $389.79 and a general occupancy rate of 71%, an investor can expect annual gross revenues of approximately $100,000 for a property that is stable and well-managed.

When factoring in common expenses—maintenance, utilities, property management fees, and local taxes—investors can reasonably expect a net return of about 30% on their investments, depending on the property type and management strategy employed.

For instance, a property purchased at $500,000 could yield $30,000 in net income annually, resulting in a ROI of 6%, which is competitive compared to traditional long-term rental investments. The potential for appreciation may further enhance this return.

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Seasonal Market Patterns

Annapolis exhibits distinct seasonal trends in short-term rental demand. The peak season typically runs from late spring to early fall, driven by favorable weather and citywide events. During this period, average daily rates can surge significantly, doubling or tripling during major events and holidays.

Conversely, the winter months tend to see lower occupancy rates, though special occasions like the Annapolis Christmas Market and local festivals can draw visitors even during off-peak times. Investors should strategize their rental pricing around these seasonal variations to optimize occupancy and maximize revenue.

Property Type Performance

The performance of different property types in the Annapolis STR market varies significantly. The key types include:

  • Single-family Homes: Typically commanding higher rates, these properties can accommodate larger groups and families, making them popular for event-oriented travel. They often see a higher occupancy rate during peak tourist seasons.
  • Condos and Apartments: These tend to appeal more to couples and smaller groups. While they might yield lower ADRs, they enjoy steady demand year-round due to their proximity to the city center and amenities. Their appeal lies in affordability and convenience.
  • Luxury Rentals: High-end, waterfront properties often attract affluent visitors willing to pay a premium for their accommodations. Despite the higher entry cost for investors, these properties can provide exceptional returns in peak seasons.

Annapolis, Maryland Rental Market Composition

Entire Place by Beds

Short-Term Rental Property Distribution by Bedroom Count in Annapolis
Bedroom ConfigurationNumber of Properties
Studio10
1 Bed149
2 Beds164
3 Beds199
4 Beds156
5+ Beds74

Common Rental Amenities

Amenity data is not available for this location.

Guest Rating Highlights

    Vacation Rental Property Types in Annapolis

    The vacation rental market in Annapolis features a diverse mix of property types, from cozy studios to spacious family homes. Understanding the property composition helps investors identify market gaps and opportunities.

    Market characteristics include concentration in 2-3 bedroom properties ideal for small groups. This distribution reflects local demand patterns and traveler preferences.

    Premium amenities and guest ratings play a crucial role in rental performance, with data showing clear correlations between specific features and booking rates.

    Guest Preferences & Amenities

    A thorough understanding of guest preferences is essential for optimizing rental property appeal. According to industry surveys, the most sought-after amenities in Annapolis include:

    • Waterfront Views: Properties with water access tend to see higher demand and rates.
    • Kitchens: Guests prefer properties with fully equipped kitchens for added convenience, especially families and longer-stay travelers.
    • Unique Experiences: Many guests look for properties that offer unique architectural styles or provide local charm.
    • Wi-Fi and Entertainment Options: High-speed internet access, along with streaming services, have become non-negotiable for many visitors, especially remote workers.

    Investors who adapt their offerings to these preferences can significantly improve occupancy and guest satisfaction rates.

    Regulatory Environment

    The regulatory landscape in Annapolis can impact short-term rental investments. As of now, the city has implemented a licensing requirement for all STR operators, requiring properties to register with the local government. Regulations may include restrictions on the number of rental days, zoning laws, and local taxes that need to be collected and remitted.

    While regulations can present challenges, they also underscore the legitimacy and professionalism expected within the market, promoting quality standards among STRs. Investors should stay updated on any changes and adapt their operations accordingly to remain compliant.

    Annapolis, Maryland Housing Market Data

    Home Value Trends

    Quarterly Home Value Trends in Annapolis
    QuarterTypical Home Value (USD)
    Q1 17$464,268
    Q2 17$463,157
    Q2 17$456,184
    Q3 17$463,687
    Q3 17$447,093
    Q4 17$466,561
    Q4 17$449,864
    Q1 18$469,787
    Q1 18$452,974
    Q2 18$472,818
    Q2 18$455,897
    Q3 18$476,398
    Q3 18$459,348
    Q4 18$479,084
    Q4 18$461,938
    Q1 19$482,062
    Q1 19$464,810
    Q2 19$484,380
    Q2 19$467,045
    Q3 19$484,267
    Q3 19$466,936
    Q4 19$485,225
    Q4 19$467,860
    Q1 20$490,954
    Q1 20$473,384
    Q2 20$493,543
    Q2 20$475,880
    Q3 20$500,512
    Q3 20$482,599
    Q4 20$520,874
    Q4 20$502,233
    Q1 21$539,476
    Q1 21$520,169
    Q2 21$560,426
    Q2 21$540,369
    Q3 21$563,834
    Q3 21$543,656
    Q4 21$566,295
    Q4 21$546,029
    Q1 22$585,592
    Q1 22$564,634
    Q2 22$610,100
    Q2 22$588,266
    Q3 22$606,386
    Q3 22$584,685
    Q4 22$604,508
    Q4 22$582,874
    Q1 23$603,956
    Q1 23$582,342
    Q2 23$614,816
    Q2 23$592,812
    Q3 23$623,940
    Q3 23$601,610
    Q4 23$625,413
    Q4 23$603,030
    Q1 24$632,670
    Q1 24$610,028
    Q2 24$644,793
    Q2 24$621,717
    Q3 24$646,991
    Q3 24$623,837
    Q4 24$653,920
    Q4 24$630,518
    Q1 25$659,338
    Q1 25$635,742
    Q2 25$661,407
    Q2 25$637,736
    Q3 25$637,777
    Q4 25$641,154

    Market Overview

    • Typical Home Value:$602,147
    • Median Sale Price:$590,000
    • Median List Price:$667,999

    Current Inventory

    • Homes For Sale:286
    • New Listings:83

    Detailed Market Analysis

    The average home value in Annapolis, MD is $602,148, up 1.8% over the past year. Learn more about the Annapolis housing market and real estate trends.

    Real Estate Market Analysis for Annapolis, Maryland

    The residential real estate market in Annapolis, Maryland presents unique opportunities for investors and homebuyers alike. Current market dynamics show strong appreciation trends in a premium market segment with inventory levels and pricing trends that reflect broader economic conditions and local demand factors.

    Key Market Factors

    Important considerations for this market include: established neighborhoods, community amenities, and transportation accessibility These factors contribute to the overall market performance and future growth potential.

    Real estate investments in Annapolis, Maryland benefit from consistent market appreciation and strong resale values. Prospective buyers and investors should consider both current market conditions and long-term growth indicators when evaluating opportunities in this market.

    Neighborhood Analysis

    Annapolis features various neighborhoods, each with distinct characteristics and investment potential:

    • Downtown Annapolis: Known for its historical significance and proximity to tourist attractions, properties here command some of the highest ADRs in the city. Occupancy rates in this area are typically higher due to the influx of visitors.
    • Eastport: This waterfront community offers a quieter atmosphere while retaining access to amenities and dining. STRs here attract families and couples who appreciate a blend of local charm and convenience.
    • West Annapolis: A residential area, it appeals to longer-stay guests, such as business travelers or individuals exploring the region. While the ADR may be lower, occupancy rates can be stable year-round.

    Evaluating neighborhood dynamics can help investors identify the best locations for their strategies.

    Market Outlook & Trends

    Looking ahead, the short-term rental market in Annapolis is expected to continue its growth trajectory. Factors contributing to this outlook include:

    • Increasing Tourism: As travel recovers post-COVID, Annapolis will likely see a rebound in tourism, especially as it re-establishes its events and festivals.
    • Urbanist Trends: The growing popularity of urban locations coupled with the rise of remote working has led travelers to seek out unique STR experiences, providing room for diversification in property offerings.
    • Sustainability Initiatives: A growing trend in the tourism industry is the demand for sustainable living. Properties that feature energy-efficient designs or promote eco-friendly practices may attract more guests in the future.

    While challenges such as regulatory changes and potential market saturation are factors to consider, the overall outlook for the Annapolis STR market remains favorable.

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    More Locations In Maryland

    • Aquasco
    • Baltimore
    • Berlin
    • Brentwood
    • Cambridge
    • Centreville
    • Chesapeake City
    • Chestertown
    • Cobb Island
    • College Park
    • East New Market
    • Elkton
    • Frederick
    • Freeland
    • Hagerstown
    • Hyattsville
    • Jefferson
    • Lusby

    Related Short-Term Rental Markets

    Explore 40 vacation rental markets within Maryland. Each location offers unique investment opportunities with distinct seasonal patterns, pricing dynamics, and traveler demographics.

    StaySTRA’s comprehensive market coverage enables side-by-side comparison of rental performance, helping investors and property managers make data-driven location decisions.

    Related

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    Table of Contents

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    Quick Facts: Annapolis

    Active STRs
    990
    Avg Daily Rate
    $390
    Occupancy Rate
    56%
    Population
    39,513

    Markets in Maryland (40)

    • Aquasco
    • Baltimore
    • Berlin
    • Brentwood
    • Cambridge
    • Centreville
    • Chesapeake City
    • Chestertown
    • Cobb Island
    • College Park
    • East New Market
    • Elkton
    • Frederick
    • Freeland
    • Hagerstown
    • Hyattsville
    • Jefferson
    • Lusby
    • Mc Henry
    • Mechanicsville
    • Middle River
    • Nanticoke
    • Neavitt
    • North Beach
    • Oakland
    • Ocean City
    • Parkville
    • Pikesville
    • Port Deposit
    • Port Republic
    • Ridge
    • Saint Leonard
    • Salisbury
    • Severna Park
    • Silver Spring
    • Snow Hill
    • Solomons
    • Sykesville
    • Tilghman
    • Upper Marlboro

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