Annapolis, Maryland Short-Term Rental Market
Annapolis STRs averaged $163/night at 57.6% occupancy in April 2026, serving a market with 7.2 million annual visitors.
Quick Answer: Annapolis, Maryland is an active short-term rental market. average occupancy in the Baltimore market area is 64%. average monthly revenue in the Baltimore market area is $3,486. average daily rate in the Baltimore market area is $194. the top operator in the Baltimore market area is Evolve with 89 listings. market score is 61/100 (grade C).
Market data reflects the Baltimore regional market, which includes Annapolis. Regulations, taxes, and permit details below are specific to Annapolis.
Market Score Breakdown
Five dimensions StaySTRA evaluates per market.
Market Overview
Annapolis, Maryland is the state capital and one of America’s best-preserved colonial cities, drawing 7.2 million visitors annually to the Chesapeake Bay waterfront, the U.S. Naval Academy, and a walkable historic district. The STR market comprises approximately 5,122 active listings, with a notable split between entire-place units (3,690 listings, 72%) and private rooms (1,429 listings, 28%), reflecting Annapolis’s strong urban/residential character alongside its tourism base.
As of April 2026, the market recorded a $163 average daily rate, 57.6% occupancy, and $93.80 RevPAR. Revenue averaged $2,539/month, up 1.36% year-over-year despite a 4.72% occupancy decline, as ADR growth of 2.08% partially offset the occupancy softening. The market scored 61.48 overall, with seasonality (81.38) as the highest-scoring dimension.
Bedroom supply is heavily weighted toward 1-bedroom units (2,483 listings, 48% of supply), followed by 2-bedroom (1,071), 3-bedroom (837), 4-bedroom (464), and 5-bedroom (256). Channel distribution shows Airbnb dominance: 3,269 Airbnb-only listings versus 298 VRBO-only, with 1,555 on both platforms. This Airbnb-heavy distribution is consistent with urban private-room markets.
Annapolis tourism generated $4.3 billion in economic impact in 2024, supporting 27,000+ jobs. Lodging spending alone reached $480 million, indicating robust baseline demand for overnight accommodations.
Seasonal Patterns
| Month | Occupancy |
|---|---|
| Jan | 48% |
| Feb | 57% |
| Mar | 59% |
| Apr | 60% |
| May | 64% |
| Jun | 66% |
| Jul | 65% |
| Aug | 64% |
| Sep | 60% |
| Oct | 58% |
| Nov | 54% |
| Dec | 53% |
Month-by-month nightly rates and revenue figures for Annapolis are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Top Short-Term Rental Operators in Baltimore market area
Ranked by total active listings. Useful for understanding the competitive landscape. Operator data is published for the Baltimore market as a whole, which includes Annapolis, so these counts are not Annapolis-only figures.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Evolve | 89 | 2,349 | ★ 4.32 |
| 2 | ITrip Vacations | 79 | 2,393 | ★ 4.90 |
| 3 | PMI Annapolis Property Management Company | 28 | 681 | ★ 4.91 |
| 4 | Vacasa | 26 | 567 | ★ 4.67 |
| 5 | Sure Rental Company | 24 | 48 | ★ 4.94 |
What Kind of STR Should I Buy in Annapolis?
Revenue and nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Annapolis are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 63.8% |
| vrbo | 5.8% |
| both | 30.4% |
Home Value Trends (Annapolis)
Typical home values, median sale prices, and the 10-year price trend for Annapolis are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Insights
Booking-window and length-of-stay analysis for Annapolis — how far ahead guests book and how to price around it — is available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Short-Term Rental Regulations
Annapolis requires an annual Short-Term Rental License ($500/year) for any stay under 120 consecutive nights — the 120-night threshold also functions as the maximum rental duration per booking. A mandatory safety inspection is required before license issuance. Non-resident owners must designate a property manager who lives within Annapolis city limits; applications without a local manager will be rejected.
Occupancy is limited to 2 guests per bedroom plus 2 additional persons, with a hard cap of 10 total guests. Quiet hours run 10 PM to 7 AM. Penalties escalate from a $1,000 fine (first offense) through suspension to permanent license revocation.
The most significant recent change is Ordinance O-17-25 (October 2025), which introduced a 10% blockface cap on new STR licenses. No new licenses can be issued on any blockface where 10% or more of residential units already hold licenses. Currently 42 blockfaces exceed the cap (30 in Ward 1, concentrated in the historic downtown area). Blockfaces with fewer than 10 residential units are limited to 1 STR license. Existing over-cap licenses may renew through November 2027, after which a lottery system takes effect prioritizing current local licensees. Owner-occupied STRs are exempt from the blockface cap count.
Tax obligations are 8% city occupancy tax (raised from 7% in July 2023) plus Maryland’s 6% state sales tax. STRs in Accessory Dwelling Units (ADUs) are prohibited.
Market Comparison
Nationally, STR markets average approximately 55% occupancy and $220 ADR. Annapolis’s 57.6% occupancy is modestly above the national median. ADR at $163 is below the national average, but this reflects the high proportion of private rooms (28% of the market), which have structurally lower ADRs than entire-home properties. Entire-home ADR at $204 is closer to, though still below, national averages.
The seasonality score of 81.38 is the market’s strongest dimension, suggesting Annapolis captures meaningful seasonal uplift while maintaining relatively high off-season occupancy (minimum 48%). The regulation score of 63.57 reflects the increasingly restrictive licensing environment post-Ordinance O-17-25.
Evolve leads by listing count with 89 listings and 2,349 reviews (avg 4.32 rating). ITrip Vacations holds 79 listings with a significantly higher 4.90 average rating across 2,393 reviews. PMI Annapolis Property Management Company manages 28 listings with a 4.91 rating — the highest-rated of the top 5. Together the top 3 operators account for 196 listings, or roughly 4% of estimated active supply, indicating a highly fragmented, owner-operated market.
Frequently Asked Questions About Annapolis, Maryland
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