Airbnb market data · 202612 months to February 2026
Chester, MD Airbnb Market Data: Revenue, Occupancy & Trends
The average Airbnb in Chester brought in $54,685 over the 12 months through February 2026, across just 19 active listings, so a single property can move that figure.
AirROI's latest figures for Chester run through February 2026.
The short answer
Chester Airbnb Market at a Glance
Listings averaged $497 a night and were booked on 44% of available nights.
Timing matters: in July, the best month, the average listing earned about five times as much as in January, the slowest. With only 19 active listings, a few bookings can reorder the months.
With 19 active listings, Chester is the 106th-largest of 126 Maryland markets AirROI tracks.
Browse the live Chester Airbnb market See Every Chester ListingRevenue
How Much Do Airbnb Hosts Make in Chester?
Gross bookings per Chester listing averaged $54,685 over the 12 months to February 2026 (Maryland average: $31,882), before cleaning, platform and management costs and taxes.
The average Chester listing brought in $9,360 in July, its best month, and $1,910 in January, its slowest. The three strongest months bring in 42% of a full year's revenue, where an even calendar would give any three months 25%.
Across Chester's 19 active listings, monthly revenue by tier:
- Best-in-class properties (top 10%) earn $12,300+ a month, about three times the typical property.
- Strong performers (top 25%) earn $6,970 or more, roughly $2,800 a month above the median.
- Typical properties (median) earn about $4,180 a month.
- Entry-level properties (bottom 25%) earn $2,560 or less, about 61% of the median.
These are monthly figures for listings active in each month. The annual average above also counts listings that operated for only part of the year, so it runs below twelve times these figures.
July earned about five times what January did
Average revenue per active listing, by month
Chester Airbnb Data by Month
Latest 12 months in the February 2026 data.
July led on revenue. Nightly rates peaked in June and bookings in August, so the best-paying month is not always the busiest or the priciest.
| Month | Avg. Revenue | Occupancy | Avg. Nightly Rate | Booking Lead Time |
|---|---|---|---|---|
| Mar 2025 | $3,143 | 27.4% | $430 | 15 days |
| Apr 2025 | $3,854 | 34.1% | $451 | 32 days |
| May 2025 | $7,305 | 44.3% | $503 | 64 days |
| Jun 2025 | $8,927 | 51.4% | $522 | 61 days |
| Jul 2025 | $9,364 | 56.6% | $506 | 63 days |
| Aug 2025 | $9,343 | 56.7% | $504 | 77 days |
| Sep 2025 | $6,292 | 47.7% | $489 | 75 days |
| Oct 2025 | $6,455 | 48.8% | $498 | 92 days |
| Nov 2025 | $4,605 | 41.2% | $474 | 41 days |
| Dec 2025 | $2,443 | 26.8% | $470 | 30 days |
| Jan 2026 | $1,907 | 18.7% | $456 | 47 days |
| Feb 2026 | $2,401 | 32.7% | $459 | 35 days |
Averages per active listing in each month. Highlighted: the highest-revenue month. Booking lead time is the days between booking and check-in for stays in that month.
For a figure on one home rather than the whole Chester market, enter its address and size in the Airbnb income calculator, which compares it with similar listings nearby.
Profit
Is an Airbnb in Chester Profitable?
Yes, when it's run well. The average Chester Airbnb took in $54,685 in the 12 months to February 2026, and run by its owner at everyday costs, about $3,330 a month of that is left after running costs, so a home that costs less than that to own or rent makes money. A listing in the top quarter leaves about $5,590 a month.
These amounts come before housing costs. Where the mortgage or rent is less each month, the difference is profit; a home owned outright keeps it all after property tax, home insurance and any HOA or condo fees.
Chester Airbnb Income, Expenses and Profit per Year
| Line | Average listing | Top-quarter listing |
|---|---|---|
| Money in | ||
| Gross bookings | $54,685 | $91,100 |
| Running costs | ||
| Airbnb's fee15.5% of bookings, Airbnb's standard host-only fee | −$8,480 | −$14,120 |
| Utilities and internetAbout 5% of bookings | −$2,730 | −$4,560 |
| Guest suppliesToiletries, coffee, paper goods: about 2% | −$1,090 | −$1,820 |
| Repairs and upkeepIncluding linens and small replacements: about 3% | −$1,640 | −$2,730 |
| Short-term rental insuranceOne policy, on top of Airbnb's free AirCover | −$550 | −$550 |
| Permit and registrationWhere one is required | −$270 | −$270 |
| Management$0 when you run it; co-hosts charge from about 10% of nightly bookings | $0 | $0 |
| Pricing and messaging toolsOptional; Airbnb's own tools are free | $0 | $0 |
| Lodging taxesAdded to the guest's bill and passed on | $0 | $0 |
| Total running costsAbout 27% of bookings | −$14,760 | −$24,050 |
| Left for housing costs, then profit | $39,925about $3,330 a month | $67,050about $5,590 a month |
| Housing costs | ||
| Mortgage or rent, property tax, home insurance, HOA or condo fees | Depend on the home | |
Estimate Your Own Chester Airbnb Profit
The estimate starts from Chester's average listing, run by its owner. Change how the listing performs, who runs it and who cleans to see what is left for the mortgage or rent.
To work out the profit on one Chester home, with its price, its mortgage or rent and your own costs, use the Airbnb profit calculator. It starts from the comparable listings around the address.
How Chester's Top Earners Get There
- More nights booked. The busiest quarter of Chester listings are booked on 56% or more of their nights, against 37% for the median listing. Ten more booked nights a year at the median rate of $435 adds about $4,330 in bookings.
- Prices that follow demand. Ranked by price, the top quarter charge $610 a night or more, against a median of $435. That is a separate ranking from the busiest quarter, so the two marks don't multiply into one listing's takings. For the average listing, a 10% higher rate on the nights it already books adds about $5,470 a year.
- Open for the busy months. July brought the average listing about $9,360, against $1,910 in January, so a calendar that is open and full in the busy months carries the year.
What a listing keeps comes down to the figures this page measures: nightly rate, nights booked and the months it's open. A listing at the top-quarter mark takes in about $7,590 a month, against $4,560 for the average one.
Occupancy
What Is the Airbnb Occupancy Rate in Chester?
Chester listings were booked on 44% of the nights they were open over the past year, 6 percentage points above the Maryland average (38%) and 3 points above the U.S. average (41%). Occupancy swings from 19% in January to 57% in August.
Across Chester's 19 active listings, the share of open nights booked by tier:
- Best-in-class properties (top 10%) are booked 72%+ of open nights, 35 points above the median.
- Strong performers (top 25%) fill 56% or more, roughly four nights a week.
- Typical properties (median) fill about 37% of open nights.
- Entry-level properties (bottom 25%) fill 23% or less, under two nights a week.
August was the busiest month in Chester, January the quietest
Share of open nights booked, by month
The 12-month rate of 44% averages each listing's whole year, slow months included; each month here counts only the listings booked in it.
Nightly rates
How Much Does an Airbnb Cost per Night in Chester?
The average nightly rate in Chester, known as ADR (average daily rate), was $497 over the past year, about 48% above the Maryland and U.S. averages (both about $335). Rates peak in June at about $520 and bottom out in March at about $430.
Across Chester's 19 active listings, nightly rates by tier:
- Best-in-class properties (top 10%) charge $760+ a night, about 1.8 times the median.
- Strong performers (top 25%) charge $610 or more, about $180 above the median.
- Typical properties (median) charge about $435 a night.
- Entry-level properties (bottom 25%) charge $275 or less, about two-thirds of the median.
June rates ran 21% above March's
Average nightly rate (ADR), by month
Seasonality
Best and Worst Months for Airbnb in Chester
With only 19 active listings, the monthly pattern in Chester is noisy, since a few long or pricey stays can lift a month; revenue peaked in July and bottomed out in January.
How Far in Advance Do Guests Book Airbnb in Chester?
Guests book Chester stays 62 days ahead on average (about nine weeks), so guests here plan well ahead. October stays are booked furthest out, about 92 days ahead, and March stays closest to arrival, about 15 days. A typical October booking is made in mid-July.
October stays are booked furthest ahead
Average days between booking and check-in, by month of stay
The 12-month figure of 62 days averages each listing's year as a whole; each month here averages only the listings with stays in it.
Permits
Airbnb Permits and Registration in Chester
None of the 19 active listings in Chester display a registration, permit or license number. That doesn't mean no rules apply: some places don't ask hosts to show a number on the listing, and listing data doesn't capture every scheme.
Registration, permit, zoning and occupancy-tax rules vary by address and change often, so confirm them with the city or county before buying or listing in Chester.
Neighborhoods
Best Neighborhoods for Airbnb in Chester
AirROI's area guide picks seven Chester neighborhoods that draw short-term rental guests, led by Chester River Waterfront, Kent Island and Historic Downtown Chestertown. The picks reflect guest appeal, not earnings data or permit eligibility, so check local permit rules for a specific address before buying.
| Area | Who it suits | Landmarks nearby |
|---|---|---|
| Chester River Waterfront | Scenic waterfront area offering beautiful views and access to outdoor activities like boating and fishing. Popular among families and nature lovers looking for a peaceful getaway. | Chester River, Sandy Point State Park, Historic Stevensville, Crab Alley, local seafood restaurants |
| Kent Island | A beautiful island community known for its stunning waterfront homes and recreational opportunities. Ideal for those looking to escape the city while enjoying nature and water activities. | Terrapin Nature Park, Kent Island/Sidney Kimmel Cancer Center, The Jetty, Romancoke Pier, local beaches |
| Historic Downtown Chestertown | Charming historic district filled with unique shops, restaurants, and cultural attractions. Attracts visitors interested in history and arts, making it a great location for short-term rentals. | Chester River Arts, Historical Society of Kent County, The Custom House, local art galleries, charming cafes |
| Queen Anne's County | A broader county area that includes various towns and beautiful countryside, attracting travelers looking for a quiet retreat with access to nature. | Black Walnut Point Inn, Sandy Point State Park, Cacaway Island, local farms, nature trails |
| Grasonville | Close to various attractions and just a short drive to the Chesapeake Bay Bridge, making it convenient for visitors heading to the Eastern Shore for vacation. | Union Church, Pencil Sharpener Museum, local parks, shopping outlets, Chesapeake Bay scenery |
| Centreville | A historic town with a charming atmosphere and diverse amenities. Home to various parks and cultural sites, making it appealing for visitors seeking a mix of local experiences. | Queen Anne's County Courthouse, Historic Centreville, local art festivals, town events, nature walks |
| Matapeake State Park | Offers an escape into nature with its trails and bay views, making it attractive for outdoor enthusiasts and families looking for recreational activities. | beach access, picnic areas, nature trails, biking paths, playgrounds |
Area descriptions are AI-assisted from public sources and are not checked against zoning.
Nearby markets
Chester vs. Nearby Airbnb Markets
Of the eight nearby markets in the table, all within 34 km, Stevensville (5 km away, 80 listings) earned the most per listing, about 34% more than Chester.
| Market | Listings | Avg. annual revenue | Avg. nightly rate | Occupancy |
|---|---|---|---|---|
| Stevensville 5 km | 80 | $73,150 | $596 | 42% |
| Annapolis 18 km | 531 | $50,405 | $470 | 39% |
| St. Michaels 19 km | 42 | $50,107 | $468 | 38% |
| Arnold 21 km | 52 | $32,335 | $423 | 37% |
| Rock Hall 21 km | 65 | $32,460 | $342 | 33% |
| Easton 23 km | 46 | $53,624 | $731 | 35% |
| Deale 28 km | 31 | $61,624 | $450 | 42% |
| North Beach 34 km | 67 | $43,733 | $366 | 42% |
Other Airbnb Markets in Maryland
- Ocean City Airbnb data 4,218 listings
- Baltimore Airbnb data 1,440 listings
- McHenry Airbnb data 657 listings
- Oakland Airbnb data 590 listings
- Silver Spring Airbnb data 300 listings
- Swanton Airbnb data 275 listings
- National Harbor Airbnb data 267 listings
- Ocean Pines Airbnb data 232 listings
See all 126 Maryland Airbnb markets
Markets Similar to Chester
Markets elsewhere in the United States with a similar nightly rate and occupancy to Chester:
- Hollister Airbnb data MO · $493/night · 43.8%
- Belmar Airbnb data NJ · $491/night · 43.4%
- Coronado Airbnb data CA · $488/night · 43.4%
- Southern Shores Airbnb data NC · $498/night · 43.0%
- Solana Beach Airbnb data CA · $505/night · 43.9%
- Gloucester Airbnb data MA · $503/night · 44.3%
FAQ
Chester Airbnb FAQ
How much do Airbnb hosts make in Chester?
An active Chester Airbnb grossed $54,685 on average in the 12 months to February 2026, according to AirROI's tracking of 19 active listings. That is before cleaning, management, taxes and financing. Busier, better-run listings do far better: the top quarter took in $6,970 or more in a typical month.
How much can I make on Airbnb in Chester?
It depends most on the home's size, location and how it's run. The middle half of Chester listings earn between $2,560 and $6,970 in a typical month, and the top tenth $12,300 or more. For one home, enter its address and bedroom count in the Airbnb calculator: it compares the home with similar listings nearby.
What is the average Airbnb occupancy rate in Chester?
Listings in Chester were booked on 44% of available nights over the past year. That compares with 38% for the Maryland average. August was the busiest month.
How much does an Airbnb cost per night in Chester?
The average booked night in Chester cost $497 before fees. Half of listings charge between $275 and $610, so bedroom count and location move the price more than the average suggests.
Do you need a permit for an Airbnb in Chester?
None of the active Chester listings display a registration, permit or license number. That doesn't mean no rules apply, so confirm registration, permit and occupancy-tax rules with the city or county before buying.
Is Airbnb profitable in Chester?
Yes, when it's run well. The average Chester Airbnb grossed $54,685 in the 12 months to February 2026, 72% above the Maryland average of $31,882, though with only 19 active listings a single property can move that figure. Run by its owner, with everyday costs for Airbnb's fee, utilities, supplies, upkeep and insurance, $39,925 a year (about $3,330 a month) is left before the mortgage or rent. A home that costs less than that to own or rent makes a profit, and a listing at the top-quarter mark leaves about $5,590 a month. Check a specific home in the Airbnb estimator.
When is Airbnb peak season in Chester?
July paid best over the past year, at $9,360 per active listing, and January paid least. The month-by-month table above shows how rates and bookings each move.
How far in advance do guests book Airbnbs in Chester?
Chester stays were booked 62 days (about nine weeks) before arrival on average over the past year, so a listing that opens its calendar late misses many bookings.
What are the best neighborhoods for Airbnb in Chester?
Chester River Waterfront, Kent Island and Historic Downtown Chestertown draw the most short-term rental interest in Chester. The neighborhood guide explains what brings guests to each.
How many Airbnbs are there in Chester?
AirROI counted 19 active Airbnb listings in Chester as of February 2026. The closest tracked market is Stevensville, 5 km away.
Method
About This Data
Figures on this page cover 19 active Airbnb listings in Chester from March 2025 to February 2026 (trailing twelve months). AirROI refreshes them monthly from listing-level booking and calendar data covering 20+ million properties worldwide. Money figures are in U.S. dollars. Annual revenue averages every listing active during the period, including those listed for only part of it; monthly figures average the listings active in each month; the tier lists show the spread. Neighborhood descriptions are AI-assisted. See the methodology for definitions.
Need this programmatically? The same metrics are available through the AirROI Airbnb Data API and bulk downloads in the data portal.