Airbnb market data · 202512 months to August 2025
Chester, CT Airbnb Market Data: Revenue, Occupancy & Trends
The average Airbnb in Chester brought in $29,792 over the 12 months through August 2025, across just 18 active listings, so a single property can move that figure.
AirROI's latest figures for Chester run through August 2025.
The short answer
Chester Airbnb Market at a Glance
Listings averaged $250 a night and were booked on 42% of available nights.
Timing matters: in July, the best month, the average listing earned about 2.8 times as much as in January, the slowest. With only 18 active listings, a few bookings can reorder the months.
With 18 active listings, Chester is the ninth-largest of 9 Lower Connecticut River Valley Planning Region 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 $29,792 over the 12 months to August 2025 (Lower Connecticut River Valley Planning Region average: $38,333), before cleaning, platform and management costs and taxes.
The average Chester listing brought in $4,420 in July, its best month, and $1,570 in January, its slowest. The three strongest months bring in 36% of a full year's revenue, where an even calendar would give any three months 25%.
Across Chester's 18 active listings, monthly revenue by tier:
- Best-in-class properties (top 10%) earn $6,040+ a month, about 2.4 times the typical property.
- Strong performers (top 25%) earn $3,680 or more, roughly $1,100 a month above the median.
- Typical properties (median) earn about $2,550 a month.
- Entry-level properties (bottom 25%) earn $1,590 or less, about 62% 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 2.8 times what January did
Average revenue per active listing, by month
Chester Airbnb Data by Month
Latest 12 months in the August 2025 data.
July led on revenue. Nightly rates peaked in June and bookings in September, so the best-paying month is not always the busiest or the priciest.
| Month | Avg. Revenue | Occupancy | Avg. Nightly Rate | Booking Lead Time |
|---|---|---|---|---|
| Sep 2024 | $3,765 | 56.9% | $236 | 49 days |
| Oct 2024 | $4,393 | 53.1% | $234 | 80 days |
| Nov 2024 | $3,143 | 41.1% | $228 | 28 days |
| Dec 2024 | $2,672 | 36.7% | $228 | 55 days |
| Jan 2025 | $1,570 | 23.4% | $227 | 37 days |
| Feb 2025 | $1,846 | 30.6% | $223 | 33 days |
| Mar 2025 | $1,756 | 23.2% | $224 | 22 days |
| Apr 2025 | $1,883 | 29.5% | $248 | 34 days |
| May 2025 | $3,214 | 42.8% | $267 | 70 days |
| Jun 2025 | $3,249 | 38.0% | $279 | 71 days |
| Jul 2025 | $4,419 | 53.2% | $278 | 56 days |
| Aug 2025 | $4,275 | 53.4% | $274 | 53 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.
Location, size and how a home is run move its income far more than a city average shows. For a range on one Chester address, run it through the Airbnb estimator.
Profit
Is an Airbnb in Chester Profitable?
Yes, when it's run well. The average Chester Airbnb took in $29,792 in the 12 months to August 2025, and run by its owner at everyday costs, about $1,810 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 $2,630 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 | $29,792 | $42,920 |
| Running costs | ||
| Airbnb's fee15.5% of bookings, Airbnb's standard host-only fee | −$4,620 | −$6,650 |
| Utilities and internetAbout 5% of bookings | −$1,490 | −$2,150 |
| Guest suppliesToiletries, coffee, paper goods: about 2% | −$600 | −$860 |
| Repairs and upkeepIncluding linens and small replacements: about 3% | −$890 | −$1,290 |
| Short-term rental insuranceOne policy, on top of Airbnb's free AirCover | −$300 | −$300 |
| Permit and registrationWhere one is required | −$150 | −$150 |
| 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 | −$8,050 | −$11,400 |
| Left for housing costs, then profit | $21,742about $1,810 a month | $31,520about $2,630 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 38% for the median listing. Ten more booked nights a year at the median rate of $205 adds about $2,060 in bookings.
- Prices that follow demand. Ranked by price, the top quarter charge $285 a night or more, against a median of $205. 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 $2,980 a year.
- Open for the busy months. July brought the average listing about $4,420, against $1,570 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 $3,580 a month, against $2,480 for the average one.
Occupancy
What Is the Airbnb Occupancy Rate in Chester?
Chester listings were booked on 42% of the nights they were open over the past year, 3 percentage points above the Lower Connecticut River Valley Planning Region average (39%) and in line with the U.S. average. Occupancy swings from 23% in March to 57% in September.
Across Chester's 18 active listings, the share of open nights booked by tier:
- Best-in-class properties (top 10%) are booked 68%+ of open nights, 30 points above the median.
- Strong performers (top 25%) fill 56% or more, roughly four nights a week.
- Typical properties (median) fill about 38% of open nights.
- Entry-level properties (bottom 25%) fill 23% or less, under two nights a week.
September was the busiest month in Chester, March the quietest
Share of open nights booked, by month
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 $250 over the past year, about 35% below the Lower Connecticut River Valley Planning Region average of $385 and about 25% below the U.S. average of $335. Rates peak in June and July at about $280 and bottom out in February and March at about $225.
Across Chester's 18 active listings, nightly rates by tier:
- Best-in-class properties (top 10%) charge $390+ a night, about 1.9 times the median.
- Strong performers (top 25%) charge $285 or more, about $80 above the median.
- Typical properties (median) charge about $205 a night.
- Entry-level properties (bottom 25%) charge $170 or less, about 18% below the median.
June rates ran 25% above February's
Average nightly rate (ADR), by month
Seasonality
Best and Worst Months for Airbnb in Chester
With only 18 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 54 days ahead on average (about eight weeks). October stays are booked furthest out, about 80 days ahead, and March stays closest to arrival, about 22 days. A typical October booking is made in late July.
October stays are booked furthest ahead
Average days between booking and check-in, by month of stay
The 12-month figure of 54 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 18 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 six Chester neighborhoods that draw short-term rental guests, led by Chester Town Center, Deep River and Essex. 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 Town Center | Chester's charming town center features historic architecture, boutique shops, and locally-owned restaurants, making it an attractive destination for visitors seeking quaint New England experiences. | Chester Village West, Chester Historical Society, Wadsworth Falls State Park, The Maple Café, The Connecticut River Museum |
| Deep River | Just north of Chester, Deep River offers scenic riverfront views and a peaceful atmosphere, appealing to families and those looking for outdoor activities. | Deep River Museum, Plattwood Park, The Deep River Landing, Hidden Lake Park, Devil's Hopyard State Park |
| Essex | Known for its picturesque riverside charm and historic sites, Essex attracts visitors interested in maritime history and outdoor activities, making it a fantastic spot for Airbnb hosting. | Essex Steam Train, Connecticut River Museum, Bushy Hill Nature Center, Essex Village, Goodspeed Opera House |
| Hadlyme | A serene area known for its natural beauty, hiking trails, and proximity to the Connecticut River, appealing to nature lovers and outdoor enthusiasts. | Gillette Castle State Park, Devil's Hopyard State Park, Connecticut River Kayaking, Hadlyme Ferry, Highland Lake |
| Higganum | A small village with a tight-knit community, Higganum offers a quiet retreat for guests looking to escape city life while still being close to attractions in Middletown and Chester. | Higganum State Park, Middlesex County Historical Society, Higganum Cove, Baldwin Bridge, Connecticut Valley Railroad |
| Killingworth | Known for its rural character and beautiful landscapes, Killingworth offers a relaxing getaway, making it suited for guests seeking tranquility and outdoor recreational activities. | Chatfield Hollow State Park, Killingworth Library, Killingworth Historical Society, The Killingworth Cider Mill, Clinton Crossing Premium Outlets |
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 24 km, Town of Thompson (4 km away, 53 listings) earned the most per listing, about 2.1 times as much as Chester.
| Market | Listings | Avg. annual revenue | Avg. nightly rate | Occupancy |
|---|---|---|---|---|
| Town of Thompson 4 km | 53 | $63,076 | $530 | 36% |
| Town of Fallsburg 11 km | 87 | $29,394 | $382 | 31% |
| Town of Bethel 15 km | 140 | $37,648 | $361 | 34% |
| Town of Mamakating 15 km | 37 | $51,362 | $387 | 40% |
| Town of Liberty 20 km | 80 | $42,669 | $398 | 31% |
| Town of Deerpark 22 km | 32 | $33,413 | $343 | 35% |
| Town of Lumberland 24 km | 70 | $38,608 | $349 | 32% |
| Town of Highland 24 km | 55 | $54,107 | $453 | 36% |
Other Airbnb Markets in Lower Connecticut River Valley Planning Region
- Old Lyme Airbnb data 96 listings
- Clinton Airbnb data 69 listings
- Old Saybrook Airbnb data 69 listings
- Middletown Airbnb data 67 listings
- Westbrook Airbnb data 67 listings
- East Hampton Airbnb data 40 listings
- East Haddam Airbnb data 35 listings
See all 9 Lower Connecticut River Valley Planning Region Airbnb markets
Markets Similar to Chester
Markets elsewhere in the United States with a similar nightly rate and occupancy to Chester:
- Millersburg Airbnb data OH · $252/night · 42.3%
- Ocean Springs Airbnb data MS · $247/night · 42.1%
- Venice Airbnb data FL · $248/night · 42.4%
- Plano Airbnb data TX · $256/night · 42.1%
- Belton Airbnb data TX · $255/night · 42.2%
- Avondale Airbnb data AZ · $250/night · 42.7%
FAQ
Chester Airbnb FAQ
How much do Airbnb hosts make in Chester?
An active Chester Airbnb grossed $29,792 on average in the 12 months to August 2025, according to AirROI's tracking of 18 active listings. That is before cleaning, management, taxes and financing. Busier, better-run listings do far better: the top quarter took in $3,680 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 $1,590 and $3,680 in a typical month, and the top tenth $6,040 or more. For one home, enter its address and bedroom count in the Airbnb income calculator: it compares the home with similar listings nearby.
What is the average Airbnb occupancy rate in Chester?
Listings in Chester were booked on 42% of available nights over the past year. That compares with 39% for the Lower Connecticut River Valley Planning Region average. September was the busiest month.
How much does an Airbnb cost per night in Chester?
The average booked night in Chester cost $250 before fees. Half of listings charge between $170 and $285, 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 $29,792 in the 12 months to August 2025, 22% below the Lower Connecticut River Valley Planning Region average of $38,333, though with only 18 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, $21,742 a year (about $1,810 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 $2,630 a month. Check a specific home in the Airbnb calculator.
When is Airbnb peak season in Chester?
July paid best over the past year, at $4,420 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 54 days (about eight weeks) before arrival on average over the past year, so most of a month is booked well before it starts.
What are the best neighborhoods for Airbnb in Chester?
Chester Town Center, Deep River and Essex 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 18 active Airbnb listings in Chester as of August 2025. The closest tracked market is Town of Thompson, 4 km away.
Method
About This Data
Figures on this page cover 18 active Airbnb listings in Chester from September 2024 to August 2025 (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.