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  4. Chestertown

Chestertown, New York

Short-Term Rental Market Data & Investment Analysis

Chestertown, New York Short-Term Rental Market

CMarket Score 57/100

Quick Answer: Chestertown, New York is an active short-term rental market. average occupancy is 25%. average monthly revenue is $1,956. average daily rate is $235. the top operator is Evolve with 166 listings. market score is 57/100 (grade C).

Avg Monthly Revenue
$1,956
↓ 13.4% YoY
25%
Occupancy
↓ 23.8% YoY
$235
Avg Daily Rate
↓ 0.9% YoY
$58
RevPAR
↓ 24.6% YoY
39.9 days avg lead time3.4 avg length of stay

Market Score Breakdown

Five dimensions Apivex evaluates per market.

Regulation70
Seasonality49
Investability94
Rental Demand51
Revenue Growth69

Seasonal Patterns

Monthly seasonal data for Chestertown, New York
MonthOccupancyADRRevenue
Jan39%$294$3,231
Feb51%$309$3,817
Mar33%$264$2,801
Apr36%$228$2,238
May45%$256$2,237
Jun53%$306$3,437
Jul70%$330$5,773
Aug69%$334$5,994
Sep42%$285$3,276
Oct42%$266$3,007
Nov32%$244$2,277
Dec47%$289$2,992

Top Short-Term Rental Operators in Chestertown

Ranked by total active listings. Useful for understanding the competitive landscape.

#OperatorListingsReviewsRating
1Evolve1666,967★ 4.77
2Adirondack By Owner973,146★ 4.83
3Vacasa732,151★ 4.58
4Northern Living662,312★ 4.85
5Rocky Point Properties57530★ 4.82

What Kind of STR Should I Buy in Chestertown?

Revenue and pricing by property type, tier, and bedroom count.

Revenue by Bedroom Count

1 bed1,392
2 bed1,503
3 bed1,671
4 bed910
5 bed654

ADR by Property Tier

Entire Home$238
Luxury$489
Professionally Managed$304

Revenue by Dwelling Type

Apartment$1,589
Entire Place$1,981
House$2,038

Booking Channel Mix

Distribution of bookings across major STR platforms.

Channel mix
ChannelShare
airbnb42.9%
vrbo12.2%
both44.8%

Investment Analysis

Revenue Trend (5 yr)

ADR & Occupancy Trends (5 yr)

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Chestertown, New YorkRev $1,956ADR $235Occ 25%Score C (57)

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Table of Contents

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Quick Facts: Chestertown

Active STRs
154
Avg Daily Rate
$290
Occupancy Rate
40%
Population
2,700
Annual Visitors
60,000

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