Airbnb Properties for Sale in Chester, NY

Looking for a vacation rental investment in Chester, NY with high ROI ?

Explore a range of newly added short-term rental homes in Chester, NY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Chester, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1071 Craigville Rd Chester, NY Welcome to this beautiful colonial-style 2,780 square feet home in a great neighborhood, T...	4 beds \| 2 baths \| 2,780 sq.ft.	$795,000	Airbnb cash on cash: 1.34% Traditional cash on cash: -0.56% Airbnb Rental Income: $4130 Traditional Rental Income: $1842 Airbnb ROI: 1.34% Traditional ROI: -0.56%
8 Camelback Rd Chester, NY 8 Camelback Rd, Chester, NY 10918 \| Other	N/A beds \| N/A baths \| N/A	$349,999	Airbnb cash on cash: 2.47% Traditional cash on cash: 0.52% Airbnb Rental Income: $2380 Traditional Rental Income: $1152 Airbnb ROI: 2.47% Traditional ROI: 0.52%
50 Elkay Dr Chester, NY 50 Elkay Dr, Chester, NY 10918 \| Other	N/A beds \| N/A baths \| N/A	$650,000	Airbnb cash on cash: 0.1% Traditional cash on cash: -0.96% Airbnb Rental Income: $2380 Traditional Rental Income: $1152 Airbnb ROI: 0.1% Traditional ROI: -0.96%
2 Imperial Park Chester, NY 2 Imperial Park, Chester, NY 10918 \| Other	N/A beds \| N/A baths \| N/A	$149,900	Airbnb cash on cash: 9.18% Traditional cash on cash: 4.92% Airbnb Rental Income: $2380 Traditional Rental Income: $1184 Airbnb ROI: 9.18% Traditional ROI: 4.92%
552 Pine Hill Rd Chester, NY 552 Pine Hill Rd, Chester, NY 10918 \| Other	N/A beds \| N/A baths \| N/A	$299,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 1.15% Airbnb Rental Income: $2380 Traditional Rental Income: $1176 Airbnb ROI: 3.34% Traditional ROI: 1.15%

Vacation Rentals in Chester

There are 5 vacation rental properties available for sale in the city of Chester . The median list price of Airbnb properties available for sale in Chester is $289,450 and the average price per square foot is $152. The cash on cash return on vacation rentals in Chester is N/A%. The average monthly short term rental income in Chester is $2,766.

Chester, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 5 Airbnb properties available for sale in Chester.

In 2026, the best neighborhood to buy short term rental property is Chester.

In May 2026, the average Airbnb occupancy rate in Chester is 20%.

Airbnb data on vacation rentals in Chester, NY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Chester, NY market insights, guest information and booking details, seasonality trends and historical Chester, NY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Chester, NY

1071 Craigville Rd

Chester, NY

4 beds | 2 baths | 2,780 sq.ft.

$795,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: -0.56%

Airbnb Rental Income: $4130

Traditional Rental Income: $1842

Airbnb ROI: 1.34%

Traditional ROI: -0.56%

8 Camelback Rd

Chester, NY

N/A beds | N/A baths | N/A

$349,999

Airbnb cash on cash: 2.47%

Traditional cash on cash: 0.52%

Airbnb Rental Income: $2380

Traditional Rental Income: $1152

Airbnb ROI: 2.47%

Traditional ROI: 0.52%

50 Elkay Dr

Chester, NY

N/A beds | N/A baths | N/A

$650,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: -0.96%

Airbnb Rental Income: $2380

Traditional Rental Income: $1152

Airbnb ROI: 0.1%

Traditional ROI: -0.96%

2 Imperial Park

Chester, NY

N/A beds | N/A baths | N/A

$149,900

Airbnb cash on cash: 9.18%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $2380

Traditional Rental Income: $1184

Airbnb ROI: 9.18%

Traditional ROI: 4.92%

552 Pine Hill Rd

Chester, NY

N/A beds | N/A baths | N/A

$299,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $2380

Traditional Rental Income: $1176

Airbnb ROI: 3.34%

Traditional ROI: 1.15%

Vacation Rentals in Chester

Chester, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

How many Airbnb properties are available for sale in Chester?

Which neighborhoods in Chester to invest in 2026 for short term rentals?

What is the average Airbnb occupancy rate in Chester, NY?

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