Airbnb Properties for Sale in Chester, KY

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

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

Airbnb For Sale in Chester, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Chester, Kentucky at the moment.
Other Airbnb Properties for Sale in Kentucky
2612 Carre Pl Burlington , KY Open Plan Ready for Entertaining Boasting Hardwood Flooring throughout within Walking Dist...	4 beds \| 1 baths \| 1,011 sq.ft.	$275,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 4.71% Airbnb Rental Income: $3023 Traditional Rental Income: $1648 Airbnb ROI: 7.35% Traditional ROI: 4.71%
1875 Barnes Rd Williamstown , KY Charming Ranch on a Spacious Acre Lot! Welcome home to this 4-bedroom ranch offering open-...	4 beds \| 2 baths \| 2,464 sq.ft.	$325,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.33% Airbnb Rental Income: $2643 Traditional Rental Income: $1678 Airbnb ROI: 4.43% Traditional ROI: 3.33%
1944 Covington Drive Lexington , KY Welcome to this stunning, well maintained 2-story home in the sought-after Summerfield nei...	5 beds \| 4 baths \| 3,726 sq.ft.	$582,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 1.98% Airbnb Rental Income: $3503 Traditional Rental Income: $2198 Airbnb ROI: 2.96% Traditional ROI: 1.98%
9630 Owenton Road Frankfort , KY Cozy, Country home, less than 7 miles from town. 3 Bedrooms 1 Bath, Eat-In Kitchen, Bonus ...	3 beds \| 1 baths \| 1,352 sq.ft.	$198,000	Airbnb cash on cash: 8.48% Traditional cash on cash: 5.4% Airbnb Rental Income: $2669 Traditional Rental Income: $1457 Airbnb ROI: 8.48% Traditional ROI: 5.4%
224 Meadowview Drive Frankfort , KY PRICE ADJUSTMENT! SELLER IS OFFERING A $1500 FLOORING ALLOWANCE WITH A REASONABLE OFFER. T...	3 beds \| 2 baths \| 1,702 sq.ft.	$269,900	Airbnb cash on cash: 5.78% Traditional cash on cash: 5.37% Airbnb Rental Income: $2669 Traditional Rental Income: $1930 Airbnb ROI: 5.78% Traditional ROI: 5.37%
3001 Noble Court Waco , KY Welcome to 3001 Noble Ct in Waco, KY - a rare opportunity to own 10.10 beautiful acres com...	5 beds \| 3 baths \| 3,105 sq.ft.	$649,900	Airbnb cash on cash: 3.21% Traditional cash on cash: 3.02% Airbnb Rental Income: $4025 Traditional Rental Income: $3049 Airbnb ROI: 3.21% Traditional ROI: 3.02%
229 Birchwood Avenue Frankfort , KY Sellers are moving out of state and are motivated to sell this charming 1.5-story home off...	3 beds \| 1 baths \| 1,462 sq.ft.	$200,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 5.69% Airbnb Rental Income: $2669 Traditional Rental Income: $1526 Airbnb ROI: 8.37% Traditional ROI: 5.69%
331 S Mill Street Lexington , KY Step into a remarkable piece of Lexington's history with this exquisitely restored Federal...	5 beds \| 4 baths \| 3,722 sq.ft.	$980,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 0.32% Airbnb Rental Income: $3247 Traditional Rental Income: $2080 Airbnb ROI: 0.8% Traditional ROI: 0.32%
19 Roselawn Dr Williamstown , KY This sweet cottage packs a BIG punch! 4 Bedrooms, 1 Full Bath, HUGE kitchen/dining area, B...	4 beds \| 1 baths \| 1,592 sq.ft.	$249,000	Airbnb cash on cash: 6.32% Traditional cash on cash: 5.11% Airbnb Rental Income: $2643 Traditional Rental Income: $1729 Airbnb ROI: 6.32% Traditional ROI: 5.11%
4123 Sanctuary Bluff Ln Louisville , KY DREAMS DO COME TRUE. THIS ABSOLUTELY FABULOUS HOME IS PRICED TO SELL!! COME STEAL THIS O...	5 beds \| 3 baths \| 5,446 sq.ft.	$969,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 0.12% Airbnb Rental Income: $3958 Traditional Rental Income: $2209 Airbnb ROI: 1.12% Traditional ROI: 0.12%
1560 Lindy Lane Lexington , KY Welcome to 1560 Lindy Lane - a delightful ranch home in one of Lexington's most convenient...	3 beds \| 1 baths \| 1,044 sq.ft.	$255,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 3.48% Airbnb Rental Income: $1976 Traditional Rental Income: $1378 Airbnb ROI: 3.81% Traditional ROI: 3.48%
100 Ash Ave Pewee Valley , KY Move in ready! This beautiful home has been updated recently with double pane, energy effi...	5 beds \| 2 baths \| 3,096 sq.ft.	$529,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 2.99% Airbnb Rental Income: $3857 Traditional Rental Income: $2489 Airbnb ROI: 4.08% Traditional ROI: 2.99%
7014 Mountain Ct Louisville , KY This beautiful home has TOO MANY updates to mention, look at pictures and call to schedule...	4 beds \| 1 baths \| 1,890 sq.ft.	$285,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 2.11% Airbnb Rental Income: $1763 Traditional Rental Income: $1156 Airbnb ROI: 2.57% Traditional ROI: 2.11%
11902 Queen Annes Ct Louisville , KY LOCATION LOCATION This Very Cute 3 Bedroom and 2 Bath Home is Now Ready. Great Kitchen an...	3 beds \| 2 baths \| 1,200 sq.ft.	$239,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.42% Airbnb Rental Income: $1848 Traditional Rental Income: $1283 Airbnb ROI: 3.72% Traditional ROI: 3.42%

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

There are 0 Airbnb properties available for sale in Chester.

In February 2026, the average Airbnb occupancy rate in Chester is N/A%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Chester, KY

Other Airbnb Properties for Sale in Kentucky

Burlington , KY

4 beds | 1 baths | 1,011 sq.ft.

$275,000

Airbnb cash on cash: 7.35%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $3023

Traditional Rental Income: $1648

Airbnb ROI: 7.35%

Traditional ROI: 4.71%

Williamstown , KY

4 beds | 2 baths | 2,464 sq.ft.

$325,000

Airbnb cash on cash: 4.43%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $2643

Traditional Rental Income: $1678

Airbnb ROI: 4.43%

Traditional ROI: 3.33%

Lexington , KY

5 beds | 4 baths | 3,726 sq.ft.

$582,000

Airbnb cash on cash: 2.96%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $3503

Traditional Rental Income: $2198

Airbnb ROI: 2.96%

Traditional ROI: 1.98%

Frankfort , KY

3 beds | 1 baths | 1,352 sq.ft.

$198,000

Airbnb cash on cash: 8.48%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $2669

Traditional Rental Income: $1457

Airbnb ROI: 8.48%

Traditional ROI: 5.4%

Frankfort , KY

3 beds | 2 baths | 1,702 sq.ft.

$269,900

Airbnb cash on cash: 5.78%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $2669

Traditional Rental Income: $1930

Airbnb ROI: 5.78%

Traditional ROI: 5.37%

Waco , KY

5 beds | 3 baths | 3,105 sq.ft.

$649,900

Airbnb cash on cash: 3.21%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $4025

Traditional Rental Income: $3049

Airbnb ROI: 3.21%

Traditional ROI: 3.02%

Frankfort , KY

3 beds | 1 baths | 1,462 sq.ft.

$200,000

Airbnb cash on cash: 8.37%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $2669

Traditional Rental Income: $1526

Airbnb ROI: 8.37%

Traditional ROI: 5.69%

Lexington , KY

5 beds | 4 baths | 3,722 sq.ft.

$980,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $3247

Traditional Rental Income: $2080

Airbnb ROI: 0.8%

Traditional ROI: 0.32%

Williamstown , KY

4 beds | 1 baths | 1,592 sq.ft.

$249,000

Airbnb cash on cash: 6.32%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $2643