Airbnb Properties for Sale in Chester, VA

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

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

Airbnb For Sale in Chester, VA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12700 Dell Hill Court Chester, VA Step into elegance and charm in this stunning 2017 custom-built home, featuring 5-6 spacio...	5 beds \| 4 baths \| 4,044 sq.ft.	$950,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.24% Airbnb Rental Income: $5396 Traditional Rental Income: $3562 Airbnb ROI: 3.08% Traditional ROI: 2.24%
15601 Meridian Avenue Chester, VA Oh, the space you'll have!! This 3-bedroom, 2-bath Tri-Level home sits on .83 acres in the...	3 beds \| 2 baths \| 1,592 sq.ft.	$320,000	Airbnb cash on cash: 5.64% Traditional cash on cash: 4.48% Airbnb Rental Income: $3022 Traditional Rental Income: $1980 Airbnb ROI: 5.64% Traditional ROI: 4.48%
3105 Lalonde Drive Chester, VA Don't miss this adorable ranch in the quiet Chester community of Millcreek. Upon entering ...	3 beds \| 2 baths \| 1,200 sq.ft.	$295,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 4.71% Airbnb Rental Income: $3022 Traditional Rental Income: $1886 Airbnb ROI: 6.3% Traditional ROI: 4.71%
2330 Hubert Lane Chester, VA Welcome to 2330 Hubert Ln. - A beautifully updated 3-bedroom/3-bathroom home on a spacious...	3 beds \| 3 baths \| 2,016 sq.ft.	$419,999	Airbnb cash on cash: 4.28% Traditional cash on cash: 3.49% Airbnb Rental Income: $3022 Traditional Rental Income: $2018 Airbnb ROI: 4.28% Traditional ROI: 3.49%
6114 Walnut Landing Way Chester, VA Newly available in Arbor Landing is this beautiful colonial home located just 1 short walk...	5 beds \| 4 baths \| 2,754 sq.ft.	$500,000	Airbnb cash on cash: 7.21% Traditional cash on cash: 5.92% Airbnb Rental Income: $5396 Traditional Rental Income: $3706 Airbnb ROI: 7.21% Traditional ROI: 5.92%
1806 Outrigger Drive Chester, VA This is a to-be built home! The Avery is a three-bedroom, two-bath, ranch-style home with ...	3 beds \| 2 baths \| 1,738 sq.ft.	$500,080	Airbnb cash on cash: 3.13% Traditional cash on cash: 2.94% Airbnb Rental Income: $3022 Traditional Rental Income: $2241 Airbnb ROI: 3.13% Traditional ROI: 2.94%
4900 Wellington Farms Drive Chester, VA MOTIVATED SELLER !! SPACIOUS & RECENTLY RENOVATED! Step into nearly 5,000 square feet of e...	5 beds \| 4 baths \| 4,908 sq.ft.	$729,999	Airbnb cash on cash: 4.5% Traditional cash on cash: 3.44% Airbnb Rental Income: $5396 Traditional Rental Income: $3589 Airbnb ROI: 4.5% Traditional ROI: 3.44%
4200 Poplar Village Drive Chester, VA PRICE IMPROVEMENT! MOVE IN READY NEW CONSTRUCTION! NO HOA! Offering $10,000 toward Closing...	3 beds \| 2 baths \| 1,232 sq.ft.	$339,950	Airbnb cash on cash: 5.16% Traditional cash on cash: 4.02% Airbnb Rental Income: $3022 Traditional Rental Income: $1964 Airbnb ROI: 5.16% Traditional ROI: 4.02%
4018 White Creek Ct Chester, VA THIS IS A SPEC! New construction without the wait! This BRAND NEW York floorplan WITH FIN...	5 beds \| 4 baths \| N/A	$639,990	Airbnb cash on cash: 6% Traditional cash on cash: 4.53% Airbnb Rental Income: $5396 Traditional Rental Income: $3431 Airbnb ROI: 6% Traditional ROI: 4.53%
14313 Woodleigh Dr Chester, VA Looking for a spacious home with primary bedrooms upstairs AND downstairs? That's just p...	5 beds \| 4 baths \| N/A	$509,950	Airbnb cash on cash: 7.08% Traditional cash on cash: 5.41% Airbnb Rental Income: $5396 Traditional Rental Income: $3515 Airbnb ROI: 7.08% Traditional ROI: 5.41%
12607 Poplar Village Place Chester, VA MOVE IN READY, NEW CONSTRUCTION WITH BASEMENT. IMPROVED PRICE and LIMITED TIME $10,000 INC...	5 beds \| 4 baths \| 2,910 sq.ft.	$549,950	Airbnb cash on cash: 6.37% Traditional cash on cash: 4% Airbnb Rental Income: $5396 Traditional Rental Income: $3091 Airbnb ROI: 6.37% Traditional ROI: 4%
1806 Galley Place Chester, VA This is a to-be built home! The Avery is a three-bedroom, two-bath home with an open floor...	3 beds \| 2 baths \| 1,829 sq.ft.	$462,210	Airbnb cash on cash: 3.46% Traditional cash on cash: 3.35% Airbnb Rental Income: $3022 Traditional Rental Income: $2284 Airbnb ROI: 3.46% Traditional ROI: 3.35%
14407 Reisen Ln Chester, VA The Saint Lawrence in Wellspring is designed for you. The open layout of the family room f...	5 beds \| 4 baths \| N/A	$547,145	Airbnb cash on cash: 7.1% Traditional cash on cash: 5.39% Airbnb Rental Income: $5396 Traditional Rental Income: $3434 Airbnb ROI: 7.1% Traditional ROI: 5.39%
4224 Poplar Village Drive Chester, VA Meet The Potomac- the floor plan that was born from our clients' input. With a few added o...	5 beds \| 3 baths \| 2,232 sq.ft.	$480,467	Airbnb cash on cash: 7.54% Traditional cash on cash: 4.34% Airbnb Rental Income: $5396 Traditional Rental Income: $2867 Airbnb ROI: 7.54% Traditional ROI: 4.34%
1780 Outrigger Drive Chester, VA This is a to-be built home! The Fenwick is a three-bedroom, two-bath, ranch-style home wit...	3 beds \| 2 baths \| 1,738 sq.ft.	$449,990	Airbnb cash on cash: 3.58% Traditional cash on cash: 3.02% Airbnb Rental Income: $3022 Traditional Rental Income: $2095 Airbnb ROI: 3.58% Traditional ROI: 3.02%
1792 Outrigger Drive Chester, VA This is a to-be built home! The Wescott is a three-bedroom, three-and-a-half bath, ranch-s...	3 beds \| 4 baths \| 2,020 sq.ft.	$543,940	Airbnb cash on cash: 2.8% Traditional cash on cash: 2.58% Airbnb Rental Income: $3022 Traditional Rental Income: $2220 Airbnb ROI: 2.8% Traditional ROI: 2.58%
12911 CHIPSTEAD ROAD Chester, VA *Priced to Sell! This home is listed significantly below the assessed value.* Step int...	5 beds \| 3 baths \| 3,571 sq.ft.	$497,400	Airbnb cash on cash: 7.54% Traditional cash on cash: 5.03% Airbnb Rental Income: $5396 Traditional Rental Income: $3143 Airbnb ROI: 7.54% Traditional ROI: 5.03%
12612 Poplar Village Place Chester, VA Meet The Cordova- the 5+ bedroom home you have been looking for. Upon entry, a flex room o...	5 beds \| 3 baths \| 2,599 sq.ft.	$465,304	Airbnb cash on cash: 7.84% Traditional cash on cash: 4.62% Airbnb Rental Income: $5396 Traditional Rental Income: $2902 Airbnb ROI: 7.84% Traditional ROI: 4.62%
3000 Perdue Springs Lane Chester, VA Welcome to this bright and beautifully refreshed 3-story end unit townhouse featuring 3 sp...	3 beds \| 3 baths \| 1,920 sq.ft.	$325,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 4.85% Airbnb Rental Income: $3022 Traditional Rental Income: $2288 Airbnb ROI: 4.99% Traditional ROI: 4.85%
12613 Poplar Village Place Chester, VA Under Construction! The POTOMAC is just over 2,600 sq/ft of pure luxury! This 5 bedroom, 3...	5 beds \| 3 baths \| 2,624 sq.ft.	$531,911	Airbnb cash on cash: 6.66% Traditional cash on cash: 3.91% Airbnb Rental Income: $5396 Traditional Rental Income: $2938 Airbnb ROI: 6.66% Traditional ROI: 3.91%
13308 Bermuda Place Drive Chester, VA Welcome to this beautiful 2 story Dutch Colonial with split entry situated on the edge of ...	3 beds \| 2 baths \| 1,964 sq.ft.	$330,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 5.27% Airbnb Rental Income: $3022 Traditional Rental Income: $2239 Airbnb ROI: 5.56% Traditional ROI: 5.27%
14008 Sandy Oak Road Chester, VA Welcome to this beautifully updated home located in the highly sought-after Sandy Oak Subd...	5 beds \| 3 baths \| 2,700 sq.ft.	$429,999	Airbnb cash on cash: 8.54% Traditional cash on cash: 5.25% Airbnb Rental Income: $5396 Traditional Rental Income: $2981 Airbnb ROI: 8.54% Traditional ROI: 5.25%
13637 Laketree Drive Chester, VA This tastefully remodeled 5-bedroom, 2.5-bathroom home in the heart of Chester is the perf...	5 beds \| 3 baths \| 2,567 sq.ft.	$419,900	Airbnb cash on cash: 8.82% Traditional cash on cash: 4.96% Airbnb Rental Income: $5396 Traditional Rental Income: $2791 Airbnb ROI: 8.82% Traditional ROI: 4.96%
14831 Harrowgate Road Chester, VA A rare opportunity to own a charming brick home on an expansive 5-acre retreat; 4 acres ar...	3 beds \| 2 baths \| 1,344 sq.ft.	$350,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 4.25% Airbnb Rental Income: $3022 Traditional Rental Income: $1991 Airbnb ROI: 5.28% Traditional ROI: 4.25%
12703 Colby Cove Court Chester, VA Discover 12703 Colby Cove Court, offering easy one-level living with the opportunity to fi...	3 beds \| 2 baths \| 1,966 sq.ft.	$385,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 4.15% Airbnb Rental Income: $3022 Traditional Rental Income: $2284 Airbnb ROI: 4.27% Traditional ROI: 4.15%
4055 Tanner Slip Circle Chester, VA Welcome to this beautifully maintained 3-bedroom, 2-bath ranch-style home that perfectly b...	3 beds \| 2 baths \| 1,626 sq.ft.	$357,500	Airbnb cash on cash: 4.87% Traditional cash on cash: 4% Airbnb Rental Income: $3022 Traditional Rental Income: $2038 Airbnb ROI: 4.87% Traditional ROI: 4%
10900 Timonium Drive Chester, VA Fully Renovated Ranch-Style Home Just Minutes from 288! Move right into this beautifully r...	3 beds \| 2 baths \| 1,348 sq.ft.	$300,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 4.52% Airbnb Rental Income: $3022 Traditional Rental Income: $1866 Airbnb ROI: 6.16% Traditional ROI: 4.52%
4837 Glenmorgan Court Chester, VA Positioned at the end of a quiet cul-de-sac and backing to a serene, wooded preserve, this...	5 beds \| 4 baths \| 3,264 sq.ft.	$509,950	Airbnb cash on cash: 7% Traditional cash on cash: 5.24% Airbnb Rental Income: $5396 Traditional Rental Income: $3466 Airbnb ROI: 7% Traditional ROI: 5.24%
6317 Great Swan Lane Chester, VA A RARE OPPORTUNITY for a detached cottage home in The Cove At Magnolia Lakes. Built in 202...	3 beds \| 2 baths \| 2,296 sq.ft.	$479,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 3.14% Airbnb Rental Income: $3022 Traditional Rental Income: $2321 Airbnb ROI: 3.16% Traditional ROI: 3.14%
2815 Oxley Drive Chester, VA Welcome to this beautifully updated 5-bedroom, 2.5-bath home in the sought-after Villages ...	5 beds \| 3 baths \| 2,124 sq.ft.	$384,900	Airbnb cash on cash: 9.97% Traditional cash on cash: 5.43% Airbnb Rental Income: $5396 Traditional Rental Income: $2667 Airbnb ROI: 9.97% Traditional ROI: 5.43%
3119 Perdue Springs Dr Chester, VA Welcome to 3119 Perdue Springs Drive located in the desirable community of Westchester Tow...	3 beds \| 3 baths \| N/A	$345,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 5.11% Airbnb Rental Income: $3022 Traditional Rental Income: $2326 Airbnb ROI: 5.12% Traditional ROI: 5.11%
13830 Kentwood Forest Dr Chester, VA Step inside this thoughtfully, well designed one level home! This warm and inviting space ...	3 beds \| 2 baths \| N/A	$349,995	Airbnb cash on cash: 5.13% Traditional cash on cash: 4.11% Airbnb Rental Income: $3022 Traditional Rental Income: $1995 Airbnb ROI: 5.13% Traditional ROI: 4.11%
13016 Wooten Court Chester, VA PRICE IMPROVEMENT 8/27/2025. Welcome to this amazing brick Cape style home located in the ...	3 beds \| 2 baths \| 2,074 sq.ft.	$359,900	Airbnb cash on cash: 4.86% Traditional cash on cash: 4.72% Airbnb Rental Income: $3022 Traditional Rental Income: $2281 Airbnb ROI: 4.86% Traditional ROI: 4.72%
3501 Rossington Boulevard Chester, VA *Welcome to 3501 Rossington - a beautiful 3-bedroom, 2.5-bath home offering the perfect bl...	3 beds \| 3 baths \| 1,728 sq.ft.	$355,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 4.61% Airbnb Rental Income: $3022 Traditional Rental Income: $2203 Airbnb ROI: 4.99% Traditional ROI: 4.61%
14006 Hackberry Road Chester, VA Searching for a home that gives you extra room outside and refined comfort indoors? This 3...	3 beds \| 2 baths \| 1,369 sq.ft.	$348,000	Airbnb cash on cash: 5.09% Traditional cash on cash: 3.77% Airbnb Rental Income: $3022 Traditional Rental Income: $1899 Airbnb ROI: 5.09% Traditional ROI: 3.77%
11336 Great Branch Drive Chester, VA JUST LISTED in Chester! Looking for the perfect starter home with major personality? Look ...	3 beds \| 2 baths \| 1,088 sq.ft.	$259,500	Airbnb cash on cash: 7.42% Traditional cash on cash: 5.29% Airbnb Rental Income: $3022 Traditional Rental Income: $1809 Airbnb ROI: 7.42% Traditional ROI: 5.29%
15907 Meridian Avenue Chester, VA Now available is this just renovated and truly move in ready brick ranch in a quiet establ...	3 beds \| 1 baths \| 1,008 sq.ft.	$290,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 4.24% Airbnb Rental Income: $3022 Traditional Rental Income: $1664 Airbnb ROI: 6.68% Traditional ROI: 4.24%
4115 Farm Field Drive Chester, VA Welcome to this beautifully maintained Cape Cod nestled at the end of a quiet cul-de-sac i...	3 beds \| 2 baths \| 1,738 sq.ft.	$335,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 4.85% Airbnb Rental Income: $3022 Traditional Rental Income: $2180 Airbnb ROI: 5.32% Traditional ROI: 4.85%
16100 Gary Avenue Chester, VA Welcome to 16100 Gary Avenue, a charming and move-in ready ranch home perfectly situated j...	3 beds \| 2 baths \| 1,248 sq.ft.	$284,900	Airbnb cash on cash: 6.69% Traditional cash on cash: 5.15% Airbnb Rental Income: $3022 Traditional Rental Income: $1918 Airbnb ROI: 6.69% Traditional ROI: 5.15%
9524 Fuchsia Drive Chester, VA The 1333 sq ft Essex model offers a spacious open-concept living space, ideal for modern l...	3 beds \| 3 baths \| 1,333 sq.ft.	$402,990	Airbnb cash on cash: 4.11% Traditional cash on cash: 3.79% Airbnb Rental Income: $3022 Traditional Rental Income: $2211 Airbnb ROI: 4.11% Traditional ROI: 3.79%

Vacation Rentals in Chester

There are 45 vacation rental properties available for sale in the city of Chester . The median list price of Airbnb properties available for sale in Chester is $439,000 and the average price per square foot is $183. The cash on cash return on vacation rentals in Chester is 5.00%. The average monthly short term rental income in Chester is $3,022.

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

There are 45 Airbnb properties available for sale in Chester.

In 2025, the best neighborhood to buy short term rental property is Chester.

In September 2025, the average Airbnb occupancy rate in Chester is 54%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Chester, VA

12700 Dell Hill Court

Chester, VA

5 beds | 4 baths | 4,044 sq.ft.

$950,000

Airbnb cash on cash: 3.08%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $5396

Traditional Rental Income: $3562

Airbnb ROI: 3.08%

Traditional ROI: 2.24%

15601 Meridian Avenue

Chester, VA

3 beds | 2 baths | 1,592 sq.ft.

$320,000

Airbnb cash on cash: 5.64%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $3022

Traditional Rental Income: $1980

Airbnb ROI: 5.64%

Traditional ROI: 4.48%

3105 Lalonde Drive

Chester, VA

3 beds | 2 baths | 1,200 sq.ft.

$295,000

Airbnb cash on cash: 6.3%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $3022

Traditional Rental Income: $1886

Airbnb ROI: 6.3%

Traditional ROI: 4.71%

2330 Hubert Lane

Chester, VA

3 beds | 3 baths | 2,016 sq.ft.

$419,999

Airbnb cash on cash: 4.28%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $3022

Traditional Rental Income: $2018

Airbnb ROI: 4.28%

Traditional ROI: 3.49%

6114 Walnut Landing Way

Chester, VA

5 beds | 4 baths | 2,754 sq.ft.

$500,000

Airbnb cash on cash: 7.21%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $5396

Traditional Rental Income: $3706

Airbnb ROI: 7.21%

Traditional ROI: 5.92%

1806 Outrigger Drive

Chester, VA

3 beds | 2 baths | 1,738 sq.ft.

$500,080

Airbnb cash on cash: 3.13%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $3022

Traditional Rental Income: $2241

Airbnb ROI: 3.13%

Traditional ROI: 2.94%

4900 Wellington Farms Drive

Chester, VA

5 beds | 4 baths | 4,908 sq.ft.

$729,999

Airbnb cash on cash: 4.5%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $5396

Traditional Rental Income: $3589

Airbnb ROI: 4.5%

Traditional ROI: 3.44%

4200 Poplar Village Drive

Chester, VA

3 beds | 2 baths | 1,232 sq.ft.

$339,950

Airbnb cash on cash: 5.16%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $3022

Traditional Rental Income: $1964

Airbnb ROI: 5.16%