Airbnb Properties for Sale in Chester, WI

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

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

Airbnb For Sale in Chester, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Chester, Wisconsin at the moment.
Other Airbnb Properties for Sale in Wisconsin
409 11th St Baraboo , WI Discover this charming, move-in ready home in an excellent Baraboo location - backing up t...	3 beds \| 1 baths \| 1,128 sq.ft.	$220,000	Airbnb cash on cash: 5.38% Traditional cash on cash: 5.12% Airbnb Rental Income: $2148 Traditional Rental Income: $1547 Airbnb ROI: 5.38% Traditional ROI: 5.12%
9337 S Cobblestone Way #D Franklin , WI Discover your perfect retreat in Woodland Trails, Franklin! This updated lower-level condo...	2 beds \| 2 baths \| 1,024 sq.ft.	$250,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 4.51% Airbnb Rental Income: $2556 Traditional Rental Income: $1741 Airbnb ROI: 5.36% Traditional ROI: 4.51%
1524 Orchard St Racine , WI There's still time to make homeownership a reality in 2025! Welcome to this beautifully ma...	4 beds \| 1 baths \| 1,837 sq.ft.	$238,000	Airbnb cash on cash: 7.07% Traditional cash on cash: 4.34% Airbnb Rental Income: $3009 Traditional Rental Income: $1704 Airbnb ROI: 7.07% Traditional ROI: 4.34%
530 PINEHURST Avenue Green Bay , WI Imagine stepping through the front door and feeling instantly at home! Nestled on nearly h...	4 beds \| 3 baths \| 2,362 sq.ft.	$372,500	Airbnb cash on cash: 6.98% Traditional cash on cash: 5.09% Airbnb Rental Income: $4257 Traditional Rental Income: $2697 Airbnb ROI: 6.98% Traditional ROI: 5.09%
608 N Grandview Boulevard Waukesha , WI Whimsical and unique, this 1930s tiny home has been beautifully renovated to offer modern ...	1 beds \| 1 baths \| 500 sq.ft.	$179,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.93% Airbnb Rental Income: $1467 Traditional Rental Income: $922 Airbnb ROI: 3.59% Traditional ROI: 2.93%
2434 ALGOMA STREET Stevens Point , WI This move-in-ready 3-bedroom, 2-bath home offers a functional open layout with thoughtful ...	3 beds \| 2 baths \| 2,420 sq.ft.	$264,900	Airbnb cash on cash: 5.61% Traditional cash on cash: 2.75% Airbnb Rental Income: $2963 Traditional Rental Income: $1566 Airbnb ROI: 5.61% Traditional ROI: 2.75%
362 E Mill St Richland Center , WI R-7461 Quality From The Past! As soon as you walk in you'll fall in love with the open o...	3 beds \| 2 baths \| 2,166 sq.ft.	$229,500	Airbnb cash on cash: 4.47% Traditional cash on cash: 3.06% Airbnb Rental Income: $2074 Traditional Rental Income: $1232 Airbnb ROI: 4.47% Traditional ROI: 3.06%
W5505 County Road F - Waldo , WI NOT your ordinary farmhouse. Enter modernized, open-concept and refinished home-sweet-home...	3 beds \| 2 baths \| 1,523 sq.ft.	$514,900	Airbnb cash on cash: 4.63% Traditional cash on cash: 3.24% Airbnb Rental Income: $4023 Traditional Rental Income: $2494 Airbnb ROI: 4.63% Traditional ROI: 3.24%
916 CHARLES Street Little Chute , WI You'll love the vibe of this beautiful 4-bed, 2-bath ranch in the Village of Little Chute....	4 beds \| 2 baths \| 2,404 sq.ft.	$309,900	Airbnb cash on cash: 7.38% Traditional cash on cash: 6.08% Airbnb Rental Income: $3629 Traditional Rental Income: $2457 Airbnb ROI: 7.38% Traditional ROI: 6.08%
1415 Purvis Avenue Janesville , WI List price is price on listing contract. Property in an online auction. All offers must be...	2 beds \| 1 baths \| 984 sq.ft.	$200,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 4.43% Airbnb Rental Income: $1996 Traditional Rental Income: $1372 Airbnb ROI: 4.96% Traditional ROI: 4.43%
9322 W Loomis Rd #4 Franklin , WI Discover this stunning 2-bedroom, 2-bath upper-level condo in the highly sought-after Evan...	2 beds \| 2 baths \| 1,122 sq.ft.	$253,500	Airbnb cash on cash: 5.4% Traditional cash on cash: 5% Airbnb Rental Income: $2556 Traditional Rental Income: $1845 Airbnb ROI: 5.4% Traditional ROI: 5%

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

Your search for investment property begins and ends here

Airbnb For Sale in Chester, WI

Other Airbnb Properties for Sale in Wisconsin

Baraboo , WI

3 beds | 1 baths | 1,128 sq.ft.

$220,000

Airbnb cash on cash: 5.38%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $2148

Traditional Rental Income: $1547

Airbnb ROI: 5.38%

Traditional ROI: 5.12%

Franklin , WI

2 beds | 2 baths | 1,024 sq.ft.

$250,000

Airbnb cash on cash: 5.36%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $2556

Traditional Rental Income: $1741

Airbnb ROI: 5.36%

Traditional ROI: 4.51%

Racine , WI

4 beds | 1 baths | 1,837 sq.ft.

$238,000

Airbnb cash on cash: 7.07%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $3009

Traditional Rental Income: $1704

Airbnb ROI: 7.07%

Traditional ROI: 4.34%

Green Bay , WI

4 beds | 3 baths | 2,362 sq.ft.

$372,500

Airbnb cash on cash: 6.98%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $4257

Traditional Rental Income: $2697

Airbnb ROI: 6.98%

Traditional ROI: 5.09%

Waukesha , WI

1 beds | 1 baths | 500 sq.ft.

$179,000

Airbnb cash on cash: 3.59%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $1467

Traditional Rental Income: $922

Airbnb ROI: 3.59%

Traditional ROI: 2.93%

Stevens Point , WI

3 beds | 2 baths | 2,420 sq.ft.

$264,900

Airbnb cash on cash: 5.61%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $2963

Traditional Rental Income: $1566

Airbnb ROI: 5.61%

Traditional ROI: 2.75%

Richland Center , WI

3 beds | 2 baths | 2,166 sq.ft.

$229,500

Airbnb cash on cash: 4.47%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $2074

Traditional Rental Income: $1232

Airbnb ROI: 4.47%

Traditional ROI: 3.06%

Waldo , WI

3 beds | 2 baths | 1,523 sq.ft.

$514,900

Airbnb cash on cash: 4.63%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $4023

Traditional Rental Income: $2494

Airbnb ROI: 4.63%

Traditional ROI: 3.24%

Little Chute , WI

4 beds | 2 baths | 2,404 sq.ft.

$309,900

Airbnb cash on cash: 7.38%

Traditional cash on cash: 6.08%

Airbnb Rental Income: $3629