Airbnb Properties for Sale in Oconomowoc, WI

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

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

Airbnb For Sale in Oconomowoc, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1298 Juniper Ln Oconomowoc, WI NEW CONSTRUCTION!! Ivy Craftsman Features 4 Bedrooms, 2-1/2 Baths, Flex Room, and Oversi...	4 beds \| 2 baths \| 2,700 sq.ft.	$659,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 0.94% Airbnb Rental Income: $3258 Traditional Rental Income: $2443 Airbnb ROI: 1.08% Traditional ROI: 0.94%
1750 Switchgrass St Oconomowoc, WI 1750 Switchgrass St, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 3 baths \| 2,502 sq.ft.	$714,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.66% Airbnb Rental Income: $3258 Traditional Rental Income: $2444 Airbnb ROI: 0.79% Traditional ROI: 0.66%
1214 Arrowood Circle Cir W Oconomowoc, WI 1214 Arrowood Circle West Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,400 sq.ft.	$699,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.64% Airbnb Rental Income: $3258 Traditional Rental Income: $2391 Airbnb ROI: 0.85% Traditional ROI: 0.64%
Jude Plan Oconomowoc, WI Jude Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 3,067 sq.ft.	$691,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 0.32% Airbnb Rental Income: $3258 Traditional Rental Income: $2150 Airbnb ROI: 0.91% Traditional ROI: 0.32%
1299 Arrowood Circle Cir W Oconomowoc, WI 1299 Arrowood Circle West Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,033 sq.ft.	$629,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 0.75% Airbnb Rental Income: $3258 Traditional Rental Income: $2219 Airbnb ROI: 1.27% Traditional ROI: 0.75%
The Flanagan Plan Oconomowoc, WI The Flanagan Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,412 sq.ft.	$519,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.32% Airbnb Rental Income: $2485 Traditional Rental Income: $1627 Airbnb ROI: 0.85% Traditional ROI: 0.32%
The Collins Plan Oconomowoc, WI	4 beds \| 3 baths \| 3,298 sq.ft.	$853,100	Airbnb cash on cash: 0.22% Traditional cash on cash: -0.06% Airbnb Rental Income: $3258 Traditional Rental Income: $2297 Airbnb ROI: 0.22% Traditional ROI: -0.06%
The Saybrook Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,610 sq.ft.	$499,100	Airbnb cash on cash: 1% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1747 Airbnb ROI: 1% Traditional ROI: 0.71%
The Atwater Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,355 sq.ft.	$546,400	Airbnb cash on cash: 1.93% Traditional cash on cash: 0.93% Airbnb Rental Income: $3258 Traditional Rental Income: $2016 Airbnb ROI: 1.93% Traditional ROI: 0.93%
Prescott Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,490 sq.ft.	$639,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.4% Airbnb Rental Income: $3258 Traditional Rental Income: $2042 Airbnb ROI: 1.21% Traditional ROI: 0.4%
The Olivia Plan Oconomowoc, WI The Olivia Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,516 sq.ft.	$543,500	Airbnb cash on cash: 0.69% Traditional cash on cash: 0.36% Airbnb Rental Income: $2485 Traditional Rental Income: $1717 Airbnb ROI: 0.69% Traditional ROI: 0.36%
The Bradford Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,240 sq.ft.	$537,300	Airbnb cash on cash: 2.01% Traditional cash on cash: 0.99% Airbnb Rental Income: $3258 Traditional Rental Income: $2013 Airbnb ROI: 2.01% Traditional ROI: 0.99%
The Weston Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,600 sq.ft.	$532,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.49% Airbnb Rental Income: $2485 Traditional Rental Income: $1747 Airbnb ROI: 0.76% Traditional ROI: 0.49%
The Harlequin Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,575 sq.ft.	$519,300	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1815 Airbnb ROI: 0.85% Traditional ROI: 0.71%
The Siena Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,717 sq.ft.	$513,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.81% Airbnb Rental Income: $2485 Traditional Rental Income: $1840 Airbnb ROI: 0.9% Traditional ROI: 0.81%
The Elaine Plan Oconomowoc, WI The Elaine Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,482 sq.ft.	$530,400	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.29% Airbnb Rental Income: $2485 Traditional Rental Income: $1640 Airbnb ROI: 0.77% Traditional ROI: 0.29%
The Addison Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,314 sq.ft.	$545,700	Airbnb cash on cash: 1.94% Traditional cash on cash: 0.93% Airbnb Rental Income: $3258 Traditional Rental Income: $2013 Airbnb ROI: 1.94% Traditional ROI: 0.93%
The McKinley Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,650 sq.ft.	$509,800	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1784 Airbnb ROI: 0.92% Traditional ROI: 0.71%
The Bridgeport Plan Oconomowoc, WI The Bridgeport Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,137 sq.ft.	$533,500	Airbnb cash on cash: 2.05% Traditional cash on cash: 0.96% Airbnb Rental Income: $3258 Traditional Rental Income: $1987 Airbnb ROI: 2.05% Traditional ROI: 0.96%
The Julian Plan Oconomowoc, WI The Julian Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,720 sq.ft.	$571,600	Airbnb cash on cash: 0.52% Traditional cash on cash: 0.44% Airbnb Rental Income: $2485 Traditional Rental Income: $1840 Airbnb ROI: 0.52% Traditional ROI: 0.44%
The Cooper Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,764 sq.ft.	$616,300	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.15% Airbnb Rental Income: $2485 Traditional Rental Income: $1812 Airbnb ROI: 0.27% Traditional ROI: 0.15%
The Catalina Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,288 sq.ft.	$539,400	Airbnb cash on cash: 1.99% Traditional cash on cash: 0.97% Airbnb Rental Income: $3258 Traditional Rental Income: $2013 Airbnb ROI: 1.99% Traditional ROI: 0.97%
The Astoria Plan Oconomowoc, WI The Astoria Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,616 sq.ft.	$528,400	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.51% Airbnb Rental Income: $2485 Traditional Rental Income: $1747 Airbnb ROI: 0.79% Traditional ROI: 0.51%
The Harrington Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,091 sq.ft.	$527,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 1% Airbnb Rental Income: $3258 Traditional Rental Income: $1979 Airbnb ROI: 2.11% Traditional ROI: 1%
The Emerald Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,650 sq.ft.	$537,800	Airbnb cash on cash: 0.72% Traditional cash on cash: 0.7% Airbnb Rental Income: $2485 Traditional Rental Income: $1870 Airbnb ROI: 0.72% Traditional ROI: 0.7%
The Beryl Plan Oconomowoc, WI The Beryl Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,503 sq.ft.	$517,700	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.7% Airbnb Rental Income: $2485 Traditional Rental Income: $1802 Airbnb ROI: 0.86% Traditional ROI: 0.7%
Isabella Plan Oconomowoc, WI Isabella Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,643 sq.ft.	$758,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 0.14% Airbnb Rental Income: $3258 Traditional Rental Income: $2216 Airbnb ROI: 0.58% Traditional ROI: 0.14%
Berkshire Plan Oconomowoc, WI Berkshire Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,721 sq.ft.	$769,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 0.1% Airbnb Rental Income: $3258 Traditional Rental Income: $2216 Airbnb ROI: 0.53% Traditional ROI: 0.1%
1301 Lynn Cir Oconomowoc, WI 1301 Lynn Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,748 sq.ft.	$699,990	Airbnb cash on cash: 0.89% Traditional cash on cash: 0.8% Airbnb Rental Income: $3258 Traditional Rental Income: $2469 Airbnb ROI: 0.89% Traditional ROI: 0.8%
1190 Arrowood Circle Cir W Oconomowoc, WI 1190 Arrowood Circle West Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,078 sq.ft.	$609,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 1.1% Airbnb Rental Income: $3258 Traditional Rental Income: $2361 Airbnb ROI: 1.39% Traditional ROI: 1.1%
1614 N Sugar Island Road Oconomowoc, WI A slice of the great Northwoods right here in Oconomowoc? You will feel that way the momen...	4 beds \| 2 baths \| 1,280 sq.ft.	$720,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 1.53% Airbnb Rental Income: $3258 Traditional Rental Income: $2203 Airbnb ROI: 2.01% Traditional ROI: 1.53%
69 S Chestnut St Oconomowoc, WI This meticulously maintained home has been lovingly cared for over 35 years and is availab...	3 beds \| 1 baths \| 1,440 sq.ft.	$315,000	Airbnb cash on cash: 4% Traditional cash on cash: 3.26% Airbnb Rental Income: $2485 Traditional Rental Income: $1663 Airbnb ROI: 4% Traditional ROI: 3.26%
1614 Sugar Island Rd Oconomowoc, WI 1614 Sugar Island Rd, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 1,280 sq.ft.	$720,000	Airbnb cash on cash: 0.77% Traditional cash on cash: -0.49% Airbnb Rental Income: $3258 Traditional Rental Income: $1680 Airbnb ROI: 0.77% Traditional ROI: -0.49%
423 W South St Oconomowoc, WI 423 W South St, Oconomowoc, WI 53066 \| Single Family Residential	2 beds \| 1 baths \| 819 sq.ft.	$249,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 0.47% Airbnb Rental Income: $1819 Traditional Rental Income: $870 Airbnb ROI: 2.41% Traditional ROI: 0.47%
1722 Switchgrass St Oconomowoc, WI 1722 Switchgrass St, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,431 sq.ft.	$754,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.44% Airbnb Rental Income: $3258 Traditional Rental Income: $2419 Airbnb ROI: 0.59% Traditional ROI: 0.44%
1747 Switchgrass St Oconomowoc, WI 1747 Switchgrass St, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,281 sq.ft.	$659,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 0.86% Airbnb Rental Income: $3258 Traditional Rental Income: $2389 Airbnb ROI: 1.09% Traditional ROI: 0.86%
803 E Lisbon Rd Oconomowoc, WI 803 E Lisbon Rd, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 1 baths \| 1,124 sq.ft.	$229,900	Airbnb cash on cash: 4.91% Traditional cash on cash: 2.13% Airbnb Rental Income: $2485 Traditional Rental Income: $1240 Airbnb ROI: 4.91% Traditional ROI: 2.13%
940 Bartlett Dr Oconomowoc, WI 940 Bartlett Dr, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 3 baths \| 2,070 sq.ft.	$499,900	Airbnb cash on cash: 2.36% Traditional cash on cash: 1.91% Airbnb Rental Income: $3258 Traditional Rental Income: $2320 Airbnb ROI: 2.36% Traditional ROI: 1.91%
1763 Quail Cir Oconomowoc, WI 1763 Quail Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,748 sq.ft.	$709,990	Airbnb cash on cash: 0.84% Traditional cash on cash: 0.75% Airbnb Rental Income: $3258 Traditional Rental Income: $2469 Airbnb ROI: 0.84% Traditional ROI: 0.75%
The Bryant II Plan Oconomowoc, WI The Bryant II Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,876 sq.ft.	$753,100	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.26% Airbnb Rental Income: $3258 Traditional Rental Income: $2268 Airbnb ROI: 0.63% Traditional ROI: 0.26%

Vacation Rentals in Oconomowoc

There are 46 vacation rental properties available for sale in the city of Oconomowoc . The median list price of Airbnb properties available for sale in Oconomowoc is $561,064 and the average price per square foot is $244. The cash on cash return on vacation rentals in Oconomowoc is 1.00%. The average monthly short term rental income in Oconomowoc is $2,485.

Oconomowoc, WI Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 46 Airbnb properties available for sale in Oconomowoc.

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

In August 2026, the average Airbnb occupancy rate in Oconomowoc is 25%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Oconomowoc, WI

1298 Juniper Ln

Oconomowoc, WI

4 beds | 2 baths | 2,700 sq.ft.

$659,900

Airbnb cash on cash: 1.08%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $3258

Traditional Rental Income: $2443

Airbnb ROI: 1.08%

Traditional ROI: 0.94%

1750 Switchgrass St

Oconomowoc, WI

4 beds | 3 baths | 2,502 sq.ft.

$714,900

Airbnb cash on cash: 0.79%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $3258

Traditional Rental Income: $2444

Airbnb ROI: 0.79%

Traditional ROI: 0.66%

1214 Arrowood Circle Cir W

Oconomowoc, WI

4 beds | 2 baths | 2,400 sq.ft.

$699,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $3258

Traditional Rental Income: $2391

Airbnb ROI: 0.85%

Traditional ROI: 0.64%

Jude Plan

Oconomowoc, WI

4 beds | 2 baths | 3,067 sq.ft.

$691,900

Airbnb cash on cash: 0.91%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $3258

Traditional Rental Income: $2150

Airbnb ROI: 0.91%

Traditional ROI: 0.32%

1299 Arrowood Circle Cir W

Oconomowoc, WI

4 beds | 2 baths | 2,033 sq.ft.

$629,900

Airbnb cash on cash: 1.27%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $3258

Traditional Rental Income: $2219

Airbnb ROI: 1.27%

Traditional ROI: 0.75%

The Flanagan Plan

Oconomowoc, WI

3 beds | 2 baths | 1,412 sq.ft.

$519,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $2485

Traditional Rental Income: $1627

Airbnb ROI: 0.85%

Traditional ROI: 0.32%

The Collins Plan

Oconomowoc, WI

4 beds | 3 baths | 3,298 sq.ft.

$853,100

Airbnb cash on cash: 0.22%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $3258

Traditional Rental Income: $2297

Airbnb ROI: 0.22%

Traditional ROI: -0.06%

The Saybrook Plan

Oconomowoc, WI

3 beds | 2 baths | 1,610 sq.ft.

$499,100

Airbnb cash on cash: 1%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $2485

Traditional Rental Income: $1747

Airbnb ROI: 1%