Airbnb Properties for Sale in Sleepy Hollow, IL

Looking for a vacation rental investment in Sleepy Hollow, IL with high ROI ?

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

Airbnb For Sale in Sleepy Hollow, IL

Q: How many Airbnb properties are available for sale in Sleepy-hollow?

There are 8 Airbnb properties available for sale in Sleepy-hollow

Q: How to get Sleepy-hollow, IL Airbnb data?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5+ Frontenac Dr SLEEPY HOLLOW, IL 5+ Frontenac Dr, SLEEPY HOLLOW, IL 60118 \| Other	N/A beds \| N/A baths \| N/A	$262,000	Airbnb cash on cash: 0.76% Traditional cash on cash: -0.31% Airbnb Rental Income: $1523 Traditional Rental Income: $816 Airbnb ROI: 0.76% Traditional ROI: -0.31%
727 Jamestowne Rd SLEEPY HOLLOW, IL 727 Jamestowne Rd, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 2,736 sq.ft.	$549,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.33% Airbnb Rental Income: $3416 Traditional Rental Income: $2447 Airbnb ROI: 1.74% Traditional ROI: 1.33%
725 Pimlico Pkwy SLEEPY HOLLOW, IL 725 Pimlico Pkwy, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 2,645 sq.ft.	$575,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 1.13% Airbnb Rental Income: $3416 Traditional Rental Income: $2445 Airbnb ROI: 1.52% Traditional ROI: 1.13%
1124 Crane Dr SLEEPY HOLLOW, IL 1124 Crane Dr, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 2,300 sq.ft.	$494,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.51% Airbnb Rental Income: $3416 Traditional Rental Income: $2298 Airbnb ROI: 2.29% Traditional ROI: 1.51%
205 Sharon Dr SLEEPY HOLLOW, IL 205 Sharon Dr, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 2,013 sq.ft.	$425,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.23% Airbnb Rental Income: $3416 Traditional Rental Income: $2273 Airbnb ROI: 3.19% Traditional ROI: 2.23%
617 Arlington Pkwy SLEEPY HOLLOW, IL 617 Arlington Pkwy, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 3,150 sq.ft.	$499,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 1.92% Airbnb Rental Income: $3416 Traditional Rental Income: $2504 Airbnb ROI: 2.25% Traditional ROI: 1.92%
172 Hilltop Ct SLEEPY HOLLOW, IL 172 Hilltop Ct, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 3 baths \| 4,260 sq.ft.	$476,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 2.51% Airbnb Rental Income: $3416 Traditional Rental Income: $2657 Airbnb ROI: 2.51% Traditional ROI: 2.51%
745 Jamestowne Ct SLEEPY HOLLOW, IL 745 Jamestowne Ct, SLEEPY HOLLOW, IL 60118 \| Single Family Residential	4 beds \| 2 baths \| 3,150 sq.ft.	$524,950	Airbnb cash on cash: 1.98% Traditional cash on cash: 1.64% Airbnb Rental Income: $3416 Traditional Rental Income: $2493 Airbnb ROI: 1.98% Traditional ROI: 1.64%

Vacation Rentals in Sleepy Hollow

There are 8 vacation rental properties available for sale in the city of Sleepy Hollow . The median list price of Airbnb properties available for sale in Sleepy Hollow is $464,722 and the average price per square foot is $177. The cash on cash return on vacation rentals in Sleepy Hollow is 1.00%. The average monthly short term rental income in Sleepy Hollow is $2,086.

Sleepy Hollow, IL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 8 Airbnb properties available for sale in Sleepy Hollow.

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

In October 2026, the average Airbnb occupancy rate in Sleepy Hollow is 35%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Sleepy Hollow, IL

5+ Frontenac Dr

SLEEPY HOLLOW, IL

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

$262,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: -0.31%

Airbnb Rental Income: $1523

Traditional Rental Income: $816

Airbnb ROI: 0.76%

Traditional ROI: -0.31%

727 Jamestowne Rd

SLEEPY HOLLOW, IL

4 beds | 2 baths | 2,736 sq.ft.

$549,900

Airbnb cash on cash: 1.74%

Traditional cash on cash: 1.33%

Airbnb Rental Income: $3416

Traditional Rental Income: $2447

Airbnb ROI: 1.74%

Traditional ROI: 1.33%

725 Pimlico Pkwy

SLEEPY HOLLOW, IL

4 beds | 2 baths | 2,645 sq.ft.

$575,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 1.13%

Airbnb Rental Income: $3416

Traditional Rental Income: $2445

Airbnb ROI: 1.52%

Traditional ROI: 1.13%

1124 Crane Dr

SLEEPY HOLLOW, IL

4 beds | 2 baths | 2,300 sq.ft.

$494,900

Airbnb cash on cash: 2.29%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $3416

Traditional Rental Income: $2298

Airbnb ROI: 2.29%

Traditional ROI: 1.51%

205 Sharon Dr

SLEEPY HOLLOW, IL

4 beds | 2 baths | 2,013 sq.ft.

$425,000

Airbnb cash on cash: 3.19%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $3416

Traditional Rental Income: $2273

Airbnb ROI: 3.19%

Traditional ROI: 2.23%

617 Arlington Pkwy

SLEEPY HOLLOW, IL

4 beds | 2 baths | 3,150 sq.ft.

$499,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $3416

Traditional Rental Income: $2504

Airbnb ROI: 2.25%

Traditional ROI: 1.92%

172 Hilltop Ct

SLEEPY HOLLOW, IL

4 beds | 3 baths | 4,260 sq.ft.

$476,000

Airbnb cash on cash: 2.51%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $3416

Traditional Rental Income: $2657

Airbnb ROI: 2.51%

Traditional ROI: 2.51%

745 Jamestowne Ct

SLEEPY HOLLOW, IL

4 beds | 2 baths | 3,150 sq.ft.

$524,950

Airbnb cash on cash: 1.98%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $3416

Traditional Rental Income: $2493

Airbnb ROI: 1.98%