Airbnb Properties for Sale in Chestnut Hill, MA

Looking for a vacation rental investment in Chestnut Hill, MA with high ROI ?

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

Airbnb For Sale in Chestnut Hill, MA

Q: How to get Chestnut-hill, MA Airbnb data?

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Chestnut Hill, Massachusetts at the moment.
Other Airbnb Properties for Sale in Massachusetts
121 Portland St #505 Boston , MA 121 Portland St #505, Boston, MA 02114 \| Condo/Coop	1 beds \| 1 baths \| 481 sq.ft.	$575,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 0.77% Airbnb Rental Income: $4476 Traditional Rental Income: $2212 Airbnb ROI: 3.25% Traditional ROI: 0.77%
198 Byron St Boston , MA 198 Byron St, Boston, MA 02128 \| Single Family Residential	3 beds \| 1 baths \| 2,385 sq.ft.	$1,150,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.22% Airbnb Rental Income: $4746 Traditional Rental Income: $2708 Airbnb ROI: 1.21% Traditional ROI: 0.22%
188 Gladstone St #1 Boston , MA 188 Gladstone St #1, Boston, MA 02128 \| Condo/Coop	2 beds \| 2 baths \| 1,220 sq.ft.	$589,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 2.09% Airbnb Rental Income: $5523 Traditional Rental Income: $2852 Airbnb ROI: 4.93% Traditional ROI: 2.09%
280 Beacon St #1 Boston , MA 280 Beacon St #1, Boston, MA 02116 \| Condo/Coop	1 beds \| 1 baths \| 685 sq.ft.	$699,000	Airbnb cash on cash: 2.22% Traditional cash on cash: -0.33% Airbnb Rental Income: $4611 Traditional Rental Income: $1986 Airbnb ROI: 2.22% Traditional ROI: -0.33%
2 Larose Pl #13 Boston , MA 2 Larose Pl #13, Boston, MA 02135 \| Condo/Coop	2 beds \| 1 baths \| 735 sq.ft.	$529,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 0.91% Airbnb Rental Income: $3341 Traditional Rental Income: $2121 Airbnb ROI: 1.87% Traditional ROI: 0.91%
75 Burbank St #501 Boston , MA 75 Burbank St #501, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 425 sq.ft.	$518,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 0.62% Airbnb Rental Income: $4291 Traditional Rental Income: $1833 Airbnb ROI: 3.83% Traditional ROI: 0.62%
125 Bay Road Eastham , MA Impeccably renovated and maintained, this is waterfront perfection with a private beach an...	3 beds \| N/A baths \| 1,662 sq.ft.	$2,195,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.17% Airbnb Rental Income: $5959 Traditional Rental Income: $3577 Airbnb ROI: 0.76% Traditional ROI: 0.17%
195 Ellis Landing Road Brewster , MA Just steps to beautiful Cape Cod Bay, sun and fun in the sand, breathtaking sunsets ... yo...	2 beds \| 1 baths \| 828 sq.ft.	$1,150,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 0.19% Airbnb Rental Income: $3072 Traditional Rental Income: $2064 Airbnb ROI: 0.48% Traditional ROI: 0.19%
73 Joshua Jethro Road Chatham , MA PERFECT HOUSE FOR A POOL! Located in Chatham's highly sought after Riverbay Estates commun...	3 beds \| 2 baths \| 2,307 sq.ft.	$1,520,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 1.11% Airbnb Rental Income: $6412 Traditional Rental Income: $3418 Airbnb ROI: 2.34% Traditional ROI: 1.11%
121 Portland St #601 Boston , MA 121 Portland St #601, Boston, MA 02114 \| Condo/Coop	2 beds \| 2 baths \| 960 sq.ft.	$975,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 0.04% Airbnb Rental Income: $6677 Traditional Rental Income: $3241 Airbnb ROI: 2.4% Traditional ROI: 0.04%
12 Stoneholm St #307 Boston , MA 12 Stoneholm St #307, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 405 sq.ft.	$464,900	Airbnb cash on cash: 4.21% Traditional cash on cash: 0.88% Airbnb Rental Income: $4291 Traditional Rental Income: $1937 Airbnb ROI: 4.21% Traditional ROI: 0.88%
692 Tremont St #6 Boston , MA 692 Tremont St #6, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 870 sq.ft.	$949,900	Airbnb cash on cash: 3.41% Traditional cash on cash: -0.5% Airbnb Rental Income: $7058 Traditional Rental Income: $2238 Airbnb ROI: 3.41% Traditional ROI: -0.5%
377 Shawmut Ave Boston , MA 377 Shawmut Ave, Boston, MA 02118 \| Multi Family	4 beds \| 3 baths \| 1,842 sq.ft.	$1,725,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 0.28% Airbnb Rental Income: $7058 Traditional Rental Income: $4097 Airbnb ROI: 1.27% Traditional ROI: 0.28%
116 Oak Lane #12 Brockton , MA Located in the desirable West Side of Brockton where residents benefit from the profession...	1 beds \| 1 baths \| 755 sq.ft.	$220,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 4.9% Airbnb Rental Income: $3253 Traditional Rental Income: $2027 Airbnb ROI: 7.27% Traditional ROI: 4.9%

Chestnut Hill, MA Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 0 Airbnb properties available for sale in Chestnut Hill.

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

In November 2025, the average Airbnb occupancy rate in Chestnut Hill is N/A%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Chestnut Hill, MA

Other Airbnb Properties for Sale in Massachusetts

Boston , MA

1 beds | 1 baths | 481 sq.ft.

$575,000

Airbnb cash on cash: 3.25%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $4476

Traditional Rental Income: $2212

Airbnb ROI: 3.25%

Traditional ROI: 0.77%

Boston , MA

3 beds | 1 baths | 2,385 sq.ft.

$1,150,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $4746

Traditional Rental Income: $2708

Airbnb ROI: 1.21%

Traditional ROI: 0.22%

Boston , MA

2 beds | 2 baths | 1,220 sq.ft.

$589,000

Airbnb cash on cash: 4.93%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $5523

Traditional Rental Income: $2852

Airbnb ROI: 4.93%

Traditional ROI: 2.09%

Boston , MA

1 beds | 1 baths | 685 sq.ft.

$699,000

Airbnb cash on cash: 2.22%

Traditional cash on cash: -0.33%

Airbnb Rental Income: $4611

Traditional Rental Income: $1986

Airbnb ROI: 2.22%

Traditional ROI: -0.33%

Boston , MA

2 beds | 1 baths | 735 sq.ft.

$529,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $3341

Traditional Rental Income: $2121

Airbnb ROI: 1.87%

Traditional ROI: 0.91%

Boston , MA

1 beds | 1 baths | 425 sq.ft.

$518,000

Airbnb cash on cash: 3.83%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $4291

Traditional Rental Income: $1833

Airbnb ROI: 3.83%

Traditional ROI: 0.62%

Eastham , MA

3 beds | N/A baths | 1,662 sq.ft.

$2,195,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $5959

Traditional Rental Income: $3577

Airbnb ROI: 0.76%

Traditional ROI: 0.17%

Brewster , MA

2 beds | 1 baths | 828 sq.ft.

$1,150,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $3072

Traditional Rental Income: $2064

Airbnb ROI: 0.48%

Traditional ROI: 0.19%

Chatham , MA

3 beds | 2 baths | 2,307 sq.ft.

$1,520,000

Airbnb cash on cash: 2.34%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $6412