Airbnb Properties for Sale in Wellesley, MA

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

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

Airbnb For Sale in Wellesley, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Wellesley, Massachusetts at the moment.
Other Airbnb Properties for Sale in Massachusetts
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.	$1,570,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 1.04% Airbnb Rental Income: $6412 Traditional Rental Income: $3418 Airbnb ROI: 2.24% Traditional ROI: 1.04%
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%
497 South Main St Great Barrington , MA Multi-family in a convenient location, walking distance to town and shopping, bus line nea...	3 beds \| 3 baths \| 2,480 sq.ft.	$465,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.69% Airbnb Rental Income: $3379 Traditional Rental Income: $2144 Airbnb ROI: 3.8% Traditional ROI: 2.69%
23 Zylpha Road Harwich Port , MA Nestled in the popular Campgrounds neighborhood in Harwich Port, this charm-filled Dutch g...	4 beds \| 2 baths \| 1,680 sq.ft.	$1,425,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 0.87% Airbnb Rental Income: $6449 Traditional Rental Income: $3279 Airbnb ROI: 2.31% Traditional ROI: 0.87%
65 Harmes Way Eastham , MA Escape to this stunning 4-bedroom home directly on Cape Cod Bay, offering breathtaking vie...	4 beds \| 2 baths \| 1,441 sq.ft.	$2,499,000	Airbnb cash on cash: 0.36% Traditional cash on cash: -0.04% Airbnb Rental Income: $5691 Traditional Rental Income: $3639 Airbnb ROI: 0.36% Traditional ROI: -0.04%
48 Day St. Whitman , MA Tired of the apartment? Perfect starter home right here! Come add your touches and make it...	3 beds \| 2 baths \| 1,040 sq.ft.	$269,000	Airbnb cash on cash: 9.12% Traditional cash on cash: 8.23% Airbnb Rental Income: $3788 Traditional Rental Income: $2742 Airbnb ROI: 9.12% Traditional ROI: 8.23%
56 North Shore Boulevard East Sandwich , MA Tucked away near the end of North Shore Boulevard, this charming 3-bedroom, 2-bath coastal...	3 beds \| 2 baths \| 1,008 sq.ft.	$875,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 1.54% Airbnb Rental Income: $5268 Traditional Rental Income: $2756 Airbnb ROI: 3.32% Traditional ROI: 1.54%
19 Ocean Drive unit: 2 #2 Dennis Port , MA Charming Cape Cod Cottage just a short walk to Haigis beach. Summer is almost here and thi...	2 beds \| 1 baths \| 360 sq.ft.	$374,000	Airbnb cash on cash: 6.45% Traditional cash on cash: 3.58% Airbnb Rental Income: $3739 Traditional Rental Income: $1918 Airbnb ROI: 6.45% Traditional ROI: 3.58%
70 Deerfield Lane Eastham , MA Unique opportunity on the ocean side of Eastham. This property provides not one but TWO ho...	6 beds \| 3 baths \| 2,352 sq.ft.	$1,175,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 1.6% Airbnb Rental Income: $9111 Traditional Rental Income: $3561 Airbnb ROI: 5.12% Traditional ROI: 1.6%
26 Woodberry Lane North Andover , MA Beautiful turnkey 4-bedroom colonial in a quiet cul-de-sac minutes from North Andover's An...	4 beds \| 3 baths \| 2,160 sq.ft.	$895,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 2.56% Airbnb Rental Income: $6947 Traditional Rental Income: $3937 Airbnb ROI: 4.56% Traditional ROI: 2.56%
728 Great Fields Road Brewster , MA Charming three-bedroom Cape in a great Brewster location-less than a mile to Long and Seym...	3 beds \| N/A baths \| 1,266 sq.ft.	$659,900	Airbnb cash on cash: 5.55% Traditional cash on cash: 3.15% Airbnb Rental Income: $5569 Traditional Rental Income: $2973 Airbnb ROI: 5.55% Traditional ROI: 3.15%
54 Dunmore Ct Lenox , MA Discover comfortable & gracious living in this impeccably renovated contemporary home in L...	4 beds \| 4 baths \| 4,043 sq.ft.	$1,295,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 2.98% Airbnb Rental Income: $9028 Traditional Rental Income: $5647 Airbnb ROI: 4.39% Traditional ROI: 2.98%
1975 State Highway unit: 1 #1 Eastham , MA Welcome to Cottage Grove, a delightful retreat in the heart of Eastham on Cape Cod. This f...	1 beds \| 1 baths \| 276 sq.ft.	$279,000	Airbnb cash on cash: 9.08% Traditional cash on cash: 4.19% Airbnb Rental Income: $3909 Traditional Rental Income: $1783 Airbnb ROI: 9.08% Traditional ROI: 4.19%

Vacation Rentals in Wellesley

There are vacation rental properties available for sale in the city of Wellesley . The median list price of Airbnb properties available for sale in Wellesley is $2,150,000 and the average price per square foot is $532. The cash on cash return on vacation rentals in Wellesley is -1.00%. The average monthly short term rental income in Wellesley is $2,736.

Wellesley, MA Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 0 Airbnb properties available for sale in Wellesley.

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

In October 2025, the average Airbnb occupancy rate in Wellesley is 40%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Wellesley, MA

Other Airbnb Properties for Sale in Massachusetts

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.

$1,570,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 1.04%

Airbnb Rental Income: $6412

Traditional Rental Income: $3418

Airbnb ROI: 2.24%

Traditional ROI: 1.04%

Brockton , MA

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%

Great Barrington , MA

3 beds | 3 baths | 2,480 sq.ft.

$465,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $3379

Traditional Rental Income: $2144

Airbnb ROI: 3.8%

Traditional ROI: 2.69%

Harwich Port , MA

4 beds | 2 baths | 1,680 sq.ft.

$1,425,000

Airbnb cash on cash: 2.31%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $6449

Traditional Rental Income: $3279

Airbnb ROI: 2.31%

Traditional ROI: 0.87%

Eastham , MA

4 beds | 2 baths | 1,441 sq.ft.

$2,499,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $5691

Traditional Rental Income: $3639

Airbnb ROI: 0.36%

Traditional ROI: -0.04%

Whitman , MA

3 beds | 2 baths | 1,040 sq.ft.

$269,000

Airbnb cash on cash: 9.12%

Traditional cash on cash: 8.23%

Airbnb Rental Income: $3788

Traditional Rental Income: $2742

Airbnb ROI: 9.12%

Traditional ROI: 8.23%

East Sandwich , MA

3 beds | 2 baths | 1,008 sq.ft.

$875,000

Airbnb cash on cash: 3.32%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $5268