Airbnb Properties for Sale in Wayland, MA

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

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

Airbnb For Sale in Wayland, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
18 Coltsway 18 Wayland, MA This rare free-standing Stoneridge Village residence offers the privacy of a single-family...	3 beds \| 3 baths \| 2,010 sq.ft.	$861,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.21% Airbnb Rental Income: $4701 Traditional Rental Income: $3680 Airbnb ROI: 1.27% Traditional ROI: 1.21%
47 East Chop Drive #3 Wayland, MA East Chop Water Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "...	2 beds \| 1 baths \| N/A	$1,995,000	Airbnb cash on cash: 0.13% Traditional cash on cash: -0.93% Airbnb Rental Income: $5349 Traditional Rental Income: $2302 Airbnb ROI: 0.13% Traditional ROI: -0.93%
47 East Chop Drive #4 Wayland, MA East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condom...	2 beds \| 1 baths \| N/A	$1,995,000	Airbnb cash on cash: 0.13% Traditional cash on cash: -0.93% Airbnb Rental Income: $5349 Traditional Rental Income: $2302 Airbnb ROI: 0.13% Traditional ROI: -0.93%
166 Berkshire School Rd Wayland, MA Suzann Laverack Ward [email protected] 413-329-3031 HOUSATONIC REAL ESTATE	3 beds \| 2 baths \| 1,670 sq.ft.	$459,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 4.5% Airbnb Rental Income: $4701 Traditional Rental Income: $2815 Airbnb ROI: 6.63% Traditional ROI: 4.5%
8 Turk Hollow Rd Wayland, MA OPEN HOUSE SAT 10/18 From 1PM-2PM Contemporary Log home, 1st time available for sale fro...	3 beds \| 2 baths \| 2,174 sq.ft.	$649,900	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.72% Airbnb Rental Income: $4701 Traditional Rental Income: $3458 Airbnb ROI: 4.17% Traditional ROI: 3.72%
127 Old Joe Rd Wayland, MA Antonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC	4 beds \| 2 baths \| 1,560 sq.ft.	$450,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 5.39% Airbnb Rental Income: $4803 Traditional Rental Income: $3127 Airbnb ROI: 7.02% Traditional ROI: 5.39%
1 Terra Ferma Dr Wayland, MA Antonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC	3 beds \| 2 baths \| 1,750 sq.ft.	$349,000	Airbnb cash on cash: 9.91% Traditional cash on cash: 9.13% Airbnb Rental Income: $4701 Traditional Rental Income: $3472 Airbnb ROI: 9.91% Traditional ROI: 9.13%
26 Winthrop Avenue Wayland, MA Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece ...	1 beds \| 1 baths \| N/A	$849,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 0.97% Airbnb Rental Income: $4015 Traditional Rental Income: $1988 Airbnb ROI: 2.45% Traditional ROI: 0.97%
3 Van Schaack Rd Wayland, MA Cortney K Dupont [email protected] COHEN & WHITE ASSOCIATES	3 beds \| 1 baths \| 1,200 sq.ft.	$425,000	Airbnb cash on cash: 7.37% Traditional cash on cash: 4.43% Airbnb Rental Income: $4701 Traditional Rental Income: $2556 Airbnb ROI: 7.37% Traditional ROI: 4.43%
47 Gale Ave Wayland, MA Brandon White [email protected] 413-637-1086 COHEN & WHITE ASSOCIATES	3 beds \| 2 baths \| 1,456 sq.ft.	$445,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 5.6% Airbnb Rental Income: $4701 Traditional Rental Income: $3246 Airbnb ROI: 6.76% Traditional ROI: 5.6%
314 Main St Wayland, MA Attention investors and contractors this could be your next project. A prime opportunity i...	4 beds \| 2 baths \| 1,965 sq.ft.	$350,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 7.86% Airbnb Rental Income: $4803 Traditional Rental Income: $3511 Airbnb ROI: 8.78% Traditional ROI: 7.86%
179 South Main St Wayland, MA Antonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC	3 beds \| 3 baths \| 1,536 sq.ft.	$345,000	Airbnb cash on cash: 9.26% Traditional cash on cash: 8.38% Airbnb Rental Income: $4701 Traditional Rental Income: $3444 Airbnb ROI: 9.26% Traditional ROI: 8.38%
12 & 14 Maple Avenue Wayland, MA Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentl...	4 beds \| 4 baths \| 1,600 sq.ft.	$1,830,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.66% Airbnb Rental Income: $4803 Traditional Rental Income: $3598 Airbnb ROI: 0.79% Traditional ROI: 0.66%
19 Hawthorne Rd Wayland, MA Cortney K Dupont [email protected] COHEN & WHITE ASSOCIATES	2 beds \| 3 baths \| 1,935 sq.ft.	$620,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 4.59% Airbnb Rental Income: $5349 Traditional Rental Income: $3688 Airbnb ROI: 5.59% Traditional ROI: 4.59%
4 Country Meadow Rd #4 Wayland, MA Welcome to 4 Country Meadow Road in Haverhill! This bright, spacious three level townhouse...	2 beds \| 2 baths \| 1,616 sq.ft.	$399,000	Airbnb cash on cash: 7.84% Traditional cash on cash: 4.46% Airbnb Rental Income: $5349 Traditional Rental Income: $3002 Airbnb ROI: 7.84% Traditional ROI: 4.46%
519 Kirchner Rd Wayland, MA Nestled on a generous lot surrounded by lush New England greenery, this charming home offe...	3 beds \| 2 baths \| 2,595 sq.ft.	$334,900	Airbnb cash on cash: 7.85% Traditional cash on cash: 7.38% Airbnb Rental Income: $4701 Traditional Rental Income: $3580 Airbnb ROI: 7.85% Traditional ROI: 7.38%
340 Vale St Wayland, MA Newly rebuilt one-level home! Like new construction - completely redone with a new foundat...	2 beds \| 1 baths \| 1,012 sq.ft.	$405,000	Airbnb cash on cash: 9.11% Traditional cash on cash: 3.99% Airbnb Rental Income: $5349 Traditional Rental Income: $2322 Airbnb ROI: 9.11% Traditional ROI: 3.99%
1605 Wisteria Way 1605 Wayland, MA Welcome to The Meadows, one of Waylandâs most desirable communities, nestled in a serene...	2 beds \| 3 baths \| 2,648 sq.ft.	$1,095,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 1.31% Airbnb Rental Income: $5349 Traditional Rental Income: $3687 Airbnb ROI: 1.88% Traditional ROI: 1.31%
8 Fox Hollow #8 Wayland, MA Tucked away on a cul-de-sac in tranquil Turkey Hill Village, this lovely townhouse lives l...	2 beds \| 3 baths \| 1,718 sq.ft.	$684,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 1.17% Airbnb Rental Income: $5349 Traditional Rental Income: $3321 Airbnb ROI: 2.65% Traditional ROI: 1.17%

Vacation Rentals in Wayland

There are 19 vacation rental properties available for sale in the city of Wayland . The median list price of Airbnb properties available for sale in Wayland is $895,000 and the average price per square foot is $277. The cash on cash return on vacation rentals in Wayland is 3.00%. The average monthly short term rental income in Wayland is $4,803.

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

There are 19 Airbnb properties available for sale in Wayland.

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

In October 2025, the average Airbnb occupancy rate in Wayland is 49%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Wayland, MA

18 Coltsway 18

Wayland, MA

3 beds | 3 baths | 2,010 sq.ft.

$861,900

Airbnb cash on cash: 1.27%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $4701

Traditional Rental Income: $3680

Airbnb ROI: 1.27%

Traditional ROI: 1.21%

47 East Chop Drive #3

Wayland, MA

2 beds | 1 baths | N/A

$1,995,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: -0.93%

Airbnb Rental Income: $5349

Traditional Rental Income: $2302

Airbnb ROI: 0.13%

Traditional ROI: -0.93%

47 East Chop Drive #4

Wayland, MA

2 beds | 1 baths | N/A

$1,995,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: -0.93%

Airbnb Rental Income: $5349

Traditional Rental Income: $2302

Airbnb ROI: 0.13%

Traditional ROI: -0.93%

166 Berkshire School Rd

Wayland, MA

3 beds | 2 baths | 1,670 sq.ft.

$459,000

Airbnb cash on cash: 6.63%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $4701

Traditional Rental Income: $2815

Airbnb ROI: 6.63%

Traditional ROI: 4.5%

8 Turk Hollow Rd

Wayland, MA

3 beds | 2 baths | 2,174 sq.ft.

$649,900

Airbnb cash on cash: 4.17%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $4701

Traditional Rental Income: $3458

Airbnb ROI: 4.17%

Traditional ROI: 3.72%

127 Old Joe Rd

Wayland, MA

4 beds | 2 baths | 1,560 sq.ft.

$450,000

Airbnb cash on cash: 7.02%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $4803

Traditional Rental Income: $3127

Airbnb ROI: 7.02%

Traditional ROI: 5.39%

1 Terra Ferma Dr

Wayland, MA

3 beds | 2 baths | 1,750 sq.ft.

$349,000

Airbnb cash on cash: 9.91%

Traditional cash on cash: 9.13%

Airbnb Rental Income: $4701

Traditional Rental Income: $3472

Airbnb ROI: 9.91%

Traditional ROI: 9.13%

26 Winthrop Avenue

Wayland, MA

1 beds | 1 baths | N/A

$849,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $4015

Traditional Rental Income: $1988

Airbnb ROI: 2.45%