Airbnb Properties for Sale in Brewster, MA

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

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

Airbnb For Sale in Brewster, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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 \| 2 baths \| 1,266 sq.ft.	$649,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 3.22% Airbnb Rental Income: $5569 Traditional Rental Income: $2973 Airbnb ROI: 5.66% Traditional ROI: 3.22%
240 Robbins Hill Road Brewster, MA Bayfront Brewster- Located in one of Brewsters premier bay locations. The residence offers...	3 beds \| 2 baths \| 1,418 sq.ft.	$2,395,000	Airbnb cash on cash: 0.31% Traditional cash on cash: -0.23% Airbnb Rental Income: $5569 Traditional Rental Income: $3258 Airbnb ROI: 0.31% Traditional ROI: -0.23%
60 Fletcher Lane unit: C #C Brewster, MA Welcome to 60-C Fletcher Lane-an inviting and updated, open concept one-bedroom condo loca...	1 beds \| 1 baths \| 579 sq.ft.	$249,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 3.28% Airbnb Rental Income: $3458 Traditional Rental Income: $1815 Airbnb ROI: 7.01% Traditional ROI: 3.28%
398 Lund Farm Way Brewster, MA Fully renovated and thoughtfully designed, this stunning four-bedroom, three-bathroom, 2,4...	4 beds \| 3 baths \| 2,448 sq.ft.	$1,199,000	Airbnb cash on cash: 2.92% Traditional cash on cash: 1.72% Airbnb Rental Income: $6080 Traditional Rental Income: $3539 Airbnb ROI: 2.92% Traditional ROI: 1.72%
20 Spring Lane Brewster, MA Just a half mile to Paines Creek Beach - a favorite inspiration for local artists - this d...	3 beds \| 2 baths \| 1,652 sq.ft.	$1,065,000	Airbnb cash on cash: 2.95% Traditional cash on cash: 1.68% Airbnb Rental Income: $5569 Traditional Rental Income: $3195 Airbnb ROI: 2.95% Traditional ROI: 1.68%
958 Long Pond Road Brewster, MA Three Lots Totaling 3+ Acres in Brewster! An exceptional opportunity awaits with this uniq...	4 beds \| 3 baths \| 2,440 sq.ft.	$1,120,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.38% Airbnb Rental Income: $6080 Traditional Rental Income: $4137 Airbnb ROI: 3.1% Traditional ROI: 2.38%
100 Fletcher Lane unit: E #E Brewster, MA Welcome to your perfect escape in the highly sought-after Ocean Edge Resort community in B...	1 beds \| 1 baths \| 579 sq.ft.	$255,000	Airbnb cash on cash: 9.17% Traditional cash on cash: 5.43% Airbnb Rental Income: $3458 Traditional Rental Income: $1794 Airbnb ROI: 9.17% Traditional ROI: 5.43%
1580 Main Street Brewster, MA 1580 Main Street A/K/A ''The Captain Freeman Bangs House''. Step back in time and be engag...	4 beds \| 2 baths \| 1,872 sq.ft.	$729,900	Airbnb cash on cash: 5.4% Traditional cash on cash: 3.81% Airbnb Rental Income: $6080 Traditional Rental Income: $3801 Airbnb ROI: 5.4% Traditional ROI: 3.81%
120 Red Maple Road Brewster, MA Deerfield Estates - This traditional Colonial offers 4 bedrooms, 2.5 baths, and a private ...	4 beds \| 2 baths \| 2,502 sq.ft.	$1,100,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 1.41% Airbnb Rental Income: $6080 Traditional Rental Income: $3122 Airbnb ROI: 3.13% Traditional ROI: 1.41%
16 Commons Way Brewster, MA Welcome to this ranch style home in the heart of Brewster. Just off Millstone Road, it off...	3 beds \| 2 baths \| 1,838 sq.ft.	$719,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 3.35% Airbnb Rental Income: $5569 Traditional Rental Income: $3366 Airbnb ROI: 4.97% Traditional ROI: 3.35%
102 Wildwood Road Brewster, MA This charming Cape-style home, set on a private .51 acre lot, offers a delightful blend of...	3 beds \| 2 baths \| 2,812 sq.ft.	$889,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 2.84% Airbnb Rental Income: $5569 Traditional Rental Income: $3792 Airbnb ROI: 3.63% Traditional ROI: 2.84%
25 Black Duck Cartway Brewster, MA Captivating grand waterfront Country Log home is nestled in the Punkhorn Parklands on 4.8 ...	3 beds \| 3 baths \| 3,250 sq.ft.	$2,349,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 0.48% Airbnb Rental Income: $5569 Traditional Rental Income: $4387 Airbnb ROI: 0.51% Traditional ROI: 0.48%
274 Commons Way Brewster, MA Thoughtfully Designed 3-Bedroom Home with Spacious Kitchen & Sunlit Living Room Welcome to...	3 beds \| 2 baths \| 2,306 sq.ft.	$849,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 1.8% Airbnb Rental Income: $5569 Traditional Rental Income: $2749 Airbnb ROI: 3.95% Traditional ROI: 1.8%
52 Bettys Lane Brewster, MA You can not beat this location in Brewster! Enjoy serene pond views of Black Pond and Long...	3 beds \| 2 baths \| 2,317 sq.ft.	$895,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 2.42% Airbnb Rental Income: $5569 Traditional Rental Income: $3392 Airbnb ROI: 3.7% Traditional ROI: 2.42%
23 Landing Lane unit: 23 #23 Brewster, MA Discover coastal living at its finest in this true one-bedroom condo tucked just off sceni...	1 beds \| 1 baths \| 942 sq.ft.	$459,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 2.71% Airbnb Rental Income: $3458 Traditional Rental Income: $1955 Airbnb ROI: 4.43% Traditional ROI: 2.71%
184 Barons Way Brewster, MA This charming four-bedroom, two-bath home offers exceptional flexibility with two bedrooms...	4 beds \| 2 baths \| 2,252 sq.ft.	$793,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 3.04% Airbnb Rental Income: $6080 Traditional Rental Income: $3510 Airbnb ROI: 4.89% Traditional ROI: 3.04%

Vacation Rentals in Brewster

There are 16 vacation rental properties available for sale in the city of Brewster . The median list price of Airbnb properties available for sale in Brewster is $719,000 and the average price per square foot is $417. The cash on cash return on vacation rentals in Brewster is 3.00%. The average monthly short term rental income in Brewster is $5,569.

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

There are 16 Airbnb properties available for sale in Brewster.

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

In February 2026, the average Airbnb occupancy rate in Brewster is 35%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Brewster, MA

728 Great Fields Road

Brewster, MA

3 beds | 2 baths | 1,266 sq.ft.

$649,000

Airbnb cash on cash: 5.66%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $5569

Traditional Rental Income: $2973

Airbnb ROI: 5.66%

Traditional ROI: 3.22%

240 Robbins Hill Road

Brewster, MA

3 beds | 2 baths | 1,418 sq.ft.

$2,395,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $5569

Traditional Rental Income: $3258

Airbnb ROI: 0.31%

Traditional ROI: -0.23%

60 Fletcher Lane unit: C #C

Brewster, MA

1 beds | 1 baths | 579 sq.ft.

$249,000

Airbnb cash on cash: 7.01%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $3458

Traditional Rental Income: $1815

Airbnb ROI: 7.01%

Traditional ROI: 3.28%

398 Lund Farm Way

Brewster, MA

4 beds | 3 baths | 2,448 sq.ft.

$1,199,000

Airbnb cash on cash: 2.92%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $6080

Traditional Rental Income: $3539

Airbnb ROI: 2.92%

Traditional ROI: 1.72%

20 Spring Lane

Brewster, MA

3 beds | 2 baths | 1,652 sq.ft.

$1,065,000

Airbnb cash on cash: 2.95%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $5569

Traditional Rental Income: $3195

Airbnb ROI: 2.95%

Traditional ROI: 1.68%

958 Long Pond Road

Brewster, MA

4 beds | 3 baths | 2,440 sq.ft.

$1,120,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $6080

Traditional Rental Income: $4137

Airbnb ROI: 3.1%

Traditional ROI: 2.38%

100 Fletcher Lane unit: E #E

Brewster, MA

1 beds | 1 baths | 579 sq.ft.

$255,000

Airbnb cash on cash: 9.17%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $3458

Traditional Rental Income: $1794

Airbnb ROI: 9.17%

Traditional ROI: 5.43%

1580 Main Street

Brewster, MA

4 beds | 2 baths | 1,872 sq.ft.

$729,900

Airbnb cash on cash: 5.4%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $6080

Traditional Rental Income: $3801

Airbnb ROI: 5.4%