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 \| N/A 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%
309 Great Fields Road Brewster, MA Welcome to 309 Great Fields Road, a rare opportunity to own a piece of Cape Cod history an...	3 beds \| 2 baths \| 1,792 sq.ft.	$1,229,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 1.41% Airbnb Rental Income: $5569 Traditional Rental Income: $3264 Airbnb ROI: 2.45% Traditional ROI: 1.41%
117 A P Newcomb Road Brewster, MA Welcome to 117 A P Newcomb Road in historic Brewster. This spacious 4-bedroom, 3-bathroom ...	4 beds \| 3 baths \| 2,436 sq.ft.	$999,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 2.3% Airbnb Rental Income: $6080 Traditional Rental Income: $3775 Airbnb ROI: 3.49% Traditional ROI: 2.3%
55 Leona Terrace Brewster, MA This house checks all the boxes. Enjoy one floor living with first floor laundry and A/C. ...	3 beds \| 2 baths \| 1,192 sq.ft.	$695,000	Airbnb cash on cash: 5.17% Traditional cash on cash: 3.12% Airbnb Rental Income: $5569 Traditional Rental Income: $3126 Airbnb ROI: 5.17% Traditional ROI: 3.12%
232 Robbins Hill Road Brewster, MA RARE OPPORTUNITY to own two homes on more than half an acre of private beachfront property...	3 beds \| 2 baths \| 1,502 sq.ft.	$2,595,000	Airbnb cash on cash: 0.19% Traditional cash on cash: -0.27% Airbnb Rental Income: $5569 Traditional Rental Income: $3349 Airbnb ROI: 0.19% Traditional ROI: -0.27%
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.	$1,296,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 1.52% Airbnb Rental Income: $6080 Traditional Rental Income: $3539 Airbnb ROI: 2.63% Traditional ROI: 1.52%
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%
272 Sheep Pond Drive Brewster, MA Enjoy deeded rights to 2 ass'n beaches, direct access to Sheep Pond and beautiful water vi...	3 beds \| 2 baths \| 1,764 sq.ft.	$849,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 2.55% Airbnb Rental Income: $5569 Traditional Rental Income: $3605 Airbnb ROI: 3.62% Traditional ROI: 2.55%
43 Owl Pond Road Brewster, MA Welcome to a home that truly has it all-space, style, and a setting that makes every day f...	4 beds \| N/A baths \| 2,877 sq.ft.	$1,199,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 2.14% Airbnb Rental Income: $6080 Traditional Rental Income: $4160 Airbnb ROI: 2.79% Traditional ROI: 2.14%
410 Blueberry Pond Drive Brewster, MA Completed in 2023, this newly built, fully electric home blends elevated design, sustainab...	3 beds \| 3 baths \| 2,471 sq.ft.	$1,825,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 0.98% Airbnb Rental Income: $5569 Traditional Rental Income: $4000 Airbnb ROI: 1.25% Traditional ROI: 0.98%
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%
11 Juniper Circle Brewster, MA This spacious town home is located on Cape Cod Bay in a beautifully landscaped community w...	3 beds \| 3 baths \| 2,011 sq.ft.	$1,250,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 1.63% Airbnb Rental Income: $5569 Traditional Rental Income: $3757 Airbnb ROI: 2.23% Traditional ROI: 1.63%
82 Fletcher Lane unit: I #I Brewster, MA Step into this stunningly updated top-floor condo in the desirable Ocean Edge Resort commu...	1 beds \| 1 baths \| 579 sq.ft.	$345,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 3.63% Airbnb Rental Income: $3458 Traditional Rental Income: $1765 Airbnb ROI: 6.49% Traditional ROI: 3.63%
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.	$265,000	Airbnb cash on cash: 8.79% Traditional cash on cash: 5.19% Airbnb Rental Income: $3458 Traditional Rental Income: $1794 Airbnb ROI: 8.79% Traditional ROI: 5.19%
33 Captain William Arthur Road Brewster, MA An exceptionally rare offering where coastal charm meets comfort in the highly desired She...	3 beds \| 1 baths \| 1,800 sq.ft.	$740,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 2.31% Airbnb Rental Income: $5569 Traditional Rental Income: $2761 Airbnb ROI: 4.76% Traditional ROI: 2.31%
166 Highland Moors Drive Brewster, MA In one of Brewster's most desirable locations, this treasured home is perched above Namska...	4 beds \| 3 baths \| 2,509 sq.ft.	$1,795,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.6% Airbnb Rental Income: $6080 Traditional Rental Income: $4021 Airbnb ROI: 1.11% Traditional ROI: 0.6%
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%
30 Fox Crossing Road Brewster, MA Set in the heart of Brewster, one of Cape Cod's most beloved towns, 30 Fox Crossing offers...	5 beds \| 3 baths \| 3,304 sq.ft.	$895,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.76% Airbnb Rental Income: $6486 Traditional Rental Income: $4872 Airbnb ROI: 4.17% Traditional ROI: 3.76%
41 Great Oak Road Brewster, MA Welcome to 41 Great Oak Road in Brewster. Built in 1974, this traditional Cape has four be...	4 beds \| 2 baths \| 1,789 sq.ft.	$675,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 3.88% Airbnb Rental Income: $6080 Traditional Rental Income: $3562 Airbnb ROI: 5.97% Traditional ROI: 3.88%
104 Sachemus Trail unit: 104 #104 Brewster, MA Brewster Landing - this beautiful stand alone condo has been maintained with loving care. ...	3 beds \| N/A baths \| 1,652 sq.ft.	$874,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 2.06% Airbnb Rental Income: $5569 Traditional Rental Income: $3090 Airbnb ROI: 3.73% Traditional ROI: 2.06%
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%
21 Sea Meadow Lane Brewster, MA Bayside Brewster neighborhood. This charming 4 bedroom Cape invites an active lifestyle. W...	4 beds \| 2 baths \| 1,728 sq.ft.	$959,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 2.21% Airbnb Rental Income: $6080 Traditional Rental Income: $3453 Airbnb ROI: 3.81% Traditional ROI: 2.21%
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%
597 Great Fields Road Brewster, MA Beautifully maintained and tastefully updated ranch in desirable Brewster area near bike p...	3 beds \| 2 baths \| 1,590 sq.ft.	$678,000	Airbnb cash on cash: 5.31% Traditional cash on cash: 3.26% Airbnb Rental Income: $5569 Traditional Rental Income: $3155 Airbnb ROI: 5.31% Traditional ROI: 3.26%
21 Nancys Way Brewster, MA Welcome to a haven of tranquility, where perfect curb appeal greets you at this elegant Ca...	3 beds \| N/A baths \| 2,480 sq.ft.	$1,250,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 0.77% Airbnb Rental Income: $5569 Traditional Rental Income: $2846 Airbnb ROI: 2.15% Traditional ROI: 0.77%
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.	$2,499,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.39% Airbnb Rental Income: $5569 Traditional Rental Income: $4387 Airbnb ROI: 0.42% Traditional ROI: 0.39%
130 Millstone Road unit: 12 #12 Brewster, MA Motivated seller. This three-bedroom, one-bath home offers the best of both worlds in Brew...	3 beds \| 1 baths \| 1,511 sq.ft.	$450,000	Airbnb cash on cash: 8.6% Traditional cash on cash: 4.43% Airbnb Rental Income: $5569 Traditional Rental Income: $2695 Airbnb ROI: 8.6% Traditional ROI: 4.43%
85 Yankee Drive Brewster, MA Nestled in a well-established neighborhood in Brewster, this charming three-bedroom ranch ...	3 beds \| 2 baths \| 1,192 sq.ft.	$705,000	Airbnb cash on cash: 5.03% Traditional cash on cash: 2.71% Airbnb Rental Income: $5569 Traditional Rental Income: $2930 Airbnb ROI: 5.03% Traditional ROI: 2.71%
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%
26 Pinewood Drive Brewster, MA The lowest-priced house in the beautiful Town of Brewster offers an opportunity for buyers...	3 beds \| 2 baths \| 1,278 sq.ft.	$550,000	Airbnb cash on cash: 6.86% Traditional cash on cash: 3.9% Airbnb Rental Income: $5569 Traditional Rental Income: $2935 Airbnb ROI: 6.86% Traditional ROI: 3.9%
3904 Main Street Brewster, MA Updated and charming 3-bedroom, 2-bath Cape offering a great mix of comfort and functional...	3 beds \| 2 baths \| 1,804 sq.ft.	$775,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 2.85% Airbnb Rental Income: $5569 Traditional Rental Income: $3250 Airbnb ROI: 4.52% Traditional ROI: 2.85%
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%
765 Millstone Road Brewster, MA Nestled in the heart of Brewster, this 3-bedroom, 1-bathroom ranch offers the perfect oppo...	3 beds \| 1 baths \| 960 sq.ft.	$529,900	Airbnb cash on cash: 7.24% Traditional cash on cash: 2.94% Airbnb Rental Income: $5569 Traditional Rental Income: $2319 Airbnb ROI: 7.24% Traditional ROI: 2.94%
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%

Vacation Rentals in Brewster

There are 37 vacation rental properties available for sale in the city of Brewster . The median list price of Airbnb properties available for sale in Brewster is $762,450 and the average price per square foot is $425. The cash on cash return on vacation rentals in Brewster is 4.00%. 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 37 Airbnb properties available for sale in Brewster.

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

In December 2025, 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 | N/A 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%

309 Great Fields Road

Brewster, MA

3 beds | 2 baths | 1,792 sq.ft.

$1,229,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $5569

Traditional Rental Income: $3264

Airbnb ROI: 2.45%

Traditional ROI: 1.41%

117 A P Newcomb Road

Brewster, MA

4 beds | 3 baths | 2,436 sq.ft.

$999,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $6080

Traditional Rental Income: $3775

Airbnb ROI: 3.49%

Traditional ROI: 2.3%

55 Leona Terrace

Brewster, MA

3 beds | 2 baths | 1,192 sq.ft.

$695,000

Airbnb cash on cash: 5.17%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $5569

Traditional Rental Income: $3126

Airbnb ROI: 5.17%

Traditional ROI: 3.12%

232 Robbins Hill Road

Brewster, MA

3 beds | 2 baths | 1,502 sq.ft.

$2,595,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: -0.27%

Airbnb Rental Income: $5569

Traditional Rental Income: $3349

Airbnb ROI: 0.19%

Traditional ROI: -0.27%

398 Lund Farm Way

Brewster, MA

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

$1,296,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $6080

Traditional Rental Income: $3539

Airbnb ROI: 2.63%