Airbnb Properties for Sale in Osterville, MA

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

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

Airbnb For Sale in Osterville, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
39 Tower Hill Road unit: 1C #1C Osterville, MA - Prime location in Osterville village near shops, eateries, library, parks, and essential...	2 beds \| 2 baths \| 1,131 sq.ft.	$574,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 2.09% Airbnb Rental Income: $4681 Traditional Rental Income: $2671 Airbnb ROI: 4.03% Traditional ROI: 2.09%
89 Swift Avenue Osterville, MA OPPORTUNITY AWAITS! This four bedroom, two bath ranch home offers incredible potential in ...	4 beds \| 2 baths \| 2,674 sq.ft.	$1,175,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 1.64% Airbnb Rental Income: $5495 Traditional Rental Income: $3597 Airbnb ROI: 2.37% Traditional ROI: 1.64%
16 Second Avenue unit: 5A #5A Osterville, MA Tucked along picturesque Parker Road, between the Osterville Historical Museum and Wianno ...	1 beds \| 1 baths \| 720 sq.ft.	$588,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 1.99% Airbnb Rental Income: $4456 Traditional Rental Income: $2015 Airbnb ROI: 4.74% Traditional ROI: 1.99%
77 Robbins Street Osterville, MA Must see, spacious, lovely home in the sought-after village of Osterville. Ideally located...	4 beds \| 2 baths \| 2,976 sq.ft.	$1,395,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 1.89% Airbnb Rental Income: $5495 Traditional Rental Income: $4331 Airbnb ROI: 1.94% Traditional ROI: 1.89%
920 Main Street unit: 1 Building 2 #1 Building 2 Osterville, MA Wouldn't you just love to have one of Cape Cod's most charming Main Streets at your front ...	2 beds \| 2 baths \| 1,150 sq.ft.	$615,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 3.05% Airbnb Rental Income: $4681 Traditional Rental Income: $2685 Airbnb ROI: 4.84% Traditional ROI: 3.05%
268 Bumps River Road Osterville, MA Welcome to this charming ranch in Osterville, one of Cape Cod's most coveted villages sout...	2 beds \| 1 baths \| 1,179 sq.ft.	$605,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 2.61% Airbnb Rental Income: $4681 Traditional Rental Income: $2326 Airbnb ROI: 5.07% Traditional ROI: 2.61%
369 Bumps River Road Osterville, MA Welcome to your new home in the highly sought-after village of Osterville! This charming 3...	3 beds \| 2 baths \| 1,152 sq.ft.	$680,000	Airbnb cash on cash: 4% Traditional cash on cash: 2.83% Airbnb Rental Income: $4575 Traditional Rental Income: $2880 Airbnb ROI: 4% Traditional ROI: 2.83%
3040 Falmouth Road unit: H #H Osterville, MA All utilities-heat and electric-are covered by the monthly fee (except cable), making this...	2 beds \| 1 baths \| 594 sq.ft.	$349,500	Airbnb cash on cash: 9.85% Traditional cash on cash: 4.61% Airbnb Rental Income: $4681 Traditional Rental Income: $1993 Airbnb ROI: 9.85% Traditional ROI: 4.61%
40 Waterfield Road Osterville, MA Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobbles...	4 beds \| 2 baths \| 1,775 sq.ft.	$1,115,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 1.86% Airbnb Rental Income: $5495 Traditional Rental Income: $3553 Airbnb ROI: 2.67% Traditional ROI: 1.86%
123 Tower Hill Road Osterville, MA With a prime in-town location, this 3-bedroom, 1.5-bath Osterville Cape offers the perfect...	3 beds \| 2 baths \| 1,136 sq.ft.	$789,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 1.79% Airbnb Rental Income: $4575 Traditional Rental Income: $2581 Airbnb ROI: 3.2% Traditional ROI: 1.79%
39 Tower Hill Road unit: Apt 15B #Apt 15B Osterville, MA Explore the exciting potential of 39 Tower Hill Road, Unit 15B in Osterville, MA. This fir...	2 beds \| 2 baths \| 1,261 sq.ft.	$450,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 4.35% Airbnb Rental Income: $4681 Traditional Rental Income: $2772 Airbnb ROI: 6.58% Traditional ROI: 4.35%
33 Sunset Lane Osterville, MA A rare find in the village of Osterville! Discover a truly exceptional opportunity in the ...	3 beds \| 2 baths \| 1,686 sq.ft.	$1,599,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 0.39% Airbnb Rental Income: $4575 Traditional Rental Income: $3154 Airbnb ROI: 0.71% Traditional ROI: 0.39%
30 Deerfield Rd. Osterville, MA Property is being offered via Estate Auction on Friday, January 16th at 11am on-site. The ...	3 beds \| 2 baths \| 1,937 sq.ft.	$766,100	Airbnb cash on cash: 3.91% Traditional cash on cash: 3.5% Airbnb Rental Income: $4575 Traditional Rental Income: $3330 Airbnb ROI: 3.91% Traditional ROI: 3.5%
30 Pond Street Osterville, MA Attention contractors, developers, and homeowners with a vision! Full acre lot less than 1...	3 beds \| 1 baths \| 974 sq.ft.	$675,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 1.98% Airbnb Rental Income: $4575 Traditional Rental Income: $2346 Airbnb ROI: 4.01% Traditional ROI: 1.98%

Vacation Rentals in Osterville

There are 14 vacation rental properties available for sale in the city of Osterville . The median list price of Airbnb properties available for sale in Osterville is $952,000 and the average price per square foot is $366. The cash on cash return on vacation rentals in Osterville is 3.00%. The average monthly short term rental income in Osterville is $4,681.

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

There are 14 Airbnb properties available for sale in Osterville.

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

In December 2025, the average Airbnb occupancy rate in Osterville is 33%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Osterville, MA

39 Tower Hill Road unit: 1C #1C

Osterville, MA

2 beds | 2 baths | 1,131 sq.ft.

$574,000

Airbnb cash on cash: 4.03%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $4681

Traditional Rental Income: $2671

Airbnb ROI: 4.03%

Traditional ROI: 2.09%

89 Swift Avenue

Osterville, MA

4 beds | 2 baths | 2,674 sq.ft.

$1,175,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $5495

Traditional Rental Income: $3597

Airbnb ROI: 2.37%

Traditional ROI: 1.64%

16 Second Avenue unit: 5A #5A

Osterville, MA

1 beds | 1 baths | 720 sq.ft.

$588,000

Airbnb cash on cash: 4.74%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $4456

Traditional Rental Income: $2015

Airbnb ROI: 4.74%

Traditional ROI: 1.99%

77 Robbins Street

Osterville, MA

4 beds | 2 baths | 2,976 sq.ft.

$1,395,000

Airbnb cash on cash: 1.94%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $5495

Traditional Rental Income: $4331

Airbnb ROI: 1.94%

Traditional ROI: 1.89%

920 Main Street unit: 1 Building 2 #1 Building 2

Osterville, MA

2 beds | 2 baths | 1,150 sq.ft.

$615,000

Airbnb cash on cash: 4.84%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $4681

Traditional Rental Income: $2685

Airbnb ROI: 4.84%

Traditional ROI: 3.05%

268 Bumps River Road

Osterville, MA

2 beds | 1 baths | 1,179 sq.ft.

$605,000

Airbnb cash on cash: 5.07%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $4681

Traditional Rental Income: $2326

Airbnb ROI: 5.07%

Traditional ROI: 2.61%

369 Bumps River Road

Osterville, MA

3 beds | 2 baths | 1,152 sq.ft.

$680,000

Airbnb cash on cash: 4%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $4575

Traditional Rental Income: $2880

Airbnb ROI: 4%

Traditional ROI: 2.83%

3040 Falmouth Road unit: H #H

Osterville, MA

2 beds | 1 baths | 594 sq.ft.

$349,500

Airbnb cash on cash: 9.85%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $4681

Traditional Rental Income: $1993

Airbnb ROI: 9.85%