Airbnb Properties for Sale in Woodstock, VT

Looking for a vacation rental investment in Woodstock, VT with high ROI ?

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

Airbnb For Sale in Woodstock, VT

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
358 Cowdrey Path Woodstock, VT This beautifully renovated, truly move-in-ready home has been thoughtfully updated through...	3 beds \| 3 baths \| 2,048 sq.ft.	$895,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 0.53% Airbnb Rental Income: $4092 Traditional Rental Income: $3015 Airbnb ROI: 0.78% Traditional ROI: 0.53%
442 E Woodstock Road #4A Woodstock, VT Airy, tranquil and quiet, this former yoga studio space has been converted into a two bedr...	2 beds \| 1 baths \| 1,190 sq.ft.	$239,000	Airbnb cash on cash: 6.79% Traditional cash on cash: 3.46% Airbnb Rental Income: $3705 Traditional Rental Income: $2147 Airbnb ROI: 6.79% Traditional ROI: 3.46%
37 South Street Woodstock, VT New price! Welcome to this beautifully renovated residence in the vibrant heart of Woodsto...	3 beds \| 2 baths \| 1,660 sq.ft.	$785,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.82% Airbnb Rental Income: $4092 Traditional Rental Income: $3145 Airbnb ROI: 1.92% Traditional ROI: 1.82%
16 Church Street Woodstock, VT 16 Church has the most stunning view of the river from any house in the village that we ha...	4 beds \| 3 baths \| 3,089 sq.ft.	$1,295,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 0.8% Airbnb Rental Income: $6314 Traditional Rental Income: $4033 Airbnb ROI: 1.67% Traditional ROI: 0.8%

Vacation Rentals in Woodstock

There are 5 vacation rental properties available for sale in the city of Woodstock . The median list price of Airbnb properties available for sale in Woodstock is $995,000 and the average price per square foot is $462. The cash on cash return on vacation rentals in Woodstock is 1.00%. The average monthly short term rental income in Woodstock is $4,092.

Woodstock, VT Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 5 Airbnb properties available for sale in Woodstock.

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

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

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

Your search for investment property begins and ends here

Airbnb For Sale in Woodstock, VT

358 Cowdrey Path

Woodstock, VT

3 beds | 3 baths | 2,048 sq.ft.

$895,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $4092

Traditional Rental Income: $3015

Airbnb ROI: 0.78%

Traditional ROI: 0.53%

442 E Woodstock Road #4A

Woodstock, VT

2 beds | 1 baths | 1,190 sq.ft.

$239,000

Airbnb cash on cash: 6.79%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $3705

Traditional Rental Income: $2147

Airbnb ROI: 6.79%

Traditional ROI: 3.46%

37 South Street

Woodstock, VT

3 beds | 2 baths | 1,660 sq.ft.

$785,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $4092

Traditional Rental Income: $3145

Airbnb ROI: 1.92%

Traditional ROI: 1.82%

16 Church Street

Woodstock, VT

4 beds | 3 baths | 3,089 sq.ft.

$1,295,000

Airbnb cash on cash: 1.67%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $6314

Traditional Rental Income: $4033

Airbnb ROI: 1.67%

Traditional ROI: 0.8%

Vacation Rentals in Woodstock

Woodstock, VT Short Term Rentals FAQs for Buyers, Sellers and Investors

How many Airbnb properties are available for sale in Woodstock?

Which neighborhoods in Woodstock to invest in 2025 for short term rentals?

What is the average Airbnb occupancy rate in Woodstock, VT?

How to get Woodstock, VT Airbnb data?

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.