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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
139 Doe Hill Way Woodstock, VT What a prime location being just off the main road with great privacy and room to roam! Th...	3 beds \| 2 baths \| 1,520 sq.ft.	$549,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 0.94% Airbnb Rental Income: $3573 Traditional Rental Income: $1476 Airbnb ROI: 3.5% Traditional ROI: 0.94%
5798 W Woodstock Rd Woodstock, VT 5798 W Woodstock Rd, Woodstock, VT 05091 \| Single Family Residential	4 beds \| 2 baths \| 1,617 sq.ft.	$349,000	Airbnb cash on cash: 6.84% Traditional cash on cash: 6.42% Airbnb Rental Income: $4160 Traditional Rental Income: $3143 Airbnb ROI: 6.84% Traditional ROI: 6.42%
234 Randall Rd Woodstock, VT 234 Randall Rd, Woodstock, VT 05091 \| Single Family Residential	2 beds \| 1 baths \| 600 sq.ft.	$845,000	Airbnb cash on cash: 0.52% Traditional cash on cash: -1.07% Airbnb Rental Income: $3556 Traditional Rental Income: $1528 Airbnb ROI: 0.52% Traditional ROI: -1.07%
11 Maple St Woodstock, VT A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much d...	4 beds \| 2 baths \| 2,288 sq.ft.	$595,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.96% Airbnb Rental Income: $4160 Traditional Rental Income: $3230 Airbnb ROI: 3.05% Traditional ROI: 2.96%
2556 Church Hill Rd Woodstock, VT Once an old school house, this home features stone walls, beautiful gardens, and a nice le...	2 beds \| 1 baths \| 1,324 sq.ft.	$400,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.27% Airbnb Rental Income: $3556 Traditional Rental Income: $2192 Airbnb ROI: 4.82% Traditional ROI: 3.27%
5556 W Woodstock Rd Woodstock, VT 5556 W Woodstock Rd, Woodstock, VT 05091 \| Manufactured Home	3 beds \| 1 baths \| 903 sq.ft.	$225,000	Airbnb cash on cash: 9.79% Traditional cash on cash: 7.06% Airbnb Rental Income: $3573 Traditional Rental Income: $2207 Airbnb ROI: 9.79% Traditional ROI: 7.06%
23 Biscuit Hollow Rd Woodstock, VT 23 Biscuit Hollow Rd, Woodstock, VT 05091 \| Single Family Residential	3 beds \| 1 baths \| 1,242 sq.ft.	$449,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 2.25% Airbnb Rental Income: $3573 Traditional Rental Income: $2250 Airbnb ROI: 3.53% Traditional ROI: 2.25%

Vacation Rentals in Woodstock

There are 7 vacation rental properties available for sale in the city of Woodstock . The median list price of Airbnb properties available for sale in Woodstock is $1,020,639 and the average price per square foot is $402. The cash on cash return on vacation rentals in Woodstock is 1.00%. The average monthly short term rental income in Woodstock is $3,573.

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

There are 7 Airbnb properties available for sale in Woodstock.

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

In October 2026, the average Airbnb occupancy rate in Woodstock is 32%.

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

139 Doe Hill Way

Woodstock, VT

3 beds | 2 baths | 1,520 sq.ft.

$549,000

Airbnb cash on cash: 3.5%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $3573

Traditional Rental Income: $1476

Airbnb ROI: 3.5%

Traditional ROI: 0.94%

5798 W Woodstock Rd

Woodstock, VT

4 beds | 2 baths | 1,617 sq.ft.

$349,000

Airbnb cash on cash: 6.84%

Traditional cash on cash: 6.42%

Airbnb Rental Income: $4160

Traditional Rental Income: $3143

Airbnb ROI: 6.84%

Traditional ROI: 6.42%

234 Randall Rd

Woodstock, VT

2 beds | 1 baths | 600 sq.ft.

$845,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: -1.07%

Airbnb Rental Income: $3556

Traditional Rental Income: $1528

Airbnb ROI: 0.52%

Traditional ROI: -1.07%

11 Maple St

Woodstock, VT

4 beds | 2 baths | 2,288 sq.ft.

$595,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $4160

Traditional Rental Income: $3230

Airbnb ROI: 3.05%

Traditional ROI: 2.96%

2556 Church Hill Rd

Woodstock, VT

2 beds | 1 baths | 1,324 sq.ft.

$400,000

Airbnb cash on cash: 4.82%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $3556

Traditional Rental Income: $2192

Airbnb ROI: 4.82%

Traditional ROI: 3.27%

5556 W Woodstock Rd

Woodstock, VT

3 beds | 1 baths | 903 sq.ft.

$225,000

Airbnb cash on cash: 9.79%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $3573

Traditional Rental Income: $2207

Airbnb ROI: 9.79%

Traditional ROI: 7.06%

23 Biscuit Hollow Rd

Woodstock, VT

3 beds | 1 baths | 1,242 sq.ft.

$449,000

Airbnb cash on cash: 3.53%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $3573

Traditional Rental Income: $2250

Airbnb ROI: 3.53%

Traditional ROI: 2.25%

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 2026 for short term rentals?

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

How to get Woodstock, VT Airbnb data?

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