Airbnb Properties for Sale in Woodstock, CT

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

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

Airbnb For Sale in Woodstock, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
170 Lyon Hill Road Woodstock, CT This original 1811 Colonial, surrounded by nature's beauty, will welcome and captivate in ...	3 beds \| 3 baths \| 2,960 sq.ft.	$679,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 0.31% Airbnb Rental Income: $6015 Traditional Rental Income: $2267 Airbnb ROI: 4.34% Traditional ROI: 0.31%
56 Laurel Hill Drive Woodstock, CT Charming 3-Bedroom Home on Double Lot - Lake Bunggee Waterfront Access! Discover the pote...	3 beds \| 2 baths \| 1,008 sq.ft.	$475,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 2.62% Airbnb Rental Income: $6015 Traditional Rental Income: $2644 Airbnb ROI: 7.52% Traditional ROI: 2.62%
70 Laurel Hill Drive Woodstock, CT Get ready to fall in love with this fully renovated colonial, just one minute from the bea...	3 beds \| 3 baths \| 1,682 sq.ft.	$449,900	Airbnb cash on cash: 8.11% Traditional cash on cash: 4.35% Airbnb Rental Income: $6015 Traditional Rental Income: $3238 Airbnb ROI: 8.11% Traditional ROI: 4.35%
36 Dunleavy Drive Woodstock, CT Discover this charming colonial Lakefront home on Roseland Lake, offering 2,036 sq ft of l...	3 beds \| 2 baths \| 2,036 sq.ft.	$524,900	Airbnb cash on cash: 6.52% Traditional cash on cash: 4.26% Airbnb Rental Income: $6015 Traditional Rental Income: $3717 Airbnb ROI: 6.52% Traditional ROI: 4.26%
50 Crooked Trail Woodstock, CT This is a large raised ranch with all 3 bedrooms on the main level. The primary bedroom ha...	3 beds \| 3 baths \| 2,339 sq.ft.	$399,900	Airbnb cash on cash: 9.5% Traditional cash on cash: 6.69% Airbnb Rental Income: $6015 Traditional Rental Income: $3770 Airbnb ROI: 9.5% Traditional ROI: 6.69%
115 Crooked Trail Extension Woodstock, CT This charming, year-round lake front home located at 115 Crooked Trail Ext in Woodstock, ...	3 beds \| 2 baths \| 1,922 sq.ft.	$659,000	Airbnb cash on cash: 4.57% Traditional cash on cash: 2.32% Airbnb Rental Income: $6015 Traditional Rental Income: $3439 Airbnb ROI: 4.57% Traditional ROI: 2.32%
69 Lyon Hill Road Woodstock, CT Nestled on a picturesque 1.75-acre lot in the heart of Woodstock, Connecticut, this loving...	3 beds \| 2 baths \| 1,210 sq.ft.	$440,000	Airbnb cash on cash: 8.36% Traditional cash on cash: 3.33% Airbnb Rental Income: $6015 Traditional Rental Income: $2750 Airbnb ROI: 8.36% Traditional ROI: 3.33%
211 New Sweden Road Woodstock, CT Welcome home to this classic Colonial nestled on a 2-acre country lot in desirable Woodsto...	3 beds \| 3 baths \| 2,016 sq.ft.	$494,900	Airbnb cash on cash: 7.1% Traditional cash on cash: 4.28% Airbnb Rental Income: $6015 Traditional Rental Income: $3521 Airbnb ROI: 7.1% Traditional ROI: 4.28%

Vacation Rentals in Woodstock

There are 8 vacation rental properties available for sale in the city of Woodstock . The median list price of Airbnb properties available for sale in Woodstock is $494,900 and the average price per square foot is $224. The cash on cash return on vacation rentals in Woodstock is 3.00%. The average monthly short term rental income in Woodstock is $3,137.

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

There are 8 Airbnb properties available for sale in Woodstock.

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

In October 2025, the average Airbnb occupancy rate in Woodstock is 34%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Woodstock, CT

170 Lyon Hill Road

Woodstock, CT

3 beds | 3 baths | 2,960 sq.ft.

$679,000

Airbnb cash on cash: 4.34%

Traditional cash on cash: 0.31%

Airbnb Rental Income: $6015

Traditional Rental Income: $2267

Airbnb ROI: 4.34%

Traditional ROI: 0.31%

56 Laurel Hill Drive

Woodstock, CT

3 beds | 2 baths | 1,008 sq.ft.

$475,000

Airbnb cash on cash: 7.52%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $6015

Traditional Rental Income: $2644

Airbnb ROI: 7.52%

Traditional ROI: 2.62%

70 Laurel Hill Drive

Woodstock, CT

3 beds | 3 baths | 1,682 sq.ft.

$449,900

Airbnb cash on cash: 8.11%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $6015

Traditional Rental Income: $3238

Airbnb ROI: 8.11%

Traditional ROI: 4.35%

36 Dunleavy Drive

Woodstock, CT

3 beds | 2 baths | 2,036 sq.ft.

$524,900

Airbnb cash on cash: 6.52%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $6015

Traditional Rental Income: $3717

Airbnb ROI: 6.52%

Traditional ROI: 4.26%

50 Crooked Trail

Woodstock, CT

3 beds | 3 baths | 2,339 sq.ft.

$399,900

Airbnb cash on cash: 9.5%

Traditional cash on cash: 6.69%

Airbnb Rental Income: $6015

Traditional Rental Income: $3770

Airbnb ROI: 9.5%

Traditional ROI: 6.69%

115 Crooked Trail Extension

Woodstock, CT

3 beds | 2 baths | 1,922 sq.ft.

$659,000

Airbnb cash on cash: 4.57%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $6015

Traditional Rental Income: $3439

Airbnb ROI: 4.57%

Traditional ROI: 2.32%

69 Lyon Hill Road

Woodstock, CT

3 beds | 2 baths | 1,210 sq.ft.

$440,000

Airbnb cash on cash: 8.36%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $6015

Traditional Rental Income: $2750

Airbnb ROI: 8.36%

Traditional ROI: 3.33%

211 New Sweden Road

Woodstock, CT

3 beds | 3 baths | 2,016 sq.ft.

$494,900

Airbnb cash on cash: 7.1%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $6015

Traditional Rental Income: $3521

Airbnb ROI: 7.1%