Airbnb Properties for Sale in Woodstock, NY

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

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

Airbnb For Sale in Woodstock, NY

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3207-3209 Route 212 Woodstock, NY Woodstock Homestead Compound in Bearsville, NY A truly rare and wonderful opportunity aw...	4 beds \| 3 baths \| 3,378 sq.ft.	$1,149,000	Airbnb cash on cash: 1.48% Traditional cash on cash: -0.49% Airbnb Rental Income: $4701 Traditional Rental Income: $1627 Airbnb ROI: 1.48% Traditional ROI: -0.49%
19 Blues Quarry Woodstock, NY Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath mod...	4 beds \| 3 baths \| 2,613 sq.ft.	$1,350,000	Airbnb cash on cash: 0.11% Traditional cash on cash: -0.06% Airbnb Rental Income: $4701 Traditional Rental Income: $3515 Airbnb ROI: 0.11% Traditional ROI: -0.06%
357 Chestnut Hill Rd Woodstock, NY Looking for that adorable Woodstock cottage close to town and tucked away on a quiet windi...	2 beds \| 1 baths \| 1,338 sq.ft.	$595,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.19% Airbnb Rental Income: $2832 Traditional Rental Income: $1703 Airbnb ROI: 1.03% Traditional ROI: 0.19%
100 Zena Rd #sawkill road Woodstock, NY 100 Zena Rd, West Hurley, NY 12498 \| Other	N/A beds \| N/A baths \| N/A	$184,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 2.52% Airbnb Rental Income: $1713 Traditional Rental Income: $1009 Airbnb ROI: 3.83% Traditional ROI: 2.52%
57 Ohayo Mt. Rd Woodstock, NY 57 Ohayo Mt. Rd, Woodstock, NY 12498 \| Single Family Residential	1 beds \| 1 baths \| 841 sq.ft.	$395,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 0.02% Airbnb Rental Income: $1721 Traditional Rental Income: $1103 Airbnb ROI: 0.41% Traditional ROI: 0.02%
5 Lazy Brook Ln Woodstock, NY 5 Lazy Brook Ln, Woodstock, NY 12498 \| Single Family Residential	4 beds \| 2 baths \| 2,480 sq.ft.	$799,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 0.89% Airbnb Rental Income: $4701 Traditional Rental Income: $2775 Airbnb ROI: 2.18% Traditional ROI: 0.89%
Tbd Wardwell Ln Woodstock, NY Tbd Wardwell Ln, Woodstock, NY 12498 \| Other	N/A beds \| N/A baths \| 1,290 sq.ft.	$435,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.06% Airbnb Rental Income: $1713 Traditional Rental Income: $1218 Airbnb ROI: 0.11% Traditional ROI: 0.06%
328 John Joy Rd Woodstock, NY 328 John Joy Rd, Woodstock, NY 12498 \| Single Family Residential	2 beds \| 2 baths \| 1,300 sq.ft.	$569,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 0.68% Airbnb Rental Income: $2832 Traditional Rental Income: $1895 Airbnb ROI: 1.2% Traditional ROI: 0.68%
92 Whichtree Road Woodstock, NY Open house this Sunday, 4/19 from 12-3pm. Refreshments will be served! Here is that very a...	3 beds \| 2 baths \| 1,033 sq.ft.	$415,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.22% Airbnb Rental Income: $3156 Traditional Rental Income: $2395 Airbnb ROI: 3.33% Traditional ROI: 3.22%
94 Chestnut Hill Rd Woodstock, NY A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart...	3 beds \| 1 baths \| 1,360 sq.ft.	$1,325,000	Airbnb cash on cash: 0.17% Traditional cash on cash: -0.15% Airbnb Rental Income: $3156 Traditional Rental Income: $2045 Airbnb ROI: 0.17% Traditional ROI: -0.15%
29 Maurizi Ln Woodstock, NY Set on an almost 3-acre wooded lot, this property has so much to offer in a quiet location...	4 beds \| 2 baths \| 2,372 sq.ft.	$799,999	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.73% Airbnb Rental Income: $4701 Traditional Rental Income: $3658 Airbnb ROI: 2.83% Traditional ROI: 2.73%
48 Mountainview Ave Woodstock, NY 48 Mountainview Ave, Woodstock, NY 12498 \| Single Family Residential	2 beds \| 2 baths \| 1,248 sq.ft.	$599,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 0.59% Airbnb Rental Income: $2832 Traditional Rental Income: $1936 Airbnb ROI: 1.01% Traditional ROI: 0.59%
19 Blues Quarry Rd Woodstock, NY 19 Blues Quarry Rd, Woodstock, NY 12498 \| Single Family Residential	4 beds \| 3 baths \| 2,613 sq.ft.	$1,380,000	Airbnb cash on cash: 0.12% Traditional cash on cash: -0.07% Airbnb Rental Income: $4701 Traditional Rental Income: $3476 Airbnb ROI: 0.12% Traditional ROI: -0.07%
18 Playhouse Ln Woodstock, NY 18 Playhouse Ln, Woodstock, NY 12498 \| Single Family Residential	3 beds \| 2 baths \| 1,067 sq.ft.	$725,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.35% Airbnb Rental Income: $3156 Traditional Rental Income: $2161 Airbnb ROI: 0.77% Traditional ROI: 0.35%
1 Stone Ridge Ct Woodstock, NY 1 Stone Ridge Ct, Woodstock, NY 12498 \| Single Family Residential	4 beds \| 2 baths \| 2,584 sq.ft.	$799,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.13% Airbnb Rental Income: $4701 Traditional Rental Income: $2949 Airbnb ROI: 2.18% Traditional ROI: 1.13%
334 Yerry Hill Rd Woodstock, NY 0 Yerry Hill Rd, Woodstock, NY 12498 \| Other	3 beds \| N/A baths \| N/A	$300,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 0.31% Airbnb Rental Income: $3156 Traditional Rental Income: $944 Airbnb ROI: 5.62% Traditional ROI: 0.31%
110 Cottontail Ln Woodstock, NY 110 Cottontail Ln, Woodstock, NY 12498 \| Single Family Residential	4 beds \| 2 baths \| 2,265 sq.ft.	$539,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 2.9% Airbnb Rental Income: $4701 Traditional Rental Income: $2919 Airbnb ROI: 4.51% Traditional ROI: 2.9%
40 Simmons Dr Woodstock, NY 40 Simmons Dr, Woodstock, NY 12498 \| Single Family Residential	3 beds \| 1 baths \| 1,814 sq.ft.	$625,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 0.31% Airbnb Rental Income: $3156 Traditional Rental Income: $1852 Airbnb ROI: 1.32% Traditional ROI: 0.31%
21 Overlook Drive Woodstock, NY A sweet bright ranch in a friendly neighborhood, only a skip and a jump from the center of...	3 beds \| 1 baths \| 1,200 sq.ft.	$399,999	Airbnb cash on cash: 4.25% Traditional cash on cash: 3.46% Airbnb Rental Income: $3156 Traditional Rental Income: $2145 Airbnb ROI: 4.25% Traditional ROI: 3.46%

Vacation Rentals in Woodstock

There are 19 vacation rental properties available for sale in the city of Woodstock . The median list price of Airbnb properties available for sale in Woodstock is $698,582 and the average price per square foot is $283. The cash on cash return on vacation rentals in Woodstock is 1.00%. The average monthly short term rental income in Woodstock is $3,156.

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

There are 19 Airbnb properties available for sale in Woodstock.

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

In September 2026, the average Airbnb occupancy rate in Woodstock is 27%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Woodstock, NY

3207-3209 Route 212

Woodstock, NY

4 beds | 3 baths | 3,378 sq.ft.

$1,149,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: -0.49%

Airbnb Rental Income: $4701

Traditional Rental Income: $1627

Airbnb ROI: 1.48%

Traditional ROI: -0.49%

19 Blues Quarry

Woodstock, NY

4 beds | 3 baths | 2,613 sq.ft.

$1,350,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $4701

Traditional Rental Income: $3515

Airbnb ROI: 0.11%

Traditional ROI: -0.06%

357 Chestnut Hill Rd

Woodstock, NY

2 beds | 1 baths | 1,338 sq.ft.

$595,000

Airbnb cash on cash: 1.03%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $2832

Traditional Rental Income: $1703

Airbnb ROI: 1.03%

Traditional ROI: 0.19%

100 Zena Rd #sawkill road

Woodstock, NY

N/A beds | N/A baths | N/A

$184,900

Airbnb cash on cash: 3.83%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $1713

Traditional Rental Income: $1009

Airbnb ROI: 3.83%

Traditional ROI: 2.52%

57 Ohayo Mt. Rd

Woodstock, NY

1 beds | 1 baths | 841 sq.ft.

$395,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 0.02%

Airbnb Rental Income: $1721

Traditional Rental Income: $1103

Airbnb ROI: 0.41%

Traditional ROI: 0.02%

5 Lazy Brook Ln

Woodstock, NY

4 beds | 2 baths | 2,480 sq.ft.

$799,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 0.89%

Airbnb Rental Income: $4701

Traditional Rental Income: $2775

Airbnb ROI: 2.18%

Traditional ROI: 0.89%

Tbd Wardwell Ln

Woodstock, NY

N/A beds | N/A baths | 1,290 sq.ft.

$435,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $1713

Traditional Rental Income: $1218

Airbnb ROI: 0.11%

Traditional ROI: 0.06%

328 John Joy Rd

Woodstock, NY

2 beds | 2 baths | 1,300 sq.ft.

$569,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 0.68%

Airbnb Rental Income: $2832

Traditional Rental Income: $1895

Airbnb ROI: 1.2%