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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
33 Whitney Drive Woodstock, NY Sought-After Woodstock Mid-Century Raised Ranch Experience the unique character and tra...	4 beds \| 2 baths \| 1,820 sq.ft.	$547,000	Airbnb cash on cash: 8.79% Traditional cash on cash: 3.97% Airbnb Rental Income: $6897 Traditional Rental Income: $3093 Airbnb ROI: 8.79% Traditional ROI: 3.97%
2571 Route 212 Woodstock, NY Discover this exquisite Woodstock home, a true gem that seamlessly blends history, charm, ...	4 beds \| 2 baths \| 1,890 sq.ft.	$1,499,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 0.19% Airbnb Rental Income: $6897 Traditional Rental Income: $3028 Airbnb ROI: 2.01% Traditional ROI: 0.19%
2101 Glasco Turnpike Woodstock, NY ORIGINAL WOODSTOCK ARTIST GEM Nestled on a picturesque .45-acre parcel overlooking the ...	2 beds \| 2 baths \| 1,455 sq.ft.	$575,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 4.56% Airbnb Rental Income: $4418 Traditional Rental Income: $3341 Airbnb ROI: 4.84% Traditional ROI: 4.56%
79 Upper Byrdcliffe Way Woodstock, NY Quintessential compound on Woodstock's most iconic road in the historic Byrdcliffe Arts Co...	3 beds \| 2 baths \| 1,246 sq.ft.	$848,900	Airbnb cash on cash: 3.52% Traditional cash on cash: 0.89% Airbnb Rental Income: $5296 Traditional Rental Income: $2146 Airbnb ROI: 3.52% Traditional ROI: 0.89%
913 Wittenberg Road Woodstock, NY Welcome to your serene escape surrounded by Wilson State Park! This newly renovated 2-bedr...	2 beds \| 1 baths \| 957 sq.ft.	$435,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 1.8% Airbnb Rental Income: $4418 Traditional Rental Income: $1639 Airbnb ROI: 6.35% Traditional ROI: 1.8%
347 W Saugerties Woodstock Road Woodstock, NY Nestled near the heart of Woodstock, this charming four-bedroom, two and a half bathroom h...	4 beds \| 3 baths \| 2,757 sq.ft.	$899,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 0.64% Airbnb Rental Income: $6897 Traditional Rental Income: $3544 Airbnb ROI: 3.05% Traditional ROI: 0.64%
13-16 Torn Hill Road Woodstock, NY Welcome to Sunshine Cottages, a unique opportunity to own a two-home property in the heart...	4 beds \| N/A baths \| 2,780 sq.ft.	$799,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 1.02% Airbnb Rental Income: $6897 Traditional Rental Income: $2602 Airbnb ROI: 4.99% Traditional ROI: 1.02%
296 Yerry Hill Road Woodstock, NY Charming Woodstock Cottage with Old World Charm Discover this delightful 1,279 sq. ft. ...	3 beds \| 2 baths \| 1,279 sq.ft.	$479,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 5.5% Airbnb Rental Income: $5296 Traditional Rental Income: $3517 Airbnb ROI: 7.08% Traditional ROI: 5.5%
10 Munchkin Woodstock, NY Set back off the road, down a private drive, situated on over 3 acres of peace and tranqui...	4 beds \| 4 baths \| 2,327 sq.ft.	$895,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.28% Airbnb Rental Income: $6897 Traditional Rental Income: $4048 Airbnb ROI: 3.1% Traditional ROI: 1.28%
180 Route 375 Woodstock, NY Welcome to this inviting 3 bedroom, 2 bath split level home, perfectly situated on nearly ...	3 beds \| 2 baths \| 1,180 sq.ft.	$399,900	Airbnb cash on cash: 8.23% Traditional cash on cash: 3.29% Airbnb Rental Income: $5296 Traditional Rental Income: $2372 Airbnb ROI: 8.23% Traditional ROI: 3.29%
328 Ohayo Mtn Woodstock, NY Nestled on one of Woodstock's most desirable roads and an easy 3 minutes into Woodstock, t...	2 beds \| 2 baths \| 1,756 sq.ft.	$629,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 1.93% Airbnb Rental Income: $4418 Traditional Rental Income: $2646 Airbnb ROI: 3.37% Traditional ROI: 1.93%
15 Schoonmaker Lane Woodstock, NY Nestled in the picturesque village of Woodstock, this charming cottage is a true gem that ...	2 beds \| 1 baths \| 1,044 sq.ft.	$595,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 0.65% Airbnb Rental Income: $4418 Traditional Rental Income: $1863 Airbnb ROI: 3.58% Traditional ROI: 0.65%
63 Rock City Road Woodstock, NY Minutes from the heart of Woodstock Village, this 3-bed, 3-bath ranch home with accessory ...	3 beds \| 3 baths \| 2,065 sq.ft.	$750,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 2.17% Airbnb Rental Income: $5296 Traditional Rental Income: $3132 Airbnb ROI: 3.73% Traditional ROI: 2.17%
44 Lauren Court Woodstock, NY Located in desirable Woodstock, this stunning Colonial home is set down a long, private dr...	3 beds \| 3 baths \| 2,944 sq.ft.	$960,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 1.05% Airbnb Rental Income: $5296 Traditional Rental Income: $3617 Airbnb ROI: 1.73% Traditional ROI: 1.05%
17 Harder Road Woodstock, NY Welcome to 17 Harder Road, where charm meets modern convenience in this beautifully renova...	2 beds \| 1 baths \| 806 sq.ft.	$345,000	Airbnb cash on cash: 8.28% Traditional cash on cash: 3.03% Airbnb Rental Income: $4418 Traditional Rental Income: $1793 Airbnb ROI: 8.28% Traditional ROI: 3.03%
4868 Route 212 Woodstock, NY Welcome to your dream retreat in the heart of the Catskill Mountains! This beautifully rem...	5 beds \| 3 baths \| 2,044 sq.ft.	$925,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.24% Airbnb Rental Income: $4960 Traditional Rental Income: $3546 Airbnb ROI: 2.7% Traditional ROI: 2.24%
3555 Route 212 Woodstock, NY Enchanting vintage cottage tucked into a forest of Japanese Maples. Just four miles from t...	2 beds \| 1 baths \| 1,162 sq.ft.	$499,900	Airbnb cash on cash: 5.28% Traditional cash on cash: 1.69% Airbnb Rental Income: $4418 Traditional Rental Income: $1815 Airbnb ROI: 5.28% Traditional ROI: 1.69%
66-68 Webster Road Woodstock, NY Rare Opportunity in the Historic Byrdcliffe Arts Colony, Woodstock, NY Discover this ch...	2 beds \| 2 baths \| 1,092 sq.ft.	$656,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 1.05% Airbnb Rental Income: $4418 Traditional Rental Income: $2228 Airbnb ROI: 3.11% Traditional ROI: 1.05%
33 Cottonwood Lane Woodstock, NY The perfect Upstate compound. Located in one of the most beautiful locations in Woodstock,...	3 beds \| 2 baths \| 1,423 sq.ft.	$990,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 0.15% Airbnb Rental Income: $5296 Traditional Rental Income: $2593 Airbnb ROI: 1.92% Traditional ROI: 0.15%
70 Vandebogart Road Woodstock, NY Your Hudson Valley Dream Home Awaits! Welcome to this beautifully renovated four-bedroom ...	4 beds \| 2 baths \| 1,960 sq.ft.	$579,000	Airbnb cash on cash: 7.48% Traditional cash on cash: 2.95% Airbnb Rental Income: $6897 Traditional Rental Income: $3105 Airbnb ROI: 7.48% Traditional ROI: 2.95%
250 Macdaniel Road Woodstock, NY Nestled on 5 serene wooded acres in a highly sought-after Woodstock location, this post an...	1 beds \| 1 baths \| 846 sq.ft.	$499,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 0.75% Airbnb Rental Income: $2564 Traditional Rental Income: $1680 Airbnb ROI: 1.32% Traditional ROI: 0.75%

Vacation Rentals in Woodstock

There are 21 vacation rental properties available for sale in the city of Woodstock . The median list price of Airbnb properties available for sale in Woodstock is $750,000 and the average price per square foot is $395. The cash on cash return on vacation rentals in Woodstock is 3.00%. The average monthly short term rental income in Woodstock is $5,296.

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

There are 21 Airbnb properties available for sale in Woodstock.

In 2024, the best neighborhood to buy short term rental property is Woodstock.

In December 2024, the average Airbnb occupancy rate in Woodstock is 53%.

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

33 Whitney Drive

Woodstock, NY

4 beds | 2 baths | 1,820 sq.ft.

$547,000

Airbnb cash on cash: 8.79%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $6897

Traditional Rental Income: $3093

Airbnb ROI: 8.79%

Traditional ROI: 3.97%

2571 Route 212

Woodstock, NY

4 beds | 2 baths | 1,890 sq.ft.

$1,499,000

Airbnb cash on cash: 2.01%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $6897

Traditional Rental Income: $3028

Airbnb ROI: 2.01%

Traditional ROI: 0.19%

2101 Glasco Turnpike

Woodstock, NY

2 beds | 2 baths | 1,455 sq.ft.

$575,000

Airbnb cash on cash: 4.84%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $4418

Traditional Rental Income: $3341

Airbnb ROI: 4.84%

Traditional ROI: 4.56%

79 Upper Byrdcliffe Way

Woodstock, NY

3 beds | 2 baths | 1,246 sq.ft.

$848,900

Airbnb cash on cash: 3.52%

Traditional cash on cash: 0.89%

Airbnb Rental Income: $5296

Traditional Rental Income: $2146

Airbnb ROI: 3.52%

Traditional ROI: 0.89%

913 Wittenberg Road

Woodstock, NY

2 beds | 1 baths | 957 sq.ft.

$435,000

Airbnb cash on cash: 6.35%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $4418

Traditional Rental Income: $1639

Airbnb ROI: 6.35%

Traditional ROI: 1.8%

347 W Saugerties Woodstock Road

Woodstock, NY

4 beds | 3 baths | 2,757 sq.ft.

$899,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $6897

Traditional Rental Income: $3544

Airbnb ROI: 3.05%

Traditional ROI: 0.64%

13-16 Torn Hill Road

Woodstock, NY

4 beds | N/A baths | 2,780 sq.ft.

$799,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $6897

Traditional Rental Income: $2602

Airbnb ROI: 4.99%

Traditional ROI: 1.02%

296 Yerry Hill Road

Woodstock, NY

3 beds | 2 baths | 1,279 sq.ft.

$479,000

Airbnb cash on cash: 7.08%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $5296

Traditional Rental Income: $3517

Airbnb ROI: 7.08%