Airbnb Properties for Sale in Pawling, NY

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

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

Airbnb For Sale in Pawling, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
28 Birch Ter Pawling, NY Welcome to 28 Birch Terrace, a charming 2-bedroom, 1-bath Ranch nestled on a private 0.79-...	2 beds \| 1 baths \| 816 sq.ft.	$375,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.09% Airbnb Rental Income: $2411 Traditional Rental Income: $1526 Airbnb ROI: 1.92% Traditional ROI: 1.09%
Lot C Oblong Ln Pawling, NY Lot C Oblong Ln, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$190,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.53% Airbnb Rental Income: $2129 Traditional Rental Income: $1215 Airbnb ROI: 5.58% Traditional ROI: 3.53%
Lot 25 Brady Brook Farm Rd Pawling, NY Lot 25 Brady Brook Farm Rd, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$229,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 0.64% Airbnb Rental Income: $2129 Traditional Rental Income: $1093 Airbnb ROI: 2.91% Traditional ROI: 0.64%
Lot 21 Cox Rd Pawling, NY Lot 21 Cox Rd, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$229,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 0.63% Airbnb Rental Income: $2129 Traditional Rental Income: $1091 Airbnb ROI: 2.91% Traditional ROI: 0.63%
Walnut St Pawling, NY Walnut St, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: 9.72% Traditional cash on cash: 6.38% Airbnb Rental Income: $2129 Traditional Rental Income: $1183 Airbnb ROI: 9.72% Traditional ROI: 6.38%
20 Hickory Ln Pawling, NY 20 Hickory Ln, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$140,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 4.03% Airbnb Rental Income: $2129 Traditional Rental Income: $995 Airbnb ROI: 8.43% Traditional ROI: 4.03%
Lakeview Dr Pawling, NY Lakeview Dr, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$79,000	Airbnb cash on cash: 5.1% Traditional cash on cash: -1.25% Airbnb Rental Income: $2129 Traditional Rental Income: $1091 Airbnb ROI: 5.1% Traditional ROI: -1.25%
Prospect Street Pawling, NY TO BE BUILT - Build your dream home in the charming Village of Pawling! Ideally located ju...	3 beds \| 3 baths \| 1,652 sq.ft.	$619,900	Airbnb cash on cash: 2.03% Traditional cash on cash: -0.79% Airbnb Rental Income: $3625 Traditional Rental Income: $1201 Airbnb ROI: 2.03% Traditional ROI: -0.79%
Woodin Ln Pawling, NY Woodin Ln, Pawling, NY 12564 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 3.87% Airbnb Rental Income: $2129 Traditional Rental Income: $1186 Airbnb ROI: 6.26% Traditional ROI: 3.87%

Vacation Rentals in Pawling

There are 9 vacation rental properties available for sale in the city of Pawling . The median list price of Airbnb properties available for sale in Pawling is $486,894 and the average price per square foot is $173. The cash on cash return on vacation rentals in Pawling is 1.00%. The average monthly short term rental income in Pawling is $3,162.

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

There are 9 Airbnb properties available for sale in Pawling.

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

In August 2026, the average Airbnb occupancy rate in Pawling is 23%.

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

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Airbnb For Sale in Pawling, NY

28 Birch Ter

Pawling, NY

2 beds | 1 baths | 816 sq.ft.

$375,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 1.09%

Airbnb Rental Income: $2411

Traditional Rental Income: $1526

Airbnb ROI: 1.92%

Traditional ROI: 1.09%

Lot C Oblong Ln

Pawling, NY

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

$190,000

Airbnb cash on cash: 5.58%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $2129

Traditional Rental Income: $1215

Airbnb ROI: 5.58%

Traditional ROI: 3.53%

Lot 25 Brady Brook Farm Rd

Pawling, NY

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

$229,000

Airbnb cash on cash: 2.91%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $2129

Traditional Rental Income: $1093

Airbnb ROI: 2.91%

Traditional ROI: 0.64%

Lot 21 Cox Rd

Pawling, NY

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

$229,000

Airbnb cash on cash: 2.91%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $2129

Traditional Rental Income: $1091

Airbnb ROI: 2.91%

Traditional ROI: 0.63%

Walnut St

Pawling, NY

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

$125,000

Airbnb cash on cash: 9.72%

Traditional cash on cash: 6.38%

Airbnb Rental Income: $2129

Traditional Rental Income: $1183

Airbnb ROI: 9.72%

Traditional ROI: 6.38%

20 Hickory Ln

Pawling, NY

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

$140,000

Airbnb cash on cash: 8.43%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $2129

Traditional Rental Income: $995

Airbnb ROI: 8.43%

Traditional ROI: 4.03%

Lakeview Dr

Pawling, NY

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

$79,000

Airbnb cash on cash: 5.1%

Traditional cash on cash: -1.25%

Airbnb Rental Income: $2129

Traditional Rental Income: $1091

Airbnb ROI: 5.1%

Traditional ROI: -1.25%

Prospect Street

Pawling, NY

3 beds | 3 baths | 1,652 sq.ft.

$619,900

Airbnb cash on cash: 2.03%

Traditional cash on cash: -0.79%

Airbnb Rental Income: $3625

Traditional Rental Income: $1201

Airbnb ROI: 2.03%