Airbnb Properties for Sale in Upperville, VA

Looking for a vacation rental investment in Upperville, VA with high ROI ?

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

Airbnb For Sale in Upperville, VA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9124 JOHN S MOSBY HIGHWAY UPPERVILLE, VA Charming historic gem in Upperville a rare find! This stunning home sits on a peaceful .63...	4 beds \| 4 baths \| 5,048 sq.ft.	$1,120,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 1.97% Airbnb Rental Income: $4827 Traditional Rental Income: $3792 Airbnb ROI: 2.01% Traditional ROI: 1.97%
Airbnb Properties for Sale in Other Cities of Virginia
5621 Rolling Hills Drive Dublin , VA Charming Brick Ranch on Spacious Level Lot - Ideal Location Near Radford University & Virg...	3 beds \| 1 baths \| 1,000 sq.ft.	$199,900	Airbnb cash on cash: 8.75% Traditional cash on cash: 5.46% Airbnb Rental Income: $2663 Traditional Rental Income: $1407 Airbnb ROI: 8.75% Traditional ROI: 5.46%
22472 CAMBRIDGEPORT SQUARE Ashburn , VA Great location,End unit townhome at Moorefield Station. Fresh Paint, entry-level bedroom w...	4 beds \| 4 baths \| 2,164 sq.ft.	$745,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.3% Airbnb Rental Income: $4673 Traditional Rental Income: $3113 Airbnb ROI: 3.15% Traditional ROI: 2.3%
12000 MARKET STREET #352 Reston , VA A spacious 2-bedroom, 2-bath condominium set within the established Savoy at Reston Town C...	2 beds \| 2 baths \| 1,150 sq.ft.	$499,900	Airbnb cash on cash: 3.79% Traditional cash on cash: 3.3% Airbnb Rental Income: $3625 Traditional Rental Income: $2602 Airbnb ROI: 3.79% Traditional ROI: 3.3%
7024 STATENDAM COURT McLean , VA Open SUNDAY afternoon from 1 to 3:15 pm. Owners are willing to work with offers. This bea...	4 beds \| 3 baths \| 2,312 sq.ft.	$1,199,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.3% Airbnb Rental Income: $5759 Traditional Rental Income: $3932 Airbnb ROI: 1.91% Traditional ROI: 1.3%
611 Dunkerry Lane Sandston , VA Welcome home to this stunning brick Colonial, perfectly situated on over an acre in the se...	4 beds \| 3 baths \| 2,184 sq.ft.	$449,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 4.56% Airbnb Rental Income: $4221 Traditional Rental Income: $2788 Airbnb ROI: 5.85% Traditional ROI: 4.56%
4801 Annlyn Drive Sandston , VA Welcome to 4801 Annlyn Drive - a delightful 3-bedroom, 1-bath ranch-style retreat tucked a...	3 beds \| 1 baths \| 1,014 sq.ft.	$240,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 5.71% Airbnb Rental Income: $2833 Traditional Rental Income: $1790 Airbnb ROI: 7.39% Traditional ROI: 5.71%
44004 FLORENCE TERRACE Ashburn , VA Introducing 44004 Florence Terrace, a beautifully maintained 4bed, 3bath townhome nestled ...	4 beds \| 4 baths \| 2,137 sq.ft.	$645,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.14% Airbnb Rental Income: $4673 Traditional Rental Income: $3201 Airbnb ROI: 3.98% Traditional ROI: 3.14%
2303 Parkside Avenue Richmond , VA This delightful Cape Cod-style home is full of charm and timeless character, featuring bea...	4 beds \| 2 baths \| 1,413 sq.ft.	$345,000	Airbnb cash on cash: 7.23% Traditional cash on cash: 4.71% Airbnb Rental Income: $3817 Traditional Rental Income: $2173 Airbnb ROI: 7.23% Traditional ROI: 4.71%
88 Stripers Landing RD Moneta , VA Charming home in a desirable Smith Mountain Lake community! Featuring a split bedroom desi...	3 beds \| 2 baths \| 2,372 sq.ft.	$423,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 4.27% Airbnb Rental Income: $4946 Traditional Rental Income: $2347 Airbnb ROI: 8.27% Traditional ROI: 4.27%
203 Indian Ridge DR Moneta , VA Pristine custom built lake access home with many upgraded features & a park-like setting w...	4 beds \| 3 baths \| 2,685 sq.ft.	$629,900	Airbnb cash on cash: 7.97% Traditional cash on cash: 3.25% Airbnb Rental Income: $6910 Traditional Rental Income: $2795 Airbnb ROI: 7.97% Traditional ROI: 3.25%
2631 Idlewild BLVD NE Roanoke , VA Stunning cape cod completely Remodeled-Brick, maintenance free exterior located in the ci...	3 beds \| 2 baths \| 2,058 sq.ft.	$310,000	Airbnb cash on cash: 5.26% Traditional cash on cash: 3.46% Airbnb Rental Income: $2807 Traditional Rental Income: $1627 Airbnb ROI: 5.26% Traditional ROI: 3.46%
929 Meadowcreek Dr North Chesterfield , VA Welcome to 929 Meadowcreek Dr in the sought-after Smoketree neighborhood of North Chesterf...	4 beds \| 3 baths \| N/A	$450,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 5.39% Airbnb Rental Income: $4227 Traditional Rental Income: $3090 Airbnb ROI: 5.97% Traditional ROI: 5.39%
2125 Yellow Mountain RD Roanoke , VA Enjoy the ease of condo living without sacrificing space or style in this beautifully reno...	3 beds \| 4 baths \| N/A	$1,250,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.31% Airbnb Rental Income: $3168 Traditional Rental Income: $1675 Airbnb ROI: 0.35% Traditional ROI: -0.31%
5305 Libbie Mill W Boulevard Richmond , VA Stunning 3 bedroom, 3.5 bath Townhome located in the heart of Libbie Mill, just minutes fr...	3 beds \| 4 baths \| 1,876 sq.ft.	$530,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 2.65% Airbnb Rental Income: $3665 Traditional Rental Income: $2476 Airbnb ROI: 3.43% Traditional ROI: 2.65%
1604 Eden Avenue Richmond , VA MINUTES from Rocketts Landing! Whether it's grabbing a bite at your favorite riverside spo...	3 beds \| 1 baths \| 893 sq.ft.	$249,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 4.78% Airbnb Rental Income: $2847 Traditional Rental Income: $1578 Airbnb ROI: 7.35% Traditional ROI: 4.78%

Vacation Rentals in Upperville

There are 1 vacation rental properties available for sale in the city of Upperville . The median list price of Airbnb properties available for sale in Upperville is $1,120,000 and the average price per square foot is $222. The cash on cash return on vacation rentals in Upperville is 2.00%. The average monthly short term rental income in Upperville is $4,827.

Upperville, VA Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 1 Airbnb properties available for sale in Upperville.

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

In September 2025, the average Airbnb occupancy rate in Upperville is 49%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Upperville, VA

9124 JOHN S MOSBY HIGHWAY

UPPERVILLE, VA

4 beds | 4 baths | 5,048 sq.ft.

$1,120,000

Airbnb cash on cash: 2.01%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $4827

Traditional Rental Income: $3792

Airbnb ROI: 2.01%

Traditional ROI: 1.97%

Airbnb Properties for Sale in Other Cities of Virginia

Dublin , VA

3 beds | 1 baths | 1,000 sq.ft.

$199,900

Airbnb cash on cash: 8.75%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $2663

Traditional Rental Income: $1407

Airbnb ROI: 8.75%

Traditional ROI: 5.46%

Ashburn , VA

4 beds | 4 baths | 2,164 sq.ft.

$745,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $4673

Traditional Rental Income: $3113

Airbnb ROI: 3.15%

Traditional ROI: 2.3%

Reston , VA

2 beds | 2 baths | 1,150 sq.ft.

$499,900

Airbnb cash on cash: 3.79%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $3625

Traditional Rental Income: $2602

Airbnb ROI: 3.79%

Traditional ROI: 3.3%

McLean , VA

4 beds | 3 baths | 2,312 sq.ft.

$1,199,000

Airbnb cash on cash: 1.91%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $5759

Traditional Rental Income: $3932

Airbnb ROI: 1.91%

Traditional ROI: 1.3%

Sandston , VA

4 beds | 3 baths | 2,184 sq.ft.

$449,000

Airbnb cash on cash: 5.85%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $4221

Traditional Rental Income: $2788

Airbnb ROI: 5.85%

Traditional ROI: 4.56%

Sandston , VA

3 beds | 1 baths | 1,014 sq.ft.

$240,000

Airbnb cash on cash: 7.39%

Traditional cash on cash: 5.71%

Airbnb Rental Income: $2833

Traditional Rental Income: $1790

Airbnb ROI: 7.39%

Traditional ROI: 5.71%

Ashburn , VA

4 beds | 4 baths | 2,137 sq.ft.

$645,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $4673

Traditional Rental Income: $3201

Airbnb ROI: 3.98%

Traditional ROI: 3.14%

Richmond , VA

4 beds | 2 baths | 1,413 sq.ft.

$345,000

Airbnb cash on cash: 7.23%

Traditional cash on cash: 4.71%