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Newest Homes for Rent in Upperville, VA

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  • /17

    $3,500 Per Month

    • 2 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • House for Rent

    22637 Willisville Rd, Upperville, VA 20184

    Charming 2-bedroom, 3-bath farmhouse situated on a larger estate in the heart of beautiful Upperville, VA. Offering peaceful country living with scenic surroundings and timeless character. Please reach out for additional details and availability.

    Peter Pejacsevich Corcoran McEnearney

    22637 Willisville Rd, Upperville, VA 20184
  • /34

    $3,200 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,272 Sq Ft
    • House for Rent

    34017 Welbourne Rd, Upperville, VA 20184

    Charming and extensively updated farmhouse-style home on 2.45 private acres in sought-after Upperville, just minutes to Middleburg and the heart of Virginia horse country. This unique property offers a rare blend of character, land, and modern improvements with brand-new kitchen appliances, fresh updates throughout, and a beautifully renovated full bath on the main level. Enjoy peaceful outdoor

    Jenny Whitney Long & Foster Real Estate, Inc.

    34017 Welbourne Rd, Upperville, VA 20184

Frequently Asked Questions

How much does it cost to rent a home in Upperville, VA?
The median rent for a home in Upperville, VA is $3,350 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Upperville, VA?
To comfortably afford the median rent in Upperville, VA, a household needs to earn roughly $134,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $3,350 per month in Upperville, VA, renters typically need to show $10,050 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Upperville, VA?
In Upperville, VA, the price-to-rent ratio is 29.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Upperville, VA are best for renting a home?
The best neighborhood for renting in Upperville, VA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Willowsford and Silver Lake, each with its own character and price range.

Rental Home Trends in Upperville, VA

Rental Home Trends

Number of Homes for Rent
2
Median Rent
$3,350
Median Single Family Home Rent
$3,350
How to Rent a Home