Demo — prepared for Wintergreen Real Estate

Wintergreen Real Estate (434) 361-0500

Buyer guides

Can you rent out a home or condo at Wintergreen?

Yes. Many Wintergreen owners rent their homes and condos, short-term to visitors and longer-term. A short-term rental is registered with the WPOA, licensed and zoned with the county, and charged Nelson County's 7% lodging tax; buildings can add their own rules.

The rules, with dates

Short-term rental registration with the WPOA
Required since January 1, 2023for homes and condos rented for less than 30 days, with a responsible party reachable 24 hours a day and the WPOA's community rules given to every guest. Checked 2026-10-27. Wintergreen Property Owners Association, rental property registration
Nelson County transient occupancy (lodging) tax
7%collected by Airbnb, VRBO and similar platforms; direct bookings remit monthly. Effective July 1, 2024. Nelson County Commissioner of the Revenue, short-term rentals
Nelson County business licence and zoning approval
Both required“The County of Nelson requires zoning approval and a business license.”. Checked 2026-10-27. Nelson County Commissioner of the Revenue, short-term rentals

Part of Wintergreen lies in Augusta County, and the WPOA points owners to Nelson or Augusta County rules accordingly; the figures above are Nelson County's. Some buildings and neighborhoods add their own rules about which rental approaches are allowed. Confirm them for the specific property before you buy if rental income is part of the plan.

A genuine two-season rental market

Winter brings skiers and snowboarders to the slopes. Spring through fall brings golf at Stoney Creek, the lakes and trails, and the wineries, breweries and cideries of the Route 151 corridor. Nelson County visitors spent $92.6 million in 2025.

Visitor spending, Nelson County
$92.6 millionup 3.5% on 2024. 2025. Virginia Tourism Corporation, direct visitor impacts by locality

How rentals are managed

Owners generally choose among a resort-affiliated rental program, an independent local manager, or self-management through platforms such as Airbnb and VRBO. Each has trade-offs in cost, control and booking volume.

What affects rental income

No income figures appear here. A realistic number comes from a property's own rental history, which the firm often has.

  • Location: proximity to the slopes, views and walkability drive nightly rates.
  • Property type and size: larger homes command more per night; condos turn over more often.
  • Amenities: hot tubs, ski access and updated interiors materially increase bookings.
  • Management approach: the right program depends on how hands-on you want to be.

Frequently asked

Can I use my Wintergreen property myself and still rent it?

Yes. Most owners reserve personal-use weeks and rent the rest. The management approach determines how flexible that scheduling is.

Are short-term rentals allowed everywhere at Wintergreen?

Short-term rental is common, but specific buildings or areas may have rules. The WPOA has required short-term rental registration since January 1, 2023, and Nelson County requires a business licence and zoning approval and charges a 7% transient occupancy tax; confirm each for the property before buying.

Does a rental property qualify for a mortgage?

Often yes, though second-home and investment-property financing differs from a primary residence. Talk to a lender familiar with the Wintergreen market.

Adapted from the firm's guide at https://wintergreenrealestate.com/renting-your-wintergreen-property/ (last updated July 2026), in its own words. Figures added from the sources named beside each one; none are estimates.