Rental Property Insurance in McHenry, IL & Northern Illinois
Your homeowners policy doesn't cover a property your tenant lives in.
The moment you rent out a property, your standard homeowners insurance no longer applies. We compare landlord insurance policies across multiple carriers to make sure your rental income, your property, and your liability are all properly protected.
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Why Choose Ryan P. Conway Agency
Most landlords find out they're underinsured when a claim is denied.
Rental property insurance — often called landlord insurance — is a distinct policy type with different coverage definitions than a homeowners policy. The exposures are different too: tenant-caused damage, extended vacancy, loss of rental income, and liability for injuries on the property. As an independent agency, we place rental property coverage with carriers that actually specialize in landlord risk, and we make sure your policy reflects how the property is actually used — single-family rental, multi-unit, short-term, or mixed.

What's Covered
What a rental property insurance policy protects
Landlord insurance is built around three core exposures that a standard homeowners policy doesn't adequately address.
Dwelling Coverage
Pays to repair or rebuild the structure of your rental property after a covered loss — fire, wind, hail, lightning, vandalism, and other named perils. Covers the building itself, not the tenant's belongings.
Other Structures
Covers detached garages, fences, sheds, and outbuildings on the rental property — separately from the main dwelling limit.
Loss of Rental Income
Pays the rent you would have collected while the property is uninhabitable due to a covered loss — one of the most important and most overlooked coverages for landlords.
Landlord Liability
Covers legal expenses, medical costs, and settlements if a tenant or visitor is injured on your property and holds you responsible. Also covers damage your property causes to others.
Property Damage by Tenants
Some policies include coverage for malicious or accidental damage caused by tenants beyond normal wear and tear — an optional but often worthwhile endorsement.
Vacancy Coverage
Standard policies limit or exclude coverage when a property sits vacant for an extended period. If you have gaps between tenants, vacancy coverage or a vacancy endorsement keeps you protected.
Landlord Contents
Covers appliances, furnishings, and equipment you provide to tenants — refrigerators, washers, dryers, lawn equipment — up to a specified limit.
Building Code Upgrade Coverage
Pays the additional cost to bring your rental property up to current building codes during a repair or rebuild — older rental properties in particular can face significant code-required upgrades that a standard dwelling limit doesn't account for.
Have questions about the right coverage? Contact Us
Use Cases
Rental property scenarios we see most often in Northern Illinois
Single-Family Rental Homes
The most common situation — a landlord with one or two properties rented to long-term tenants. A straightforward landlord policy covers the dwelling, liability, and loss of rental income, and typically costs modestly more than a homeowners policy for the same structure.
Multi-Unit Properties
Duplexes, triplexes, and small apartment buildings require a policy structured for multiple units and multiple tenants. Liability exposure scales with the number of units, and loss of rental income coverage becomes more complex.
Short-Term Rentals
Properties listed on Airbnb, VRBO, or similar platforms often fall into a coverage gap — too commercial for a homeowners policy, too transient for a standard landlord policy. Specialty short-term rental coverage or a specific endorsement is required. This is one of the most frequently misunderstood coverage situations we encounter.
Vacant Properties
A property between tenants, undergoing renovation, or held for future use needs vacancy coverage. Most standard policies limit coverage to 30 or 60 days of vacancy — after that, a claim can be denied entirely.

Local Services
Rental Property Insurance Throughout Northern Illinois
Ryan P. Conway Agency is based in McHenry, Illinois, and we write rental property insurance for landlords throughout Northern Illinois and Southern Wisconsin. We serve individual landlords and small investors across McHenry County, Lake County, and the communities along the Wisconsin border — from single-family rentals to small multi-unit properties.
- McHenry
- Crystal Lake
- Woodstock
- Algonquin
- Lake in the Hills
- Cary
- Huntley
- Marengo
- Fox Lake
- Antioch
- Wauconda
- Grayslake
- Lindenhurst
- Lake Geneva
- Genoa City
- Twin Lakes
- Walworth
- Williams Bay
McHenry
Crystal Lake
Woodstock
Algonquin
Lake in the Hills
Cary
Huntley
Marengo
Fox Lake
Antioch
Wauconda
Grayslake
Lindenhurst
Lake Geneva
Genoa City
Twin Lakes
Walworth
Williams Bay

