Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Chesapeake, Virginia
In Chesapeake, Virginia, Airbnb offers a diverse range of accommodations to suit various preferences and budgets. Guests can find charming single-family homes that provide a cozy, suburban feel, often located in quiet neighborhoods ideal for families or those seeking a peaceful retreat. For a more unique experience, there are rustic cabins and waterfront properties that offer scenic views and a tranquil atmosphere, perfect for nature lovers and those looking to unwind. Additionally, Chesapeake features modern apartments and condos, often equipped with contemporary amenities, catering to business travelers or couples seeking a convenient and stylish stay. Whether visitors are looking for a spacious home for a family gathering or a quaint spot for a romantic getaway, Chesapeake's Airbnb options provide a comfortable base for exploring the area's natural beauty and attractions.
As of the latest information, Chesapeake, Virginia, does not have specific laws governing short-term rentals like Airbnb. However, property owners must comply with general zoning regulations and any applicable homeowners association rules. Hosts are encouraged to ensure their properties meet safety standards and obtain any necessary permits. Regarding taxes, Airbnb hosts in Chesapeake are required to collect and remit the transient occupancy tax, which is a percentage of the rental income, to the city. This tax is similar to those imposed on hotels and other lodging establishments, ensuring that short-term rental properties contribute to local tax revenues.
Managing an Airbnb in Chesapeake, Virginia, involves several key tasks to ensure a smooth operation and positive guest experience. Hosts need to focus on maintaining the property to a high standard, which includes regular cleaning, timely repairs, and ensuring all amenities are in working order. Effective communication with guests is crucial, from promptly responding to inquiries and booking requests to providing clear check-in instructions and local recommendations. Pricing strategies should be regularly reviewed to remain competitive, taking into account seasonal demand and local events. Additionally, compliance with local regulations and taxes is essential to avoid legal issues. Implementing a reliable system for managing bookings, guest reviews, and feedback can help in maintaining a high rating and attracting more guests.
Chesapeake, Virginia, offers a variety of appealing neighborhoods for Airbnb stays, each with its unique charm. The Great Bridge area is popular for its family-friendly atmosphere, proximity to the Dismal Swamp Canal Trail, and a range of dining and shopping options. Greenbrier is another excellent choice, known for its bustling commercial district, including the Greenbrier Mall and numerous restaurants, making it convenient for travelers who enjoy shopping and dining out. For those seeking a more tranquil and scenic environment, the Deep Creek area provides a peaceful retreat with its lush landscapes and access to outdoor activities. Each of these areas offers a distinct experience, catering to different preferences and ensuring a comfortable and enjoyable stay in Chesapeake.
Chesapeake, Virginia, presents a promising market for Airbnb investment due to its strategic location and diverse attractions. Nestled in the heart of the Hampton Roads metropolitan area, Chesapeake offers a blend of urban and natural experiences, appealing to a wide range of visitors. The city's proximity to popular destinations like Virginia Beach and Norfolk enhances its attractiveness for tourists seeking both relaxation and cultural experiences. Additionally, Chesapeake's rich natural landscapes, including the Great Dismal Swamp National Wildlife Refuge, provide unique outdoor activities that draw nature enthusiasts. The local economy's steady growth and the city's family-friendly environment further contribute to its potential as a lucrative Airbnb market, making it an appealing choice for investors looking to capitalize on both short-term and long-term rental opportunities.
As of the latest data, the average Airbnb revenue for hosts in Chesapeake, Virginia, reflects a moderate yet promising market for short-term rentals. Hosts in this area typically earn an average monthly revenue that varies based on factors such as location, property type, and seasonal demand. Properties that are well-maintained and strategically located near popular attractions or business hubs tend to perform better. Additionally, the revenue can fluctuate with the tourist seasons, local events, and economic conditions. Overall, while not as high as in major metropolitan areas, the Airbnb market in Chesapeake offers a steady income potential for property owners who effectively manage their listings and cater to guest preferences.
Chesapeake, Virginia, experiences a moderate occupancy rate for Airbnbs, with notable fluctuations due to its seasonality. The city's proximity to both the Atlantic coast and the Great Dismal Swamp National Wildlife Refuge makes
Why Choose Checkmate Rentals?
Other Property Managers | ||
---|---|---|
Cost | Starting at 15% fee | 25-40% fee |
Guest Communications | Guest response within 10 minutes, 24 hours a day | Sporadic guest communications |
Host Communications | Designated host call in phone line | Bot response assistants |
Insurance | Full damage protection for every reservation | Unreliable insurance coverage |
Contract | No annual agreements | Contract lock-ins |
What you get with Checkmate Rentals
Attract Guests

Listing on all top booking sites
Targeted digital marketing
High-definition photography
Custom copywriting
Manage Details

Dynamic rate-setting technology
Dedicated reservation agents
24/7 guest service
Consistent, professional cleaning
Stocking guest amenities
Payment processing
Take Care of You

Unlimited owner holds
No fixed contracts
Local staff in every market
Inspections and regular maintenance
Guest screening
Optional short-term rental insurance
Get in touch with us.
Checkmate Rentals is a full-service property manager. That means the Airbnb listing, the home, the guest and the work is our responsibility.
Local Team Support
Know that you have a friendly, accessible team right up the road to handle any property needs.
Guest Screenings
Book only the most qualified guests 25 and over who’ll enjoy your home the right way.
Unlimited Owner Use
Block off your vacation days with ease, and enjoy your home as often as you want.
Reliable Property Maintenance
Keep your home running smoothly around the clock with a fast, reliable maintenance team.
Transparent Finances
Transparent Finances Booking payouts get paid directly to you for full financial transparency. We never handle your money.
Fast 24/7 Guest Communication
Make every guest feel cared for with industry best response times of 1-15 minutes day and night.
Marketing
Target, attract & book qualified guests with photography, email marketing, and optimized listings.
Revenue Management
Get the competitive edge with dynamic pricing and rates optimized daily by your pricing manager.
Direct Bookings
Earn more year after year as guests book their stay directly on our website.
Housekeeping
Make the perfect first impression with wall-to-wall cleanings before guests arrive.
Inspections
Know your property is guest-ready is top-to-bottom inspections after every booking.
Guest Damage Coverage
Save more when you let us cover accidental guest damage coverage up to $3k.
Smart Home Management
We manage your digital locks & noise monitoring tech in your home.
Fast Listings
Get your home fully listed and ready for guests in as little as 3 days.
Automated Touchpoints
Give guests a seamless experience with automated touchpoints from booking to checkout.
Owner Portal
Stay in the loop on your property with our easy-to-use owner portal that lets you check everything you need.
