Chesapeake, VirginiaChesapeake, Virginia

Vacation Rental Management in Chesapeake, Virginia

Discover the best vacation rental management companies in Chesapeake, Virginia to maximize your revenue and create incredible guest experiences

TechCrunch Logo
Yahoo Logo
AIRDNA Logo
Skift Logo
MarketWatch Logo

Chesapeake, Virginia Airbnb Management Overview

Chesapeake, Virginia, is a vibrant market for Airbnb hosting, characterized by its unique blend of urban amenities and natural beauty. The city's strategic location in the Hampton Roads metropolitan area, coupled with its proximity to the Atlantic Ocean, makes it a popular destination for both business travelers and vacationers. The diverse range of attractions, including historical sites, outdoor recreational activities, and shopping districts, contribute to a steady demand for short-term rentals throughout the year. The market is competitive but offers significant opportunities for hosts who can provide distinctive and high-quality accommodations. Seasonal fluctuations are typical, with peak demand during the summer months and around major holidays. However, the presence of several major corporations and military installations in the area ensures a consistent level of business travel-related bookings.

In Chesapeake, Virginia, the Airbnb market experiences significant seasonality, largely influenced by the area's distinct four-season climate and local events. The peak season typically begins in late spring and extends through the summer months, coinciding with the warm weather, school vacations, and popular events such as the Chesapeake Jubilee and the Virginia Wine Festival. During this period, Airbnb hosts can expect higher occupancy rates and potentially higher rental prices. Conversely, the off-peak season, particularly the winter months, sees a decrease in tourism, which can result in lower occupancy rates. However, the holiday season and events like the Chesapeake Christmas Parade can still draw visitors, offering opportunities for hosts to maintain a steady stream of bookings.

In Chesapeake, Virginia, Airbnb hosts must be aware of and comply with a variety of local regulations. The city requires all hosts to register for a business license and pay a transient occupancy tax of 8% on all bookings. Additionally, hosts must adhere to zoning laws which may restrict the ability to host in certain residential areas. It's also important to note that the city has specific regulations regarding the maximum number of guests allowed per property, which is determined by the property's square footage. Violations of these regulations can result in significant fines, so it's crucial to stay informed and compliant.

Managing Airbnb properties in Chesapeake, Virginia, requires a keen understanding of the local market dynamics. The city's seasonal fluctuations, driven by its coastal location and popular outdoor activities, can pose challenges in maintaining consistent occupancy rates. It's crucial to adjust pricing strategies accordingly, offering competitive rates during peak seasons and attractive discounts during off-peak periods. Regular maintenance is also essential due to the city's humid climate, which can accelerate wear and tear. Engaging a reliable local cleaning service can ensure a high standard of cleanliness, enhancing guest satisfaction and positive reviews. Lastly, fostering good relationships with neighbors can help mitigate potential issues related to noise or parking, contributing to a smoother hosting experience.

In Chesapeake, Virginia, the Airbnb market thrives on the city's unique blend of urban amenities and natural beauty. Properties that highlight access to outdoor activities, such as proximity to the Great Dismal Swamp National Wildlife Refuge or the Intracoastal Waterway, tend to be popular among guests. Equally, properties that offer convenient access to the city's shopping, dining, and cultural attractions, such as the Chesapeake Square Mall or the Chesapeake Conference Center, also see high demand. Amenities that cater to the city's diverse visitor base, including families, business travelers, and outdoor enthusiasts, can significantly enhance a property's appeal. For instance, family-friendly features, workspace setups, and gear storage can make a property stand out in this market.

Market Overview

Chesapeake, Virginia, is a vibrant market for Airbnb hosting, characterized by its unique blend of urban amenities and natural beauty. The city's strategic location in the Hampton Roads metropolitan area, coupled with its proximity to the Atlantic Ocean, makes it a popular destination for both business travelers and vacationers. The diverse range of attractions, including historical sites, outdoor recreational activities, and shopping districts, contribute to a steady demand for short-term rentals throughout the year. The market is competitive but offers significant opportunities for hosts who can provide distinctive and high-quality accommodations. Seasonal fluctuations are typical, with peak demand during the summer months and around major holidays. However, the presence of several major corporations and military installations in the area ensures a consistent level of business travel-related bookings.

Airbnb Seasonality

In Chesapeake, Virginia, the Airbnb market experiences significant seasonality, largely influenced by the area's distinct four-season climate and local events. The peak season typically begins in late spring and extends through the summer months, coinciding with the warm weather, school vacations, and popular events such as the Chesapeake Jubilee and the Virginia Wine Festival. During this period, Airbnb hosts can expect higher occupancy rates and potentially higher rental prices. Conversely, the off-peak season, particularly the winter months, sees a decrease in tourism, which can result in lower occupancy rates. However, the holiday season and events like the Chesapeake Christmas Parade can still draw visitors, offering opportunities for hosts to maintain a steady stream of bookings.

Short Term Rental Regulations

In Chesapeake, Virginia, Airbnb hosts must be aware of and comply with a variety of local regulations. The city requires all hosts to register for a business license and pay a transient occupancy tax of 8% on all bookings. Additionally, hosts must adhere to zoning laws which may restrict the ability to host in certain residential areas. It's also important to note that the city has specific regulations regarding the maximum number of guests allowed per property, which is determined by the property's square footage. Violations of these regulations can result in significant fines, so it's crucial to stay informed and compliant.

Best Practices for Management

Managing Airbnb properties in Chesapeake, Virginia, requires a keen understanding of the local market dynamics. The city's seasonal fluctuations, driven by its coastal location and popular outdoor activities, can pose challenges in maintaining consistent occupancy rates. It's crucial to adjust pricing strategies accordingly, offering competitive rates during peak seasons and attractive discounts during off-peak periods. Regular maintenance is also essential due to the city's humid climate, which can accelerate wear and tear. Engaging a reliable local cleaning service can ensure a high standard of cleanliness, enhancing guest satisfaction and positive reviews. Lastly, fostering good relationships with neighbors can help mitigate potential issues related to noise or parking, contributing to a smoother hosting experience.

Locations and Amenities

In Chesapeake, Virginia, the Airbnb market thrives on the city's unique blend of urban amenities and natural beauty. Properties that highlight access to outdoor activities, such as proximity to the Great Dismal Swamp National Wildlife Refuge or the Intracoastal Waterway, tend to be popular among guests. Equally, properties that offer convenient access to the city's shopping, dining, and cultural attractions, such as the Chesapeake Square Mall or the Chesapeake Conference Center, also see high demand. Amenities that cater to the city's diverse visitor base, including families, business travelers, and outdoor enthusiasts, can significantly enhance a property's appeal. For instance, family-friendly features, workspace setups, and gear storage can make a property stand out in this market.

How It Works

Meet with membership

Connect With Local Pros

Summer matches you with top vacation rental managers who know the Chesapeake, Virginia market and can help you maximize your revenue and improve guest experiences. 

We'll make sure to introduce you to Airbnb managers who offer the right services for your needs.

Get Onboarded

Seamless Onboarding

Your manager can handle everything—from listing setup and pricing optimization to guest communication and maintenance.

They’ll take care of professional photography, lockbox installation, profile setup, and everything you need to get your Chesapeake, Virginia property guest-ready.

Collect Revenue

Sit Back And Earn

With the right vacation rental property manager, your home is in good hands.

They'll handle the bookings, guests, pricing updates, and day-to-day operations while you enjoy stress-free earnings and more time for what matters most.

Who We Trust

What makes our partners stand out from other short-term rental property managers in Chesapeake, Virginia

Access to the Summer Network

Personalized Support

Each home and host is different. The best property managers work with you to find the services and support that make sense.

Best in class revenue Optimization

Demonstrated Earnings

Your investment is important. Our partners have proven they can substantially increase revenue on properties over market averages.

Accuracy with our technology

Tech-Forward Focus

The best property managers use data to make smart decisions, and technology to create seamless guest experiences.

Trusted brand reputation

Trusted Brand Reputation

We partner with property managers with Superhost status and high guest ratings, so guests always know what to expect.

Sticker badge that says "The gist"

Who’s a good fit for a professional manager?

You think your short-term rental can make more money

Your property is not beating market averages, getting enough bookings, or does not have visibility across the major rental platforms.

You want a partner where you are valued

Our preferred managers build personal relationships with all of their owners and care about each property like it's their own.

You want hassle-free hosting

Whether you're down the street or a flight away, dealing with guest inquiries, cleaning, and everything in between is too time consuming and challenging.

Ready To Get Started Form

Get connected

We'd love to hear about what you're looking for, and we’ll connect you with top vacation property managers in your area!

FAQ

Answers to common questions

What is vacation rental property management?

Vacation rental property management is a service provider that maintains and improves a vacation rental on behalf of owners. They manage the ongoing operation, marketing, maintenance, and promotion of a vacation rental, short-term rental, or Airbnb property.

What services does a vacation rental manager offer?

Most managers offer partial or complete end-to-end management of vacation rental properties. Complete management includes all aspects of home maintenance, cleaning, guest and host communications, and marketing, pricing, and promotion of your property. In addition to these services, Summer connects owners and hosts with professional design and investing services for their vacation home.

Can they help me convert an existing home into a vacation rental?

Absolutely! Many property managers do onboard homes that were recently purchased or are being converted into vacation rentals. The best teams will provide advice, guidance, and services to help your home prepare for its short-term rental launch.

How long does the onboarding process take?

The onboarding process usually takes 2-4 weeks. This gives the manager and owner ample time to inspect the property, get it ready for guests, and get the listing live. In the event that owners need additional time to furnish or otherwise improve the property, the onboarding process can be extended.

Will I get a smart lock?

Yes, most managers provide a smart lock. This helps them operate the home and seamlessly let guests in. While there is some upfront expense associated with the lock and some additional time to set it up, there’s nothing worse than a guest not being able to access the property when they arrive.

Will they take updated photos of the property?

In most cases, your manager will hire a professional photographer to do a shoot at the home. This happens after the home is both cleaned and staged for photography. This helps the home stand out on vacation rental booking sites and results in better bookings overall. If you have really high-quality photos already, you can skip this step in the onboarding process.

How do I know my property will be safe with guests?

Professional managers put a number of security measures in place at the home to monitor noise and avoid unwanted guests in the property. Most also have built-in procedures for resolving any immediate guest issues involving parties, extra guests, and anything else in violation of the booking and local laws and requirements.