Guide to Virginia Beach Winter Rentals [Updated 2025]

Demand for winter rentals is high in Virginia Beach this year! Work with us today to prepare your property and find the perfect tenant for the winter season.

Are you wondering how to maximize revenue for your Virginia Beach vacation rental home during the off-season? Should you continue to market your property for rent on a short-term basis or winterize the property until next summer?

Virginia Beach’s incredible demand for fully-furnished rentals near the beach, available long-term during the winter months, is one of many reasons the city is uniquely suited for residential real estate investment. Over the last few years, we have been seeing a higher number of interested renters than ever before. Managers of Airbnb/VRBO properties and vacation rental owners should consider the benefits of long-term winter rentals during the off-season in Virginia Beach, Virginia.

CGP - a team of top real estate agents based in Hampton Roads, has created this complete guide to winter rentals in Virginia Beach (and greater Hampton Roads) to assist property owners like you in exploring the benefits of a two-season rental strategy to maximize revenue.

Skip To:

• What is winter rental?

• Marketing and Leasing Your Winter Rental

• Exclusive Bonus Winter Rental Tips
  

What is a winter rental?

A winter rental is a fully furnished beach vacation home that is rented on a long-term basis during the off-season. Winter rentals in Virginia Beach are a unique alternative to the year-round short-term rental strategy. They provide investment property owners with decreased risk by generating guaranteed revenue during the slower months; reduced traffic through the property; lower overhead costs (i.e., cleaning, linens, utilities); and increased time to market and prepare for the following peak season.

Interested in renting a winter rental property? Check out this post.

What is considered the off-season or “winter” in Virginia Beach?

In Virginia Beach, the winter rental season typically starts after Labor Day and ends on Memorial Day of the following year. Historically, during this time of year, Virginia Beach sees a major dip in tourism and demand for short-term rentals.

Why are winter rentals uniquely viable in Virginia Beach?

The seasonality of vacation rental markets can have a significant effect on an owner's overall revenue. In many coastal towns, vacation rental owners must close their properties for the winter months as there is simply not enough business to justify keeping the utilities on.

However, Virginia Beach winter rentals are distinctly feasible as Virginia Beach is extremely transient and populous year-round. As the largest city in Virginia, Virginia Beach supports many other industries outside of tourism, enjoys moderate winter weather, and is home to the largest naval base in the world as well as the highest concentration of military personnel outside the Pentagon. This unique set of factors makes winter rentals a viable option for vacation property owners in Virginia Beach.

If purchasing a rental home in Virginia Beach sounds enticing, reach out for a free consultation.

Who wants winter rentals in Virginia Beach in 2025?

Many newcomers to the area prefer three- to eight-month leases to get to know Hampton Roads better before buying a home or settling into a more substantial lease. Transient visitors do not need a long-term lease and typically are not traveling with furniture. Potential winter tenants may include:

• Families and individuals (including many military) relocating to the area
  

• Military in the area for 3-6 months of training
  

• Short-term contractors (The thriving industries in Hampton Roads often welcome engineers, traveling nurses, temporary managers, and new trainees for a few months at a time.)
  

• The Norfolk Admirals (The region’s minor league hockey team often leases winter rentals for their players during the season.)
  

• Insurance claimants (Fire, flood, and other natural disasters are a part of life. Flexible, fully furnished rentals are a great fit for those displaced from home unexpectedly.)
  

• Snowbirds (Many people habitually lease a winter rental in a beach town and travel throughout the summer.)
  

• Those looking to maximize their new remote-work lifestyles
  

• Tourists coming in for any of the top activities in Virginia Beach this winter
  

Marketing and Leasing Your Winter Rental

OK, you’ve decided to list your property as a winter rental. Here are a few next steps to consider:

Setting Winter Rental Rates

In Virginia Beach, the typical monthly rent for a fully furnished winter rental is roughly equivalent to the property’s base rent for one week during the peak vacation rental season. For example, if a property has a base rent of $275/night or $1,925/week during peak season, an owner can estimate the market rent for the property will be between $1,800-2,000 per month in the offseason.

Several additional factors go into setting rates for a winter rental:

• Location (Distance from the beach, neighborhood safety ratings, etc.)
  

• Amenities (Outdoor showers, high-end kitchen, fireplaces, etc.)
  

• Comparable properties (Exploring rates of similar homes near yours is a great place to start when setting a price.)
  

• How utilities will be covered (See Utilities section below.)
  

• Fees for long-term lease needs (A pet fee might not be vital for one week, but six months of a dog living in your rental could mean some pricey cleaning right before peak season.)
  

• The condition of your property (Does it provide the necessary comforts for winter?)
  

Having difficulties deciding on an appropriate rent for your listing? CGP’s consultants give owners like you confidence by providing tailored vacation rental analysis and marketing strategies to ensure marketability.

Winter Rental Utilities

Property owners need to consider utilities when deciding the list price of their winter rental. Will utilities be included in the rent? Should the tenant put the utilities in their name? When it comes to marketing your winter rental in Virginia Beach, utilities are a key pricing tool to drive initial traffic.

Our team has found that it is best to add fixed utilities (i.e., WiFi, cable, or HOA fees) in the listed rent, and to have the tenants reimburse the landlord for variable utilities like water and electricity. In our experience, this strategy helps keep the listed rent price reasonable while also protecting the owner from utility negligence. Tenants are typically sent a bill that has been paid for by the owner and subsequently reimburse the owner when paying the following month’s rent. If a tenant prefers the heat run all winter with the windows wide open, they’ll be on the hook for the cost!

A similarly effective strategy is to market the property as "all utilities included in the rent" and place a cap on monthly utility usage. Any month a tenant goes over the cap, they are contractually bound to reimburse the owner for the overage when paying the following month's rent. This strategy can make it more difficult to drive traffic for showings if the higher list price adds up to more than the market average. This strategy is great for leases that are for one to two months, but can get trickier with shorter contracts as more communication is involved.

Winter Rental Lease Terms

A typical winter rental property is leased for one to eight months at a time, September through May. This wide range of rental terms allows the owner to focus on the personal goals they have for the property, rather than being driven by demand and market.

Property owners who are looking to maximize their annual revenue and decrease annual vacancies often seek longer-term winter leases. Other property owners schedule their rentals for personal use in the warmer spring and fall months (September and May specifically) and rent for a shorter period during the winter. However, if you are looking to maximize your rental income, consider renting for the full eight months, September through May.

Want to up your game as a landlord or property manager? Contact us to learn more about customized coaching or hybrid property management solutions.

Where to List Your Winter Rental

Once you are convinced that going the winter rental route is right for you, where should you list your property to secure a tenant? Whether you are a real estate professional or first-time investor, there are a multitude of opportunities to get your property out in front of the right people.

When demand is high, the best way to find the tenant is to connect with a property manager who already has a wide range of marketing channels and potential winter tenants ready for you.

A few other options to explore:

• Check out Zillow, Corporate Housing by Owner, & other 3rd party rental sites.
  

• Hire a consultant and licensed realtor to list your property on the MLS for a flat fee.
  

Exclusive Bonus Winter Rental Tips

• Make sure your rates match the location and condition of comparable winter rentals.
  

• Pet friendly? Lots of people move with their pets during winter. Marketing your property as “dog friendly” opens you up to a much larger market!
  

• Bill the variable utilities and include the fixed. People love when something is included and understand they should pay for utility usage they are in control of.

• Stay informed of Virginia Beach short-term rental laws in the area to make sure your property is up-to-scratch.
  

• Make sure to keep your Virginia Beach short-term rental zoning permit up to date.
  

• Time your leases well: a 3-month lease starting in September leaves the property vacant in mid-December, which is typically the slowest time of year.
  

• Be ready to be flexible and negotiable with the right tenant. If a solid tenant wants to rent for all eight winter months but asks for $200 off the listed rent, go for it! If the property were to sit vacant for just one of those eight months, you'd lose money by not taking that potential lease.

The Bottom Line

Though generally not as lucrative as renting nightly during peak season, opening up your rental property to longer contracts in the winter has some definite perks. You’ll generate additional income, have eyes on your property during harsher months, and be ready to open your property fully when peak season rolls around again.

Whether you’re looking to purchase a property to use as a rental home or want expert guidance on expanding your strategy to include winter rentals, the top Virginia Beach agents at CGP Real Estate are ready to assist.

Interested in finding out more about becoming a successful vacation rental owner in Virginia Beach? Subscribe to our blog and receive exclusive tips, strategies, and industry updates from our real estate experts.