Rent Your Vacation Home or Condo in Chesapeake, Virginia

Chesapeake, Virginia has seen a lot of growth lately and is growing at a fast pace. This means that there are more people looking to rent out their homes than ever before. If you are looking to make some extra money on the side while you are in Chesapeake, renting out your home may be the perfect solution for you. While there are a few things that you need to keep in mind when renting out your home, it can be a very profitable way for you to make some extra money. There are a few positive trends that are starting to emerge in Chesapeake, Virginia when it comes to renting out your home as a short-term rental. First of all, many people are willing to pay more for short-term rentals than they would for long-term rentals. This is because people want to stay somewhere that is comfortable and cozy but also wants to save money as much as possible. Some people also like the idea of being able to control their environment and make sure that everything is just how they like it. Secondly, there is a growing demand for short-term rentals in Chesapeake, Virginia right now because of the growth in the area. When more people move into an area, there is always going to be an increase in demand for short-term rentals because there are fewer places available for people to stay at in those areas. As long as this demand

When partnering with RedAwning for your property management needs, we can make sure your Chesapeake rental is set up correctly and ready to generate the most amount of revenue possible per stay.

Current Vacation Rental Trends in Chesapeake

During the month of December, Chesapeake is projected to generate over $161/night for a 2 bedroom vacation rental, on average! There were 201 vacation active rental properties in Chesapeake.  122 are renting the entire place, and 79 are shared rooms.  On average, during the month of December 2023, each vacation rental property in Chesapeake is booked 55% of the time, and most hosts are projected to generate $2,289 or more during the month of December! See how much you could earn with our free vacation rental income calculator.

$161.00 Per Night*


55% Occupied*


$2,289.00 Per Month*

* Based on the median average of all vacation rentals in the Chesapeake area.
Get a free estimate for your home or condo.

Vacation Rentals in Chesapeake are generating record profits with RedAwning.
Find out how you can exceed your revenue goals with RedAwning's property management resources.

Successful short-term vacation rentals in Chesapeake, Virginia

Positive vacation rental trends in Chesapeake, Virginia when you considering renting out your Chesapeake home as a short-term rental. There are many benefits of renting out your Chesapeake home while you’re on vacation. The great thing about renting out your Chesapeake home is that you can make some money while you’re away from work. You can also enjoy some time off without the stress of caring for the house, and you don’t have to worry about damage to your property or any maintenance problems. If you’re planning a trip to Chesapeake, Virginia, it’s important to keep these positive vacation rental trends in mind when deciding whether or not to rent out your house.

If you’re thinking about renting your Chesapeake home, you might be concerned about the potential impact on your vacation rental business. The good news is that Chesapeake, Virginia is a great destination for vacation rentals, with lots of options to choose from. In general, there are some positive trends you can look out for as a landlord in Chesapeake. There are more and more people renting out their homes for short-term rentals like Airbnb and VRBO, so it’s getting easier and easier to find travelers looking for a place to stay. You may also notice that more people are choosing to rent properties in the summer months when many locals are away on vacation. This is great for tourists looking for a place to stay, but it might also mean that there’s not as much activity at your property as there would be otherwise.

RedAwning takes the guess-work out of Chesapeake property management, and we work with you to ensure your Chesapeake short-term rental is set up perfectly to attract guests and maximize your rental revenue, from day-one.

See how much your Chesapeake vacation rental could earn:

Revenue Projections for Vacation Rentals in Chesapeake, Virginia during January, 2024

Based on a 2 bedroom, which is the most common Chesapeake vacation rental home size, we've come up with an estimated rental amount you could charge per night and how much demand there is for each day in January. Higher bars below can command higher prices, if your Chesapeake vacation rental is available during these days.

Average Daily Price & Percent Occupied Next Month In Chesapeake

Note: These averages are based on a 2 bedroom home in Chesapeake. If you'd like to find out how much revenue your home could make by providing the number of bedrooms and specifics about your vacation rental, please try our  free vacation rental calculator and/or speak with one of our vacation rental experts about your vacation home, condo or unique vacation rental experience.

Interested in learning how you can maximize your vacation rental revenue in Chesapeake, Virginia?

If you are a speculative home buyer or have another home in Virginia, check out our other Virginia Vacation Rental Management reports in AlexandriaArlingtonCharlottesvilleRichmondVirginia BeachMineralBumpassOrangeNorfolkSuffolkShadwellMachipongoWinchesterUniversityMadisonBon AirLake FrederickBedford,  and Amherst, Virginia or view all of our vacation rental market reports

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