Chesapeake, Virginia Short Term Rental Regulations
Navigate short-term rental regulations with ease! From coastal retreats to urban hubs, our in-depth guides break down the essentials for cities across the nation. Stay informed of changes to local Airbnb rules with our up-to-date insights and best practices.
Reviewed by Karolyn Hutson
Last updated August 23, 2023
Chesapeake Short-Term Rental Regulations
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Short Term City Rating6.8
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Competition
6.6 -
Real Estate Cost
8.1 -
STR Regulations
N/A -
Seasonality
8.2 -
Rental Rates
4.4
Chesapeake, Virginia Quick Stats
Short-term rentals have gained a lot of traction in the last few years. The trends and statistics of this sector are constantly changing, and having access to accurate data is essential for making sound investment decisions.
- Population
- 249,422
- STR License Required
- No
- Tourist Season
- County
- Chesapeake
- Airports
- Chesapeake Regional (VA2)
- Norfolk International Airport (ORF)
Want to learn more about Chesapeake?
Hostscouts has you covered. Our guides for this city cover topics that can help you research cities across the US quickly and easily.
Check out our Chesapeake rental analytics guide if you're interested in data on the Chesapeake rental market.
Review the popular activities that hosts include in their property positing in Chesapeake.
The most popular local and regional landmarks hosts usually include in their Airbnb or Vrbo property listings.
Explore nightly rates that hosts list their properties and the average fees for pets and additional guests.
What are the most popular property sizes for rent? Research whether a 1, 2, or 3 bedroom best fits Chesapeake guests.
Interested in other Virginia cities?
Check out the Virginia Airbnb rules directory
What makes Chesapeake a great place to invest?
- Outdoor Adventures: Discover the beauty of the Great Dismal Swamp National Wildlife Refuge, where you can hike or bike along scenic trails, paddle through serene waterways, and encounter diverse wildlife in their natural habitat.
- Nautical History: Step back in time at the Battleship Wisconsin and Nauticus Maritime Museum, where you can explore the rich maritime history of the region, climb aboard a massive WWII battleship, and experience interactive exhibits that bring the past to life.
- Chesapeake City Park: Enjoy a fun-filled day at this family-friendly park, featuring a modern playground, spacious picnic areas, and the Chesapeake Arboretum, where you can stroll through beautifully maintained gardens and learn about native plants and trees.
- Educational Pursuits: Visit Regent University, a prestigious institution known for its picturesque campus and high-quality academic programs, and Tidewater Community College, offering a wide range of courses to meet the diverse needs of the community.
- Delightful Dining: Indulge your taste buds with Chesapeake's thriving food scene, which boasts a variety of local seafood, farm-to-table fare, and international cuisine. Don't miss the iconic Chesapeake Bay blue crabs, available at numerous waterfront eateries.
- Charming Accommodations: Rest easy in one of Chesapeake's cozy bed and breakfasts or choose from a variety of modern hotels and vacation rentals that cater to every budget and traveler's preference.
Chesapeake Nearby Cities
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7 miles away
- Rating: 5.8
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10 miles away
- Rating: 6.0
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Local Real Estate
How expensive is the real estate in Chesapeake?
The cost of real estate can vary widely depending on the location, size, and features of the property, as well as market conditions. The median home value in Chesapeake has increased 3% over the past year, and the average price per square foot is $190, which is lower than the national average.
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Median Sale Price
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$312,614
3% YoY
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Median per Square Foot
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$190
3% YoY
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Average Monthly Rent
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$1,716
3% YoY
The most common terms hosts include in their listings for Chesapeake, Virginia
Common terms for Chesapeake short term rental listings.
When potential guests are scrolling through listings on Airbnb, they’re looking for certain essential information to help them decide if your property is the right fit for their needs. As a host, ensuring that your listing includes all the relevant information that guests will be looking for is vital.
Some of the must-have elements of a property description include:
- Location: Guests will want to know where your property is located in relation to popular attractions, public transportation, and other points of interest.
- Amenities: What amenities does your property offer? Be sure to list all features guests can access, such as a pool, hot tub, parking, etc.
- Informative: The average listing in Chesapeake has a description approximately 998 words long. Make sure yours is long enough to describe your property but doesn't require your potential guest to read a novel.
After reviewing more than 1,221 listings in Chesapeake, we've consolidated the most common terms on the word cloud. The larger text represents a term that is used more often. The top ten mentioned terms are Virginia Beach, Place, Norfolk, Quiet, Family, Perfect, Spacious, Beautiful, Cozy, and Backyard.
What are the most popular tourist activities in Chesapeake?
Whether renting a house, an apartment, or a room, you should include popular tourist activities in your posting. The most common choices mentioned on property listings in Chesapeake involve going to the City Centre, the Health Spa, Museums, Outlet Shopping, and Boating. When you write your listing, have a section with recommended activities near the property to give your guests an idea of what is available.
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City Centre
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Health Spa
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Museums
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Outlet Shopping
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Boating
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Adventure Activities
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Beach
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Marina
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Zoo
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Swimming
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Paddle Boating
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Cycling
Local Attractions
What attractions do hosts highlight to guests?
There are quite a few popular attractions in Chesapeake, including Naval Station Norfolk, Virginia Beach Town Center, Greenbrier Mall, Old Dominion University, and Waterside Festival Marketplace. Below we've included the most popular local and regional landmarks hosts usually include in their Airbnb or Vrbo property listings. Many hosts like to show off lesser-known regional landmarks visitors might not have heard of.
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Regional Landmark
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Norfolk Botanical Garden
Included on most listings
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Well Known Attraction
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Virginia Beach Town Center
Included on most listings
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Regional Landmark
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Norfolk Premium Outlets
Included on most listings
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Regional Landmark
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Greenbrier Mall
Included on most listings
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Regional Landmark
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Chesapeake Beach
Included on 83% of listings
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Well Known Attraction
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Naval Station Norfolk
Included on 83% of listings
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Local Landmark
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Mount Trashmore Park
Included on 82% of listings
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Regional Landmark
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Old Dominion University
Included on 81% of listings
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Regional Landmark
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USS Wisconsin BB-64
Included on 81% of listings
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Regional Landmark
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Waterside Festival Marketplace
Included on 76% of listings
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Local Landmark
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Chrysler Museum of Art
Included on 73% of listings
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Regional Landmark
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Sentara Norfolk General Hospital
Included on 70% of listings
What’s the weather like in Chesapeake, Virginia?
The weather is about the same as the national average, with an average high temperature of around 70°, while the average low is about 53°. The rainfall is much heavier, averaging about 41 inches per year, compared to the national average of about 27 inches. Snowfall is relatively rare, averaging less than 5 inches per year. The humidity levels in Chesapeake are generally muggier than the national average, and the city has a mix of clouds and sunshine for most of the year.
Winter
December through February
36° Low 52° High
Spring
March through May
51° Low 69° High
Summer
June through August
70° Low 86° High
Fall
September through November
55° Low 71° High
Cities Near Chesapeake
Chesapeake, Virginia, is located in Chesapeake County. Some cities that are located nearby include:
