Chesapeake, Virginia Short-Term Rental Market Overview

Population: 240,397
Annual Visitors: Still gathering data
Total STRs: Still gathering data
ADR: $156.46

Visitor Profile

Visitors to Chesapeake, Virginia, are typically outdoor enthusiasts, history buffs, and leisure travelers seeking a blend of natural beauty and cultural experiences. They are often drawn by the city’s scenic waterways, including the Chesapeake Bay, and the opportunity to explore outdoor activities such as fishing, kayaking, hiking, and wildlife refuge visits at sites like the Great Dismal Swamp National Wildlife Refuge. Family vacationers and nature lovers also flock here to enjoy the Chesapeake Arboretum and Northwest River Park, enriching their stay with nature-focused activities. Cultural explorers, meanwhile, appreciate Chesapeake’s historical sites and vibrant local festivals that highlight its rich past and community spirit. Overall, these visitors value authentic outdoor adventures, educational experiences, and easy access to scenic landscapes that make Chesapeake uniquely appealing as a short-term rental destination.

Top Attractions

Chesapeake, Virginia, is a vibrant destination renowned for its natural beauty, rich history, and outdoor activities. Visitors are drawn to the iconic Great Dismal Swamp National Wildlife Refuge, a vast area teeming with wildlife and scenic trails, perfect for nature lovers and adventure seekers alike. The Chesapeake Arboretum offers beautifully maintained trails and lush gardens, providing a peaceful escape into nature while also serving as a hub for community events and family outings.

Beyond its natural attractions, Chesapeake boasts historical sites such as Battlefield Park and nearby heritage areas that highlight its significance in American history. The city’s proximity to the Atlantic Intracoastal Waterway makes it an ideal spot for water-based activities like boating and fishing. With a diverse array of parks, unique shopping, and regional cuisine options, Chesapeake is a compelling destination for travelers looking to explore both the outdoors and the rich cultural heritage of southeastern Virginia.

Regulations

Chesapeake, Virginia, maintains a structured regulatory framework for short-term rentals to ensure balance between community character and the growing demand for vacation and temporary lodging options. Hosts can expect to navigate requirements primarily focused on licensing, zoning compliance, safety standards, and taxation. While the city recognizes short-term rentals as a viable lodging option, it imposes specific conditions to manage their impact on neighborhoods and to ensure they operate responsibly and legally within the local context.

### Key Regulatory Considerations:

Licensing and Permits: Hosts must obtain a business license through the City of Chesapeake’s Commissioner of the Revenue office. This process typically involves submitting an application, paying associated fees, and adhering to renewal schedules set by the city.

Primary Residence Requirements: Current information on whether the property must be the host’s primary residence is not explicitly detailed in accessible summaries. Hosts should verify this requirement with official city guidance to understand occupancy and registration conditions.

Zoning and Location: The city’s zoning regulations dictate where short-term rentals can operate. Typically, residential zones may have restrictions or require specific permits, while commercial zones might have more permissive conditions. Detailed zoning maps and rules can be consulted through Chesapeake’s Planning Department.

Occupancy, Health & Safety: There are health and safety standards designed to protect guests and neighbors. These generally include requirements for smoke detectors, carbon monoxide alarms, fire extinguishers, and adherence to occupancy limits based on property size and local building codes.

Tax Obligations: Hosts must collect and remit transient occupancy taxes, commonly known as lodging or hotel taxes, to the city. Additionally, compliance with state sales tax and local tax laws is mandatory.

Operational Standards & Enforcement: Advertising must accurately reflect the property and comply with city rules. Noise levels and guest conduct are regulated to prevent neighborhood disturbances. Non-compliance may lead to fines, penalties, or revocation of rental licenses.

For the most current and legally binding information, property owners should consult the City of Chesapeake’s Official Business License and Taxation Page. This site provides authoritative resources and contact information for city departments responsible for short-term rental oversight to assist hosts in meeting all regulatory obligations.

Chesapeake, Virginia Market Performance Trends

LTM Avg. Daily Rate$175.00
LTM Occupancy Rate63.2%
LTM Avg. Revenue$2,296

Chesapeake, Virginia Rental Market Insights

10-Year Market Growth

Growth chart data is not available for this location.

Booking Activity

  • 1-3 Months:59.5% Booked
  • 4-6 Months:54.6% Booked
  • 7-9 Months:48.2% Booked
  • 10-12 Months:10.6% Booked

Cancellation Policies

  • Flexible:36.3%
  • Moderate:35.7%
  • Strict:27.4%
  • Super Strict:27.4%
  • N/A:0.6%

Minimum Stay

  • 1 Day:73
  • 2 Days:53
  • 3 Days:32
  • 4-6 Days:10
  • 7-29 Days:21
  • 30+ Days:9

Chesapeake, Virginia Rental Market Composition

Entire Place by Beds

Common Rental Amenities

Guest Rating Highlights

  • Overall Rating:4.74 / 5
  • Cleanliness:4.75 / 5
  • Location:4.81 / 5
  • Value:4.73 / 5
  • Accuracy:4.82 / 5
  • Check-in:4.85 / 5
  • Communication:4.83 / 5

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