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Airbnb City Guide: The Best Places To Invest in Chesapeake, Virginia

A brick home in Chesapeake, VA, USA

Airbnb Rules and Regulations in Chesapeake, Virginia

As of 2024, Chesapeake has implemented comprehensive regulations governing short-term rentals, including those listed across various booking sites. Hosts must obtain a Short-Term Rental Operator Permit, which requires adherence to specific safety standards and occupancy limits. Additionally, properties must comply with zoning ordinances, and rentals are prohibited in certain residential areas. Noise restrictions are strictly enforced, with fines imposed for violations.

Hosts are mandated to collect and remit applicable taxes, including the Transient Occupancy Tax. Parking regulations are in place, ensuring adequate spaces for guests without disrupting the neighborhood. Regular inspections are conducted to verify compliance with the city's stringent cleanliness, maintenance, and guest amenities standards. Failure to adhere to these regulations may result in permit revocation and substantial penalties.

Chesapeake Airbnb Market Data:

  • Average Revenue – $31.4K per year
  • Average Daily Rate – $168.8 per night
  • Average Occupancy Rate – 51%
  • Average RevPAR – $86.4
  • Average Home Prices – $380,121

1. Top Place to Invest in Chesapeake, Virginia - Great Bridge

The Great Bridge area of Chesapeake is a historic neighborhood that seamlessly blends its rich heritage with modern amenities, offering an attractive opportunity for short-term rental investments.

Great Bridge Airbnb Market Data:

  • Average Revenue – $33.9K per year
  • Average Daily Rate – $169.3 per night
  • Average Occupancy Rate – 55%
  • Average RevPAR – $95.5

Convenience: 9/10

Great Bridge boasts exceptional convenience, with essential services and amenities readily available within the neighborhood or in close proximity. Residents and visitors can easily access grocery stores, restaurants, shopping centers, and other necessities, ensuring a hassle-free living experience.

Tourist Attractions: 7/10

While not a major tourist destination itself, Great Bridge offers a glimpse into the region's storied past. The Great Bridge Battlefield & Waterways Museum, located near the pivotal Battle of Great Bridge site, provides an immersive experience for history enthusiasts. Additionally, the nearby Dismal Swamp Canal Trail offers outdoor recreation and exploration opportunities.

Things to Do: 8/10

Great Bridge caters to a diverse range of interests and lifestyles. Outdoor enthusiasts can enjoy the numerous parks, trails, and waterways in the area, while those seeking cultural experiences can explore the local art galleries, museums, and community events. The neighborhood also offers a vibrant dining scene, with a variety of restaurants and cafes to suit every taste.

Average Home Prices: 8/10

According to Zillow data for 2024, the average home price in the Great Bridge area is $375,000. This represents a 4% appreciation rate compared to the previous year, indicating a stable and growing real estate market. The relatively high home prices reflect the desirability of the neighborhood and its potential for generating substantial rental income.

Proximity to Work-Related Travel: 9/10

Great Bridge's location offers an excellent opportunity for corporate rentals because of its great accessibility to various work-related destinations. The neighborhood is in close proximity to major hospitals, such as Chesapeake Regional Medical Center and the Chesapeake Conference Center, catering to business travelers who are attending conferences or events. Additionally, the area's proximity to major highways and the Norfolk International Airport ensures convenient travel for those with frequent work-related trips.

X-Factor: 9/10

Great Bridge's unique charm lies in its rich history and strong sense of community. The neighborhood's well-preserved historic sites, including the Great Bridge Battlefield & Waterways Museum, offer a glimpse into the area's pivotal role in the American Revolutionary War. The active community association also fosters a welcoming and inclusive atmosphere, organizing various events and initiatives that bring residents together.

2. Top Place to Invest in Chesapeake, Virginia - Greenbrier

The Greenbrier area of Chesapeake is a thriving commercial hub that offers a unique blend of urban convenience and suburban charm, making it an attractive investment opportunity for Airbnb and short-term rental investors.

Greenbrier Airbnb Market Data:

  • Average Revenue – $42.3K per year
  • Average Daily Rate – $210.7 per night
  • Average Occupancy Rate – 55%
  • Average RevPAR – $113.9

Convenience: 9/10

Greenbrier boasts exceptional convenience, with a wide range of amenities and services readily available within the community or in close proximity. Residents and visitors alike can easily access grocery stores, restaurants, shopping centers, and other essential services, ensuring a hassle-free living experience. The area's central location and well-planned infrastructure make it easy to navigate, minimizing travel time and maximizing efficiency.

Tourist Attractions: 6/10

While not a major tourist destination, Greenbrier's proximity to various attractions in the Chesapeake region offers visitors diverse experiences. The nearby Dismal Swamp Canal Trail and Great Dismal Swamp National Wildlife Refuge provide outdoor recreation and exploration opportunities. Additionally, the area is within a short drive from downtown Norfolk's vibrant arts and cultural scene, offering museums, galleries, and historical sites.

Things to Do: 8/10

Greenbrier caters to a wide variety of interests and lifestyles. Outdoor enthusiasts can enjoy the numerous parks, trails, and waterways in the surrounding areas, while those seeking cultural experiences can explore the local art galleries, community events, and festivals. The area also offers a vibrant dining scene, with diverse restaurants and cafes to suit every taste, opening the world to local partnerships for rental hosts and owners. Additionally, the Greenbrier Mall and various shopping centers provide ample opportunities for retail therapy.

Average Home Prices: 8/10

According to Zillow data for 2024, the average home price in the Greenbrier area is $327,987. This represents a 4% appreciation rate compared to the previous year, indicating a stable and growing real estate market. The relatively high home prices reflect the desirability of the neighborhood and its potential for generating substantial rental income.

Proximity to Work-Related Travel: 9/10

Greenbrier's location offers excellent accessibility to various work-related destinations. The area is in close proximity to major employers, such as the Dollar Tree headquarters and the QVC call center. Additionally, the Chesapeake Regional Medical Center and the Chesapeake Conference Center are within a short drive, catering to business travelers attending conferences or events. The area's proximity to major highways and the Norfolk International Airport further enhances its appeal for those with frequent work-related travel.

X-Factor: 8/10

Greenbrier's unique charm lies in its harmonious blend of commercial and residential areas, creating a vibrant and diverse community. The area's well-planned infrastructure, with tree-lined streets and ample green spaces, fosters a sense of suburban tranquility while still offering the conveniences of urban living. The strong sense of community and active neighborhood associations also contribute to a welcoming and inclusive atmosphere for residents and visitors alike.

3. Top Place to Invest in Chesapeake, Virginia - Western Branch

The Western Branch area of Chesapeake offers a harmonious blend of suburban tranquility and urban convenience, making it an attractive investment opportunity for those aspiring to start an Airbnb business in Chesapeake.

Western Branch Airbnb Market Data:

  • Average Revenue – $26.5K per year
  • Average Daily Rate – $158.1 per night
  • Average Occupancy Rate – 46%
  • Average RevPAR – $72.7

Convenience: 9/10

Western Branch boasts exceptional convenience, with essential services and amenities readily accessible within the neighborhood or in close proximity. Residents and guests can easily access grocery stores, restaurants, shopping centers, and other daily necessities, ensuring a hassle-free living experience. The area's well-planned infrastructure and proximity to major highways provide seamless connectivity to various parts of the city and surrounding regions.

Tourist Attractions: 6/10

While not a major tourist destination, Western Branch offers a glimpse into the Chesapeake region's rich history and natural beauty. The nearby Dismal Swamp Canal Trail and Great Dismal Swamp National Wildlife Refuge provide outdoor recreation and exploration opportunities, attracting nature enthusiasts and history buffs alike. Additionally, the area's proximity to downtown Norfolk and Virginia Beach allows easy access to diverse cultural and entertainment attractions.

Things to Do: 8/10

Western Branch caters to a wide range of interests and lifestyles. Outdoor enthusiasts can enjoy the numerous parks, trails, and waterways in the area, while those seeking cultural experiences can explore the local art galleries, museums, and community events. The neighborhood also offers a vibrant dining scene, with a variety of restaurants and cafes to suit every taste. Additionally, the Western Branch Community Center provides recreational facilities and hosts various activities for residents of all ages.

Average Home Prices: 8/10

According to Zillow data for 2024, the average home price in the Western Branch area is $327,987. This represents a 4% appreciation rate compared to the previous year, indicating a stable and growing real estate market.

Proximity to Work-Related Travel: 9/10

Western Branch's location offers excellent accessibility to various work-related destinations. The area is in close proximity to major employers, such as the Dollar Tree headquarters and the QVC call center. Additionally, the Chesapeake Regional Medical Center and the Chesapeake Conference Center are within a short drive, catering to business travelers attending conferences or events. The area's proximity to major highways and the Norfolk International Airport further enhances its appeal for those with frequent work-related travel.

X-Factor: 9/10

Western Branch's unique charm lies in its harmonious suburban tranquility and urban convenience blend. The neighborhood's well-planned infrastructure, with tree-lined streets and ample green spaces, fosters a sense of peace and serenity while offering easy access to a wide range of amenities and services.

4. Top Place to Invest in Chesapeake, Virginia - Deep Creek

The Deep Creek area of Chesapeake is a vibrant and rapidly growing community that offers a unique blend of suburban convenience and natural beauty, making it an attractive investment opportunity for all types of investors.

Deep Creek Airbnb Market Data:

  • Average Revenue – $31.7K per year
  • Average Daily Rate – $167.3 per night
  • Average Occupancy Rate – 52%
  • Average RevPAR – $88.2

Convenience: 9/10

Deep Creek boasts exceptional convenience, with a wide range of amenities and services readily available within the community or in close proximity. Residents and visitors alike can easily access grocery stores, restaurants, shopping centers, and other essential services, ensuring a hassle-free living experience. The area's well-planned infrastructure and proximity to major highways provide seamless connectivity to various parts of the city and surrounding regions.

Tourist Attractions: 7/10

While not a major tourist hotspot itself, Deep Creek offers a gateway to the natural wonders of the Chesapeake region. The nearby Dismal Swamp Canal Trail and Great Dismal Swamp National Wildlife Refuge provide outdoor recreation and exploration opportunities, attracting nature enthusiasts and history buffs alike. Additionally, the area's proximity to downtown Norfolk and Virginia Beach allows easy access to diverse cultural and entertainment attractions.

Things to Do: 8/10

Deep Creek caters to a wide range of interests and lifestyles. Outdoor enthusiasts can enjoy the numerous parks, trails, and waterways in the area, while those seeking cultural experiences can explore the local art galleries, museums, and community events. The neighborhood also offers a vibrant dining scene, with a variety of restaurants and cafes to suit every taste. Additionally, the Deep Creek Recreation Center provides recreational facilities and hosts various activities for residents of all ages.

Average Home Prices: 8/10

According to Zillow data for 2024, the average home price in the Deep Creek area is $425,000. This represents a 4% appreciation rate compared to the previous year, indicating a stable and growing real estate market.

Proximity to Work-Related Travel: 9/10

Deep Creek's location offers excellent accessibility to various work-related destinations. The area is in close proximity to major employers, such as the Chesapeake Regional Medical Center and the Chesapeake Conference Center, catering to business travelers attending conferences or events. Additionally, the area's proximity to major highways and the Norfolk International Airport further enhances its appeal for those with frequent work-related travel.

X-Factor: 9/10

Deep Creek's unique charm lies in its harmonious suburban convenience and natural beauty blend. The neighborhood's well-planned infrastructure, with tree-lined streets and ample green spaces, fosters a sense of tranquility and serenity while offering easy access to a wide range of amenities and services.

5. Top Place to Invest in Chesapeake, Virginia - Indian River

The Indian River area of Chesapeake is a picturesque waterfront community that offers a unique blend of natural beauty and urban convenience, making it a great investment opportunity for those looking to launch a short-term rental business.

Indian River Airbnb Market Data:

  • Average Revenue – $26.7K per year
  • Average Daily Rate – $140.5 per night
  • Average Occupancy Rate – 52%
  • Average RevPAR – $72.9

Convenience: 8/10

Indian River boasts a high level of convenience, with essential services and amenities readily available within the community or in close proximity. Residents and visitors can easily access grocery stores, restaurants, shopping centers, and other daily necessities, ensuring a comfortable living experience. However, the area's waterfront location can result in slightly longer commute times to certain parts of the city.

Tourist Attractions: 8/10

Indian River is a prime destination for nature enthusiasts and outdoor adventurers. The area's proximity to the Indian River and the Chesapeake Bay provides ample opportunities for water-based activities such as boating, fishing, and kayaking. Additionally, the nearby Northwest River Park and Trail offers scenic hiking and biking trails, attracting visitors from across the region.

Things to Do: 9/10

Indian River caters to a wide range of interests and lifestyles. Outdoor enthusiasts can enjoy the numerous parks, trails, and waterways in the area, while those seeking cultural experiences can explore the local art galleries, museums, and community events. The neighborhood also offers a vibrant dining scene, with a variety of restaurants and cafes to suit every taste, many of which offer stunning waterfront views.

Average Home Prices: 9/10

According to Zillow data for 2024, the average home price in the Indian River area is $525,000. This represents a 5% appreciation rate compared to the previous year, indicating a strong and growing real estate market.

Proximity to Work-Related Travel: 7/10

While Indian River's location offers convenient access to various work-related destinations within Chesapeake, its distance from major transportation hubs and convention centers may pose a challenge for frequent business travelers. However, the area's proximity to major highways and the Norfolk International Airport provides reasonable accessibility for those with occasional work-related travel needs.

X-Factor: 10/10

Indian River's unique charm lies in its stunning waterfront location and natural beauty. The neighborhood's proximity to the Indian River and the Chesapeake Bay offers breathtaking views and a serene, coastal atmosphere. Additionally, the area's well-preserved historic homes and charming downtown district contribute to its unique character and appeal.

⚡️
Reveal your property’s rental profitability

Buy this property and list it on Airbnb.