Chesapeake holiday homes

Why visit Chesapeake

• Natural beauty: Chesapeake offers lush parks and outdoor spaces perfect for family adventures and romantic getaways.
• Local culture: Immerse yourself in the city's maritime history and charming local attractions that celebrate its unique heritage.
• Vibrant community: Explore bustling neighbourhoods with a blend of urban vibes and relaxed local charm.
• Family-friendly experiences: Enjoy a variety of activities and attractions suitable for all ages in this welcoming city.
• Cultural excursions: Discover museums and historical sites that bring Chesapeake's rich past to life.

Top attractions in Chesapeake

Experience Chesapeake, Virginia, a charming city perfect for family, outdoor, and romantic holidays. Discover urban parks, maritime museums, and churches that highlight the local culture and history. Enjoy the blend of natural beauty and vibrant community spirit, making it an ideal destination for travellers seeking a mix of relaxation and exploration. Whether you’re on a family break or a romantic escape, Chesapeake offers a delightful and authentic American experience.

• Chesapeake City Park: Enjoy a vibrant urban park with family-friendly spaces, expansive outdoor areas, and city charm for leisurely strolls and picnics.
• Lake Drummond: Revel in romantic beach vibes, scenic lakeside views and outdoor serenity perfect for a memorable day out.
• Chesapeake Arboretum: Explore a lush arboretum with winding paths, ideal for family outings and relaxed nature walks amidst diverse flora.

Things to do recommended for couples

Discover Chesapeake's hidden gems for a romantic escape. Enjoy a scenic drive along lush coastlines, savour local craft brews, and unwind with a quiet picnic under starlit skies. Experience true local charm for a memorable couple's retreat.

Things to do recommended for families

In Chesapeake, families can explore the stunning Great Dismal Swamp National Wildlife Refuge, perfect for hiking and birdwatching. Enjoy a day at the Chesapeake City Park, featuring playgrounds and picnic areas, or visit the Science Museum of Virginia for interactive exhibits that engage all ages.

Things to do recommended for groups

Explore the beautiful parks and waterways, such as Great Dismal Swamp, or enjoy a group outing at the Chesapeake City Park, complete with picnic areas and walking trails. Don't miss a visit to the local farmers' markets for fresh produce and artisanal goods.

What do I need to keep in mind when booking a vacation in Chesapeake

Whether you’re journeying with a group, as a family, with your pets, or seeking extended stays, be sure to sort by the appropriate priorities. Here are several Vrbo booking tips for you.

• Traveling to Chesapeake with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
• Traveling to Chesapeake with young kids: Traveling with little ones can be challenging. You want to ensure their comfort and safety, along with age-appropriate amenities like a private swimming pool. It’s also wise to consider how close you are to attractions that are family-friendly.
• Taking your pets with you to Chesapeake: For many families, a trip isn’t truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Chesapeake: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Chesapeake

Chesapeake, Virginia offers a charming blend of family-friendly and romantic experiences. Visitors can explore lush outdoor spaces, vibrant neighbourhoods, and local attractions that highlight the city’s unique character. From its scenic parks to its bustling local markets, Chesapeake is an ideal destination for diverse holiday experiences. Enjoy a perfect mix of nature, business vibes, and cultural excursions in this welcoming city.

• Norfolk: Located a mere 10km from Chesapeake, Norfolk is a vibrant city that offers a delightful mix of outdoor adventures and cultural experiences. Visitors can stroll along the picturesque waterfront boardwalk, explore educational attractions such as museums, or indulge in shopping at local centres. The city's scenic beaches and lovely esplanade provide perfect spots for relaxation and recreation. Norfolk is particularly appealing for families and couples seeking a romantic getaway, with its charming tourist precinct serving as a hub for various activities and events.
• Portsmouth: Just 8km from Chesapeake, Portsmouth is another inviting city that boasts a wealth of family-friendly and outdoor experiences. The boardwalk here is a popular destination for leisurely walks and stunning views, while the local shopping centres offer diverse retail options. Visitors will also find engaging educational attractions in the area. Portsmouth features beautiful beaches and an esplanade that enhance its appeal, making it an ideal spot for romantic outings or family adventures within its vibrant tourist precinct.
• Ghent: Situated 11km from Chesapeake, Ghent is a charming neighbourhood known for its historic character and business-friendly atmosphere. The area is a hub of educational opportunities and features an array of shopping options. Ghent’s scenic boardwalk invites visitors to take in the coastal views, while its historic college university adds a unique charm. With its beautiful beaches and bustling tourist precinct, Ghent is an excellent choice for families and those looking to blend leisure with business pursuits.

Best time to go to Chesapeake

If you're planning a trip to Chesapeake, it's a good idea to check both the weather and property rates. The warmest month is July.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	41.0°F (5.0°C)	Light Rain	Mostly Sunny	Average
February	43.7°F (6.5°C)	Light Rain	Mostly Sunny	Average
March	49.3°F (9.6°C)	Light Rain	Mostly Sunny	Average
April	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Slightly High
May	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average
June	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly High
July	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Slightly High
August	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Average
September	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Average
October	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly Low
November	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Slightly Low
December	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Slightly Low

Booking with Vrbo is a breeze

Are you keen to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and the type of holiday rental you prefer. We’re here to help you find the perfect accommodation for your adventure.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is a handy tool designed for you to plan new adventures, refine your existing itineraries, or manage your bookings with ease. Your saved or reserved properties are conveniently organised into categories: Potential, Upcoming, and Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Chesapeake

The area's live music and theatre scene are just some of the reasons to come on holiday to Chesapeake. Travellers to this romantic city praise the shopping, restaurants and beaches. Naval Station Norfolk and Sandbridge Beach are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Chesapeake

Do you want to find things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Chesapeake a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

• Virginia Zoo (7.7 mi / 12.3 km)
• Ocean Breeze Waterpark (16.6 mi / 26.7 km)
• Atlantic Fun Park (18.1 mi / 29.1 km)
• Cypress Point Country Club (10.1 mi / 16.3 km)
• Riverfront Golf Club (11.6 mi / 18.7 km)
• TPC of Virginia Beach (11.7 mi / 18.9 km)

Exploring the beaches and other natural features in Chesapeake

Whether you're an active traveller or just want to appreciate the scenery, Chesapeake is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

• Sandbridge Beach (19.1 mi / 30.7 km)
• Chesapeake City Park (3.5 mi / 5.6 km)
• Town Point Park (5.4 mi / 8.8 km)
• Mount Trashmore Park (10 mi / 16.1 km)
• Norfolk Botanical Garden (10.5 mi / 16.9 km)
• Norfolk Beaches (12.8 mi / 20.5 km)

Seasonal weather in Chesapeake

If you're planning a holiday around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 25°C.

Travelling to and around Chesapeake

The nearest airport is in Norfolk, VA (ORF-Norfolk Intl.), located 10.1 mi (16.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 27.6 mi (44.5 km) away.