Chesapeake holiday lettings

Why visit Chesapeake

• Natural wonders: Discover the scenic Great Dismal Swamp National Wildlife Refuge, ideal for nature lovers and families.
• Urban parks: Enjoy leisurely picnics and recreation at Chesapeake City Park, perfect for a day outdoors.
• Cultural heritage: Visit charming local churches and delve into the city’s rich history at maritime museums.
• Romantic waterfront: Unwind along the picturesque Elizabeth River, an enchanting spot for couples.
• Diverse accommodation: Choose from cosy cottages, private vacation homes, and modern condos for your stay.

Popular types of accommodation in Chesapeake

Chesapeake, Virginia, is a captivating city rich in natural beauty and unique experiences. Visitors can explore the stunning Great Dismal Swamp, enjoy outdoor adventures at one of the many parks, or delve into local history at fascinating landmarks. When it comes to accommodation, you'll find a variety of options including houses, cosy cottages, and modern condos, making it easy to find the perfect rental for your stay in Chesapeake.

• Houses: The top choice for visitors in Chesapeake, these homes offer a spacious and comfortable stay, perfect for families or groups.
• Condos: A popular second option, condos provide modern amenities and often stunning views, ideal for couples or small families.
• Cottages: Third in popularity, cottages offer a quaint and charming atmosphere, perfect for a peaceful getaway.
• Apartments: Ranking fourth, apartments are convenient and well-equipped, making them a great choice for longer stays.
• Caravan Parks: The fifth option, caravan parks offer a unique outdoor experience, ideal for those who enjoy nature.**

Top attractions near Chesapeake

Chesapeake, Virginia, offers a delightful mix of attractions perfect for families, outdoor enthusiasts, and couples seeking a romantic getaway. Visitors can explore urban parks for leisurely strolls, delve into the maritime museum to learn about local history, or visit charming churches that reflect the area’s culture. With a range of experiences tailored to all interests, Chesapeake is a wonderful destination to discover the beauty and heritage of this vibrant city.

• Town Point Park: This urban park offers a serene escape with lush green spaces, picturesque waterfront views, and family-friendly activities. It's perfect for a leisurely stroll or a picnic while soaking up the vibrant city atmosphere.
• USS Wisconsin BB-64: A majestic battleship turned maritime museum, visitors can explore its impressive decks and learn about naval history, immersing themselves in the rich culture and stories of those who served.
• Douglas MacArthur Memorial: An engaging history museum dedicated to the life of General Douglas MacArthur, featuring exhibits and artefacts that reflect his significant contributions to military history and leadership.

Things to do recommended for couples

Chesapeake offers delightful experiences for couples. Enjoy a serene gondola ride through the picturesque canals of the Great Dismal Swamp, or take a romantic stroll at the Chesapeake City Park, where the sunset casts a magical glow over the water.

Things to do recommended for families

Families visiting Chesapeake can explore the fascinating Chesapeake Planetarium, enjoy outdoor fun at City Park, and discover wildlife at the Great Dismal Swamp National Wildlife Refuge, where kids can engage in nature trails and birdwatching activities.

Things to do recommended for groups

Explore the scenic Chesapeake Bay by taking a group kayak tour through its tranquil waters or enjoy a delightful afternoon at the Great Dismal Swamp, where you can hike and observe local wildlife. Don't miss the vibrant local cuisine at a nearby seafood restaurant for a true taste of Virginia.

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

If you're travelling with a group, family, pets, or planning for an extended stay, it's essential to filter your options according to your specific needs. Here are some helpful Vrbo booking tips for you.

• Traveling to Chesapeake with a group: Think about the number of bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options, and more, on Vrbo.
• Traveling to Chesapeake with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
• Taking your pets with you to Chesapeake: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most 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 offers for stays of a month or more, you've come to the perfect place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Chesapeake

Chesapeake, Virginia, offers a delightful blend of family-friendly attractions and outdoor adventures. Visitors can explore the scenic Great Dismal Swamp National Wildlife Refuge, perfect for nature enthusiasts and families alike. The city's parks, such as Chesapeake City Park, provide ample space for picnics and recreation. For a romantic outing, the picturesque waterfront along the Elizabeth River is a lovely spot to unwind. With its friendly atmosphere and diverse experiences, Chesapeake is an excellent choice for your holiday.

• Norfolk: Located a mere 10km from Chesapeake, Norfolk is a vibrant city known for its rich maritime history and bustling waterfront. Visitors flock to Norfolk for a variety of experiences, including family outings, romantic strolls, and outdoor adventures. The iconic boardwalk offers stunning views of the Elizabeth River, while the nearby beach provides a perfect spot for relaxation. Norfolk is home to a range of attractions, including museums and shopping centres, making it a delightful destination for all ages. Don’t miss the chance to explore the esplanade and indulge in the local dining scene.
• Portsmouth: Just 8km from Chesapeake, Portsmouth is a charming city that embodies a friendly atmosphere ideal for families and couples alike. With its picturesque boardwalk and a variety of shopping options, Portsmouth invites visitors to enjoy leisurely strolls and engaging activities. The local beach and esplanade offer tranquil settings for relaxation and recreation. Cultural education opportunities abound, making this city both fun and enlightening. Portsmouth's vibrant tourist precinct ensures there’s always something happening, promising an enjoyable stay.
• Greenbrier West: Nestled within Chesapeake, Greenbrier West is a welcoming neighbourhood perfect for families and business travellers. Its proximity to shopping malls and centres means you can easily indulge in retail therapy or enjoy a meal at various eateries. The area features a lovely boardwalk and is close to beautiful beaches, making it suitable for both leisure and exploration. Greenbrier West offers a blend of city life with a leisurely pace, ensuring a balanced and enjoyable experience during your visit.

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. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your travels, allowing you to create new trips, resume your previous planning, or easily manage your itinerary. You can access your saved or booked properties, which are neatly organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
• Cypress Point Country Club (10.1 mi / 16.3 km)
• Riverfront Golf Club (11.6 mi / 18.7 km)
• Virginia Beach National Golf Club (11.7 mi / 18.9 km)
• Eagle Haven Golf Course (12.8 mi / 20.6 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)
• Portsmouth City Park (6.4 mi / 10.2 km)
• Mount Trashmore Park (10 mi / 16.1 km)
• Norfolk Botanical Garden (10.5 mi / 16.9 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.