Chesapeake holiday lettings

Why visit Chesapeake

• Natural Escapes: Visit Chesapeake City Park and the Chesapeake Arboretum for beautiful green spaces and tranquil nature walks.
• Cultural Attractions: Explore the maritime museum for a glimpse into the region's rich nautical history.
• Family-Friendly Activities: Enjoy a range of recreational opportunities, from urban parks to entertainment arenas suitable for all ages.
• Charming Neighbourhoods: Stroll through delightful neighbourhoods that showcase the warmth of local culture and hospitality.
• Diverse Accommodation: Choose from a variety of rental options, including holiday homes, condos, and cosy cottages to suit your needs.

Popular types of accommodation in Chesapeake

Our platform showcases a variety of accommodation options in Chesapeake, including private holiday homes, condos, and charming cottages. Whether you're seeking a peaceful retreat or a family-friendly space, there's something for everyone. With our extensive selection of Chesapeake VA rentals, you can easily find the perfect rental homes to suit your needs. Explore the best of Chesapeake and enjoy a memorable stay with transparency and reassurance.

• Houses: The top choice for visitors in Chesapeake, these homes offer a spacious and personalised stay for families, friends, or couples.
• Condos: A popular option, condos provide modern amenities and shared facilities, ideal for a comfortable getaway.
• Cottages: Charming and quaint, cottages in Chesapeake offer a cosy retreat, perfect for those seeking a peaceful escape.
• Apartments: Convenient and well-equipped, apartments are a great choice for travellers looking for flexibility and independence.
• Caravan Parks: A unique accommodation choice, caravan parks allow for a fun and adventurous stay amidst nature.**

Top attractions near Chesapeake

Chesapeake, Virginia, is an excellent destination for families and those seeking outdoor and urban experiences. Key attractions include urban parks, the maritime museum, and an entertainment arena, providing cultural and recreational activities for all ages. Don’t miss visiting Chesapeake City Park and the Chesapeake Arboretum for a taste of nature and relaxation. Whether you’re exploring with family or friends, Chesapeake promises a memorable getaway.

• Regent University: A contemporary institution with a vibrant city atmosphere, Regent University offers cutting-edge facilities and engaging academic programmes, making it a unique spot for those interested in modern education and campus life.
• Norfolk State University: A historically rich university that celebrates cultural diversity, Norfolk State University features impressive architecture and a lively community, providing insights into African American heritage and education.
• Norfolk Scope: This dynamic entertainment venue hosts concerts, sports events, and family shows, making it a perfect destination for a fun-filled outing, suitable for all ages.

Things to do recommended for couples

Chesapeake offers delightful romantic experiences for couples. Enjoy a vibrant evening at The NorVa, just 3.7km away, filled with live music. Alternatively, indulge in the charm of Waters Edge Winery, located 5.6km from Chesapeake, where you can savour exquisite wines in a romantic setting.

Things to do recommended for families

Families can cheer on their favourite teams at Harbor Park, enjoy a peaceful day at Oak Grove Lake Park, or engage in fun-filled activities at Jillian's Billiards, all within the charming city of Chesapeake. Each venue promises unique experiences for all ages.

Things to do recommended for groups

Explore the vibrant Greenbrier Mall for shopping and entertainment, enjoy a round of golf at the scenic Chesapeake Golf Club, and catch a film with friends at the charming Commodore Theatre, located 3.1km from Chesapeake, perfect for family and romantic outings.

Booking with Vrbo is a breeze

Are you hoping to save on your next holiday? If so, being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay in and around Chesapeake

Chesapeake, Virginia, is an ideal destination for families and outdoor enthusiasts alike. With its charming neighbourhoods and the stunning Chesapeake Bay, visitors can immerse themselves in a friendly atmosphere perfect for excursions and relaxation. Whether you're seeking a romantic getaway or a trendy urban experience, Chesapeake offers a delightful blend of activities and sights to explore. Enjoy the warmth of family homes and the vibrant local culture during your holiday in this fabulous city.

• Norfolk: Situated a mere 3.7km from Chesapeake, Norfolk is a vibrant city brimming with family-friendly activities and outdoor adventures. The waterfront boardwalk offers a delightful space for leisurely strolls, while the bustling shopping centres cater to all your retail needs. Norfolk's educational attractions, including the renowned Nauticus maritime museum, provide both fun and learning. Visitors can also enjoy the scenic beaches and picturesque esplanade, making it a great spot for romantic outings or family days out.
• Portsmouth: Located just 3.1km from Chesapeake, Portsmouth is another charming city that promises a wholesome experience for families and couples alike. Its inviting boardwalk and shopping centres make for an enjoyable day of exploration. Noteworthy attractions such as the historic Olde Towne district and the scenic esplanade offer glimpses into the area's rich heritage and natural beauty. With stunning views of the waterfront and easy access to lovely beaches, Portsmouth stands out as an ideal destination for outdoor enthusiasts.
• South Norfolk: Nestled around the Chesapeake area, South Norfolk is a welcoming neighbourhood that captures the essence of family and outdoor experiences. With convenient access to a variety of shopping centres and a lovely boardwalk, it provides a perfect blend of leisure and recreation. The local attractions, including the beach and tourist precinct, are ideal for visitors seeking relaxation or adventure. South Norfolk's charming atmosphere and easy access to the esplanade make it a delightful stop during your vacation.

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

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

If you're travelling with a group, as a family, with your pets, or seeking extended stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Chesapeake with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
• Traveling to Chesapeake with young kids: Traveling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, such as a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Chesapeake: For many families, a holiday wouldn’t be the same without their beloved pet by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
• Planning for a long term stay visiting Chesapeake: If you're in search of holiday rentals featuring 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 accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new getaways, pick up right where you paused, or review and arrange your itineraries. You can easily locate properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.