Premium vacation rentals in Chesapeake, VA

Blueground's wide range of vacation rentals in Chesapeake are perfect for creating unforgettable memories. Our selection of holiday homes in Chesapeake offers something for everyone, from cozy studios ideal for solo trips to spacious 3-bedroom homes for the whole family. Whether you're seeking a peaceful escape or an adventure-filled getaway, our vacation rentals provide the ideal setting for your stay.

Discover the perfect getaway with our holiday apartments in Chesapeake, offering comfortable and stylish holiday accommodation. Whether you're planning a solo trip, a romantic escape, or a family vacation, our holiday apartments provide the ideal setting for any occasion. Enjoy all the comforts of home while exploring everything Chesapeake has to offer.

The best times to visit Chesapeake are spring (April–May) and fall (September–October), when generally mild temperatures make exploring local parks and the Great Dismal Swamp more comfortable. May brings the Chesapeake Jubilee, with live music, food, and family activities. Summer is hot and humid, with busier roads as visitors head toward nearby beaches, but long daylight hours suit outdoor plans. Winter is quieter and cooler, appealing to travelers who prefer fewer crowds. For an extended visit, a furnished apartment in Chesapeake through Blueground offers a practical home base with space to cook and settle in, especially during busy summer months and festival weekends.

Welcome to Chesapeake, where wooded trails, scenic waterways, and historic landmarks offer plenty to explore. A furnished vacation apartment in Chesapeake with Blueground provides a comfortable, convenient base for discovering the city’s attractions at your own pace.

• Great Dismal Swamp National Wildlife Refuge: Explore forested wetlands along walking and cycling routes, with opportunities to spot birds and learn about the refuge’s ecological and cultural history.
• Chesapeake Arboretum: Follow shaded trails through mature woodland and explore themed gardens at this peaceful destination centered around a historic farmhouse.
• Great Bridge Battlefield & Waterways Museum: Discover the story of the 1775 Battle of Great Bridge and learn how local waterways shaped the region’s history.
• Northwest River Park: Enjoy woodland hiking trails, freshwater fishing, picnic areas, and seasonal boat rentals in a spacious riverside setting.
• Great Bridge Lock Park: Watch boats navigate the nearby lock on the Atlantic Intracoastal Waterway, then stroll along the waterfront or stop for a picnic.
• Oak Grove Lake Park: Walk the loop trail around a scenic lake, with overlooks, fishing platforms, and wooded stretches suited to a relaxed outdoor break.