Located along the Intracoastal Waterway on Virginia’s Atlantic coast, Chesapeake boasts a host of other extensive waterways ranging from lakes to rivers and canals. Relax in a charming house rental, or one of the city's many condo rentals, and experience numerous outdoor activities such as birdwatching and hiking. If you choose to stay in the city, museums and diverse dining options abound.

Recommended vacation rentals in Chesapeake
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Popular Rental Amenities in Chesapeake
You can find a large selection of accommodations to choose from if you are looking for an accommodation including a pool in Chesapeake. Hotel room with pools in Chesapeake are a excellent choice for groups of 11 and cost, on average, $183 per night. You can also find and book a vacation rental offering a pool near the water, which is the case for a few of the rentals there.
Fun Activities for the Family
Chesapeake's family-friendly attractions mix nature with urban fun. Take a guided cruise on the local waters from Hampton Roads or Norfolk. It's a great way to enjoy some sunshine and sea breezes. Tours cover various areas and usually focus on the area's maritime heritage.
Visit the Chesapeake Municipal Center's planetarium, and delve into the wonders of the universe. The first of its kind to be built by a public school system, this facility offers an array of free public programs such as telescope observations. Shows on Thursday are free.
The Town Point Park area provides plenty of opportunities for fun. There's plenty of room to play and picnic amidst its spacious lawns and fountains. Visit the Nauticus maritime museum, with the USS Wisconsin battleship moored next to it. In the summer, various open-air concerts and festivals are held here.
Unique Local Art and Culture
Chesapeake has a lively artistic and cultural scene. If you like having a hand in your art, then head to AR Workshop Chesapeake. It’s a family-friendly studio that offers lessons on how you can create objects such as canvas tote bags and framed signs. All the materials you'll need are available.
Spend a day at the Virginia Museum of Contemporary Art for an extensive collection of art, including paintings, sculptures, photos, and video installations from local and international artists. There's also studio lessons and workshops on photography, painting, and ceramics.
Another interesting museum is the Chrysler Museum of Art in nearby Norfolk. It houses over 30,000 pieces of art, and a working glassmaking studio that's the only one of its kind in the Mid-Atlantic region. Best of all, parking and admission are free.
What to See and Do in Chesapeake
Chesapeake is blessed with natural beauty in and around the city for the whole family to enjoy. If being out in nature interests you, then check out the Great Dismal Swamp National Wildlife Refuge. You'll come into contact with numerous species of wildlife including butterflies, red foxes, and flying squirrels.
Head to the Chesapeake Arboretum to marvel at the staggering number of trees on site. Relax on the green grass, or take a self-guided tour on the trails as you commune with nature. A propagation nursery and greenhouse provide glimpses of the ongoing conservation efforts here.
The Northwest River Park along Indian Creek Rd provides a break from urban life, with its nature reserve and fantastic recreational facilities. Whether you want to swim, fish, or play a round of disc or mini golf, the park has something for everyone to enjoy.
Information about vacation rentals in Chesapeake
🏡 Vacation rentals available | 732 rentals |
---|---|
💳 Possible discounts | up to 44% |
🌙 Nightly prices starting at | $67 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 178 homes |
🏊 Vacation rentals with pools | 330 homes |
Frequently Asked Questions
What is the nightly price for a vacation rental in Chesapeake?
The average accommodation in Chesapeake is priced at $67 per night. Nightly prices for house rentals are $353 on average. Apartment rentals in Chesapeake cost $227 per night on average.
How many vacation rentals are available for booking in Chesapeake?
Currently there are 732 rentals in Chesapeake to browse and rent for your trip.
What are the most popular amenities for vacation homes in Chesapeake?
Most travelers search for Pool, Pets allowed, and Internet when booking a vacation rental in Chesapeake.
How many vacation rentals with a pool are there in Chesapeake?
Discover 330 vacation rentals available in Chesapeake for renting.
Are pets allowed in vacation homes in Chesapeake?
If traveling with a dog in Chesapeake, 24% of vacation rentals allow pets.
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