Where to stay around Chesapeake, VA?

Our 2018 property listings offer a large selection of 1,156 vacation rentals near Chesapeake. From 516 houses to 356 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chesapeake for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Chesapeake?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chesapeake:

  • Sandbridge: 464 vacation rentals
  • Buckroe Beach: 20 vacation rentals
  • Ocean View: 72 vacation rentals
  • Northeast Virginia Beach: 550 vacation rentals
  • Dam Neck: 187 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Chesapeake?

VRBO offers a large selection of vacation rentals near lovely places in Chesapeake. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chesapeake Golf Club: 359 vacation rentals
  • Chesapeake Veterans' Memorial: 1,135 vacation rentals
  • Cahoon Plantation Golf Course: 217 vacation rentals
  • Chesapeake City Hall: 1,139 vacation rentals
  • Verizon Wireless Virginia Beach Amphitheater: 1,172 vacation rentals

But there are many other points of interest around Chesapeake listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Chesapeake?

Yes, of course. VRBO has 516 houses in Chesapeake. Our other popular types of vacation rentals in Chesapeake include:

  • Condos: 356 rentals available
  • Townhomes: 53 rentals available
  • Cottages: 52 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including apartments and more.

Can I rent golf rental rentals in Chesapeake?

Absolutely, VRBO has 445 golf rental rentals in Chesapeake. You have also many other possibilities in Chesapeake area, including:

  • Ocean view rentals: 267 rentals
  • Oceanfront rentals: 242 rentals
  • Beach view rentals: 222 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Chesapeake?

Yes, you can select your prefered vacation rental with online bookable among our 1,120 vacation rentals with online bookable available in Chesapeake. Please use our search bar to access the selection of vacation rentals available.

    Why people love visiting lively Chesapeake

    The area's live music and theater scene are just a few of the reasons to vacation in Chesapeake. This romantic city is known for its shopping, restaurants and beaches. Children's Museum of Virginia and Nauticus National Maritime Center are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

    Sightseeing in and around Chesapeake

    Are you hoping to discover attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes Chesapeake a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Ocean Breeze Waterpark (16.8 mi / 27 km)
    • Virginia Aquarium and Marine Science Center (17.2 mi / 27.7 km)
    • Virginia Living Museum (23.4 mi / 37.6 km)
    • Cahoon Plantation Golf Course (3 mi / 4.8 km)
    • Chesapeake Golf Club (3.8 mi / 6.1 km)
    • Virginia Zoo (7.5 mi / 12 km)

    Seasonal weather averages in Chesapeake

    If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 86°F.

    Exploring the beaches and other natural features in Chesapeake

    Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Chesapeake. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

    • Norfolk Botanical Garden (10.7 mi / 17.2 km)
    • First Landing State Park (17.9 mi / 28.8 km)
    • Oak Grove Lake Park (1.7 mi / 2.7 km)
    • Chesapeake Arboretum (3.2 mi / 5.1 km)
    • Chesapeake City Park (3.5 mi / 5.6 km)
    • Town Point Park (5.4 mi / 8.7 km)