Chesapeake Bay holiday rentals

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Take in the waterfront beauty of Chesapeake Bay

Enjoy the area's festivals, history and monuments with a rental holiday home in Chesapeake Bay. This welcoming city is known for its sporting events, live music and bird watching. Virginia Beach Town Center and Union Station Shopping Center are a couple of places to search for that perfect souvenir. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Chesapeake Bay

Do you want to discover attractions to see while you're in town? You'll be sure to enjoy Chesapeake Bay for its bird watching and boating. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Chesapeake Bay a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Bay Creek Golf Club (19.5 mi / 31.4 km)
  • Golden Eagle Golf Club (19.6 mi / 31.6 km)
  • Chatham Vineyards (10.6 mi / 17 km)
  • Holly Grove Vineyards (11.7 mi / 18.8 km)
  • Compass Entertainment Complex (20.5 mi / 33 km)
  • Good Luck Cellars (21.3 mi / 34.3 km)

Exploring the natural landscape of Chesapeake Bay

Whether you're an outdoor enthusiast or just want to take in the scenery, Chesapeake Bay is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Bethel Beach Natural Area Preserve (11.1 mi / 17.9 km)
  • White Stone Beach (17.6 mi / 28.4 km)
  • Cape Charles Beach (18 mi / 28.9 km)
  • Eastern Shore of Virginia National Wildlife Refuge (27.5 mi / 44.3 km)
  • Yorktown Beach (29.5 mi / 47.5 km)
  • Bethel Beach (10.5 mi / 16.9 km)

How to get to and around Chesapeake Bay

The nearest airport is in Newport News, VA (PHF-Newport News - Williamsburg Intl.), located 34.3 mi (55.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Norfolk, VA (ORF-Norfolk Intl.), which is 43.4 mi (69.8 km) away.

If you prefer to travel by train, Williamsburg Transportation Center, Newport News Station and Virginia Beach Station are the main stations in the city. You can get around Chesapeake Bay by catching a ride on the metro at Ft Norfolk-Medical Center Station, Newtown Road Station or York Street-Free Mason Station.

Frequently asked questions

What is the best area to stay in Chesapeake Bay when booking a holiday home?
One of the more preferred destinations to choose a holiday property in Chesapeake Bay is Virginia Beach. Spend your trip here and explore some big-ticket attractions, including Ocean Breeze Waterpark and First Landing State Park.
What is the most popular type of holiday home accommodation in Chesapeake Bay?
According to our data, houses are the most desirable type of holiday property in Chesapeake Bay. But having said that, everyone’s idea of the perfect trip isn’t going to be the same. Stayz has holiday homes of all sizes, shapes and budgets, and we’ll help you locate the perfect fit.
How much does it cost to rent a holiday home in Chesapeake Bay?
Season, property type and length of stay are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your perfect escape. From comfy cabins to expansive villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Chesapeake Bay?
Prices for beach houses in Chesapeake Bay will vary depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Stayz and how many guests to see available options and prices. From there you can use our filter tool to tailor your search results by amenities, ratings, nearby activities and more.
What are popular home amenities in Chesapeake Bay?
A microwave oven, a washing machine and a fridge top the list of most popular home amenities in Chesapeake Bay. Whether you’re taking a trip as a party of one, with your better half or as a family, Stayz will help you find a holiday home that matches your style with a load of extras you’ll love.
Are there large group holiday homes in Chesapeake Bay?
Chesapeake Bay has 918 holiday properties that can cater to 10 or more people. These stays come with the space you need to share good times with family and friends.
What are the top attractions for families in Chesapeake Bay?
You’ll find loads of amazing things to see and do with the family in Chesapeake Bay, including:

  • Virginia Beach Boardwalk
  • National Mall
  • White House

Can I find two-bedroom holiday homes in Chesapeake Bay?
Choose from 2 ,052 two-bedroom homes in Chesapeake Bay. Give your little ones the second room or maybe fill it with a couple of your besties. There’s space for whoever’s fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Chesapeake Bay?
Whether you’d like to stay in touch with world events, check emails or update your social media, there are 2 ,570 holiday homes with WiFi in Chesapeake Bay. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in Chesapeake Bay?
The minimum age is typically 16, 18 or 21. It can differ between properties on Stayz, so look at the rules of your chosen Chesapeake Bay holiday home before booking.
How long can I rent a holiday home in Chesapeake Bay for?
It’s really down to the Chesapeake Bay property. To see a list of options offering extended stays, just type your dates and guest number into Stayz’s search page. You can enjoy having the place to yourself, along with home comforts like a kitchen, air conditioning and an outdoor space where your little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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