Choose from 4,269 vacation rentals located in Chesapeake Bay, Virginia. Top filters in Chesapeake Bay include Air conditioner, Internet / Wifi, and Kitchen / Kitchenette. Prices range from $60 to $7,815 per night. Our most popular vacation rental types near Chesapeake Bay are Condo and Hotel.

Top vacation rentals in Chesapeake Bay

The Island Cottage
4.9
Outstanding(286 Reviews)
Cottage
 in Gloucester Point
Cottage on a Private Island in the York River
8 guests · 3 bedrooms · 2 baths
Garden · Pool · Pets allowed

Looking for the perfect place to call home during your trip to Chesapeake Bay? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Living room has leather sofa and loveseat.
5.0
Outstanding(303 Reviews)
Condo
 in Virginia Beach
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
6 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen / Kitchenette

The best choice in Chesapeake Bay for Condo, for $375 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
4.2
Excellent(381 Reviews)
Hotel
 in Annapolis
3star
SpringHill Suites by Marriott Annapolis
Pool · Kitchen / Kitchenette · Air conditioner

This Hotel in Chesapeake Bay, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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3.6
Good(164 Reviews)
Motel
 in Annapolis
Red Roof Inn Annapolis
Pets allowed · Kitchen / Kitchenette · Air conditioner

Experience vacation in Chesapeake Bay with our Motel, Red Roof Inn Annapolis. Enjoy amenities such as Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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Explore vacation rentals with the most popular amenities in Chesapeake Bay

Vacation rentals with air conditioning in Chesapeake Bay

One of the most spectacular sunsets right outside the front door!!
4.8
Outstanding(330 Reviews)
Cabin
 in Gloucester Point
Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
4 guests · 1 bedroom · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

The best choice in Chesapeake Bay for Cabin, for $262 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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A Cute and Cozy Cottage.
5.0
Outstanding(258 Reviews)
Cottage
 in Irvington
The holidays are over! Do absolutely nothing in Irvington, Virginia!
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This attractive Cottage in Chesapeake Bay, $305 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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3.7
Good(1,019 Reviews)
Hotel
 in Baltimore
3star
Best Western Plus Hotel & Conference Center
Pool · Pets allowed · Kitchen / Kitchenette

Hotel in Chesapeake Bay, for $118 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Hotel
 in Hampton
2star
Days Inn by Wyndham Hampton Near Coliseum Convention Center
Pool · Kitchen / Kitchenette · Air conditioner

This inviting Hotel in Chesapeake Bay can fit your needs for many types of vacations, at $100 per night.

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Chesapeake Bay

Chesapeake Bay travel guide

Let us help you plan your perfect Chesapeake Bay vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Chesapeake Bay, and more.

Frequently asked questions

What do I need to know before visiting Chesapeake Bay, NC?

Before visiting Chesapeake Bay, NC, it is important to know that the area is a popular destination for fishing, kayaking, and sailing. It is also important to be aware of the area's weather and tides, as well as the local regulations for recreational activities.

  • Be aware of the area's weather and tides
  • Follow local regulations for recreational activities
  • Bring the appropriate equipment for fishing, kayaking, and sailing

What are the best neighborhoods to visit in Chesapeake Bay, NC?

  • The Chesapeake Bay area is a popular tourist destination, with many attractions and activities for visitors to enjoy.
  • Some of the best neighborhoods to visit in Chesapeake Bay include Cape Lookout National Seashore, Cape Hatteras National Seashore, and Corolla.
  • Cape Lookout National Seashore offers visitors a chance to explore miles of unspoiled beaches and dunes, while Cape Hatteras National Seashore is renowned for its rolling sand dunes and diverse wildlife. Corolla is home to the historic Currituck Beach Lighthouse, offering beautiful views of the shoreline.

What are the most popular vacation rental amenities in Chesapeake Bay, NC?

The most popular vacation rental amenities in Chesapeake Bay, NC are:

  • Beach access
  • Spacious outdoor living space
  • Private pool or hot tub
  • Fully-equipped kitchen
  • High-speed internet

Whether you’re looking for a luxurious beachfront property or a cozy home away from home, Chesapeake Bay vacation rentals offer it all. With beach access, spacious outdoor living space, and a private pool or hot tub, these vacation rentals provide an ideal home base for sunbathing, swimming, and fishing adventures. Inside, you’ll find a fully-equipped kitchen and high-speed internet to keep you connected during your stay.

What are the must-visit tourist attractions in Chesapeake Bay, NC?

Chesapeake Bay, NC is a great destination for tourists, offering a variety of attractions for visitors to explore. Here are some of the must-visit tourist attractions in the area:

  • The Elizabethan Gardens
  • Cape Lookout National Seashore
  • Fort Raleigh National Historic Site
  • Ocracoke Island
Visitors can enjoy the beautiful gardens, explore the unique wildlife of the seashore, learn about the area's history at the fort, and relax on the beaches of Ocracoke Island. No matter what you're looking for, Chesapeake Bay, NC has something for everyone.

How can I get around in Chesapeake Bay, NC?

You can get around in Chesapeake Bay, NC by:

  • Driving a car
  • Taking the ferry
  • Biking or walking

Where can I find affordable accommodation in Chesapeake Bay, NC?

Chesapeake Bay, NC offers a variety of affordable accommodation options for those visiting the area. Here are a few of the best:

  • The Cottage at Chesapeake Bay Beach - This cozy cottage offers breathtaking views of the bay and is located just a short walk from the beach.
  • The Inn at Chesapeake Bay - This family-friendly inn provides a variety of amenities, including a heated pool, on-site restaurant, and complimentary breakfast.
  • Chesapeake Bay House - This modern rental home offers a fully-equipped kitchen, comfortable furnishings, and is conveniently located close to all the area attractions.
  • Chesapeake Bay Bed & Breakfast - This charming B&B features traditional decor, a relaxing atmosphere, and delicious home-cooked meals.

What is the culture like in Chesapeake Bay, NC?

The culture in Chesapeake Bay, NC is one that cherishes its natural beauty, community spirit, and history. It is full of outdoor activities, delicious cuisine, and a welcoming atmosphere. Here are five key elements of the culture in Chesapeake Bay, NC.

  • Outdoor Adventure: With pristine beaches, lush forests, and miles of rivers and creeks, Chesapeake Bay offers the perfect setting for outdoor activities like fishing, kayaking, and camping.
  • Historical Sites: There is a rich history to explore in Chesapeake Bay, from the lost colony of Roanoke to the Civil War battlefields of Fort Macon.
  • Culinary Delights: Chesapeake Bay is home to some of the freshest seafood in the country, as well as a variety of other delicious local dishes.
  • Arts and Culture: The community of Chesapeake Bay is home to art galleries, museums, and theaters, offering a wealth of cultural experiences.
  • Friendly Locals: The people of Chesapeake Bay are known for their hospitality and friendly demeanor, making it a great place to visit and call home.

Is Chesapeake Bay, NC safe to travel to?

Chesapeake Bay, NC is a safe and beautiful destination to travel to. Here are a few reasons why:

  • It has a low crime rate.
  • It is home to many outdoor activities and attractions.
  • It is known for its friendly locals.

What are the popular shopping destinations in Chesapeake Bay, NC?

Popular shopping destinations in Chesapeake Bay, NC include:

  • The Outlets at Nags Head
  • Barefoot Landing
  • Tanger Outlets

These shopping areas offer a variety of stores, restaurants, and entertainment options for visitors to enjoy.

Where is Chesapeake Bay, NC?

Chesapeake Bay, NC is located on the east coast of the United States, along the Atlantic Ocean. It is a large estuary that is shared by Maryland and Virginia, and is the largest estuary in the United States. It is known for its abundance of marine life and its beautiful shorelines.

What are the top things to do in Chesapeake Bay, NC?

Chesapeake Bay, NC offers a variety of activities for visitors to enjoy. Here are the top four things to do in the area:

  • Visit the Currituck Beach Lighthouse
  • Explore the Outer Banks National Seashore
  • Take a kayaking tour through the Currituck Sound
  • Take a guided fishing charter

Whether you’re looking for a relaxing day on the beach or an adventurous day on the water, Chesapeake Bay, NC has something for everyone.

What is the price range for rentals in Chesapeake Bay?

Vacation rentals in Chesapeake Bay have a price range between $60-$7,815. The average price for rentals in Chesapeake Bay is $225 per night.

What are the most popular vacation rental amenities in Chesapeake Bay?

  • Air conditioner
  • Internet / Wifi
  • Kitchen / Kitchenette

Explore near Chesapeake Bay

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