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Chesapeake Beach vacation rentals

We found 784 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 10 homes and other vacation rentals in Chesapeake Beach that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include a hot tub and a washer and dryer. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

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Explore the beachside setting in Chesapeake Beach

Enjoy the live music and other features of Chesapeake Beach. This relaxing and romantic city is known for its restaurants, spas and beaches. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Chesapeake Beach

Are you hoping to discover attractions to see in the city? Venture out of your vacation home and experience everything that makes Chesapeake Beach a fun place to get away. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Chesapeake Beach Water Park (0.2 mi / 0.3 km)
  • Renditions Golf Club (16.5 mi / 26.6 km)
  • Phillips Wharf Environmental Center (11.1 mi / 17.8 km)
  • Running Hare Vineyard (13.6 mi / 21.9 km)
  • Lake Presidential Golf Club (14.9 mi / 24 km)
  • South River Golf Links (15.7 mi / 25.2 km)

Exploring the natural features in Chesapeake Beach

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Chesapeake Beach is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Breezy Point Beach (5.2 mi / 8.3 km)
  • Jefferson Patterson Park and Museum (20.3 mi / 32.7 km)
  • Calvert Cliffs State Park (21.3 mi / 34.3 km)
  • Blackwater National Wildlife Refuge (29.2 mi / 47 km)
  • Shadyside Park (10.6 mi / 17 km)
  • Smithsonian Environmental Research Center (13.4 mi / 21.6 km)

Seasonal weather averages in Chesapeake Beach

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 75°F.

How to get to and around Chesapeake Beach

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 26.5 mi (42.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to College Park, MD (CGS), which is 28.8 mi (46.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chesapeake Beach?

Based on our research, houses are the most sought-after vacation property type in Chesapeake Beach. But as you might expect, everyone's idea of an awesome stay is bound to be different. Vrbo has vacation homes with every shape, size and budget in mind, so you're sure to discover your ideal match.

How much does it cost to rent a vacation rental in Chesapeake Beach?

Several things influence how much you pay for a vacation rental in Chesapeake Beach, like the length of stay, season and type of property. But, all of our vacation homes have something in common — excellent value. Just add your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Chesapeake Beach?

The average price for a vacation rental near the beach in Chesapeake Beach depends on when you're going and the style and size of property you're searching for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use the handy filter tool to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.

Are there pet-friendly vacation rentals in Chesapeake Beach?

Yes. There are. You can choose from seven vacation rentals that allow pets in Chesapeake Beach. Plenty of our pet-friendly vacation rentals even have a garden for your four-legged fur baby to run around in, dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.

What are popular rental amenities in Chesapeake Beach?

When it comes to rental amenities that guests are looking for in Chesapeake Beach, a nearby waterfront, nearby museums and a water view are at the top of the list. With Vrbo vacation homes, there are options to match your style and taste, whether you're going on a vacation with family, friends or even pets.

Are there large group vacation rentals in Chesapeake Beach?

With six Chesapeake Beach vacation homes that can accommodate five or more people, you can invite a few extra pals or family members along. Whether you're planning an informal get-together or a special event, we'll help you find a comfy space to match the occasion.

Are there vacation rentals in Chesapeake Beach that welcome kids?

With seven family-friendly vacation properties to pick from in Chesapeake Beach, now is a fantastic time to introduce your children to the thrills of travel. Click on our "Properties good for families" filter to discover stays loaded with amenities ideal for traveling families, like dining rooms, pools, bunk beds and hot tubs.

What are the top attractions for families in Chesapeake Beach?

Keeping the kids occupied during your stay in Chesapeake Beach is a snap with these leading family-friendly attractions:

  • Breezy Point Beach
  • Chesapeake Beach Water Park
  • Bayside History Museum

Can I find two-bedroom vacation rentals in Chesapeake Beach?

Gather your family and relax in total privacy and comfort in one of the four two-bedroom vacation rentals Chesapeake Beach has to offer.

Are there vacation rentals with WiFi in Chesapeake Beach?

Chesapeake Beach has two vacation rentals with WiFi, so you can stay connected during your vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to writing and sending emails, these Vrbo homes make it easy to get online.

How can I find vacation rentals with air conditioning in Chesapeake Beach?

Chesapeake Beach has seven vacation rentals where you can relax in air-conditioned comfort. To book a stay on Vrbo that has this amenity, enter your dates of travel and use the convenient filters to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Chesapeake Beach?

The minimum required age is normally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Chesapeake Beach vacation rental before making a booking.

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