Cheriton vacation rentals

We found 328 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Cheriton to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a pool. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cheriton

Showing deals for:Nov 14 - Nov 21

Image gallery for 1886 Charming Cassat Cottage in Cape Charles, VA

Front Porch
9.8 out of 10 rating
Exceptional
(19 reviews)

1886 Charming Cassat Cottage in Cape Charles, VA

Cape Charles, VA

10% off
Price is CA $682
CA $6,412 total
includes taxes & fees
1886 Charming Cassat Cottage in Cape Charles, VA

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    Enjoy full kitchens, laundry, pools, yards and more

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Find out more about Cheriton

Find out more about Cheriton

Choose a vacation rental for your Cheriton getaway

Experience the unique character of Cheriton with a stay in a vacation home rental. There's no shortage of things to see and do in the area.With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Cheriton

Do you want to discover top things to see and do in the area? Venture out of your vacation home and check out everything that Cheriton has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Bay Creek Golf Club (3.5 mi / 5.6 km)
  • Chatham Vineyards (11.5 mi / 18.6 km)

Exploring the natural landscape of Cheriton

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Cheriton is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Cape Charles Beach (3.1 mi / 5.1 km)
  • Cape Charles Harbor (3.4 mi / 5.4 km)
  • Eastern Shore of Virginia National Wildlife Refuge (10.4 mi / 16.8 km)
  • Bethel Beach Natural Area Preserve (17.6 mi / 28.3 km)
  • Dog Beach (2.3 mi / 3.7 km)
  • Wilkins Beach (4.7 mi / 7.5 km)

Transportation options to and around Cheriton

The nearest airport is in Norfolk Intl. Airport (ORF), located 29.9 mi (48.1 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Newport News - Williamsburg Intl. Airport (PHF), which is 30.7 mi (49.4 km) away.

Frequently asked questions

What is the best area to stay in Cheriton when booking a vacation rental?
When looking for the best area to stay in Cheriton, Virginia for a vacation rental, the charming neighbourhood of Cheriton itself is an excellent choice. This quaint coastal town is known for its picturesque views and proximity to the beautiful Eastern Shore of Virginia. Staying here, you'll find a variety of properties that cater to different preferences, from cosy cottages to larger family homes.

One of the top attractions nearby is the Kiptopeke State Park, which offers stunning natural scenery and a range of outdoor activities, including hiking, birdwatching, and fishing. The park is also home to the iconic concrete ships that were sunk during World War II, providing a unique spot for history enthusiasts and photographers alike. Additionally, the nearby town of Cape Charles features a lovely beach and a charming downtown area, superb for leisurely strolls, dining, and shopping.
How much does it cost to rent a vacation home in Cheriton?
Prices for vacation rentals in Cheriton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cheriton to more spacious homes.
Are there any discounts for Cheriton vacation house rentals?
You can find great discounts on house rentals in Cheriton on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Cheriton?
For renting a beach house in Cheriton, Virginia, travellers should explore the picturesque coastal areas along the Eastern Shore, particularly near the charming town of Cape Charles, which is just a short drive away. This region boasts a variety of beach homes that offer stunning views of the Chesapeake Bay and easy access to sandy shores. Many of these properties come with desirable amenities such as expansive decks for outdoor dining, private access to the beach, and fully equipped kitchens, making them great for family gatherings or a relaxing getaway.

In addition to Cape Charles, the nearby Kiptopeke State Park is a lovely spot for beach lovers, offering beautiful landscapes and opportunities for water sports. Rentals in this vicinity may include properties with private docks or proximity to kayak launch sites, providing adventurous travellers with access to scenic paddling routes. The area features local seafood restaurants and shops, adding convenience for those looking to enjoy the local cuisine or stock up on supplies for their beach stay.
What is the most popular type of vacation rental accomodation in Cheriton?
In Cheriton, vacation houses are among the most popular types of rental accommodation, with several available throughout the area. These properties typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them suitable for families or groups. Many also feature outdoor spaces, such as gardens or patios, superb for enjoying the pleasant Virginia weather. Cottages are another popular option, providing a quaint and cosy atmosphere, often located near the charming local scenery.
Are there any family house rentals in Cheriton?
In Cheriton, Virginia, there are several family-friendly house rentals available, providing a superb base for exploring this charming area. Many properties feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can enjoy themselves. Amenities such as Wi-Fi and air conditioning ensure a comfortable stay for families.
Can I find long-stay vacation rentals in Cheriton?
A long-stay vacation rental in Cheriton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cheriton?
In Cheriton, there are several pet-friendly house rentals available, offering a superb retreat for travellers with furry companions. Many of these vacation homes come equipped with amenities such as spacious yards, allowing pets to roam freely, as well as comfortable living areas and well-appointed kitchens for a homely feel.
Are there any remote work vacation rentals in Cheriton?
In Cheriton, Virginia, there are several vacation rentals that cater to remote workers, making it an ideal spot for those looking to combine work and leisure. Many of these properties feature essential amenities like dedicated desk spaces, reliable Wi-Fi, and comfortable laptop workspaces to ensure productivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cheriton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cheriton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cheriton?
In Cheriton, popular rental amenities include essential features that enhance the comfort of stays. Many vacation rentals come equipped with a kitchen, allowing guests to prepare their own meals, along with cookware, dishware, and utensils for convenience. Additionally, free Wi-Fi is commonly available, making it easy for travellers to stay connected. Many properties also offer a microwave for quick meal preparations and often include a patio, providing a pleasant outdoor space to relax and enjoy the fresh air.
When is the best time to visit Cheriton for a vacation rental?
July is the most popular time to visit Cheriton, Virginia, when the warm summer weather draws travellers to the scenic beauty of the Eastern Shore. This peak season, running from June to August, is ideal for those looking to immerse themselves in outdoor activities such as kayaking, fishing, and exploring the local beaches. The inviting temperatures, typically reaching the mid-20s Celsius, create superb conditions for enjoying the coast and the surrounding natural landscapes.

In July, you'll experience a vibrant atmosphere with a variety of events and festivals celebrating local culture, making it an exciting time for families and groups of friends alike. Whether you're lounging on the beach or taking in the stunning sunsets over the bay, the lively community spirit is sure to enhance your vacation experience.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a tranquil escape where you can appreciate the area's charm without the summer crowds. The crisp autumn air is superb for leisurely walks, and the local scenery can be quite picturesque as the leaves change.
How early should I book a Cheriton vacation rental?
Book your Cheriton vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cheriton home rental booking on Vrbo?
To find Cheriton vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cheriton vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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