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Luxury Vacation Rentals in Cape Charles

Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning and 24/7 concierge service. It’s a vacation home, but better.

Top-rated vacation rentals in Cape Charles

Find your happy place along the sun-drenched shores of Cape Charles with our luxury vacation rentals. From charming beachfront cottages to stately waterfront estates, these upscale properties offer an unforgettable Virginia getaway. Wake up to breathtaking views of the Chesapeake Bay from your private deck, just steps from pristine beaches and tranquil coves. Indulge in amenities like outdoor showers, gourmet kitchens, and cozy fireplaces perfect for relaxation. Enjoy the laid-back spirit of Cape Charles and let our luxurious vacation rentals enhance your coastal retreat.

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IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Only the top 1% of vacation homes are available on our platform.

Only the top 1% of homes

Only the top 1% of homes

We’ll never not look like the pictures. We select homes in the most beautiful destinations and pour our hearts into making them magical so you can leave your stress at the door.

Hotel-grade amenities

Hotel-grade amenities

We’ll never leave you with nothing to do. From workstations with super fast WiFi to gyms, pools, and saunas, our locations are set up for you to effortlessly blend work and play.

24/7 Concierge service

24/7 Concierge service

We’ll never leave you hanging. Our text-based Concierge is always available to help make your trip the best ever – from questions about the house to activity recommendations and more.

Inspiring and stunning views

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander is located in an incredible setting with stunning views that will have you feeling inspired and refreshed in no time. Adventure awaits.

Meticulous cleaning

Meticulous cleaning

We’ll never have you check in to a dirty house with crusty ketchup in the fridge. Our cleaning teams are meticulous about quality. We won't leave you a list of chores at check out either.

Safety and security

Safety and security

We’ll never pass you off to a stranger. All of the Wander locations on our platform are hand-picked by us and managed to our incredibly high, industry-leading safety standards.

A Guide to Luxury Travel in Cape Charles

Cape Charles is a hidden gem for those seeking a unique, high-end coastal experience. Known for its historic architecture, boutique shops, fresh seafood, and unbeatable sunsets over the Chesapeake Bay, Cape Charles has everything you need for a sophisticated yet relaxed getaway. Explore miles of soft sand beaches, kayak along scenic marshes, or sample local oysters at nearby waterfront restaurants.

Our luxury vacation rentals in Cape Charles are the perfect starting point for discovering the best of this charming coastal town. Enjoy the privacy of a beautifully designed home, then venture out to experience the area’s hidden treasures, from beachside golf courses to picturesque nature trails.

Cape Charles Weather: When Should You Visit?

Cape Charles is a year-round destination with something special to offer in each season:

  • Spring: Mild temperatures and blooming wildflowers make this the perfect time for nature walks and exploring nearby parks.
  • Summer: Warm and sunny, summer in Cape Charles is ideal for beach days, boating, and watersports. It’s also when the local festivals and events come alive.
  • Fall: The cooler air and quieter beaches make fall a wonderful time to enjoy Cape Charles at a relaxed pace, perfect for scenic drives and sunset walks
  • Winter: Cape Charles’ mild winters allow for peaceful strolls on empty beaches and cozy nights by the fire. It’s a great time to experience the town’s festive holiday season.

Food and Drink in Cape Charles

Cape Charles’ culinary scene is defined by fresh seafood, farm-to-table ingredients, and charming settings. From casual beachside eateries to upscale dining, there’s something to please every palate. Begin your day with a coffee from one of the local cafés, where you can sip your drink while taking in views of the bay.

For lunch or dinner, indulge in Cape Charles' famous seafood, including oysters, crab cakes, and seasonal catches. Try restaurants with outdoor seating to enjoy the coastal breeze as you dine. Afterward, treat yourself to a craft cocktail or a locally brewed beer at one of the town’s intimate bars.

Find out what the best date night food spots in Cape Charles are, as well as the best restaurants near your Wander Cape Charles property, with our helpful guides.

Points of Interest in Cape Charles

Cape Charles offers an array of attractions that cater to luxury travelers and nature enthusiasts alike. Some must-see spots include:

  • Cape Charles Beach: A pristine, family-friendly beach perfect for sunbathing, swimming, and picnics, with gentle waves and soft sand.
  • Kiptopeke State Park: Just a short drive away, this park offers hiking, bird-watching, and fishing.
  • The Oyster Farm at Kings Creek: Enjoy fresh oysters right from the source, along with beautiful views of the bay.
  • Bay Creek Golf Club: Tee off on courses that feature waterfront views, designed by golf legends Arnold Palmer and Jack Nicklaus.
  • Historic Downtown Cape Charles: Explore the boutique shops, galleries, and historic buildings that give this area its unique character.

Incredible Activities in and Around Cape Charles

When you stay in one of our luxury vacation rentals, you’re perfectly situated to enjoy a variety of activities:

  • Outdoor Adventures: Go kayaking, paddle boarding, or sailing along the coast for an up-close look at the natural beauty of the Chesapeake Bay.
  • Cultural Experiences: Cape Charles hosts seasonal events, art galleries, and local music venues for those looking to immerse themselves in the town’s artistic side.
  • Day Trips: For an exciting day trip, Take a short drive to nearby historic sites, lighthouses, or the bustling town of Virginia Beach.

See our full guide to the top activities in Cape Charles to pad out your itinerary.

Choosing Where to Stay in Cape Charles

Wander offers exceptional properties in Cape Charles that ensure an unforgettable stay.

  • Wander Cape Charles: This architecturally stunning property offers three bedrooms, three bathrooms, and expansive windows that frame views of the Chesapeake Bay. The open great room is perfect for gatherings, while the private deck provides a peaceful place to relax with a view. With a gourmet kitchen and a private stretch of beach surrounded by rare relic Sandhills, Wander Cape Charles is ideal for up to six guests. Whether you're unwinding with a glass of wine at sunset or taking a morning stroll along the shore, this property provides an unparalleled experience.

With room for up to six guests, Wander Cape Charles is perfect for families, friends, or couples seeking a sophisticated getaway. The thoughtfully designed spaces, premium furnishings, and direct beach access make it a true gem among Cape Charles luxury vacation rentals.

Getting Around

Cape Charles is easily accessible from major East Coast cities and airports, making it a convenient destination for those seeking a coastal escape. The nearest airports are Norfolk International Airport and Richmond International Airport, both of which are about a two-hour drive from Cape Charles. Renting a car is the best way to explore the area, as it provides flexibility for visiting local attractions, beaches, and parks.

Once you’re settled into your luxury vacation rental, you’ll find that Cape Charles is a walkable town, with many shops, restaurants, and attractions within a short distance. For more information on how to get to and from your luxury vacation rental, read our Cape Charles transportation guide.

FAQs

What amenities can I expect in Wander's Cape Charles vacation rentals?

Our Cape Charles vacation rentals are designed with your comfort and convenience in mind, providing hotel-grade amenities and more. Enjoy plush, high-quality bedding, spacious living areas, and a fully equipped gourmet kitchen.

For entertainment and relaxation, our properties include a private deck with stunning waterfront views, smart home technology, and high-speed Wi-Fi. We also offer a 24/7 concierge service to assist with anything you need, ensuring your stay is as smooth and enjoyable as possible. At Wander, luxury is in the details, and each element of your stay is curated for an exceptional experience.

Are your Cape Charles vacation homes suitable for families?

Yes, our Cape Charles vacation homes are perfect for families seeking a refined yet comfortable beach escape. Wander Cape Charles, for instance, offers spacious living areas, three bedrooms, and three bathrooms, comfortably accommodating up to six guests.

The home’s private beach access and family-friendly features make it ideal for a coastal getaway with children. Parents can relax on the deck while kids play safely along the beach, providing a balance of luxury and family-friendly comfort that everyone will enjoy.

Can I book a last-minute getaway to Cape Charles with Wander?

Absolutely! We understand that sometimes the best vacations are the ones planned spontaneously. Wander offers last-minute bookings in Cape Charles based on availability. Simply check our website or contact our concierge team for the most current availability, and we’ll help you arrange an unforgettable luxury stay, even on short notice.