Summary:
Discover the timeless elegance of Chesapeake Charm, a spacious 1920 Foursquare home just two blocks from the serene Chesapeake Bay in Cape Charles. With 6 bedrooms, 5.5 bathrooms, and a perfect blend of historical details and modern comforts, this luxurious retreat is the ultimate getaway for families or groups seeking relaxation near the beach and downtown attractions.
Please SEE: Other Things to Note
For Area Details, Please SEE: The Neighborhood & Getting Around
*This is a no pet/animal home.
The Space:
Chesapeake Charm, Home Features:
• 6 Bedroom, 5.5 Bath - Available for up to 12 Guests!
• Prime Location Near the Beach and Downtown
• Spacious and Luxurious Layout
• Outdoor Oasis and Additional Comforts
• Free WiFi & Smart TV
Welcome to Chesapeake Charm, a beautifully preserved American Foursquare home built in 1920, located just two blocks from the tranquil Chesapeake Bay in the heart of Cape Charles. Situated in a golf cart-friendly neighborhood, this home offers the perfect combination of historical elegance and modern amenities, making it an ideal retreat for families or groups. Spanning 3,600 square feet, the home features six spacious bedrooms and 5.5 bathrooms, providing plenty of room for everyone to relax and unwind. The main floor boasts two inviting living areas, a formal dining room with an original fireplace, a fully equipped kitchen with ample storage, a small game room with a foosball table, a laundry room, and a convenient half bath. Upstairs, the second floor offers three luxurious bedrooms—two with king beds and one with a queen—all with brand-new furnishings and en-suite bathrooms. The third floor is a charming hideaway perfect for kids, complete with a full bath and stunning views of the Chesapeake Bay. In the private guest suite at the back of the home, you’ll find two additional bedrooms, including a queen and a full-size bunk bed, along with a shared full bathroom.
Outside, the lush gardens, private deck, and spacious backyard create a serene outdoor oasis. A brand-new outdoor shower is perfect for rinsing off after a day at the beach, and the home is equipped with beach chairs and umbrellas (8 chairs and 2 umbrellas) for your convenience. Off-street parking, accessible via the alley, ensures ease of access throughout your stay. Chesapeake Charm is located just nine houses from the beach, where calm, quiet waters provide a safe and enjoyable spot for little ones to play or for peaceful sunset strolls. After your beach adventures, take a short walk to Cape Charles’ charming downtown, where you can enjoy delicious dining, shop for souvenirs, and treat yourself to something sweet at the local candy store.
Whether you’re planning a family vacation, a reunion, or simply a relaxing escape, Chesapeake Charm offers everything you need for an unforgettable stay. We look forward to welcoming you and your group to experience the history, beauty, and charm of Cape Charles.
Guest Access:
We offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.
• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.
The Neighborhood:
Noted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.
Things to See:
• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!
• Local Restaurants & Shopping
- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Market
- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!
Annual Festivals & Events:
• Crabby Blues Festival
• Annual Crab Slam
• LOVEFest
• Sounds of the Shore
• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)
• Free Concert in the Park (Summer Season)
• Grand Illumination (Dec)
We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!
Northampton County Short-Term Rental Registration No. #
Getting Around:
Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising.
Traveling to/around Cape Charles, Virginia:
• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]
• STAR Transit, local fixed route and bus service
• Uber, Lyft
• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]
Airports:
• Norfolk International Airport (about 45 min by vehicle)
• Newport News Williamsburg International Airport (PHF)
• Accomack County Airport (MFV)
• Norfolk Ns (Chambers Fld) Airport (NGU)
• Langley Air Force Base (LFI)
Popular Landmarks:
• Cape Charles Museum and Welcome Center
• Kiptopeke State Park
• Cape Charles Natural Area Preserve
• Cape Charles Lighthouse
• Cape Charles Town Beach
• Cape Charles Brewing Company
Other Things to Note:
Please pay close attention to following the house rules. Non compliance could result in sizable fines.
- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.
- Age restrictions apply. Reservation holder must be 25 years of age.
- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly.
- Known damages incurred during your stay must be reported to the property manager immediately.
- Before check in, we will send you detailed directions to ensure a seamless arrival.
- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.
- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.
- Some homes have cameras for external monitoring only.
- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction.
- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.
- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.
- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.
Interaction with Guests:
Our goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
We follow the CDC Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in.
