You'll have the entire home to yourself and will only share it with other guests in your party.
Classically Current | Chesapeake Properties
Summary: "Classically Current" - lovely home on park and 4 blocks from beach! Come relax in our 100-year-old house, four short blocks from the Chesapeake Bay in charming Cape Charles, a turn-of-the-century railroad town on Virginia's Eastern Shore. The town is small, quaint and quirky with a variety of local activities.
Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home.
The Space: Classically Current, Home Features: • 6 Bedroom, 3.5 Bath - Available for up to 13 Guests! • Screen Porch with Grill • New Furnishings & Artwork Throughout • High End Kitchen Appliances, 2 Ovens • Free WiFi & Smart TVs
Third on Coastal Livings America's 10 Happiest Seaside Towns list for 2018. Great place for families or couples. Come enjoy the public beach, fishing pier, kayak tours, biking around town, or golf either a Nicklaus or Palmer course. Do a wine tasting at Chatham Vineyards, sample local beer at the Cape Charles Brewing Company, or sample spirits at the Cape Charles Distillery. You can enjoy lots of outdoor activity or just a lazy day around town. The town continues to grow adding new shops and restaurants. Beautiful marinas and local watermen bring in fresh seafood at the Harbor. The beautiful Victorian home is an easy walk to the beach and just 2 blocks from the main street Mason Avenue to experience shopping and restaurants.
The home has new furnishings and artwork throughout to create a calming environment for guests. Enjoy the entire home of just under 4000 square feet. Plenty of space and privacy to create happy memories. It has a wide staircase, pocket doors, 10 foot ceilings, original light fixtures, ceiling fans, and transom windows.
Amenities include- Smart TVs to stream your favorite show, 2G & 5G Wifi, three zone air conditioning, and on demand hot water. Expansive front porch to enjoy with friends and family. Or sit on the screened in back porch overlooking the park watching the children play or enjoying local concerts and events.
Private parking off the alley behind the home for 2 cars.
1st floor Nicely appointed kitchen with high end appliances including two ovens. New Weber propane grill on the screened in porch. Large dining table for large gatherings post a day at the beach. Family room with plenty of seating and a TV. Parlor can be closed off to use as another sleeping location or to quietly read a book. Half bath under the stairs for guests.
2nd floor Beautifully appointed master bedroom with king bed, walk in closet, and private bath with shower and soaking tub. Queen bedroom with large windows overlooking the quiet street. Twin bunk room for the children. Queen bedroom with balcony. Sit in the rocking chair overlooking the park off this bedroom. Bathroom with shower. Laundry room with full size washer and dryer.
3rd floor Large area for games and wet bar with view of the Bay. Full bathroom and two additional bedrooms. The bedrooms have a full and a twin.
Outdoors Includes propane grill, plenty of outdoor seating, screened in porch with ceiling fan, beach chairs, a beach umbrella, 2 bikes, and small sand toys. The rental of the home includes linens, towels, beach towels, and Internet/WiFi. No smoking or pets.
Classically Current rents by the week in summer (Sat-Sat). Reservation requests other than full weeks in summer or for off-schedule arrivals are not allowed through online booking. Give us a call if you are interested in a shorter stay! Enjoy the home with a 2 night minimum outside the summer season.
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.
Classically Current rents by the week in summer (Sat-Sat). Reservation requests other than full weeks in summer or for off-schedule arrivals are not allowed through online booking. Give us a call if you are interested in a shorter stay! Enjoy the home with a 2 night minimum outside the summer season.
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.
Property manager
Chesapeake Properties
Languages
English
Add dates for prices
Property amenities
Internet
Available in the house: WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Bedrooms
6 bedrooms
Bedsheets provided
Sofa bed
Bathroom
3.5 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Entertainment
TV
Outdoor areas
Balcony
Barbecue grill
Garden
Laundry
Laundry facilities
Washing machine
Work spaces
Office
Comfort
Air conditioning
Heating
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a rural location
In a village
Near a zoo
Near the sea
Things to do
Optional golf privileges
Water park
Cycling nearby
Horseback riding nearby
Rock climbing nearby
Theme park nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Note from host: Charge may apply
Children and extra beds
Children are welcome
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
Classically Current Renovated 1910 Historic Home House
Classically Current Renovated 1910 Historic Home Cape Charles
Classically Current Renovated
"classically Current" Lovely Home on Park 4 Blocks From Beach!
\"Classically Current\" lovely home on park 4 blocks from beach!
662006e0b5bb630011171031
About the area
Cape Charles, Virginia
What's nearby
Cape Charles Beach - 9 min walk - 0.8 km
Cape Charles Museum & Welcome Center - 9 min walk - 0.8 km
Bay Creek Golf Club - 7 min drive - 4.5 km
Dog Beach - 13 min drive - 11.2 km
Kiptopeke State Park - 18 min drive - 19.8 km
Getting around
Norfolk, VA (ORF-Norfolk Intl.) - 50 min drive
Restaurants
McDonald's - 4 min drive
The Shanty - 8 min walk
Sting-Ray's Restaurant - 9 min drive
Hardee's - 5 min drive
Brown Dog Ice Cream - 7 min walk
Frequently asked questions
Is Classically Current | Chesapeake Properties pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Classically Current | Chesapeake Properties?
As of 25 Jun 2025, prices found for a 1-night stay for 2 adults at Classically Current | Chesapeake Properties on 28 Jun 2025 start from €1,032.37, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Classically Current | Chesapeake Properties?
Check-in begins at 4:00 PM.
What time is check-out at Classically Current | Chesapeake Properties?
Checkout is at 10:00 AM.
Where is Classically Current | Chesapeake Properties located?
Located in Historic Downtown Cape Charles, this holiday home is within a 15-minute walk of Central Park and Cape Charles Beach. Cape Charles Museum & Welcome Center and Cape Charles Harbor are also within 15 minutes.
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Classically Current | Chesapeake Properties Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
Rating 10 - Excellent. 76 out of 84 reviews
10 - Excellent
76
Rating 8 - Good. 5 out of 84 reviews
8 - Good
5
Rating 6 - Okay. 1 out of 84 reviews
6 - Okay
1
Rating 4 - Poor. 2 out of 84 reviews
4 - Poor
2
Rating 2 - Terrible. 0 out of 84 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10
We have booked this property now three times for our large family and it's perfect for us everytime! Will book again next year.
Brandt H.
Stayed 4 nights in Nov 2024
8/10
Wonderful stay
Gretchen M.
Stayed 5 nights in Oct 2023
10/10
This property was perfect for our multigeneration family. Plenty of room, great location, very comfortable and clean. We hope to return again soon.
Donna O.
Stayed 7 nights in Jun 2023
10/10
We loved the home!
Patricia M.
Stayed 4 nights in Dec 2022
10/10
Of 7+ stays over the years, this house was probably the best overall. Such a solid and comfortable place - spacious and cool front porch, screened in back porch (take that mosquitos), cool (as in AC that does the job) third floor.
Michael W.
Stayed 7 nights in Jun 2023
10/10
There were eleven of us-- three generations of family-- staying for the Thanksgiving holiday. We all loved the house. It's roomy and comfortable and the location next to the park and playground was a plus. We would happily stay there again.
Suzanne F.
Stayed 3 nights in Nov 2023
10/10
We were pleasantly surprised at how nice this house was. The house we rented last year was full of mold and mildew. This one very well maintained and beautiful.
J R.
Stayed 7 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Clean, spacious, well-stocked and well-positioned house. No complaints! Will hopefully be returning next year!
William P.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Our family of 10 stayed 7 days in August 2015 in this beautifully renovated home. It was spotless, located within easy walking to the beach and we especially appreciated its proximity to the town park where the children could ride their bikes. The kitchen/dining areas are super. Overall an awesome rental.
8/10
We had a great time staying here with two other families. Two bedrooms on top floor for one family, and four bedrooms on the second floor were shared between two other families.
There was a concert at the park that we were able to enjoy from the house when we opened the porch doors. The screened in porch was great for the kids to eat without worrying so much about mess. Lots of space to play on the first floor! Parents enjoyed watching sports or relaxing on the front porch during nap times.
We’re pretty picky about cleaning and wish the kitchen and bathroom floors and counters had been scrubbed down better but there’s only so much you can do to keep sand outside at the beach.
The wagon in the shed was clutch for toting all our stuff to the beach. We had a wonderful time and would definitely stay here again!
Bethany C.
Stayed 3 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.
4/10
Rating Details:
The property manager was very helpful.
The vacation rental was clean.
I was very happy with the location.
I was somewhat dissatisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
The team at Chesapeake Properties was great to work with and went the extra mile to be responsive. However, the house had a half dozen light bulbs burned out, mold around the bathroom vents that caused illness in at least two guests, and ants in two of the bedrooms including one of the beds. There were only two bath towels in the house for our 11 guests upon arrival. The house itself is nicely updated and in a wonderful location. It just needs a bit more attention from the crew maintaining it.
Rick B.
10/10
6 kids under 12 and 6 adults fit comfortably in this house. The management company is one of the best in this area (I have stayed 4 times in Cape Charles with three different companies……this one is the most organized, thorough, efficient, responsive, communicative.). The cleaning crew does a perfect job. For our group, this is the best location. You can see the park from the back yard, and using the buddy system, we were comfortable sending the kids to the park on their own, a little ahead of when an adult could join them. They loved the independence, and we loved the security and freedom. We rented two golf carts from CC Ryder Rentals (another positive experience), and used the carts to go to the beach. It’s only a short walk or cart ride to the beach. Our vote for future trips to Cape Charles is to be close to the park, a few blocks from the beach, and two blocks from the Main Street (Mason Ave), which is where the bakery, ice cream, coffee, restaurants, candy, retail shops are. This house and management company check all the boxes!
Anne M.
Stayed 9 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This home is magnificient! The rooms are so spacious, the location is so close to the park and a nice walk to the beach. Home was spotless! There was not one thing I would change. We will be renting it again next year!
Mary M.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
we arrived to find the air out on the first floor but Chesapeake property's was on it they put in some portable units to keep it cool . the house was perfect for our large family group . the children had plenty of room to play . the beach chairs were a welcome addition to the house . it could use some new cookware the pans were not in the best shape but we made it work . thanks for a wonderful stay !
ann b.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is a wonderful quiet spot with easy proximity to the beach and to the main street with all the great restaurants and shops. The house has everything you need and then some. Everything is comfortable and clean. The deep front porch is the perfect place to read and the screened in porch in the back is a wonderful place for meals. Will definitely stay here again.
Lydia H.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This has been the perfect place for my children and grandkids for 5 years. Great location. Perfect floor plan for 3 families. Love the large front porch. Two sitting rooms. Big screen TVs. Large kitchen. Dining room table that seats 12. Perfect house for making memories with family.
Carlotta L.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This lovely old but updated house was just what our extended family needed. The location by the park was a perk.
Ann and Jim H.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
House was perfect for two families and grandparents. Plenty of room to spread out for playing games, watching TV or reading. Third floor was terrific for two teenage boys. House was convenient for both beach and town.
Debbie A.
Stayed 7 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is our 4th year of renting in Cape Charles and our experience was fabulous. We had from 7 months to 71 in our home and there was something for everyone. Had great weather, and the activities were plentiful (i.e. the concert at the park, the Juggler at The Cape Charles Memorial Library, marine science at the Love sign, the garden activity at Our Roots Community Garden, the Lucky Duck contest, the Brown Dog, the great restaurants, Robyn’s Shore to Table, and the great addition of Mini-golf.)
Margaret G.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We are repeat guests to this great house. Perfect for our family. Love the location next to the park,near downtown and a few blocks from beach. The large front porch is perfect for sitting and enjoying the breeze. Accommodations are great. Extra large dining table, 2 sitting areas, washer and dryer, large kitchen with seating at the counter area and several TV viewing areas. Look forward to our time there every year.
Carlotta L.
10/10
My friends and I make an annual pilgrimage to Cape Charles from Raleigh and Richmond. We love the town and the house was GREAT. It was very convenient to everything, clean and had everything we needed!
Taylor H.
Stayed 3 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great experience and location!
Cheryl K.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We have been vacationing in Cape Charles for over 15 years. Classically Current was our favorite by far. Loved, loved, loved this house. Great location by the park for the kids, easy walk over to the shops and close to the beach. Chesapeake Properties was equally wonderful to work with. The TV didn’t work and they address the need immediately! Great vacation! Thank you! We will be back!
April D.
This review comes from a trusted partner site and has not been verified.
10/10
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The house is absolutely beautiful. It's so big that there's plenty of space to spread out. There was a little mold in the showers but other than that the house was spotless! Very clean, well equipped, nicely furnished and the screened in porch was delightful. The garbage disposal didn't work upon arrival but they sent someone immediately to look at it. Loved the house, would definitely stay again!
Sarah M.
10/10
We had a wonderful time staying in this home. The property management company is right down the street and the staff is incredibly friendly and helpful.
We had a wide range of people staying in the home from 65+ all the way down to infant babies just learning to walk and everyone was able to sleep and live comfortably in the home for a week. The kitchen, dining room, and back deck are perfect for large family meals with ample seating and room to operate.
Although the house might be a bit further from the beach you really don't even notice it if you rent a golf cart, which is an absolute must! It's a total game changer for going to the beach and just throwing all your stuff on the cart.
Being so close to the part was a game changer for us and our kids. In the evening the kids would go to the park and play while the adults could hang out and relax.
The home is incredibly spacious, and the front porch is a little slice of Americana. Everyone had a blast! We would come back in a heartbeat.