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2 Blocks to Beach, Bay Views | Chesapeake Charm
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6 bedrooms 5+ bathrooms Sleeps 10 294.2 sq m
Popular amenities
Explore the area

Cape Charles, Virginia
- Cape Charles Beach4 min walk
- Cape Charles Museum & Welcome Center14 min walk
- Bay Creek Golf Club8 min drive
- Norfolk, VA (ORF-Norfolk Intl.)62 min drive
Rooms & beds
6 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
3 Single Beds
Bedroom 3
1 Queen Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Single Bunk Bed
Bedroom 6
1 Queen Bed
5 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
2 Blocks to Beach, Bay Views | Chesapeake Charm
Summary:
intro statement
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 10 Guests!
•
•
•
• Free WiFi & Smart TV
Welcome to Chesapeake Charm, a stunning American Foursquare home built in 1920, located just two blocks from the beach in the heart of Cape Charles’ historical, golf cart-friendly town. This beautifully maintained home features 6 spacious bedrooms and 5.5 bathrooms, making it perfect for families.. The home boasts timeless architectural details, including original pocket doors, beadboard wainscoting, intricate moldings, and gorgeous hardwood floors throughout. The oversized front porch invites you into a grand foyer with a stately staircase, while large, sunlit rooms with high ceilings create a warm and welcoming atmosphere.
The well-designed kitchen offers ample storage and flows seamlessly into the elegant dining room, complete with an original fireplace.
This home includes a private guest suite and a finished third-floor bedroom with a full bath, offering breathtaking views of the Chesapeake Bay. Additionally, a 2-bedroom, 1-bath apartment at the back of the house.. The lush gardens, private deck, and expansive backyard provide a tranquil outdoor space, with ample off-street parking accessible via the alley.
Located within walking distance of the beach, shopping, marinas, and local attractions, this home combines historical charm with modern convenience.
Sweet Retreat -
Our “Sweet Retreat” has been lovingly renovated to create the perfect getaway for you and whomever has the privilege of escaping with you. We are located 9 houses from the beach where you’ll find calm, quiet waters making it a great locale for your little ones and peaceful sunset walk on the beach. Your time at the beach can be followed by a walk through Cape Charles’ charming downtown (for dinner, purchasing your vacation souvenir and a stop for a treat at the candy store).
Our home boasts 3600 sq. feet of space for you and your group to spread out and take a break in between beach trips, bike rides and tasty cuisine. The main floor has two living areas, a large dining room and fully equipped kitchen for your group meals, ½ bath, laundry room and small game room w/a foosball table . On the 2nd floor of the main house there are 3 bedrooms (2 King and 1 Queen - all brand new) each with their own bathroom. The 3rd floor is perfect sleepover set up for all of the kids. In the back section of the house on the 2nd floor there are two bedrooms (1 Queen and 1 Full Size Bunkbed) and a shared full bathroom. A new outdoor shower was added this spring(2019). Beach chairs and umbrellas are provided. (8 chairs & 2 umbrellas)
We look forward to having you and your vacation crew at our home and allowing you to enjoy the charm that Cape Charles offers.
***The Sweet Retreat is for sale. However, when the time comes, we will write it into the contract that the new owner is required to honor all existing reservations even after the closing date.
This is our second house on HomeAway in Cape Charles check out the reviews of our other house. (HomeAway #4841056)
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 and Airbnb Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in.
intro statement
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 10 Guests!
•
•
•
• Free WiFi & Smart TV
Welcome to Chesapeake Charm, a stunning American Foursquare home built in 1920, located just two blocks from the beach in the heart of Cape Charles’ historical, golf cart-friendly town. This beautifully maintained home features 6 spacious bedrooms and 5.5 bathrooms, making it perfect for families.. The home boasts timeless architectural details, including original pocket doors, beadboard wainscoting, intricate moldings, and gorgeous hardwood floors throughout. The oversized front porch invites you into a grand foyer with a stately staircase, while large, sunlit rooms with high ceilings create a warm and welcoming atmosphere.
The well-designed kitchen offers ample storage and flows seamlessly into the elegant dining room, complete with an original fireplace.
This home includes a private guest suite and a finished third-floor bedroom with a full bath, offering breathtaking views of the Chesapeake Bay. Additionally, a 2-bedroom, 1-bath apartment at the back of the house.. The lush gardens, private deck, and expansive backyard provide a tranquil outdoor space, with ample off-street parking accessible via the alley.
Located within walking distance of the beach, shopping, marinas, and local attractions, this home combines historical charm with modern convenience.
Sweet Retreat -
Our “Sweet Retreat” has been lovingly renovated to create the perfect getaway for you and whomever has the privilege of escaping with you. We are located 9 houses from the beach where you’ll find calm, quiet waters making it a great locale for your little ones and peaceful sunset walk on the beach. Your time at the beach can be followed by a walk through Cape Charles’ charming downtown (for dinner, purchasing your vacation souvenir and a stop for a treat at the candy store).
Our home boasts 3600 sq. feet of space for you and your group to spread out and take a break in between beach trips, bike rides and tasty cuisine. The main floor has two living areas, a large dining room and fully equipped kitchen for your group meals, ½ bath, laundry room and small game room w/a foosball table . On the 2nd floor of the main house there are 3 bedrooms (2 King and 1 Queen - all brand new) each with their own bathroom. The 3rd floor is perfect sleepover set up for all of the kids. In the back section of the house on the 2nd floor there are two bedrooms (1 Queen and 1 Full Size Bunkbed) and a shared full bathroom. A new outdoor shower was added this spring(2019). Beach chairs and umbrellas are provided. (8 chairs & 2 umbrellas)
We look forward to having you and your vacation crew at our home and allowing you to enjoy the charm that Cape Charles offers.
***The Sweet Retreat is for sale. However, when the time comes, we will write it into the contract that the new owner is required to honor all existing reservations even after the closing date.
This is our second house on HomeAway in Cape Charles check out the reviews of our other house. (HomeAway #4841056)
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 and Airbnb Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in.
Property manager
Chesapeake Properties Vacation Rentals
Languages
English
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Barbecue grill
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Free
Smoking
Smoking is not permitted
Important information
You need to know
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 not indicated whether there is a smoke detector on the property
About the area
Cape Charles
Historic Downtown Cape Charles, a neighbourhood in Cape Charles, is home to this holiday home. While the natural beauty of Cape Charles Beach and Kiptopeke State Park can be enjoyed by anyone, those looking for an activity can head to Bay Creek Golf Club.

Cape Charles, Virginia
What's nearby
- Cape Charles Beach - 4 min walk - 0.4 km
- Cape Charles Museum & Welcome Center - 14 min walk - 1.2 km
- Bay Creek Golf Club - 8 min drive - 4.8 km
- Dog Beach - 13 min drive - 11.6 km
- Kiptopeke State Park - 18 min drive - 20.1 km
Getting around
Restaurants
- McDonald's - 6 min drive
- The Shanty - 9 min walk
- Sting-Ray's Restaurant - 10 min drive
- Hardee's - 6 min drive
- Brown Dog Ice Cream - 6 min walk
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Chesapeake Properties Vacation Rentals

Languages:
English
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