Entire home
Classically Current - Chesapeake Properties
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Reviews
9.8 out of 10
Exceptional
6 bedrooms3+ bathroomsSleeps 134000 sq ft
Popular amenities
Rooms & beds
6 bedrooms (sleeps 13)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Single Bunk Bed
Bedroom 5
1 Double Bed
Bedroom 6
1 Single Bed
Living Room 1
1 Double Sofa Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Garden
Dining area
About this property
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.
- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.
"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.
- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.
Our prices include all fees. No hidden fees.
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10.0 out of 10, Exceptional, (22 reviews)
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, service animals permitted
Charge may apply
Smoking
Smoking is not permitted
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Cape Charles
Located in Historic Downtown Cape Charles, a neighbourhood in Cape Charles, this holiday home is in a rural area and by the sea. Eyre Hall and Chesapeake Bay Bridge-Tunnel are local landmarks, and some of the area's activities can be experienced at Oyster Farm Marina and Bay Creek Golf Club. Explore all the area has to offer with cycling, horse riding and rock climbing.

Cape Charles, VA
What's nearby
- Central Park - 1 min walk - 0.1 km
- Cape Charles Beach - 9 min walk - 0.8 km
- Cape Charles Museum & Welcome Center - 9 min walk - 0.8 km
- Oyster Farm Marina - 12 min walk - 1.1 km
- Bay Creek Golf Club - 6 min drive - 4.5 km
Getting around
Restaurants
- Small’s Smokehouse - 4 min drive
- Hardee's - 5 min drive
- McDonald's - 4 min drive
- The Shanty - 10 min walk
- Sting-Ray's Restaurant - 9 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
9.6/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
21 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2025
10/10 Excellent
Brandt H.
5 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Family Holiday
Brandt H.
Stayed 4 nights in Nov 2024
8/10 Good
Gretchen M.
12 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding weekend
Gretchen M.
Stayed 5 nights in Oct 2023
10/10 Excellent
Donna O.
24 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation
Donna O.
Stayed 7 nights in Jun 2023
10/10 Excellent
Patricia M.
12 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Time!
Patricia M.
Stayed 4 nights in Dec 2022
10/10 Excellent
Michael W.
19 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place
Michael W.
Stayed 7 nights in Jun 2023
10/10 Excellent
Suzanne F.
25 Nov 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house
Suzanne F.
Stayed 3 nights in Nov 2023
10/10 Excellent
J R.
27 Jul 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family house to rent
J R.
Stayed 7 nights in Jul 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
William P.
18 May 2022
Wonderful week
William P.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
18 May 2022
Bay Fever Perfection-five stars on every level!
8/10 Good
Bethany C.
8 Sept 2024
Liked: Check-in, communication, location, listing accuracy
Multi-family visit with young kids
Bethany C.
Stayed 3 nights in Sep 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
4/10 Poor
Rick B.
18 May 2022
Classically Current gets mixed review
Rick B.
10/10 Excellent
Anne M.
10 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Historic, clean, roomy, old but renovated large house is pretty perfect!
Anne M.
Stayed 9 nights in Mar 2023
8/10 Good
Renee R.
14 Aug 2025
Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
Renee R.
Stayed 7 nights in Aug 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
8/10 Good
Philip A.
28 Sept 2021
Great house, but don't expect answers from mgmt
Philip A.
Stayed 3 nights in Sep 2021
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Mary M.
18 Sept 2024
Fabulous House!
Mary M.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
ann b.
16 Aug 2024
family week
ann b.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Lydia H.
17 Jun 2024
Wonderful choice to stay!
Lydia H.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Carlotta L.
13 Jun 2024
Annual family vacation
Carlotta L.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Ann and Jim H.
21 Aug 2023
Fantastic Week
Ann and Jim H.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Debbie A.
11 Aug 2023
Great family tome
Debbie A.
Stayed 7 nights in Jul 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Margaret G.
9 Aug 2023
Fabulous!
Margaret G.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Carlotta L.
17 Jun 2023
Love this house...
Carlotta L.
10/10 Excellent
Taylor H.
19 Sept 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Taylor H.
Stayed 3 nights in Sep 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Cheryl K.
19 Jul 2022
Awesome
Cheryl K.
About the host
Hosted by Chesapeake Properties
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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