Entire home
Old Bay Getaway - Chesapeake Properties
Photo gallery for Old Bay Getaway - Chesapeake Properties





Reviews
10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8
Popular amenities
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Single Bunk Bed
Bedroom 4
2 Single Beds
3 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Dining area
About this property
Old Bay Getaway - Chesapeake Properties
Summary:
Ideal location in a quaint town! Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together.
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:
Old Bay Getaway, Home Features:
• 4 Bedroom, 3 Bath - Available for up to 8 Guests!
• Short Walk to Town's Central Park
• Entertainment Room & Lots of Games
• Open Floor Concept & Dining Table Seats 8
• Free WiFi & Smart TVs
This 4 bedroom, 3 bath home is here just in time for you and your family's Cape Charles vacation. Great central location that is only blocks away from the beach and the shops and restaurants. And it is just a short walk to the town's central park!
Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together. Dining table seats 8. The second floor boasts a huge entertainment room equipped with plenty of seating, large TV, and lots of games for the whole family to enjoy!
Outside space includes an open front porch and a screened in back porch complete with a mini refrigerator for all of your beverages! Off street parking in the back and easy access for your golf cart charging! The amenities are endless for your family; beach chairs, a beach canopy, bikes, corn hole boards, kayak, brand new outdoor shower, and more!
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.
- 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.
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.
Ideal location in a quaint town! Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together.
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:
Old Bay Getaway, Home Features:
• 4 Bedroom, 3 Bath - Available for up to 8 Guests!
• Short Walk to Town's Central Park
• Entertainment Room & Lots of Games
• Open Floor Concept & Dining Table Seats 8
• Free WiFi & Smart TVs
This 4 bedroom, 3 bath home is here just in time for you and your family's Cape Charles vacation. Great central location that is only blocks away from the beach and the shops and restaurants. And it is just a short walk to the town's central park!
Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together. Dining table seats 8. The second floor boasts a huge entertainment room equipped with plenty of seating, large TV, and lots of games for the whole family to enjoy!
Outside space includes an open front porch and a screened in back porch complete with a mini refrigerator for all of your beverages! Off street parking in the back and easy access for your golf cart charging! The amenities are endless for your family; beach chairs, a beach canopy, bikes, corn hole boards, kayak, brand new outdoor shower, and more!
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.
- 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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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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
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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 the area's natural beauty can be seen at Kiptopeke State Park and Eastern Shore of Virginia National Wildlife Refuge. Take the opportunity to explore the area for outdoor excitement like horse riding.

Cape Charles, VA
What's nearby
- Central Park - 2 min walk - 0.2 km
- Cape Charles Beach - 8 min walk - 0.7 km
- Oyster Farm Marina - 9 min walk - 0.8 km
- Cape Charles Museum & Welcome Center - 9 min walk - 0.8 km
- Virginia Beach Boardwalk - 58 min drive - 83.3 km
Getting around
Restaurants
- Small’s Smokehouse - 4 min drive
- Hardee's - 5 min drive
- McDonald's - 4 min drive
- The Shanty - 13 min walk
- Sting-Ray's Restaurant - 9 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
8 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Patti M.
28 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay
Patti M.
Stayed 7 nights in Aug 2021
Verified
10/10 Excellent
Melissa J.
24 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved Old Bay Getaway!
Melissa J.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Verified traveller
12 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Weekend
Verified traveller
Stayed 2 nights in Jun 2023
From a partner site
10/10 Excellent
Kathy F.
2 August 2022
Family getaway
Kathy F.
From a partner site
8/10 Good
A guest from Winston Salem, NC
28 September 2022
Beautiful large home, but maintenance/cleaning concerns
A guest from Winston Salem, NC
From a partner site
10/10 Excellent
Monica M.
28 September 2021
Perfect get away
Monica M.
From a partner site
10/10 Excellent
Joseph O.
24 August 2023
Great Family Getaway!
Joseph O.
From a partner site
10/10 Excellent
Theodore K.
1 August 2023
Summer Rental
Theodore K.
From a partner site
10/10 Excellent
Andy S.
19 May 2022
Nice experience during offseason visit
Andy S.
From a partner site
10/10 Excellent
christopher b.
18 May 2022
Weekend in May
christopher b.
Verified
10/10 Excellent
Cynthia W.
21 April 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Stay
Cynthia W.
Stayed 4 nights in Apr 2022
Verified
10/10 Excellent
Kenneth D.
13 September 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Rental
Kenneth D.
Stayed 3 nights in Sep 2021
From a partner site
10/10 Excellent
Andy P.
9 September 2021
Old Bay Getaway
Andy P.
Stayed 3 nights in Sep 2021
From a partner site
10/10 Excellent
Cindy G.
16 August 2021
Wonderful home near the beach in a lovely town
Cindy G.
About the host
Hosted by Chesapeake Properties
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