Down by the Bay - Chesapeake Properties

Top rated by guests
Private kitchen
Private kitchen
Private kitchen
Private kitchen
Private kitchen
review stars
9.8Outstanding
(16 Ratings)
"We loved the renovated kitchen and bathrooms and it was fantastic to be just across the street from the beach. Every night we were able to enjoy a beautiful sunset. The house had a lot of charm and it..."
Mindy W.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(16 Ratings)

House in Cape Charles, VA

12 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Summary:

It doesn't get any better than this...to watch the sunsets from the front porch! One of few beachfront homes in Cape Charles!



Please SEE: Other Things to Note

For Area Details, Please SEE: The Neighborhood & Getting Around

*Pet Friendly, fee applies per pet.



The Space:

Down by the Bay, Home Features:

• 5 Bedroom, 4 Bath - Available for up to 12 Guests!

• Unbeatable Views of Chesapeake Bay

• Cross the Street to the Beach

• Free WiFi & Smart TVs



This large beachfront home has unbeatable views of the Chesapeake Bay and sleeps up to 12 people. This is a brand new vacation rental and one of few on the beach front in Cape Charles. This property has 4 full bathrooms (1 on each floor and 2 on the second floor) and 5 bedrooms (4 on the second floor and 1 on the 3rd floor).



Grab a towel & cross the street to the beach! This property has private parking behind the house and is great for families.



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.



• We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request.



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!



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:

• Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder]

• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders]

• STAR Transit, local fixed route and bus service

• 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 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.



- Animals/Pets -- Dogs Only, Guidelines and Fee*

Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property.

-- The property allows for a maximum of 2 dogs at $150.00 per dog per stay.



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.



• We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request.

Amenities at Down by the Bay - Chesapeake Properties

Non-smoking
Pets allowed
Family friendly

Map of Cape Charles, VA


Ratings and reviews

9.8 / 10
Outstanding(16 Ratings)
10 / 10Outstanding·Oct 2025
We loved the renovated kitchen and bathrooms and it was fantastic to be just across the street from the beach. Every night we were able to enjoy a beautiful sunset. The house had a lot of charm and it was a pleasure to be a guest there. Thank you!
10 / 10Outstanding·Sep 2025
We had a great stay! The house was wonderful and perfectly equipped for our family, including 3 kids.
10 / 10Outstanding·Aug 2025
The house was roomy and comfortable for our family gathering. The location is very convenient, just a short walk from the beach. The house was clean, nicely decorated, and well equipped. Managers were responsive when asked about an item possibly needing repair.
6 / 10Average·Jul 2025
It was not clean or well maintained. Not a great place for young children. Too many breakable nic nacs that we had to put away. Bed broke, third floor outlet had moisture coming out of it.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Down by the Bay - Chesapeake Properties. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Down by the Bay - Chesapeake Properties pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Down by the Bay - Chesapeake Properties?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.