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Down by the Bay | Chesapeake Properties

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Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Terrace/patio
Exterior

Entire home

5 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Beach view
  • Parking available
  • Dryer
  • Washer
  • Pet friendly
  • Barbecue grill

Explore the area

Map
Cape Charles, Virginia
  • Cape Charles Beach
    ‪3 min walk‬
  • Cape Charles Harbor
  • Bay Creek Golf Club
    ‪8 min drive‬
  • Norfolk, VA (ORF-Norfolk Intl.)
    ‪62 min drive‬

Room options

About the neighborhood

Cape Charles

Located in Historic Downtown Cape Charles, this vacation home is adjacent to Cape Charles Beach and within a 5-minute walk of Cape Charles Harbor. The vacation home includes a kitchen, a balcony, and a refrigerator.

What's nearby

  • Cape Charles Beach - 3 min walk - 0.2 miles
  • Cape Charles Museum & Welcome Center - 16 min walk - 0.9 miles
  • Bay Creek Golf Club - 8 min drive - 3.0 miles
  • Dog Beach - 13 min drive - 7.2 miles
  • Kiptopeke State Park - 18 min drive - 12.5 miles

Getting around

  • Norfolk Intl. Airport (ORF) - 50 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪The Shanty - ‬10 min walk
  • ‪Sting-Ray's Restaurant - ‬10 min drive
  • ‪Hardee's - ‬6 min drive
  • ‪Brown Dog Ice Cream - ‬6 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Down by the Bay | Chesapeake Properties

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.

• 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:
• 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.

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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Chesapeake Properties Vacation Rentals

Languages

English

Similar properties

Property amenities

Beach

  • On the beach

Internet

  • Available in the house: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 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

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the city center
  • Near a zoo
  • Near the sea
  • On the waterfront

Things to do

  • Optional golf privileges
  • Water park
  • Cycling nearby
  • Horseback riding nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property welcomes pets
  • Service animals exempt from fees
  • Note from host: Charge may apply

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

66211ab6c6b93b0032681642

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Historic Downtown Cape Charles, just steps from Cape Charles Beach and Cape Charles Harbor, and within a short walk of Central Park. You'll also find Bay Creek Golf Club and Cape Charles Museum & Welcome Center within a short drive.

Will I be able to park at this vacation home?

Yes, there is a garage.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Down by the Bay | Chesapeake Properties?

At this beachfront vacation home, amenities that appeal to couples include a kitchen, kitchens in some accommodations, as well as a garden.

Does Down by the Bay | Chesapeake Properties have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Norfolk Intl. Airport (ORF), which is about 27.5 mi away. Another top airport is Newport News - Williamsburg Intl. Airport (PHF), which is around 27.6 mi away.

Are there rooms with balconies that I can book at Down by the Bay | Chesapeake Properties?

Yes, every accommodation at Down by the Bay | Chesapeake Properties comes with a balcony with some featuring beach views.

Down by the Bay | Chesapeake Properties Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 1 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.0/10

Cleanliness

Reviews

6/10 Okay

Randy T.

Disliked: Cleanliness

Meh

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.
Stayed 7 nights in Jun 2025

10/10 Excellent

Robin W.

Liked: Cleanliness

Another amazing Memorial Day weekend

This is our second year staying at Down By the Bay. Great location close to the beach, shops and restaurants. The house has everything you need for a family vacation. My favorite is the large kitchen with lots of storage space. Another wonderful vacation!
Stayed 5 nights in May 2025

10/10 Excellent

Robin W.

Liked: Cleanliness

Memorial Day Weekend Down by the Bay

The Down by the Bay property is a wonderful house and a great location! It is an easy walk to the shops and restaurant around the corner and across the street to the beach. The kitchen is more spacious than other kitchens in Cape Charles vacation houses and there was ample space to store food and pantry items for a week. A big shout out to Chesapeake Properties for resolving a 2nd floor A/C issue in record time! Hope to return next year, same weekend!
Stayed 5 nights in May 2024

10/10 Excellent

Lori H.

Liked: Cleanliness

Annual Family Va8

Great location, plenty of room & well equipped! We had our 3 adult kids & spouses, 4 grands for the week & a few friends for a couple of days. Everyone had a blast and all agreed there is no need to go back to OBX. Great shops, food & drinks all within walking distance!
Stayed 7 nights in Jul 2023

10/10 Excellent

Thomas V.

Liked: Cleanliness

Great home and town

We really enjoyed our stay in Cape Charles. The home and location were wonderful. Lots to do and see in walking distance.
Stayed 7 nights in Jun 2023

10/10 Excellent

Rhonda S.

Liked: Cleanliness

Perfect Getaway

The house is beautiful, location is walk across the street to beach access and local restaurants are great! We rented a golf cart from CC’s (amazing personnel) and that is a MUST for easy and convenient run abouts of the beautiful Cape Charles area! We have been to the Cape before but this stay was our absolute BEST! Will stay at this location again!
Stayed 3 nights in Sep 2022