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Down by the Bay - Chesapeake Properties

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

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 12

Popular amenities

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

Explore the area

View in a map
Cape Charles, VA
  • Place, Cape Charles Beach
    ‪3 min walk‬
  • Place, Cape Charles Harbor
  • Place, Bay Creek Golf Club
    ‪8 min drive‬
  • Airport, Norfolk, VA (ORF-Norfolk Intl.)
    ‪62 min drive‬

Room options

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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.

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.
During your stay at this vacation home, you're just a quick walk from Cape Charles Beach. Enjoy features like a water park and laundry facilities. The vacation home offers a kitchen and 4 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 4 bathrooms
  • Splash around at the water park
  • Amenities include laundry facilities
  • Steps from Cape Charles Beach and 2 minutes by foot from Chesapeake Bay
This vacation home offers its guests a water park. The family-friendly vacation home also features barbecue grills, a garden, and laundry facilities.

Property amenities

Beach

  • On the beach

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the city centre
  • 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

  • Pets are welcome
  • Service animals are exempt from fees
  • Note from host: Charge may apply

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

66211ab6c6b93b0032681642

Reviews

Down by the Bay - Chesapeake Properties Reviews

9.6

Exceptional

9.4/10

Cleanliness
Rating 10 - Excellent. 12 out of 14 reviews
Rating 8 - Good. 1 out of 14 reviews
Rating 6 - Okay. 1 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

Reviews

10/10 Excellent

Mindy W.

Liked: Cleanliness
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!
Stayed 5 nights in Oct 2025

10/10 Excellent

Meredith T.

Liked: Cleanliness
We had a great stay! The house was wonderful and perfectly equipped for our family, including 3 kids.
Stayed 7 nights in Aug 2025

10/10 Excellent

Janice D.

Liked: Cleanliness
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.
Stayed 7 nights in Aug 2025

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