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Chesapeake Bay View

Beachfront holiday home with kitchen and balcony

Photo gallery for Chesapeake Bay View

Exterior
Sunset Views
Exterior detail
Fantastic for morning coffee or an afternoon mint julep!
Exterior detail

Reviews

9.8 out of 10
Exceptional
6 bedrooms4+ bathroomsSleeps 14

Popular amenities

  • Beach view
  • Dryer
  • Fireplace
  • Washer
  • Kitchen

Explore the area

View map
  • Place, Cape Charles Beach
  • Place, Cape Charles Harbor
  • Place, Bay Creek Golf Club
  • Airport, Norfolk, VA (ORF-Norfolk Intl.)

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 Queen Bed and 1 Single Bed

Bedroom 6

1 Single Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Chesapeake Bay View

6 Bedroom, 4.5 Bath, Sleeps 12-14. 1 king bed, 3 queen beds, 2 twin trundle beds. Single daybed bed on first floor. Folding mattress available in Sunrise closet.

Escape To The Beautiful Virginia Eastern Shore And The Chesapeake Bay View!

Our home is one of the three “grand old ladies” that were built across from the beach facing directly west into the sunset. Built in 1927 for a wealthy Cape Charles merchant, extensive renovations have been made to restore its grand character and create one of the most comfortable, as well as relaxing family rentals on the Virginia eastern shore. Enjoy a walk on the extensive sandy beach, lounge in the sun, kayak and paddle board, or build a sandcastle! Every evening you can view the fantastic sunset from the relaxing front porch! You may decide to "eat in" under the lights on the back patio or stroll to one of our fine restaurants. Fine shops, galleries, dining and entertainment are all within walking distance. The Town of Cape Charles Fishing Pier is an amenity for your family to enjoy a day of fishing or crabbing. The Town purchases an annual fishing license, so you do not need your own. You will need to register for the Virginia Fisherman Identification Program, which is a no-charge program. Registration is quick and easy.

Each bedroom on the second floor has an on suite full bathroom and ROKU live streaming television. The third floor features two bedrooms, one full bath and a media room. The sixth bedroom is located on the first floor off the kitchen and has a single daybed. A single portable bed is available as well located in the closet of the Sunrise bedroom.

The dining room seats 8 comfortably, but can seat 12 using the corners. The black buffet holds white china and gold ware that may be used. Please do not open or use the china cabinet china.

The butlers pantry seats a table of 4. The wine glasses, cocktail glasses and beer glasses are available for use. The bottom cabinets contains china that is perfect for afternoon tea!

The beautiful sun porch is equipped with a stately pool table for your enjoyment. Four kayaks are available for use during your stay, along with the required life vest and whistle. Sun bathe during the day and cool off under the breeze of the front porch in the evening, or sit fireside in front of the backyard fireplace!

If you feel adventurous you can rent jet skis from Poseidon Watersports, take a kayak expedition with Southeast Expeditions or go horseback riding on the beach with Esperanza Riding Company! The Northampton YMCA offers vacation passes!

Note: Park on gravel lot off private drive behind the house and do not park in yard driveway. Golf cart parking and charging station available there as well.

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
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Children

Children allowed: ages 0–17
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Events

No events allowed
Please contact owner
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please scrape the grill grates if used.
Please rinse the beach chairs, sand toys and kayaks if used before storing away.
Failure to complete these may result in a negative review from the host.
Please enter through the mud room on the side of the house after a day at the beach. There is an outdoor shower to rinse next to the kayaks.
Please rinse beach chairs and kayaks and put away after use with hose. Please use only the shower knobs and not faucet knobs to turn in shower.
Quiet hours 10pm-8am

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
Note from host: Please contact owner
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Cape Charles

Located on the beach, this holiday home is in Historic Downtown Cape Charles, a neighbourhood in Cape Charles. Cape Charles Museum & Welcome Center and Barrier Island Museum are cultural highlights, and some of the area's activities can be experienced at Oyster Farm Marina and Bay Creek Golf Club. Jet skiing and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
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Map
Cape Charles, VA

What's nearby

  • Cape Charles Beach - 4 min walk - 0.4 km
  • Cape Charles Museum & Welcome Center - 16 min walk - 1.4 km
  • Oyster Farm Marina - 17 min walk - 1.5 km
  • Bay Creek Golf Club - 6 min drive - 4.8 km
  • Kiptopeke State Park - 15 min drive - 20.1 km

Getting around

  • Norfolk, VA (ORF-Norfolk Intl.) - 50 min drive

Restaurants

  • ‪Hardee's - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Small’s Smokehouse - ‬5 min drive
  • ‪The Shanty - ‬14 min walk
  • ‪Sting-Ray's Restaurant - ‬10 min drive

Frequently asked questions

Is Chesapeake Bay View pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Chesapeake Bay View?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Bay View?

Checkout is at 10:00 AM.

Where is Chesapeake Bay View located?

Located in Historic Downtown Cape Charles, this beachfront holiday home is in the city centre and within a 5-minute walk of Chesapeake Bay and Cape Charles Beach. Cape Charles Harbor and Central Park are also within 5 minutes.

Reviews

9.8

Exceptional

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 72 out of 79 reviews
Rating 8 - Good. 6 out of 79 reviews
Rating 6 - Okay. 1 out of 79 reviews
Rating 4 - Poor. 0 out of 79 reviews
Rating 2 - Terrible. 0 out of 79 reviews

Reviews

10/10 Excellent

Kathie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing! Our fifth visit to date!
Stayed 3 nights in Sep 2025

10/10 Excellent

Ellen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our family

I'm sorry it has taken so long to review our stay. It was truly perfect for our family. We range in age from 3 to 70somethng, and we all enjoyed being so close to the beach. It made ferrying beach gear, kids, and food back and forth a cinch. The home is stunning, and the owners have filled it with interesting, tasteful decor and personal items. I have already recommended it to friends and coworkers who are looking for a beach vacation that's actually relaxing! Thank you for your hospitality, flexibility, and for sharing your lovely, historic home with so many.
Stayed 3 nights in Jul 2025

10/10 Excellent

Edward B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely place, every time.

Lovely house.
Stayed 9 nights in Aug 2024

10/10 Excellent

Jacob M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful historic home in Cape Charles

Great historic home with a great location across the street from the beach. We have come to this house for years and plan to continue in the future.
Stayed 3 nights in Aug 2024

10/10 Excellent

Scott T., Richmond

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cape Charles Perfection!

Thoroughly enjoyed this amazing property.
Stayed 4 nights in Sep 2023

10/10 Excellent

Patricia T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer Fun

We loved Chesapeake Bay View! It’s the best house we’ve ever rented-we plan on coming back next year!!
Stayed 7 nights in Jul 2020

8/10 Good

Amanda D.

Liked: Check-in, communication, location, listing accuracy

Beautiful home right on the bay

We had 4 adults and 6 kids on our trip and this house easily accommodated all of us! Easy access to the bay and beautiful sunset views from the top deck. We all had a great time!
Stayed 5 nights in May 2021

10/10 Excellent

Lindsey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Million Dollar View

I love this property and hope to stay there again next year. We stayed here 6 years ago when it was a bed and breakfast and were excited to stay here again. The balcony was the best for relaxing in the evening after putting the kids to bed. I loved being across from the beach because it made it easier to travel back and forth with our toddler. There are a lot of stairs so if you need gates they will need to be extra wide.
Stayed 6 nights in Jul 2020

10/10 Excellent

Kristina C., Brandywine, Maryland

Liked: Cleanliness, check-in, communication, location, listing accuracy

Utterly Perfect - Family Reunion

My sister and I wanted to plan a short getaway as a gift for our parents and our blended family (seniors, adults, teens, 1 kid and 1 baby). We needed the house to be big with spaces for people to hang out and places for people to be alone if needed (and my husband needed an office), and we needed to be in walking distance of the water (toddler/baby) and finding this house was the perfect solution. The house is gracious. It manages to be elegant and stately but also comfortable and easy. The bedrooms are charming and good sizes. I was curious what the bathrooms would be like because bathroom photos are conspicuously absent from the VRBO listing, and the bathrooms are all more than adequate. It's an older home and there are some quirks for sure, but nothing that caused us any issues. One odd little note is that in the Sunset Suite, where I stayed with my husband, there is no hanging space for dresses. There is a pretty chest of drawers and an armoire, but the armoire doesn't allow you to hang dresses - only shirts and shorts. I brought mostly dresses so I had to figure out a makeshift solution for that. The decks and porches and grounds are impeccable and utterly delightful. We did use the grill and it worked great. It's not an open plan house, so understand that the kitchen is fairly separated from the dining area and living area, so we had quite the crush of people in the kitchen when we were making family dinners but it was fun. The kitchen is VERY well stocked - everything from ziplock baggies to spices to condiments in the fridge to coffee makers to an instant pot. My husband got a huge kick out of using one of the kayaks that the house provides. The beach area of Cape Charles is so great for families of all ages because of how shallow and calm the water is. We had to call an ambulance for the baby on the first night we arrived to the house, and I can also report that the Cape Charles EMTs and first responders are kind and responsive. (It was scary but baby was okay after a short visit to the closest hospital, and we were able to salvage most of our reunion.) I think every single member of my family looked up the house on zillow at some point during the trip to see how much the house is worth and if we could afford to make an offer to the owners (No, we cannot.). The house is honestly magical, Cape Charles is this tiny little gem of a place. We had a magical time, and my family is already plotting when we can come back.
Stayed 3 nights in Aug 2021

10/10 Excellent

Brenda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
AWESOME HOUSE & LOCATION. GRANDKIDS LOVED THE 3RD FLOOR & PLACES TO HIDE FROM EACH OTHER. PROXIMITY TO BEACH WAS WONDERFUL-SUNSETS WERE MORE BEAUTIFUL THAN AT KEY WEST. GREAT FOOD -- GREAT SHOPPING AND ALL TOWNSPEOPLE WERE FRIENDLY.
Stayed 5 nights in Sep 2025

10/10 Excellent

Rick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Always a wonderful family experience. Anne is a most gracious host and the house is the best located in all of Cape Charles. See you next year, God willing!
Stayed 5 nights in Aug 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

love Cape Charles

We had a wonderful time. House is great for everyone except me. I am 73 and am currently having a hard time with my legs. lots of steps and the lack of bars in the shower made things difficult. Otherwise, we love the house and the location.
Stayed 7 nights in Jul 2025

10/10 Excellent

William P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cape Charles

Great experience.
Stayed 7 nights in Jun 2025

10/10 Excellent

Kelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Memorial Day Weekend

This property is incredible in every way shape and form! We especially loved studying the incredible pieces of history on the walls and admiring the photo album of your Grandfather! What an incredible man and family!! We couldn’t think of a better place for honoring those who sacrificed so much for our freedom on Memorial Day! We are looking forward to celebrating again at Bayview in ‘26!
Stayed 4 nights in May 2025

10/10 Excellent

Rick B.

Liked: Check-in, communication, location, listing accuracy

Blessed!

A wonderful stately home with incredible views of the sunset. We love On the Bay!
Stayed 5 nights in Aug 2024

10/10 Excellent

Tanja Howell H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great family get-a-way

This property was very comfortable, with many conveniences. Being across from the beach was a bonus. We were able to take the little ones to the beach for just a couple of hours, with little effort to get there. We appreciated all of the things in the house, that we did not have to drag from home. We enjoyed our stay.
Stayed 5 nights in Jul 2024

10/10 Excellent

Francesca P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Cape Charles Classic

If you get an opportunity to stay at this beautiful home because the dates are available, DO IT! sunSet from the upstairs deck is worth it for the incredible pictures alone, but the room to spread out (family of 2 adults, 3 kids under 8, 2 teens and 2 grandparents), the ample beach towels, the media room for the teens with a Roku tucked away upstairs, the opportunity to play pool in the morning and then relax in the comfortably appointed living room at night, enjoy a family meal in the beautiful dining room, do laundry (two dryers, woo hoo!) and be literal steps from the beach are the icing on top. Lovely fenced backyard and watching their Poppy grill out kept our littles entertained outside, with the outdoor shower, beach chairs, beach toys, life vests, kayaks and golf cart charging station adding to the convience and enjoyment for everyone. Close to everything. We LOVED Cape Charles (first visit) and will be back!
Stayed 6 nights in Jun 2024

10/10 Excellent

DONNA B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Weekend!

Very nice! We enjoyed the beautiful small town . The house was perfect !Looking forward on our next visit.
Stayed 2 nights in Sep 2023

10/10 Excellent

Sharon L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2nd time at this property! Ready to book for next year!

A beautiful old regal house. Upper deck has spectacular water and sunset views. Excellent location
Stayed 4 nights in Sep 2023

10/10 Excellent

Jacob M., United States

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful time in Cape Charles

Beautiful historic house across the street from the beach. We have rented this house for the last 5 summers and have never had any issues. The owners are very friendly, helpful and responsive.
Stayed 3 nights in Sep 2023

10/10 Excellent

Becky R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home and the best location

It couldn’t be any easier to get to the beach from this gorgeous home. The home itself is beautifully decorated and comfortable. It’s a great space for a large family. My family has enjoyed it for years.
Stayed 4 nights in Sep 2023

10/10 Excellent

Edward B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Lovely house, lively town.
Stayed 14 nights in Aug 2023

8/10 Good

Sarah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unbeatable Location and Sunset Views

We rented this house for a weekend getaway with four families, including 5 children ranging in age from 7 to 15. The property exceeded our expectations in terms of convenience, spaciousness and location! The house is literally across the street from the beach and the sunset views from the second floor balcony are spectacular. NOTE: This house happens to be across the street from the beach, but it is NOT a beach house in the sense that some renters may be expecting. It may not be a great fit for families with toddlers, young children and/or people with mobility issues who find climbing steep stairs a challenge. The kitchen is for prep and does not have sightlines to the living area. Having said that, our older children LOVED being able to spread out and find quiet places to hang out. The house has an unpaved alley that runs behind it where we parked our cars and our two rented golf carts; this was an unexpected perk because it made it much easier to unload/load luggage, groceries, kids, etc. without watching for street and sidewalk traffic. The back parking area also includes a golf cart charging station which is very helpful if you rent carts (highly recommended). We had very limited interaction with the property manager but that was okay because check-in/ out instructions were very clear and everything was in working order. Bathrooms needed a little more attention and the decor could use a feather duster, but all in all, a great stay!
Stayed 2 nights in Aug 2023

10/10 Excellent

Rick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Always Top Notch!

Our host, Anne, is on top of every detail. The house is beautiful and in the perfect location for easy access to the beach. This was our third year in a row staying at On the Bay and we plan to be back next year, Lord Willing.
Stayed 5 nights in Jul 2023

10/10 Excellent

Janice A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just Perfect!

Our family enjoyed our stay in this lovely, well equipped, fully furnished home! Proximity to the beach and to town gets no better than this! Ending the day with a magnificent sunset just was the perfect ending to a relaxing, step back in time as we enjoyed our time together as a family!
Stayed 6 nights in Jul 2023

About the host

Hosted by Anne Guevarra

Host profile image
Mark and I fell in love with Cape Charles and decided to make it our "forever home"! Mark is a retired Naval Officer of 30 years and I have been in the banking industry for over 30 years. Together we have 4 wonderful children and we love the slower pace of life on the Eastern Shore. Soon to be "empty nesters" we look forward to enjoying Cape Charles full time.

Why they chose this property

After we purchased our first home in Cape Charles and did a complete renovation we knew this is where we wanted to retire! We loved the elegance, beauty and location of Chesapeake Bay View and knew we wanted this to be our forever home. We wanted to bring the "grand ole' lady" back to her true form! We completed the third floor to include 2 bedrooms, a full bath and a media room. The second floor front and side balcony's have been restored with the original chip and dale railings, as well as the needed addition of doors to access each balcony.

What makes this property unique

Our home is perfect as it sits directly on Bay Ave with the most awesome views of the Bay. You can enjoy the shade as your watch passerby's from the front porch, enjoy a quiet dinner under the lights on the back patio or take in the views from the second floor balcony.

Languages:

English

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