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Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!

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Front of house
Front of house from sidewalk 2021
Front of house from sidewalk 2021
front porch from sidewalk 2021
back yard from alley

Reviews

10 out of 10

Exceptional

4 bedrooms3+ bathroomsSleeps 11

Popular amenities

  • Beach view
    Beach view
  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Washer
    Washer
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen

Explore the area

Map
Cape Charles, VA
    Cape Charles Beach
    5 min walk
    Cape Charles Museum & Welcome Center
    15 min walk
    Bay Creek Golf Club
    6 min drive
    Norfolk, VA (ORF-Norfolk Intl.)
    51 min drive

Rooms & beds

4 bedrooms (sleeps 11)

Children's Room

4 Single Beds

Queen Master Suite

1 Queen Bed

Third Floor Retreat

1 Single Bed and 1 King Bed

Victorian room

1 Double Bed

3 bathrooms, 1 half bathroom

First Floor Half Bath

Toilet · Outdoor shower

Queen Master Bath

Bathtub or shower · Toilet

Second Floor Main Bath

Bathtub or shower · Toilet

Third Floor Retreat Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Outdoor play area
Garden
Dining Area

About this property

Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!

LOCATION. LOCATION. LOCATION! Chesapeake Dream is just 4 houses from the beach and 2 blocks from the main street with shopping, dining, and entertainment. A stately 3200 square foot restored Victorian built in 1912 comfortably sleeps 11, making for a perfect getaway for the multi-generational family and friends.

Sitting on a double, corner lot the fenced back yard provides family fun with a charcoal grill and plenty of grassy lawn for family games. Cornhole is provided, as well as a beach cart for your convenience. Or simply sit at the table in the backyard under the solar party lights and gaze at the large gardens with flowers pretty much all times of the year. Bring some firewood and make samores over the backyard fire pit or enjoy some drinks at the outdoor bar. There is also a fresh herb garden provided for the gourmet chefs to spice up their homecooked meals. The large columned wrap-around front porch provides plenty of space to host those special dinner parties, or simply just sit in the rockers and sip your coffee (or wine).
And don't forget the enclosed outdoor shower located right out the back door so you can wash off all the sand and go right into the house from there.

Come in off the porch through the vestibule. After entering the grand first-floor foyer, complete with a sitting area, gather the family for TV viewing or enjoy an adult beverage and conversation in the spacious living room after the children are safely snuggled in bed. Families will have more than enough room to enjoy meals together, whether it is a quick breakfast in the sunroom with a table seating 6 and a sitting area, or in the formal dining room seating 8, complete with a beautiful marble fireplace and a 100 plus-year-old pump organ (both for aesthetics only).

The bright white kitchen has modern appliances and is thoroughly stocked with anything you could possibly need to cook family meals at home if you are seeking a break from dining out at the fabulous local restaurants. Coffee lovers delight as it has a regular brewing coffee pot, Nespresso, and Keurig. Set off the kitchen is a lovely wood-paneled office with an oversized leather chair and oak desk for those who need a workstation. Through the office is a half bath, leading to the laundry room which provides a washer, dryer, a sink, a wine refrigerator, and a stand-alone freezer for additional storage for extras such as bait for the fishermen or perhaps a large ice cream cake for those special celebrations.

Up the original carved banister staircase, the second floor provides a queen master with an ensuite bath with bay windows looking down onto the tops of the crepe myrtles surrounding the house, a coastal beachy children’s room with 4 twin beds (one a fun trundle!), and a beautiful Victorian bedroom with a double bed. There is a spacious second-floor bathroom for these two bedrooms to share.

Take the next flight of stairs to the third-floor retreat, consisting of a king master ensuite with an extra twin bed. There are two window seats to curl up and read a book or catch a peek of the bay with exquisite sunsets. A table and chairs provide an additional workstation or extra space for games and puzzles.

Amenities include broadband internet with secured WiFi, 3 televisions (one on each floor) with satellite TV, a DVD player with a collection of movies to enjoy. Card decks and games are provided for some extra family fun in the evenings or on rainy days. The home is climate controlled with split-level HVAC units and for the winter months still uses snuggly radiant heat to warm those extra chilly nights. No matter what time of year you want to take a vacation or even a quick getaway from urban life, the owners of Chesapeake Dream welcome you and your family with a nice gift of gratitude for your visit to their home.

For those curious about the surrounding area, Cape Charles is a historic Victorian railroad town hugging the shores of the Chesapeake Bay. This area offers everything for all personality types. For the adventurous, there are plenty of water and land activities, like kayaking, paddleboarding, and bicycle rentals. Like hiking? There are plenty of nature trails and beach dunes nearby. Is golfing your thing? There are two golf courses at nearby Bay Creek (one is a Nicklaus and one is a Palmer). If you bring your own boat, there is a public boat launch in the harbor. The public pier provides fishing and crabbing opportunities without the need for a fishing license. The calm waters of the Bay provide plenty of family fun and swimming along the public beach. Don’t forget to stop at the LOVE sign on the corner of Bay Avenue and Mason Street for your photo op. Also, Cape Charles is a golf cart-friendly town, but don’t worry, if you don’t have your own, there are two rental places in town. For the history buff, don’t miss the Cape Charles Museum in town and the Barrier Island Center just north on Route 13.

After all the daily activities, feeling a little hungry and desiring some entertainment? Chesapeake Dream sits just 2 blocks to Mason Street where you will find plenty of shopping, dining, and entertainment. On summer Friday nights, you can even catch live music on Strawberry Street at the Lemon Tree Gallery or at the C-Pier at the Oyster Farm on Friday and Saturday nights, just a quick bike or golf cart ride away. Both offer drinks to enjoy while listening. There are also free summer concerts in the park on Saturday nights where they bring in diverse bands and exemplify the town’s warm and friendly spirit. Festive Fridays in late November and early December are a great way to kick off the holidays.

Day trips to Chincoteague Island, Tangier Island, Colonial Williamsburg, or Virginia Beach open up new opportunities for adventure.

During peak season a week minimum rental required. Check in is 4:00 pm on Sundays. Check out is 10:00 am on Sundays. We are more flexible in the shoulder seasons.

Property manager

Laura Weigand
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

Similar properties

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
We will need copy of primary renter's driver's license. Renter needs to be 25 years of age or older.
Per insurance requirements, we need names and ages of all tenants staying in home.
No pets allowed. No smoking allowed. No events allowed.

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, a first aid kit and a deadlock

About the area

Cape Charles

Located in Cape Charles, this holiday home is near theme parks and near the beach. Cape Charles Museum & Welcome Center and Barrier Islands Center are cultural highlights, and some of the area's activities can be experienced at Bay Creek Golf Club and Chatham Vineyards. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cape Charles, VA

What's nearby

  • Cape Charles Beach - 5 min walk
  • Cape Charles Museum & Welcome Center - 15 min walk
  • Bay Creek Golf Club - 6 min drive
  • Eyre Hall - 12 min drive
  • Kiptopeke State Park - 15 min drive

Getting around

  • Norfolk, VA (ORF-Norfolk Intl.) - 51 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪The Shanty - ‬8 min walk
  • ‪Sting-Ray's Restaurant - ‬10 min drive
  • ‪Hardee's - ‬6 min drive
  • ‪The Northampton Hotel - ‬4 min walk

Frequently asked questions

Is Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!?

Checkout is at 10:00 AM.

Where is Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH! located?

This family-friendly Cape Charles holiday home is located by the sea, within 1 mi (2 km) of Cape Charles Beach and Cape Charles Museum & Welcome Center. Bay Creek Golf Club is 2.3 mi (3.7 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 49 out of 53 reviews" "
Rating 8 - Good. 4 out of 53 reviews" "
Rating 6 - Okay. 0 out of 53 reviews" "
Rating 4 - Poor. 0 out of 53 reviews" "
Rating 2 - Terrible. 0 out of 53 reviews" "

9.8/10

Cleanliness

10/10

Check-in

9.4/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Megan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best Rental in Cape Charles
We loved our stay. Kitchen was well stocked with everything you could ever need. Loved having the third floor which had a door at the bottom of the stairs and a bathroom. Perfect for multiple families. Location couldn't have been better. We walked everywhere we needed to go within a few minutes. Highly recommend!
Stayed 2 nights in Aug 2024

10/10 Excellent

Sam Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time!
The house is very nice and the owner Laura is very helpful. Thank you Laura!
Stayed 2 nights in Jul 2024

10/10 Excellent

Noel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A Chesapeake Dream For Sure!
What a fabulous place! Chesapeake Dream has everything going for it: a GREAT location with easy walkability to the beach and downtown Cape Charles (~ 2 blocks to each); spacious accommodations throughout the house; a wonderful wrap-around porch for relaxing, reading, and visiting; a spacious backyard that includes a firepit; and all the beach equipment (beach chairs, wagon, etc.) one could need. Our multigenerational party of nine had plenty of spaces to be together or to be separate from one another if desired. The two large dining areas provided a place for all of us to share meals together as well as a craft space for the children in our group. The kitchen was spacious and well-equipped (the cooks among us loved the double oven, stovetop, and multiple fridges). As is not unusual for rentals, we supplemented the available dishes and flatware with paper plates and plastic forks, etc., but this also lightened the dishwashing duties considerably. Cape Charles itself is an additional asset to the house due to its charm and walkability (even for young children). Once you are there, there is virtually no need to use your car for anything (especially if you do as we did and order your groceries ahead of time from Food Lion, the only major grocery store in the area). Finally, the owners/property manager were top notch – proactive communicators throughout the rental process and immediately responsive to our needs. Chesapeake Dream is just that -- a vacationer's dream!!!
Stayed 5 nights in Jul 2024

10/10 Excellent

Louise H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chesapeake Bay Dream is a dream!
We had a fantastic week with family! The house was perfect for our needs, clean and week appointed! The information cards were helpful. This house will be our top choice when we return!
Stayed 7 nights in Jul 2024

10/10 Excellent

Theresa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation I Cape Charles
Chesapeake Dream was just that, a dream house. Full of historical charm, it was clean, comfortable, and the perfect house for our vacation week.
Stayed 7 nights in Jun 2024

10/10 Excellent

Christopher K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Living the Dream
From the first moment we walked up, we knew we picked the right home for our stay in Cape Charles. Beautiful home, great yard, amazing porch, and so many nice touches to make you feel welcome. Ideal proximity to the shopping district, beach, and pier. Comfortable beds, and well-appointed kitchen and living areas. Outdoor amenities and lighting also outstanding. Perfect amount of space for two families of three. Only drawback is that this house did not come with a golf cart. You don't need one as close as it is to everything, but if you want the true "feel" of Cape Charles vacationing, strongly recommend booking one from the local purveyors. Oh, and did I mention the porch? Great for morning coffee, afternoon reading, and evening cocktails. Overall, a fantastic home. Responsive property manager and great property.
Stayed 4 nights in May 2024

10/10 Excellent

Margaret F., Richmond, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a great location!
This is the second time we have stayed here and it was just as perfect as the first time. Lots of space for all of us to spread out. Every detail was considered. Loved the well appointed kitchen and two refrigerators! Endless hours were spent at the beach and on the front porch. Definitely recommend this convenient property! We will be back!
Stayed 7 nights in Aug 2023

10/10 Excellent

kim g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay at Chesapeake Dream
This house was lovely! It had everything we needed for a great stay! The location is PERFECT! Close to everything and especially the beach. This is the perfect beach town for everyone but really nice for families. I cannot how much we enjoyed our stay! Thank you for offering your home on VRBO. We hope to make it an annual gathering at Chesapeake Dream!
Stayed 7 nights in Jul 2023

10/10 Excellent

Kevin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Gathering
Very nice Victorian house. Plenty of room and sitting areas. Wonderful backyard for the little ones to play in and for the family to hang out. House is in a great location. As advertised.
Stayed 3 nights in May 2023

10/10 Excellent

Rachel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
Lovely house, very clean, and a perfect location to go to the beach or to stroll through the town. Porch perfect for coffee in the morning or happy hour in the evening.
Stayed 3 nights in May 2023

8/10 Good

David d., Midlothian, Va USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for my golfing buddies
Had 6 friends down for a golf trip. Enjoyed the fire pit and grill provided. Many in the group had never been to Cape Charles. All want to come back
Stayed 2 nights in Oct 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the house!
Gosh! The Dream house was perfect for our reunion with my cousins. It was perfect to walk two blocks to beach! And four blocks to town. I bought my bikes but you can rent bikes or a golf cart if you want to ride around. The house was charming with 3 bedrooms on second floor. If you can’t climb stairs this house might not be for you. There is a half bathroom off of kitchen. Lovely sunroom/ dining area right off of kitchen which is stocked. For extra space, there is a lovely front porch which we enjoyed. Personally the house and Cape Charles is lovely but for the active adult/ teens, Cape Charles might be a little boring after a couple of days but you can always seek out adventures on the Eastern Shore..
Stayed 3 nights in Sep 2022

10/10 Excellent

Sarah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great experience and beautiful property
Beautiful home and super quick host response to any questions we had. My only concern was some of the phrasing in the rental contract when I booked the property - I felt like I needed my own attorney to review it. But I went for it anyway, and we had absolutely no problems. A great property and host!
Stayed 3 nights in Sep 2022

10/10 Excellent

Martha C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Don't touch
It was difficult to relax with the children in the house since so many things were off limits. The house was lovely. Décor of shells contained choking hazards for little ones. We had to move those things.
Stayed 7 nights in Jul 2022

10/10 Excellent

Diana K.

Liked: Cleanliness, check-in, location, listing accuracy
Perfect Location
The house is located perfectly close to the beach, you won’t even need the golf cart. All the restaurants and shops are walkable even if you are traveling with kids. The amount of signs in the house with instructions is overwhelming and doesn’t make you feel very comfortable, like couple other reviews had mentioned, but we mostly laughed about the tone of those little notes and didn’t take it very personal. My 6yo daughter made it her mission to make sure everyone uses coaster for every glass and even plates on every surface. Couple small issues where the manager didn’t respond to the email, and the owner ended up showing up unannounced to water plants on the porch (something we were already doing, one of the instructions on a small note) but we still enjoyed our stay very much. The yard is very beautiful and the house had a lot of gear for the beach provided.
Stayed 7 nights in Jun 2022

10/10 Excellent

monica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice home
Home was clean and nice. Owner responded immediately with our issues. We would definitely stay again
Stayed 2 nights in Nov 2021

10/10 Excellent

Michael N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place in a great location
Great house in a great location with plenty of space indoors and out. Very clean, well maintained and well equipped. Couldn’t ask for better.
Stayed 7 nights in Jul 2021

10/10 Excellent

Amy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay!
We have stayed here many times and have always enjoyed it. Great location! House is charming and has plenty of room. Porch is fantastic. Would absolutely stay here again.
Stayed 4 nights in May 2021

10/10 Excellent

Melissa Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charm galore in the perfect location
Beautiful home full of charm in the perfect location. We didn't drive once we arrived - could literally walk everywhere we wanted. Would recommend for groups with older people (no kids) as there are a lot of personal items and antiques in the home. The decor did make it feel like you were staying in a home, not a rental property, but I can see it being a nightmare for those with small or rambunctious children. So glad we got to experience Cape Charles with this as our home away from home.
Stayed 4 nights in May 2021

10/10 Excellent

Robin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home with easy walk to the beach
The home is beautiful and well maintained.
Stayed 4 nights in May 2021

10/10 Excellent

Dru B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house- great little town!
Plenty of room inside and a fantastic front porch for porch sitting and dining. The kitchen was very well equipped with everything we needed to cook Thanksgiving dinner, including a crockpot and a Kitchenaid mixer! We rented golf carts and toodled around town and explored. They have off-road paths to reach parts out of the golf cart zone. Family members took the short walk to the beach and pier to go fishing, as well. Very friendly town!
Stayed 4 nights in Nov 2020

10/10 Excellent

Kelly G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Special Vacation thanks to the Chesapeake Dream
Memorable vacation in a little gem of a town. Beautiful house with thoughtful amenities, fully stocked kitchen with soaps, towels and little extras. The notes really showed us a bit about the family and how much this home means to them, thank you for sharing and telling a little history in each special piece. The library was a meticulous balance of classic and modern. It was so difficult to choose which room inside or sitting area outside to read! I could have stayed for 3 more weeks. Just heaven on earth! And my mother had the most awesome 60th birthday with her kids & grandkids. This long weekend meant a lot to her.
Stayed 3 nights in Aug 2020

10/10 Excellent

Beth R., New York, New York

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location Location Location
The title sums it up a Chesapeake Dream. Comfortable prewar Victorian home on an amazing lot only 1 block from the beach and shops. Made for an easy stay. Pack the sunscreen and bug spray if you enjoy the outdoors as much as we do. Many of the items in the house are not little kid friendly as the house is filled with tchotchkes and antiques with notes reminding you not to touch them. The house was ideal for our family and we can’t wait to return to Cape Charles.
Stayed 7 nights in Aug 2020

10/10 Excellent

Mark F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyable week
This house is in the best location to the beach and the shops. We appreciated everything about the house. The only downside was we had slow internet for the week, otherwise we enjoyed the week.
Stayed 4 nights in Jul 2020

10/10 Excellent

Beth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chesapeake Dream Vacation
The house is even better in person. The pictures don’t do it justice. There is plenty of space. The mattresses were all comfortable. The location is fantastic. Expect to use lots of bug spray or be eaten alive, but that’s just ESVA in general. I’m not sure if it would help, but spraying for mosquitoes might be something to look into or even just planting things that keep them away so it’s easier to enjoy the gorgeous yard and porch without covering yourself in Deet. Another suggestion I have is that the owners consider making a binder with information for the house and possibly Cape Charles in general (like putting in restaurant menus, for instance). We didn’t figure out that the second and third floors were on their own thermostat until the third day and it was miserably hot in the third floor until that discovery! It would also be nice to give some description of where to find things. For instance, we had to hunt for a fan for the third floor and an extension cord for our golf cart. Several other people have mentioned the little notes they have everywhere. A lot of them were completely reasonable and common courtesy reminders. They do have a lot of things on display and antiques that they didn’t want used or for people to be careful of. My suggestion to the owners is that you would probably be better off just not having so many of those kinds of things in a rental house. I also would recommend listing more of the amenities that the house has so guests don’t have to call with questions or bring things that then aren’t needed. We could have used a couple more hand towels in the kitchen and more trash bags for the big bin in the kitchen. Overall though, the house was lovely and we had a fabulous vacation!
Stayed 7 nights in Jul 2020

About the host

Hosted by Laura Weigand

Host profile image

Why they chose this property

Its proximity to the beach and town center, the generous double lot and gardens, the large wrap-around front porch, and the feeling of being at home versus feeling like a sterile rental make Chesapeake Dream the perfect getaway for multi-generational families and friends.

What makes this property unique

Lovely welcome gifts from the generous owner. Beauty all around you.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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