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

Cape Charles, Virginia
$0 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

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 up to 10, 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, fire pit 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, Cape Charles Brewing Company 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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3200 Sq Ft (297 Sq M)
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Charcoal Grill Fenced Yard Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fitness Facilities Nearby Golf Privileges Golfing On Site Hiking Nearby Kayaking Nearby Marina Nearby Scuba Diving Nearby Tennis On Site Water Skiing Nearby Wildlife And Game Walks Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books DVD Player Games Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping Safe
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Jennifer G.

    Submitted Sep 28, 2025

    Stayed Sep 18, 2025

    Wonderful location. Wonderfully stocked kitchen. Plenty of space for big family. The beds were moderately comfortable and water pressure a bit limited for large family use, but these things are to be expected in beautiful period homes like this.

  • Angela S.

    Submitted Sep 12, 2025

    Stayed Aug 29, 2025

    You can’t beat the location of this wonderful property, and Laura is easy to work with and very accommodating! This is our 3rd stay.

  • Noel S.

    Submitted Aug 9, 2025

    Stayed Jul 27, 2025

    This was our second consecutive year to stay at Chesapeake Dream for our family (9 of us) beach vacation. We could not ask for better accommodations all round. The house itself is within easy walking distance to the beach and to downtown Cape Charles. The house is extremely spacious but feels like home at the same time. It has an exceptionally well-appointed kitchen with a stove with a double oven, two refridgerators (although we only needed one), and all the cooking and dining utensils one could want or need. The house also has two large dining areas, one of which we used for doing crafts with our grandkids. The 4 bedrooms and 3 bathrooms met our needs more than adequately. There are also lovely flower beds and a spacious back yard perfect for water balloon fights and making s'mores over the firepit. Finally, there is a cart for hauling supplies to/from the beach as well as beach chairs, umbrellas, toys, and other supplies vital for fun in the sun.The beach itself is ideal for families with elementary and younger aged children; teens would probably want bigger waves and deeper water. Nevertheless, much fun can be had there regardless of age -- especially if you're into finding and collecting hermit crabs.We cannot say enough good things about our hostess Laura. She is most attentive and responded immediately to a chirping smoke alarm and an HVAC overcome by heat and humidity. A 5-star hostess!We would stay at Chesapeake Dream again in a heartbeat!

  • Louise H.

    Submitted Jul 19, 2025

    Stayed Jul 12, 2025

    This was our second summer stay at Chesapeake Dream. Once again, it was perfect in every way for our family. The house, location and weather were superb!

  • Paige B.

    Submitted Jul 13, 2025

    Stayed Jul 8, 2025

    A quiet comfortable place to stay close to the beach!

  • Rob D.

    Submitted Jun 26, 2025

    Stayed May 31, 2025

    We had a fantastic stay at this beautiful home! The house was spotless upon arrival. The kitchen was fully stocked with everything we needed. The fenced in back yard was great for the kids to play or to hangout and grill. Short walk to the beach. The house had everything and the owner was very responsive and helpful. Highly recommend to anyone looking for a peaceful, clean, and well-appointed place to stay. We’d absolutely come back again!

  • Theresa W.

    Submitted Jun 23, 2025

    Stayed Jun 14, 2025

    We have stayed at Chesapeake Dream for two years in a row now. We love the convenience, cleanliness, and uniqueness of the property. There is plenty of room for everyone and the kitchen is well stocked with everything needed. I tried to book for the same week, next year, however someone has beat me to it. I will keep watching to see if there is a cancellation because we love it so much!Thanks again, Terri

  • Lana M.

    Submitted Jun 15, 2025

    Stayed Jun 12, 2025

    There were 11 of us and the home was perfect. It is a quick walk to the beach and downtown. Couldn’t be more convenient. The property was very clean and had everything we needed for our stay and more. The hosts thought of everything from towels, dishes, and even extra amenities. The outdoor shower was so helpful with the kids. There were so many extras that we didn’t have tons to enjoy it all on our short stay. Check in was super easy. We would highly recommend this beautiful home.

  • Megan M.

    Submitted Aug 27, 2024

    Stayed Aug 23, 2024

    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!

  • Sam Y.

    Submitted Aug 8, 2024

    Stayed Jul 26, 2024

    The house is very nice and the owner Laura is very helpful. Thank you Laura!

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Total

Includes taxes and fees