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

Top rated by guests
Front of house
Kitchen with coffee bar
closer view of coffee bar in kitchen
kitchen view of stove
kitchen with sunroom off side
review stars
9.8Outstanding
(64 Ratings)
"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 ..."
Jennifer G.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(64 Ratings)

House in Cape Charles, VA

10 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this house rental

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.

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

Non-smoking
No pets allowed
Family friendly

Map of Cape Charles, VA


Ratings and reviews

9.8 / 10
Outstanding(64 Ratings)
10 / 10Outstanding·Sep 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.
10 / 10Outstanding·Sep 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.
10 / 10Outstanding·Aug 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!
5 / 10·Dec 2020
Plenty of room inside and a fantastic front porch for porch sitting and dining. The kitchen was very well equipped with everything we needed tocook 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!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Chesapeake Dream - Stately restored Victorian home ONLY 4 houses from the BEACH!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.