Chesapeake Dream Vacation Rental

Chesapeake Dream Vacation Rental Chesapeake Dream is a restored three-story (3200 sq. feet) Victorian house available for short- and long-term rentals - only four houses from the beach!
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feet) Victorian Four Square built in 1912 on a fenced double lot, only four houses from the beach! There are 4 bedrooms, 3 1/2 baths, 2- zone central heat and air conditioning, a large, new kitchen with top of the line appliances, sleeping accommodations for up to 11 people, plus large, gracious rooms for family gatherings. Additional features include three televisions, WiFi connection, beach cha

irs and cart, gas grill, fire pit, corn-hole game set, outdoor shower, wrap-around porch with rockers and two dining sets, and lots of outdoor space with beautiful gardens. We provide outdoor seating and dining, and a beach cart and chairs for the use of our guests. The main level consists of a large wrap-around porch, a spacious entrance foyer with detailed trim and original staircase, a spacious living room with original fireplace, large dining room with original fireplace, gourmet kitchen with both granite and Corian counters, a sunny breakfast room, den, full laundry room and half bath. The second floor has three spacious bedrooms and two full baths (one is a queen master with ensuite bath); the dramatic third level master suite has two sleeping areas, a sitting area, a work area and a full bath, plus two window seats that give a bird’s eye view of the town and peeks at the Chesapeake Bay. Outdoor enjoyment varies from the rockers and dining sets on the wrap-around porch, to the brick patio, shade trees, an herb garden and lush landscaping of the large side- and backyards, with enough grassy areas for play while enveloped in flowering trees and bushes.

Interesting old postcard… I could find our house on the corner of Tazewell and Harbor!
01/03/2024

Interesting old postcard… I could find our house on the corner of Tazewell and Harbor!

08/14/2023

We have a few openings in September and even more in October! Come, enjoy the beautiful Eastern Shore in the waning days of summer and early fall. We still get the most gorgeous sunsets year-round! 

We did it again!!  👍🏻 We are so proud to be voted best short term rental in the ESVA Local’s Choice Best of contest!!  I...
07/30/2023

We did it again!! 👍🏻 We are so proud to be voted best short term rental in the ESVA Local’s Choice Best of contest!! Is this 3 or 4 years in a row, Laura Weigand? ❤️

Have you planned your beach getaway yet this summer? Do you want just a few days in a darling beach town?  We have the ...
05/30/2023

Have you planned your beach getaway yet this summer? Do you want just a few days in a darling beach town? We have the last two weeks of August available and partial weeks available in June and July. We are a three minute walk from our front porch until your feet are in the sand! GREAT HOUSE, GREAT LOCATION! Contact our property manager, Laura, @gmail.com. Check us out at mychesapeakedream.com. 

Chesapeake Dream ~~~House built in 1912~~~ Four houses to the beach, two blocks to restaurants and shops

Another memorable sunset in the books!  And it followed a great CRABBY BLUES FESTIVAL in Central Park yesterday.  Strawb...
09/18/2022

Another memorable sunset in the books! And it followed a great CRABBY BLUES FESTIVAL in Central Park yesterday. Strawberry Street Jam Friday evening was terrific! Cape Charles rocks!

We still have a few dates in September and more in October for people who enjoy the wonderful, uncrowded beach and spect...
08/05/2022

We still have a few dates in September and more in October for people who enjoy the wonderful, uncrowded beach and spectacular sunsets of Cape Charles, after the crowds of tourists have gone. Great restaurants and galleries are still open; it’s our favorite time of the year. The water is still warm and the cool evenings are the perfect time to use the fire pit in our backyard... Contact our property manager, Laura, at [email protected]. www.mychesapeakedream.com

Chesapeake Dream ~~~House built in 1912~~~ Four houses to the beach, two blocks to restaurants and shops

04/08/2022

We only have one week in June left available this summer. Contact us now if you want a great getaway this summer! 🌞 🌞🌞🌞🌞🌞🌞 Our large yard has plenty of room for activity with an outdoor shower, fire pit, outdoor bar, gas BBQ, and new co****le game equipment! We provide a great beach cart, an assortment of beach toys and WE ARE ONLY 4 HOUSES FROM THE BEACH!

03/24/2022
09/26/2021

This was such fun to watch this morning on the CC beach. Nothing like kite surfing on a windy September morning!

06/30/2021

Summer is in full glory in Cape Charles. Spectacular sunsets, gentle bay waves, and a bustling business street, Mason Avenue, with a few new businesses opening, and new dining options. Chesapeake Dream is fully booked but we have some openings in late September and October. We are so happy to welcome back several returning families who book our house for two weeks each summer! ENJOY the golf cart parade! HAPPY FOURTH OF JULY! 🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸🇺🇸

The glorious sunsets never end in Cape Charles!  ❤️
04/03/2021

The glorious sunsets never end in Cape Charles! ❤️

We now have the honor of displaying a decal in our vestibule window about our big WIN!
02/26/2021

We now have the honor of displaying a decal in our vestibule window about our big WIN!

Last but not least, the 2020 Local's Choice Best Vacation Rental Home winners are as follows.

First Place: The Little Red House
Runners Up: Bayfront Escape and Chesapeake Dream Vacation Rental

Congratulations!

Address

101 Tazewell Avenue
Cape Charles, VA
23310

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