Sip a drink on the front porch, ride a bike, walk to the beach, go antiquing/fishing/sailing/golfing or just watch the beautiful sunsets. Our 'Southern Living II' is the 'sister house' to 'Southern Living on the Eastern Shore'. It is located between the Central Park, and the town beach, both a 5 minute walk to either spot, as well as a 5 minute walk to the downtown attractions of Kelly's Gingernut, The Shanty, and Cape Charles Coffee House Restaurants. There is an Arnold Palmer/ Jack Nicklaus Golf Course within a 10 minute drive. The new boatyard and marina, along with the redesigned Oyster Farm Seafood Eatery is a MUST see. The white sand beach (cleaned and graded daily) is the perfect place for children to play, swim, shelling, and search for sea glass. This 1920 house has was remodeled in 2004 and again with upgrades in 2013 and 2017 after we purchased it. It is one of the largest dwelling rental properties in town sitting on 3 1/2 lots that are fenced in for relaxing while the kids are at play. The house is 4 levels. A refinished game room is in the partial finished basement with 2 smart tvs and 2 gaming systems.The house has refinished hardwood floors throughout. The first floor boasts a huge Master bedroom suite with an oversized tub and walk in shower, with a private balcony. All new appliances throughout the kitchen and laundry room, a walk in pantry, dining area that seats 12, a large living area, along with a screened in porch for night time cocktails & fellowship. Walk up to the second floor (in one of the 2 staircases that the kids LOVE!) to find a fully remodeled bathroom, a children's themed double bunk bed room, and 3 queen bedrooms. One more floor up is a finished attic with a Full bed and twin bed and in 2021 has a full bath, giving the home full baths. There is a 1/2 bath off the kitchen, a and an outdoor shower with both hot/cold water, with an additional cottage to store bikes, beach chairs and such. The property offers backyard ally parking as well as street parking, and has 2 hot water heater sources as well as 2 zoned Central Air Units. We have made every effort to duplicate the fantastic feedback from our first property to truly make it a 'home away from home'.
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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 near the beach, this holiday home is in Historic Downtown Cape Charles, a neighbourhood in Cape Charles. The area's natural beauty can be seen at Chesapeake Bay and Cape Charles Beach. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
Cape Charles Museum & Welcome Center - 13 min walk - 1.1 km
Kiptopeke State Park - 15 min drive - 19.1 km
Getting around
Norfolk, VA (ORF-Norfolk Intl.) - 50 min drive
Restaurants
Hardee's - 6 min drive
The Shanty - 12 min walk
The Elephant & Octupus - 5 min walk
Coach House Tavern - 6 min drive
Hook @ Harvey - 16 min walk
Frequently asked questions
Is Southern Living II On The Eastern Shore pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Southern Living II On The Eastern Shore?
As of 23 Aug, 2026, prices found for a 1-night stay for 2 adults at Southern Living II On The Eastern Shore on 30 Nov, 2026 start from S$3,841, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Southern Living II On The Eastern Shore?
On-site parking is available at the property.
What time is check-in at Southern Living II On The Eastern Shore?
Check-in begins at 4:00 PM.
What time is check-out at Southern Living II On The Eastern Shore?
Checkout is at 11:00 AM.
Where is Southern Living II On The Eastern Shore located?
This family-friendly Cape Charles holiday home is located near the beach, within a 10-minute walk of Central Park, Chesapeake Bay and Cape Charles Beach. Cape Charles Harbor and Cape Charles Museum & Welcome Center are also within 15 minutes.
About the host
Hosted by Jennifer & Jeff Dawson
After acquiring our first house in Cape Charles, we pursued this beautiful dutch colonial right across the street that we have always loved. We are a family of 6 with 4 now teenagers (we purchased this home when they were all under 4!) We come to Cape Charles as much as we can, as our primary home is in Maryland, and our other summer home is 20 minutes North in Eastville on the water... We hope to make this town our next move in the next 2 years
Why they chose this property
We started coming to Cape Charles from Connecticut in 2008 and knew we wanted to make this our hometown some day. This spacious property offers 6 bedrooms. It easily allows for 8-11 adults along with 4-6 kids to enjoy a vacation without climbing over each other. The house has so many areas to relax in including a gaming room From the front porch, side porch, gardens in the yard, and the proximity to everything is great. Monroe Street is the quietest street in town, that has a tree lined peninsula. The park also breaks up the street so this end of Monroe has very few cars that travel through it.
What makes this property unique
4 story single dwelling home. Guest House Cottage on fenced in property available for storage.