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'.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
American Four-Square completely renovated, easy walk to the beach!
Historic Downtown Cape Charles
American Four-Square completely renovated, easy walk to the beach!
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 hunting nearby.
Cape Charles Museum & Welcome Center - 13 min walk - 1.1 km
Oyster Farm Marina - 14 min walk - 1.2 km
Kiptopeke State Park - 16 min drive - 20.8 km
Getting around
Norfolk, VA (ORF-Norfolk Intl.) - 50 min drive
Restaurants
Small’s Smokehouse - 5 min drive
Hardee's - 6 min drive
McDonald's - 5 min drive
Top China - 5 min drive
Sting-Ray's Restaurant - 10 min drive
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 8 May 2026, prices found for a 1-night stay for 2 adults at Southern Living II On The Eastern Shore on 9 May 2026 start from AU$972, 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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This house was great! Very close walk to the beach. It was perfect for our group which had multiple families with young children and babies. Plenty of room to spread out and the house was stocked with all the essentials.
Erika Z.
Stayed 3 nights in Jun 2022
Response from VrboOwner on 20 Aug 2022
Erika,
Thank you for the kind review! I feel the same as it works so well for families with littles in that you still have the ability to enjoy vacation time! Hope to see you again!
Verified
8/10 Good
Paula M.
30 June 2018
Excellent location and kid friendly home.
This was our second year to stay at SLII. We love the location, easy walk to the beach, park and town. The house is well-equipped for families, plenty of space and lots of nice details like beach toys, family games & DVDs. Owners are very nice; you can tell they care about your experience.
This home was very spacious, well maintained and in a great location. It had plenty of room for our large family group of 9 adults and 4 children. It was especially nice to have the spacious first floor master wing, the large screened in front porch with a porch swing, spacious yard and ample seating areas in the living room, dining room and kitchen.
Verified traveller
Stayed 7 nights in Jul 2023
Response from VrboOwner on 19 Aug 2023
Thank you for the kind review! We like to make our home both family friendly , friendly kid, and adult friendly!
Amazing house! Our big family of 15 had a wonderful time here. The owner was always available to answer our questions about anything we might need. Great location. Big house. Great fenced in yard. Everything that you need for a wonderful vacation.
Rita B.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 20 Aug 2022
Rita, Thank you so much for the kind review! We hope to have you back again for more memories!
We rented the largest house with a first floor bedroom in Cape Charles. We spent a full week. The house is perfect for a large gathering. Room in the alley to park three golf carts and a car. The attic top floor bedroom is very comfortable.
Keith Y.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 10 June 2024
Thank you so much for the kind review. We are so happy you all enjoyed your stay. Please reach out any other time. Hope to see you again..🤗
This house has everything you could possibly want for a perfect stay in Cape Charles. The kitchen is well-appointed, and there was plenty of room for our multi-family group of 14. We even had an extra unused bedroom! It has all the charm of an old house, but with modern amenities too. Very close to the park and beach, and a huge backyard for the kids to run in, chargers for your golf carts, and an outdoor shower!
Check in was easy, Jenn was a wonderful host! We would happily stay here again!
Ashley H.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 13 Sept 2024
Thank you for the wonderful feedback! We are so glad you had a great stay!
Archival
10/10 Excellent
11 July 2013
German Mamas beach trip
We had a wonderful time! The house was exactly as described; very clean, very family friendly, comfortable and inviting. We loved the huge kitchen and the beautiful front porch. We were very pleased with the available toys and entertainment for our children. The street was nice and quiet with an awesome playground at the end. The beach was perfect for the little ones and the walk was very doable.
We would have stayed longer if we could!
Response from VrboOwner on 27 Mar 2020
So glad you all had a great time. You all were our first tenants in this home so it fills me with happiness that you all were able to relax and have a good time with all those kiddos!
Archival
10/10 Excellent
4 July 2014
Renter
Loved our vacation at Cape Charles! The home is located about a block from the beach and a block from town. Beautiful home! The front porch was wonderful! Great kitchen! We would love to return. Everything was as stated in the listing. The owner was extremely helpful and answered all of our questions. We would highly recommend this property!
Response from VrboOwner on 27 Mar 2020
Hi Anne, So glad you all enjoyed you stay at the home!
We stayed over a long weekend in September with my kids, parents and siblings and had a fantastic time. The kids loved the bunk room and toys, and had a blast with the floats at the beach. Jenn was very communicative and made sure we had a pack n play and booster seat for my 1 year old, which was so thoughtful. The house is right next to the park which was great for playground visits. Overall this is a great home for large families.
We so enjoyed our stay in Cape Charles. Jen, the owner, was very responsive and helpful. The weather was not the greatest but it didn't bother us a bit - there was plenty of room to spread out at the house. The kids played on the front porch and we were able to enjoy the beach later in the day. The house is perfect for a big family! Thanks for allowing us to stay.
This house was perfect for the two families staying. We had four adults and four kids total. There were not many homes with enough bedrooms for our group to pick from and we couldn't be more pleased with the week we had at this property. The house lay out was great for our group. The younger kids enjoyed the third floor loft room and the screened in porch was perfect for a few rainy evenings. Great location and great house for a CC get away. Also worth mentioning that communication with owners was great all along. And when we got home we realized my daughter left a stuffed animal. Jenn was able to find it and mail it back to us which meant a lot. We'd stay here again for sure!
A charming old house. The front porch, living room, dining room, and kitchen are amazing living spaces. The downstairs bedroom is also nice. The 6th attic bedroom is just that-useable but an attic room for sure. The owners were wonderful communicators.
Wonderful space and location for our group ranging from 6 years to 70 years (this is our 6th return visit!!) - definitely a wonderful home away from home for the week!
Kim S.
Stayed 7 nights in Aug 2019
Response from VrboOwner on 27 Mar 2020
Thank you Kim!!! We are so thrilled that your family continues to make memories year after year at our home!
Archival
10/10 Excellent
Lindsey H.
15 Sept 2017
Spacious for multiple families
We've stayed here for the past 5 years. Great location to beach, park and shops. The homeowners have everything you need.
Lindsey H.
Stayed 3 nights in Sep 2017
Archival
10/10 Excellent
Michael F.
3 Sept 2017
Wonderful Vacation Home in Cape Charles VA
We spent a wonderful week in beautiful and quaint Cape Charles VA on Virginia's Eastern Shore. Southern Living II is a lovely home, with large, comfortable rooms that are very well appointed. A large kitchen that is extremely well equipped leads out to a large yard with ample off-street parking via the rear alley. Master Bedroom is huge, as well as the Master Bath. Upstairs bedrooms are roomy, with a terrific room for the kids (four bunk beds!). All the way up on the third floor is a spacious attic bedroom with space for several more.
The living and dining areas are great and can comfortably seat a large crowd. A/C works great, and it is a quick walk to the beautiful beach, bay, and shops. Get a golf cart or just stretch your legs...Central Park is a half block walk and just lovely. Perfect location close to everything. Great restaurants for eating out or taking out.
The owners have thought of everything, and I can't think of anything they missed. We truly look forward to our next visit to Cape Charles and Southern Living II !
Michael F.
Stayed 7 nights in Aug 2017
Response from VrboOwner on 27 Mar 2020
Thank you so much for the wonderful feedback! We try our best to make it a home away from home and to provide things that can allow our guests to feel like it's their own place!
Archival
10/10 Excellent
Robyn W.
7 Aug 2017
Great for larger families and kiddos!
I'd love to rent this house again in the future - lots of room to spread out, well appointed kitchen, comfortable mattresses, fenced-in yard, screened porch and a location to die for. Owners are very easy to work with and quick to respond.
Robyn W.
Archival
10/10 Excellent
11 June 2016
Cape Charles Southern Living
While in Cape Charles for a wedding, we stayed at Southern Living. It was a nice big house, well equipped and very close to our venue and easy walk downtown. We would recommend it to anyone visiting Cape Charles on the Eastern Shore, and would like to come back again sometime for another long weekend.
Stayed 3 nights in May 2016
Archival
10/10 Excellent
Robert P.
23 May 2015
Great House
Great house, especially for a large number of people. Also, right in town; almost everything is an easy walk away. Owners answered all questions pretty quickly.
Robert P.
Archival
10/10 Excellent
Matthew S.
8 Sept 2014
Great House!
We rented this home for a quick end of summer vacation in August of 2014. The house is everything the pictures show and so much more. The house is in great shape, clean, and really is large enough to sleep 15 comfortably. The owners did an excellent job answering my questions and were able to work us in despite this being a last minute trip. I also was impressed there were no hidden fees or taxes added on, the price is the price, plus a reasonable security deposit. Our family included 4 young children ages 3 to 8 and the fenced in, shady yard was nice for them to play in when we were not at the beach. The front porch is screened in and a great place to enjoy the breeze. This was our second trip to Cape Charles and Monroe Ave is a very quiet street with little traffic. We were able to take a short walk to the beach and to the ice cream parlor, Brown Dog Ice Cream was a big hit with the kids.
Cape Charles and the Eastern Shore are a great place for a relaxed vacation. The people in the town are real Virginia people, friendly and glad to have visitors. The town beach is great, especially for young children. My 3 year old niece could play in the water without worrying she would get knocked over by a wave and my sister commented it was the first beach trip where she was able to actually relax on the beach without worrying about rip tides & rough water. If you are looking for a relaxing place to unplug, I highly recommend Cape Charles & this home.
Matthew S.
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.