Located in Historic Downtown Cape Charles, a neighborhood in Cape Charles, this vacation home is near theme parks and near the beach. Eyre Hall and Chesapeake Bay Bridge-Tunnel are local landmarks, and the area's natural beauty can be seen at Chesapeake Bay and Kiptopeke State Park. Discover the area's water adventures with kayaking and snorkeling nearby, or enjoy the great outdoors with hiking and cycling.
Cape Charles Museum & Welcome Center - 3 min walk - 0.3 km
Central Park - 6 min walk - 0.6 km
Chesapeake Bay - 11 min walk - 1.0 km
Oyster Farm Marina - 12 min walk - 1.1 km
Cape Charles Beach - 14 min walk - 1.2 km
Getting around
Norfolk Intl. Airport (ORF) - 49 min drive
Restaurants
Hardee's - 4 min drive
McDonald's - 4 min drive
The Shanty - 13 min walk
Small’s Smokehouse - 4 min drive
The Oyster Farm Seafood Eatery - 16 min walk
Frequently asked questions
Is Southern Comfort on the Bay pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Southern Comfort on the Bay?
As of Oct 26, 2026, prices found for a 1-night stay for 2 adults at Southern Comfort on the Bay on Oct 27, 2026 start from $360, 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?
Onsite parking is available at the property.
What time is check-in at Southern Comfort on the Bay?
Check-in begins at 4:00 PM.
What time is check-out at Southern Comfort on the Bay?
Check-out is at 11:00 AM.
Where is Southern Comfort on the Bay located?
This family-friendly Cape Charles vacation home is located near the beach, within a 15-minute walk of Cape Charles Museum & Welcome Center and Chesapeake Bay. Cape Charles Beach and Central Park are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The house is very nice & comfortable with lots of extras like spices in kitchen, beach chairs & toys for kids, & a well stocked game room for all ages. We enjoyed our stay!
This was a great stay. Debbie, our host is terrific, and engaging. The home was clean and it was nice to stay in a historical home with all of the upgrades.
Our stay at Southern Hospitality was terrific! The location is great and the space very comfortable and clean. We especially enjoyed the bikes! Check-in was simple, and Debbie was very timely and helpful in her communications.
Beautiful home and the location was perfect. We did rent a golf cart but was an easy walk to town. Walking to beach would be longer but the owners have a wagon to help pull stuff if you need to walk it. The home is exceptionally clean and very comfortable. Enjoyed the games and foosball table also. Debbie was an excellent host!
The property was in a great location, wonderful front porch, lots of beach items, fun game room.My one issue was the size of the showers. Very small and hard to move around in. The upstairs bathroom is just a large tub. We still managed though.
Overall everything was fine. We have stayed in Cape Charles many times, but always in the off-season (winter and fall). This was our first summer stay. Check-in/out were easy, and the property is nice. My only complaint is that were ants in the kitchen that seemed to come out of the sink. As I said, this was our first summer stay, so this could be common for July in Cape Charles.
Stayed 2 nights in Jul 2026
Response from VrboOwner on Jul 30, 2026
Hi David. We have treated for the ants, it appears they found their way inside from underneath the kitchen cabinet, not the actual sink. We are in the all clear now but appreciate your bringing this to our attention. Take good care.
We decided to take a last minute getaway and we feel lucky to have found this cottage available. Well appointed for our family with games and everything needed in the kitchen. We loved the front porch in the rain and strolling the town between downpours. The beds were comfy, the ac worked like a charm. Every bite we had in town including the bakery a few blocks away was delicious. We didn’t rent a golf cart since we were there only a few days and between the bikes and the walkable town, didn’t feel like we missed out. Over all a wonderful stay.
Comfortable and well kept property. This was our second time here. There were a few decorative touches we put away so the toddler wouldn’t get into trouble. The game room delighted her because there were things she could manipulate (food ball, big chess board) without harm. Overall, a great homey place to stay.
Beautiful historic home in Cape Charles, VA. We enjoyed our stay over the Memorial Day weekend even though the weather was rainy. It was great to have the game room and our family treasured the time spent together in the charming home. Debbie and her husband were responsive and welcoming, and even came to fix a bike tire they knew was flat before we even noticed it. We did get a brief bike ride in around the neighborhood despite the weather. We would definitely come back again!
Easy check-in and out, very clean, and super comfortable for families with small children. Loved being in the historic district, easy to walk or take a fun golf cart ride to anything you need!
Enjoyed our stay at Southern Comfort! Very charming, loved the older house, convenient to the beach. Loved the small town charm! Will definitely stay there again. Thanks for the memorable time!
We enjoyed our stay at Southern Comfort! The house was so welcoming and clean and had all the comforts of our own home. We’ll definitely book here again!
Southern Comfort on the Bay was excellent. The property was clean and well appointed. Every member of our group thoroughly enjoyed our time there. The children enjoyed the game room, and the adults enjoyed the homey atmosphere. We would definitely stay here again. Questions were answered so quickly.