Just a short stroll to the beach (approx.10 min. walk), Southern Comfort on the Bay, located in the historic district of Cape Charles, Virginia, offers luxury and comfort, while providing guests with the splendor and charm of a beautifully restored historic home. This home provides a perfect balance of old and new, and has all the modern conveniences of home, while preserving the charm and craftsmanship of the 1920s. Beautifully restored original heartwood pine floors and woodwork are much appreciated by our guests.
The restoration of the home provided many upgrades, including granite countertops, stainless steel appliances, and beautifully tiled bathrooms. The kitchen has a state-of-the-art JenAir stove, with an indoor grill, which makes cooking fun for all. This property provides all the comforts of home that one desires while vacationing.
The game room will provide hours of fun and entertainment for children and adults alike. Games, books, and puzzles are available for all ages. Teens and adults alike will be unable to resist a foosball challenge.
Southern Comfort on the Bay is located one street over from Mason Street, where you will find restaurants and shops. Talented local artists display wonderful coastal paintings, jewelry, etc. for sale at the shops on Mason Street.
Get ready for some southern hospitality as you walk down Mason Street, as Cape Charles is known for its friendly Mayberry feel.
Don't forget to enjoy the great Cape Charles fishing pier. You just never know what you may find on your hook!
Please note that during June, July and August we focus on long term rentals only (weekly to monthly).
Keywords: historic, vacation, home, beach, rental, events, wedding, special, Cape Charles
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Moving furniture (chairs, beds, etc.) is not permitted due to possible damage to original pine floors.
We ask that guests please use outdoor shower to remove sand before coming inside. Also please no wet bathing suits on furniture.
Important information
You need to know
Property # 305827vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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 in Historic Downtown Cape Charles, a neighbourhood in Cape Charles, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Chesapeake Bay and Cape Charles Beach. Kayaking and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and hunting nearby.
Cape Charles Museum & Welcome Center - 3 min walk - 0.3 km
Central Park - 6 min walk - 0.6 km
Oyster Farm Marina - 14 min walk - 1.2 km
Cape Charles Beach - 14 min walk - 1.2 km
Kiptopeke State Park - 15 min drive - 19.8 km
Getting around
Norfolk, VA (ORF-Norfolk Intl.) - 49 min drive
Restaurants
Small’s Smokehouse - 4 min drive
Hardee's - 4 min drive
McDonald's - 4 min drive
Top China - 4 min drive
Sting-Ray's Restaurant - 9 min drive
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 9 May 2026, prices found for a 1-night stay for 2 adults at Southern Comfort on the Bay on 11 May 2026 start from AU$1,039, 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 Comfort on the Bay?
On-site 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?
Checkout is at 11:00 AM.
Where is Southern Comfort on the Bay located?
This family-friendly Cape Charles holiday home is located near the beach, within a 15-minute walk of Cape Charles Museum & Welcome Center, Chesapeake Bay and Cape Charles Beach. Central Park and Cape Charles Harbor are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
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!
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.
Beautiful and comfortable old house, updated and well preserved. Good common areas, good closet space, great beach accessories. All bedrooms were kindly furnished , quiet and comfortable. The house is within easy walking distance to the beach which was a perfect habitat for a toddler with gentle water’s edge and clean sand. Easy access and parking or you can rent golf carts for tooling around. The town of Cape Charles is welcoming and offers good food, shops, parks and ice cream! We loved this house and the town and we will certainly visit again.
Property owners communicate very well, home is in a great location, clean and safe for children. We especially appreciated the picket fence which made evenings on the porch a little less stressful with small children.
Great value and amenities.
We thoroughly enjoyed our week at Southern Comfort on the Bay! We had a few questions during the week and the owner was consistently responsive and helpful. The house was clean and so comfortable. Loved sitting on the front porch!
We just loved this house! It was very clean, had everything we needed in the kitchen and had a wonderful porch with rockers!
It was a short 14 minute walk to the beach and we made sure to watch every sunset.
We will be back!
Greg Z.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 15 June 2024
Thank you so much for the kind review. We love to hear that guests enjoy Southern Comfort as much as we do. Take good care and we look forward to seeing you in the future!
The property is exceptional and is in a great location. The coordination and check in were seamless, just arrive and relax. The owner was extremely helpful. Kid friendly, extremely comfortable, and pristine clean. We will be back again! Strongly recommend!
Southern Comfort on the Bay was a nice fit for our group. The game room was a huge hit for the kids (6, 9 and 12). Nice well kept home. We were only a block and a half from the rest of our group and having a golf cart makes all the difference. Only complaint I have is we were not made aware of the ice maker not working.
Great property, conveniently located and walkable to just about everything you’ll want to see and do in Cape Charles. We enjoyed mornings and evenings on the front porch, the convenience of the outdoor shower after sandy trips to the beach and the game room area complete with foosball table. The house is not lavishly furnished - the bathrooms are perfectly adequate but not exceptional, and you may want to bring items like sharp knives for any cooking you plan to do - but we were happy with our stay here (family of 5 with 3 kids ages 8 and under).
Southern Comfort is the best Cape Charles property at which our family has had the pleasure of staying—and we’ve stayed at a few! The location is quiet and convenient to the downtown business district. The house is spacious with an interior that perfectly combines old school architectural details--the exposed brick of the original chimney--with modern amenities. (The HVAC system works incredibly well, which is a must for any beach rental.) The foosball table in the game room entertained our kids for hours, and there's a huge collection of beach toys and accessories--chairs, bicycles, boogie boards--that guests are welcome to use. We loved Southern Comfort and hope to return in the not-too-distant future.
Kevin C.
Stayed 3 nights in Aug 2019
Archival
10/10 Excellent
Barbara W.
1 May 2012
So Pleased with Southern Comfort on the Bay
My family of six adults gathered here for a significant weekend for us, one of celebration and memories for a dearly departed family member and friend. We traveled to Cape Charles to sail aboard a Tall Ship, which made a special stop and journey into the Chesapeake Bay to honor and remember one of their own. We were entirely comfortable at Southern Comfort, really delighted with this truly special home, obviously so well-maintained by its owners, and we would have enjoyed staying longer for just all this area has to offer. Amenities have carefully provided, and the home has been beautifully restored - the perfect blend of historical and modern. I am pleased to hear the homeowners are beginning work now on the house next door which I am sure will also be wonderful when completed. We were ideally a very short walk to Cape Charles shops and restaurants and the beach - and enjoyed meeting so many hospitable townspeople. We thank the homeowners for this introduction to Cape Charles and their Southern Comfort on the Bay and thank them for working with us as our schedule evolved, making sure the home was perfectly cleaned and stocked for our arrival, beach puzzles ready in the parlor! Thank for you the kind note and flowers, too, a special touch; we'll be looking for happy reasons to return!
Barbara W.
Response from VrboOwner on 28 July 2023
Hi Barbara. Thank you so much for the nice review. We are so happy that you and your family enjoyed your stay in Cape Charles. The Eastern Shore is a special place for our family, and now I am sure it will always hold a special place in your heart as well. Debbie and Family
This was our 3rd year back at Southern Comfort and it was just like coming home!
Our kids have started calling it “our Cape Charles House”—they love it here and The owners do a great job of keeping everything clean, ready, and easy for us!
Thank you for everything and another great vacation in 2021!
Our whole experience was so pleasant from beginning to end!!
The house is in a great location and was super clean when we arrived. Debbie was very responsive to all our questions. Overall it was a great time and we can’t wait to return!!
Ali B.
Stayed 7 nights in Jul 2021
About the host
Hosted by Debbie Suddeth
Our family visited Cape Charles to explore the Eastern Shore of Virginia years ago. We found that Cape Charles provides a great balance of activity, history, nature, and relaxation. With our busy schedules, we look forward to visits to "the shore" and have come to appreciate Southern Comfort on the Bay more than we ever imagined.
Why they chose this property
Our home is one of the nicest in Cape Charles, and we talk a lot of pride in maintaining the home to keep it clean, updated and comfortable for guests. Off street parking is on site which takes the headache out of parking!