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Southern Comfort on the Bay

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Exterior detail
Southern Comfort on the Bay
Interior
Den
Glimpse into the Game Room

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 82000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Cape Charles, VA
  • Place, Central Park
    ‪6 min walk‬
  • Place, Oyster Farm Marina
    ‪14 min walk‬
  • Place, Cape Charles Beach
    ‪14 min walk‬
  • Airport, Norfolk, VA (ORF-Norfolk Intl.)
    ‪67 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Southern Comfort on the Bay

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
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Cape Charles

Located in Historic Downtown Cape Charles, a neighborhood in Cape Charles, this vacation 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 snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and hunting nearby.
View more Vacation Homes in Cape CharlesOpens in a new window
Map
Cape Charles, VA

What's 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 Intl. Airport (ORF) - 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 Apr 25, 2026, prices found for a 1-night stay for 2 adults at Southern Comfort on the Bay on Apr 25, 2026 start from $358, 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, 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 labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 76 out of 80 reviews
Rating 8 - Good. 4 out of 80 reviews
Rating 6 - Okay. 0 out of 80 reviews
Rating 4 - Poor. 0 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jesus M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host, and place to stay.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! The house is beautiful, spacious and comfortable. We look forward to staying here again!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Harry D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was as advertised - we had a great visit.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Kristin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful historic home close to everything

Great property in a convenient location. Beautiful historical details with modern amenities.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Kevin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal beach house

A great house in one of the Eastern Shore's best beach towns.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Cole W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time. House is in a great location and set up well for a weekly rental. Thank you
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Robin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Southern comfort

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!
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Jessica W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

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!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Martina and Zach P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place for a get away

The house was exactly what we needed and access was a breeze! We love coming to Cape Charles and the house was a comfortable stay.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Danielle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Everything was comfortable and very clean. home owners were helpful and Friendly. Enjoyed the fact we were in town and close to everything
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Leslie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fam Vacation

Visiting family in beautiful Cape Charles
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Yolanda O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Host Ever

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.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Katherine R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful beach house!

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!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Amy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great CC house

You can never go wrong vacationing in CC. This house was great. A lot of extras were provided - beach chairs, sand toys, bikes.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Ann Janine (AJ) M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Casey A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Cape Charles Experience!

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.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Chris C.

Liked: Cleanliness, check-in, communication, listing accuracy

Clean and comfortable!

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!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Greg Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Very Welcoming House

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!
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Vincent M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing and Just what we needed!

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!
Stayed 7 nights in Sep 2020
Verified

10/10 Excellent

Sharon F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay in Cape Charles

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.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Josh B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house, convenient location

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).
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Kevin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible Home

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.
Stayed 3 nights in Aug 2019
Archival

10/10 Excellent

Barbara W.

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!
Verified

10/10 Excellent

Anthony D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great week at Southern Comfort!

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!
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Ali B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We will definitely be back!

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!!
Stayed 7 nights in Jul 2021

About the host

Hosted by Debbie Suddeth

Host profile image
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!

Languages:

English
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