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Historic Old Towne Southern Charm

Vacation home near Waterside District in Portsmouth

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Photo gallery for Historic Old Towne Southern Charm

A modern kitchen with white cabinets, a central island, hanging pots, and a black trash bin.
A bedroom with a bed, a chair, a desk, and a ceiling fan.
A waterfront restaurant with a prominent sign and a brick-paved entrance.
A living room with a sofa, chairs, a coffee table, and a ceiling fan.
A candy store with a variety of sweets displayed in glass cases.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Portsmouth, VA
  • Place, Children's Museum of Virginia
    ‪5 min walk‬
  • Place, Portsmouth Naval Shipyard Museum
    ‪6 min walk‬
  • Place, Waterside District
    ‪19 min walk‬
  • Airport, Norfolk, VA (ORF-Norfolk Intl.)
    ‪23 min drive‬

Room options

About the neighborhood

Portsmouth

In Portsmouth .Within a 5-minute walk of this Portsmouth vacation home, you'll find Commodore Theatre and Emanuel AME Church. Children's Museum of Virginia and Tidewater Yacht Marina are also within half a mile (1 km).
View more Vacation Homes in PortsmouthOpens in a new window

What's nearby

  • Commodore Theatre - 5 min walk - 0.3 miles
  • Children's Museum of Virginia - 5 min walk - 0.3 miles
  • Portsmouth Naval Shipyard Museum - 6 min walk - 0.4 miles
  • Waterside District - 19 min walk - 1.0 mile
  • Town Point Park - 7 min drive - 2.8 miles

Getting around

  • Ft Norfolk-Medical Center Station - 6 min drive
  • Norfolk Station - 8 min drive
  • Norfolk Intl. Airport (ORF) - 19 min drive

Restaurants

  • ‪Green Beans Coffee - ‬14 min walk
  • ‪McDonald's - ‬7 min walk
  • ‪Subway - ‬13 min walk
  • ‪Church's Chicken - ‬6 min walk
  • ‪Hardee's - ‬7 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Old Towne Southern Charm

Hi there! You've stumbled upon a beautiful 18th-Century home that is centrally located in the heart of Old Towne Portsmouth. It's passionately designed with love and southern charm. You'll enjoy short walks to downtown restaurants, the movie theater, coffee shops and museums. Also, experience the Elizabeth River Ferry to visit Norfolk Waterside. Host resides in downstairs unit and enjoys guests looking for a quiet getaway.

Similar properties

Exterior
Hilton Vacation Club The Historic Powhatan Williamsburg
Williamsburg
  • Pool
  • Kids pool
  • Parking included
  • Free WiFi
4.6 out of 5, Wonderful, 3,568 reviews
$118 nightly
The price is $134
Jul 15 - Jul 16
Total with taxes and fees
Hilton Vacation Club The Historic Powhatan Williamsburg

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • No onsite parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

We do not allow parties nor gatherings of any kind. Though pets (dogs) are allowed we ask that guest not allow them on furniture.
We ask that you not leave pets in the home unattended for more than one (1) hour. When walking pets be sure to pick up their waste.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees
  • Note from host: Forty-dollar ($40) fee per additional pet over 2.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. No onsite parking is available. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Frequently asked questions

How close is Historic Old Towne Southern Charm to the airport?

This vacation home is 12.4 mi (19-min drive) away from the Norfolk Intl. Airport (ORF) airport, the closest popular airport to the property.

Does Historic Old Towne Southern Charm have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Historic Old Towne Southern Charm to the beach?

This vacation home is 15 mi (26-min drive) from Chesapeake Beach and 14.7 mi (25-min drive) from Little Creek Beach. Don't forget your sunscreen!

Does Historic Old Towne Southern Charm offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic Old Towne Southern Charm?

No, there is no casino at this vacation home, but Rivers Casino Portsmouth (6-min drive) is nearby.

What time is check-in at Historic Old Towne Southern Charm?

Check-in begins at 3:00 PM.

Is there free parking at Historic Old Towne Southern Charm?

Free parking is not available at this vacation home.

Does Historic Old Towne Southern Charm have a pool?

This vacation home does not have a pool.

Does Historic Old Towne Southern Charm have a spa?

There are no spa services available at this vacation home.

How close is Historic Old Towne Southern Charm to downtown Portsmouth?

This vacation home is 0.2 mi away from Portsmouth.

Historic Old Towne Southern Charm Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 30 out of 38 reviews
Rating 8 - Good. 5 out of 38 reviews
Rating 6 - Okay. 3 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Annie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our stay
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

MacKendrie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect property for our group.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Michaela Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best location, well decorated, ready to use kitchen, very comfortable
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Carla W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay was excellent, clean, charming and very spacious
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Brian C.

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

Great stay

Very clean and a great location
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Zachary K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great experience!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Beverly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes, the house was such fun and we loved Old Town. It was a great way to celebrate a birthday!
Stayed 3 nights in Jan 2026
Verified

6/10 Okay

Lori H.

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

Good location

Host was great and the home is conveniently located to walk downtown and to the waterfront.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

randy p.

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

great time

great location and a great host I would stay again
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Holly W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was excellent. The location was the best part and the house was perfect for our group. It had two living areas and a table that seated 8 people for our Thanksgiving feast.!!
Stayed 8 nights in Nov 2025
Verified

10/10 Excellent

Daniel P.

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

A great place to stay!

Latonya did a great job at making us feel welcome and at home! The rental is very well taken care of and very close to many attractions and beaches. 10/10 would recommend and will definitely return if we come back to the area!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Dan R.

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

Virgina beach getaway

you will not be disappointed this place, and the owner are awesome!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Mary K.

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

Great Area and Nice House

Enjoyed our stay, very close to lots of attractions. Nice unit for family groups. Nicely decorated.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Burchard J.

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

Great location

Perfect for visiting everything in Portsmouth and the Hampton Roads area. Spacious well stocked unit.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Cherelynn’s F.

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

Trip to daughters

Very pleased with host and accommodations
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

christopher t.

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

Portsmouth

Great local, clean and comfortable. Great place to unwind after busy day.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Charles

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great property and so close to all Olde Towne Portsmouth has to offer. I'll be back! :-)
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Houston G.

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

Wonderful host and home.

We love our stay and the location. It was clean and in good walking distance to many enjoyable attractions. Plus a good drive to many beaches. The Houst was very and easy to connect with.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Jonathan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and well organized
Stayed 3 nights in Sep 2025
Verified

8/10 Good

Amanda S.

Liked: Cleanliness, check-in, communication, location

Weekend trip

Great location in walking distance to restaurants and cultural district. Easy drive to the ocean as well. The property is beautiful and the owner was amazing to work with.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Josh K.

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

Great visit

Owner was great and helpful! It’s a short drive to the beach! And easy to walk around the neighborhood- visited a local coffee shop.
Stayed 2 nights in Jun 2024
Verified

8/10 Good

Luanne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy and convenient, Latonya was very nice and accommodating. The home needs some small repairs but nothing major. We felt very at home and comfortable.
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Ashley R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a nice stay. Very clean. The host was very attentive. If we needed anything, she was right there to help.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Katrina D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The space was decorated cute. Hostess responds quickly. Little extra touches made it feel homey. Clean and comfortable. Stairs are steep but picture in the ad for the home. Would definitely stay here again if in the area
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Tiauna C.

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

Wonderful Stay

Latonya was a great host. She greeted us when we arrived at the Property and provided some dinner recommendations. The home was clean and inviting which was perfect for a short stay. We would definitely book again.
Stayed 2 nights in Oct 2024

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