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Captains Quarters - Historical Home Downtown Rental

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Interior detail
Exterior
Room
Room
Interior

Reviews

9.6 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Winston-Salem, NC
  • Place, Benton Convention Center
    ‪8 min walk‬
  • Place, Truist Stadium
    ‪10 min walk‬
  • Place, Wake Forest University Baptist Medical Center
    ‪15 min walk‬
  • Airport, Winston-Salem, NC (INT-Smith Reynolds)
    ‪6 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Dining area

About this property

Captains Quarters - Historical Home Downtown Rental

The Captains Quarters is a simple, yet elegant space to stay in the Downtown area of Winston-Salem while you enjoy the beauty of the city.

It is a one bedroom, one bath accommodation with antique furniture and comfortable bedding. This has a private entrance to a private bedroom and bathroom.

Located in a historical home in Downtown Winston-Salem, close to dining and entertainment on 4th Street, and the lovely Hanesbrand Theatre is in walking distance.

Private off-road parking right in front of your door.

If you don t need a kitchen, (No Kitchen or access to one)this rental is just for you! However, the rental does have a personal fridge and microwave.

Add dates for prices

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House Rules

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

Adults only
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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

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
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 not indicated whether there is a smoke detector on the property

About the area

Winston-Salem

Located in Winston-Salem, this apartment is in the city centre and on a river. The area's natural beauty can be seen at Reynolda Gardens and The Quarry at Grant Park, while Frank L. Horton Museum Center and Theatre Alliance are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Truist Stadium or Joe White Tennis Center at Hanes Park.
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Map
Winston-Salem, NC

What's nearby

  • Benton Convention Center - 8 min walk - 0.7 km
  • Truist Stadium - 10 min walk - 0.8 km
  • Wake Forest University Baptist Medical Center - 15 min walk - 1.3 km
  • Old Salem - 20 min walk - 1.7 km
  • Winston Salem State University - 2 min drive - 2.8 km

Getting around

  • High Point Station - 25 min drive
  • Winston-Salem, NC (INT-Smith Reynolds) - 7 min drive

Restaurants

  • ‪Downtown Grille - ‬6 min walk
  • ‪Young Cardinal - ‬6 min walk
  • ‪Vintage Sofa Bar - ‬7 min walk
  • ‪Foothills Brewing - ‬4 min walk
  • ‪Quanto Basta: Italian Eatery & Wine Bar - ‬2 min walk

Frequently asked questions

Is Captains Quarters - Historical Home Downtown Rental pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Captains Quarters - Historical Home Downtown Rental?

As of 18 March 2026, prices found for a 1-night stay for 2 adults at Captains Quarters - Historical Home Downtown Rental on 20 April 2026 start from NZ$138, 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 Captains Quarters - Historical Home Downtown Rental?

On-site parking is available at the property.

What time is check-in at Captains Quarters - Historical Home Downtown Rental?

Check-in begins at 4:00 PM.

What time is check-out at Captains Quarters - Historical Home Downtown Rental?

Checkout is at 11:00 AM.

Where is Captains Quarters - Historical Home Downtown Rental located?

Located in the heart of Winston-Salem, this golf apartment building is within a 10-minute walk of Benton Convention Center and Truist Stadium. Frank L. Horton Museum Center and Joe White Tennis Center at Hanes Park are also within 15 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 40 out of 47 reviews
Rating 8 - Good. 5 out of 47 reviews
Rating 6 - Okay. 1 out of 47 reviews
Rating 4 - Poor. 1 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Andrew W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy to access the building. Easy to communicate with the host. Great location to downtown Winston-Salem
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Marshall S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was in town for a quick visit and mostly just needed a place to sleep and stash my bags. This gave me just what I needed!
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Peggie M.

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

Great location

Within walking distance to fabulous restaurants and shops in downtown.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Travis A.

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

Awesome stay for Winston Salem DT experience

Perfect property to stay and explore WS. Will recommend to friends!
Stayed 2 nights in Mar 2023
Verified

8/10 Good

Maggie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We went out for coffee each morning. We were very happy to find Camino Bakery. Great COFFEEs and baked goods w/ GF options, Chobani yogurts and small packaged healthy salads (say you'll be out for the day and don't want to stop for lunch).Enjoyed a drink at the VSB; friendly.The room is sweet, comfy and clean.
The old city if Salem is a great area to explore!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Marilyn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very welcoming. Our rooms were very clean. The bed was a bit hard for our liking, but the bedding was comfortable. The wifi wasn't very good, we unplugged the tv and still spotty. The location was everything. We walked to downtown for breakfast and we were also thankful for a first floor room and parking right out front. The refrigerator was a nice touch. A coffee maker would have been appreciated since there were no coffee shops close by. Overall a good stay.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Mark D.

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

Perfect for single person or couple!

Place was spacious and had a lot of personality. Good location
Stayed 2 nights in Sep 2024
Verified

8/10 Good

Barry D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As advertised. Spartan, clean, orderly
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Stephen H.

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

Downtown Hideaway

Great property, great host. Would definitely recommend this spot to others looking for somewhere within walking distance of W-S nightlife.
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Monica T.

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

Great experience

This was a great spot to stay to visit the area while still being walkable to downtown. Check in and check out were clear and easy. We would definitely stay here again!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Andrew W.

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

Great stay. As advertised

I have stayed at this property before and liked it so much that I rented it again when I was in Winston-Salem. It’s a good place. It’s as advertised and owner communicates effectively.
Stayed 2 nights in Nov 2023
Verified

10/10 Excellent

Jacques D.

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

Just right

Very close to all event spaces and other activities downtown. Off street parking was good to have.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Mary C.

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

Weekend birthday celebration for grandchild

Just needed a place to sleep convenient to Buena Vista area. This met our need very well. The rating says it all.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Dawn K.

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

Cozy and great location

We truly enjoyed our stay! The communication with the owner was great. We got clear instructions in advance. The room was clean and the bed was comfortable. The shower had great water pressure and the towels are soft. It had everything you might need… plates, plastic utensils, hangers, band-aids…There was newly installed decking to the door and patio area. It was quiet and a comfortable walking distance to coffee shops and restaurants. Would come again!
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

cristina p.

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

Chic, Cozy. and Convenient!

I recently attended graduation at Wake Forest University and spent two nights at this perfect property. I was very pleased with everything: the tasteful furnishings and thoughtful decor created such a warm and welcoming atmosphere. Every detail felt carefully chosen, making the space both stylish and incredibly comfortable.The location too was perfect/close to everything I needed yet quiet enough to relax and unwind. Communication with the host was seamless from start to finish. Sherman was friendly and responsive and I appreciated how easy he made the entire process.I highly recommend this property to anyone looking for a comfortable, well-appointed, and conveniently located getaway.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Susan G.

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

Excellent Host

I really was so fortunate to have Sherman for a host. This booking seemed plagued from the beginning due to problems with the VRBO email and confirmation system.Sherman kindly sent me all the necessary I formation and even helped me when I was lost in Wi Aton Salem trying to find the rental. The property itself suited my purposes quite well. I was in town for a workshop, and the location was perfect for me. The bed was comfortable, and the bath had everything a person could need.
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Katherine J.

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

Clean & quiet

The bedroom & bathroom were very clean and the queen-sized bed was comfortable. There was a small refrigerator and microwave. The biggest improvement I would suggest is having a keurig coffee maker and some coffee pods. There was no nearby place to have coffee and a light breakfast. I also noticed that there was no smoke/fire detector in the room, which I think should be required in a home as old as this one.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Amy K.

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

Perfect for me and my needs

I was here solo for Highpoint market and it was just what I needed with an affordable price. Walked to local restaurants and had parking in the back. Perfect! Will book again for solo travel to Highpoint! One thing to note is that it is a charming, historical house. The walls are pretty thin so bring earplugs or airpods just in case you have trouble falling asleep or staying asleep (ie morning). Nothing crazy or unreasonable with regard to sound and timeframe just a note. Thanks Sherman! You were a lovely host, very responsive to questions, for a unique rental in a prime location in downtown Winston-Salem. I’ll be back!!
Stayed 4 nights in Apr 2023
Verified

4/10 Poor

David S.

Liked: Cleanliness, check-in, communication
Disappointing rental. While close to 4th street & Hanesbrand theatre the accommodation was surprisingly low end. We were approached by a seemingly psychotic man in front of the house while walking to dinner. The room was cramped yet the most disconcerting part is the issue (s) with the electrical wiring - that at best is a safety concern.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Princeton W.

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

Perfect location

Great location and easy parking! Comfortable furniture.
Stayed 2 nights in Nov 2022
Verified

10/10 Excellent

Andrew W.

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

Excellent stay.

The location was ideal for a conference I was attending while in Winston so I didn’t have to get a high priced hotel downtown. It was less than a mile away from the convention center. The room was small but that’s what was advertised and it’s all I needed. I would easily stay there again.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Thomas L.

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

Great location, perfect pied-a-terre!

Lovely small room, with bath and off street parking. Perfect location for Old Salem and easy access to downtown
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

John B.

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

Great Property

Everything was great and just as described. Walking distance to many shops and restaurants. Sherman was great to work with and very responsive.
Stayed 4 nights in Oct 2022
Verified

10/10 Excellent

Denise C.

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

Nice place to lay your head

It was very easy to communicate with Sherman and this place was immaculate.
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Sharon L.

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

A perfect cozy, clean, casa walking distance to everything.

Great location, perfect for my husband and I visiting our daughter. Nice to be able to have off street parking . Exactly as pictured, historic building located on a quiet street. The bed was comfortable, clean, fridge, microwave, shower, bathroom. Everything you need and outside area to eat at as well. A true hidden gem.
Stayed 3 nights in Jul 2022

About the host

Hosted by Sherman Pierce

Host profile image

Languages:

English
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