Condo

Captains Quarters | Waterfront & Pool

Photo gallery for Captains Quarters | Waterfront & Pool

A covered outdoor seating area with two wicker sofas and chairs, potted plants, and a view of a marina.
A marina with boats docked, a parking lot, and buildings in the background.
A modern kitchen with white cabinets, a central island with stools, a built-in oven, and a microwave.
A modern living room with a fireplace, a flat-screen TV, a sofa, and a coffee table.
A modern living room with a sofa, coffee table, and a TV. There is a kitchen in the background.

Reviews

10 out of 10
Exceptional

Highlights

  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Near Maryland State House

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Annapolis, MD
  • Place, Spa Creek
    ‪1 min walk‬
  • Place, Annapolis City Dock
    ‪11 min walk‬
  • Place, U.S. Naval Academy
    ‪12 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Updated kitchen with all major appliances
Timeless Charm Meets Modern Comfort
Historic District
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
9.8 out of 10, Exceptional, (9 reviews)
Timeless Charm Meets Modern Comfort

About the area

Annapolis

Located on the waterfront, this condo is in Eastport, a neighbourhood in Annapolis. John Smith House and William Paca House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Annapolis Maritime Museum and French Soldiers Monument are also worth visiting.
Map
Annapolis, MD

What's nearby

  • Spa Creek - 1 min walk - 0.0 km
  • Annapolis Harbor - 2 min walk - 0.2 km
  • Annapolis City Dock - 11 min walk - 0.9 km
  • U.S. Naval Academy - 12 min walk - 1.1 km
  • Annapolis Maritime Museum - 14 min walk - 1.2 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 36 min drive

Restaurants

  • ‪The Choptank - ‬12 min walk
  • ‪Starbucks - ‬14 min walk
  • ‪Boatyard Bar & Grill - ‬7 min walk
  • ‪Royal Farms - ‬6 min walk
  • ‪Iron Rooster - ‬14 min walk

Frequently asked questions

Does Captains Quarters | Waterfront & Pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Captains Quarters | Waterfront & Pool?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Captains Quarters | Waterfront & Pool on 1 Mar 2027 start from AU$1,559, 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.

Is Captains Quarters | Waterfront & Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Captains Quarters | Waterfront & Pool?

On-site parking is available at the property.

What time is check-in at Captains Quarters | Waterfront & Pool?

Check-in begins at 3:00 PM.

What time is check-out at Captains Quarters | Waterfront & Pool?

Checkout is at 11:00 AM.

Where is Captains Quarters | Waterfront & Pool located?

Located in Eastport, this condo building is within a 15-minute walk of Spa Creek and Annapolis City Dock. Annapolis Harbor and Maynard-Burgess House are also within 15 minutes.

Reviews

10

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. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was great to work with and very responsive throughout the entire process. The location is excellent for a weekend getaway to downtown Annapolis. The property itself was exactly what we needed, clean and as advertised
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little condo for a couple visiting Annapolis. Watch the boats come and go from the covered back porch. Great location for enjoying the numerous restaurants in East Port. Or, a quick walk across the bridge and you're in the heart of City Dock.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay in Annapolis. This rental is as described. It is on the water with fantastic views of Annapolis and the City Docks. Restaurants, bars and shops are all an easy walk. The condo was clean and nicely decorated. Jared was excellent to work with, and checked in to ensure we had all we needed. We totally recommend this rental if you're visiting Annapolis.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about our stay was great. The pool was nice, the view from the little pario area is beautiful, amd the location is perfect. We had a little trouble getting the key out of the lockbox initially, but we got that sorted and had a great time.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location to walk into Annapolis and see the Naval Academy. Lots of great food and shops in the area.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and views. Super convenient for access to downtown Annapolis and USNA. Highly recommend!
Stayed 2 nights in Jun 2026
Tell us how we can improve our siteShare feedback