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Captains Quarters | Waterfront & Pool

Photo gallery for Captains Quarters | Waterfront & Pool

Living area
Living area
Interior
Room
Terrace/patio

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4700 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Annapolis, MD
  • Place, U.S. Naval Academy
    ‪8 min walk‬
  • Place, Annapolis City Dock
    ‪9 min walk‬
  • Place, Annapolis Maritime Museum
    ‪11 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Twin Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony

About this property

Captains Quarters | Waterfront & Pool

Summary:

Welcome to Captains Quarters — your waterfront home in the Yacht Club Condominiums. Fall asleep to the sound of the water, wake up to views of Spa Creek, and walk to Eastport's best restaurants in minutes. Relax on the covered patio, swim in the community pool, or stroll across the Eastport Bridge to Downtown Annapolis. Two bedrooms, a full kitchen with Keurig and bean grinder, cable TV, and 2 free parking spots. Everything you need for an Annapolis stay on the water.



The Space:

BEDROOMS

Two bedrooms, each with fresh linens and a TV. Both rooms are furnished for a restful night's sleep with views of the waterfront property.

BATHROOMS

One full bathroom with fresh towels, soap, shampoo, and essentials.

KITCHEN

Fully equipped with all appliances, cookware, dishes, and utensils. Includes a Keurig, a drip coffee maker, and a bean grinder for the coffee lovers.

LIVING AREAS

Comfortable living room with cable TV. The covered patio off the living area provides waterfront views — the best seat in the house.

OUTDOOR LIVING

The covered patio overlooks Spa Creek and is furnished for dining or relaxing. Guests also have access to the community pool (Memorial Day – Labor Day), shared dock, and the waterfront common areas.

PARKING

2 free parking spots — a real advantage in Eastport.

LOCATION

Steps from Downtown Eastport. Walk to Boatyard Bar & Grill, Adam's on the 4th, and Carol's Creek Cafe. Cross the Eastport Bridge and you're in Downtown Annapolis. 1.6 miles to USNA. Under a mile to Downtown Annapolis attractions.



GOOD TO KNOW



Check-in: 3:00 PM / Checkout: 11:00 AM

Self check-in with smart lock

No smoking

Pool Hours:

Monday, Wednesday, Thursday 4:00 - 8:00

CLOSED Tuesdays

Friday 3:00 - 8:00

Saturday/Sunday/Holidays 12:00-8:00



Guest Access:

Guests will be given a code to access the property prior to their arrival. Guests will be given the code to the lockbox outside of the property which will give them the key they need for entry into the front door.



Interaction with Guests:

Call, text, or message on the app. Whichever you prefer.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 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
- No pets - NO SMOKING - Reference listing description for pool hours - Be respectful of other neighbors. This is a condo building so noise travels...

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

About the neighborhood

Annapolis

Located on the waterfront, this condo is in Eastport, a neighborhood in Annapolis. Kunta Kinte Plaque & Alex Haley Memorial and John Smith House are local landmarks, and travelers 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

  • Annapolis Harbor - 2 min walk - 0.2 km
  • U.S. Naval Academy - 8 min walk - 0.7 km
  • Annapolis City Dock - 9 min walk - 0.8 km
  • Annapolis Maritime Museum - 11 min walk - 1.0 km
  • Maryland State House - 12 min walk - 1.1 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
  • ‪Carrol's Creek Cafe - ‬7 min walk
  • ‪Boatyard Bar & Grill - ‬7 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬13 min walk

Frequently asked questions

Does Charming Annapolis Waterfront Condo have a pool?

Yes, this property has a pool.

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

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Captains Quarters | Waterfront & Pool on Jul 1, 2026 start from $453, 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 Charming Annapolis Waterfront Condo pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Annapolis Waterfront Condo?

Check-in begins at 3:00 PM.

What time is check-out at Charming Annapolis Waterfront Condo?

Check-out is at 10:00 AM.

Where is Charming Annapolis Waterfront Condo located?

Located in Eastport, this condo building is within 1 mi (2 km) of Spa Creek and U.S. Naval Academy. Annapolis Harbor and Kunta Kinte Plaque & Alex Haley Memorial are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Eric M.

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

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