Skip to main content

4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

Photo gallery for 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

A marina with boats docked, a prominent building with a dome, and a flag on a flagpole.
A house with a stone staircase leading to a front door, surrounded by greenery and a well-maintained garden.
A wooden deck with outdoor furniture, a covered seating area, and a house in the background.
Interior
A kitchen with a central island, wooden chairs, a dining table, white cabinets, a black oven, and a window with a view.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Onsite parking available
    Convenient and secure onsite parking, a rare amenity in the area.
  • At the center 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
4 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪14 min walk‬
  • Place, Annapolis City Dock
    ‪15 min walk‬
  • Place, U.S. Naval Academy
    ‪17 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪41 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Living Room 1

1 Double Sofa Bed

Main Floor Family Room

1 Double Futon

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

Welcome to your ultimate Annapolis getaway! Tucked into a quiet, private cul-de-sac in desirable Eastport, our home offers the perfect blend of upscale historic charm, modern convenience, and prime proximity for guests attending US Naval Academy events, Commissioning Week, the Annapolis Boat Shows, or local weddings.

HIGHLIGHTS

Rare Driveway Parking for 4 Cars:
Parking in Eastport and downtown Annapolis is notoriously tough to find. Leave your cars in the driveway for free and explore the town on foot!

Unbeatable Walkability:
A brief walk brings you to Eastport’s top restaurants and shops, and you’re less than a 15-minute stroll across the iconic Spa Creek Bridge right into the heart of downtown Annapolis and the USNA gates.

Chef’s Dream Kitchen:
Fully stocked with cooking tools, spices, and high-end finishes. Plus, two full-sized refrigerators mean plenty of room for large families and small group grocery runs.

Double Laundry Setup:
Features two laundry rooms, making multi-day stays, mid-trip refreshes, or freshening up towels and sheets completely effortless.

Outdoor Oasis & Family Essentials:
Enjoy a fully fenced backyard with a spacious deck, built-in bench seating, patio furniture, and a gas grill for outdoor meals. Traveling with little ones? We have a Pack & Play, stroller, and highchair so you can pack lighter!

THE SPACE

Whether you are hosting family for a Navy football weekend, gathering with fellow boat enthusiasts, or vacationing near the water, our home is decorated with care to offer a relaxing, upscale retreat.

After a day on the water or touring the Academy, unwind on the private back deck, grill out with your group, or take a quick evening walk to watch the sunset over Spa Creek.

GUEST ACCESS & LOCATION

You’ll have full access to the home, private backyard, and parking driveway.
US Naval Academy Gate 1: ~1 mile (15–20 min walk)
Main Street / Downtown Annapolis: ~0.8 miles (12–15 min walk)
Eastport Dining & Waterfront: 5-minute walk

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Outdoor dining
Waterfront home: history, nature and comfort
Arnold
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
8.0 out of 10, Very good, (3 reviews)
Waterfront home: history, nature and comfort

House Rules

Check in after 4:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
High Chair Pack & Play
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Well trained dogs only. No cats.
default

Smoking

Smoking is not permitted
Outside only and use ashtrays.
When entertaining guests in the area please confirm with the owner the number of people you expect to visit the home. NO PARTIES ARE ALLOWED.
No loud music outside. No music or loud noises after 11 PM.

Important information

You need to know

Property # 129519vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Eastport, a neighbourhood in Annapolis, is home to this holiday home. Annapolis City Dock and Bay Bridge Market Place Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Sandy Point State Park and Jonas Green State Park. Travelling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 6 min walk - 0.6 km
  • Annapolis Maritime Museum - 14 min walk - 1.2 km
  • Annapolis City Dock - 15 min walk - 1.3 km
  • U.S. Naval Academy - 17 min walk - 1.5 km
  • Maryland State House - 18 min walk - 1.6 km

Getting around

  • Odenton Station - 27 min drive
  • Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

  • ‪RaR Brewing - Chessie's Wharf - ‬4 min drive
  • ‪Taco Bell - ‬6 min drive
  • ‪Shika Sushi & Ramen - ‬6 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Boatyard Bar & Grill - ‬6 min walk

Frequently asked questions

Is 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!?

As of 22 Aug, 2026, prices found for a 1-night stay for 2 adults at 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking! on 15 Mar, 2027 start from S$2,414, 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 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!?

On-site parking is available at the property.

What time is check-in at 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!?

Check-in begins at 4:00 PM.

What time is check-out at 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!?

Checkout is at 11:00 AM.

Where is 4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking! located?

Located in Eastport, this family-friendly Annapolis holiday home is within a 15-minute walk of Spa Creek and Annapolis City Dock. Maynard-Burgess House and Kunta Kinte Plaque & Alex Haley Memorial are also within 15 minutes.

About the host

Hosted by Mason Harris

Host profile image
We have been Annapolis homeowners since 2001. Our family has always enjoyed the area for its waterfront community and history. Over that time, we have hosted countless families for USNA events, weddings, and small-group getaways. We are attentive hosts who want all of our guests to fully enjoy our home and everything Annapolis has to offer.

What makes this property unique

Our home is close enough to walk to nearly all areas of downtown Annapolis and Eastport while still having a quiet neighborhood feel. Did we mention our FOUR parking spaces?

Languages:

English
Tell us how we can improve our siteShare feedback