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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 wooden deck with outdoor furniture, a covered seating area, and a house in the background.
A house with a stone staircase leading to a front door, surrounded by greenery and a well-maintained garden.
A wooden deck with a picnic table and chairs, a barbecue grill, and a covered umbrella.
Living area
Living area

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 on-site parking, a rare amenity in the area.
  • 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
4 bedrooms3+ bathroomsSleeps 10

Popular amenities

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

Explore the area

View map
Annapolis, MD
  • Place, Annapolis Harbor
    ‪6 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

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House Rules

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

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

No events allowed
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Pets

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

  • Spa Creek - 3 min walk - 0.3 km
  • 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

Getting around

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

Restaurants

  • ‪The Choptank - ‬13 min walk
  • ‪Starbucks - ‬15 min walk
  • ‪Boatyard Bar & Grill - ‬6 min walk
  • ‪Carrol's Creek Cafe - ‬6 min walk
  • ‪Royal Farms - ‬5 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 4 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 10 Aug 2026 start from AU$2,471, 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.

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. 164 out of 171 reviews
Rating 8 - Good. 7 out of 171 reviews
Rating 6 - Okay. 0 out of 171 reviews
Rating 4 - Poor. 0 out of 171 reviews
Rating 2 - Terrible. 0 out of 171 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Sue D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home on a quiet cul de sac! Very clean, comfortable beds and pillows. Off street parking and Mason is a responsive host. Walking distance to good restaurants and nice shops. We will definitely stay here again.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Lana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was Great! Best vacation rental I've stayed at. The house was very clean and comfortable and above expectations for being stocked with useful items.House is walking this to restaurants and DTA, great location!! Host easy to communicate with. Our family had a wonderful stay here.Would highly recommend it , especially for USNA commissioning week!
Stayed 13 nights in May 2026
Verified review

10/10 Excellent

Kate R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Eastport home is spacious, clean and comfortable. Plenty of room for socializing indoors and outdoors. Quiet neighborhood. Good parking. Well-equipped kitchen. Easy walk to several restaurants and downtown Annapolis. Owner is very responsive. Highly recommend!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Richard C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location! We loved the neighborhood and the house was lovely.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Lisa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great back yard! Excellent location, as far as walking to different sights, shops and restaurants.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Lauren C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes, we had a wonderful stay. Only wish the fireplace was working. Other than that, it was perfect for our family gathering.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

James D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location. House well kept, absolutely zero complaints.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Paul M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was terrific, the home was very nice and in a great neighborhood! Thank you!
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Robyn A.

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

Annapolis

It was awesome and close to everything!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

MARY F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very well stocked and clean. Parking for 4 was plenty big for all vehicles.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Patti C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a house so nice we didn’t want to leave. Every time we thought we needed something—-it was there.My husband commented for the first time ever—the bed is very comfortable!Nicely decorated, great location. Highly recommended.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Ruth L.

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

Unforgettable vacation

We had a wonderful time and would highly recommend this property. It was the most completely furnished home we have ever stayed at.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 7 Sept 2022
Ruth; I am so pleased you enjoyed my home. Thank you for the nice review and do come back! Pat
Verified review

10/10 Excellent

Matthew D.

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

Great stay in Annapolis!

This home was a great place for my family to stay during our visit to Annapolis. There were 9 adults and this place fit us comfortably. House was clean, beds were comfy, location was great (and quiet), and parking was great. Would definitely stay again!
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

Kathleen N.

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

Family Celebration

This house was a great location for family to stay for our visit to Annapolis to celebrate a milestone birthday. The off street parking was a bonus!
Stayed 3 nights in Jul 2024
Response from VrboOwner on 30 July 2024
Thank you for choosing my home. I hope you will be back!
Verified review

10/10 Excellent

Maria G.

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

Perfect location for a weekend in Annapolis!

This house was the perfect place and location for my friends and I to do a long weekend in Annapolis! The location is perfect, walkable throughout Eastport and just 10 minutes from downtown Annapolis. We couldn’t recommend Patricia’s house enough!!
Stayed 3 nights in Nov 2024
Response from VrboOwner on 21 Nov 2024
Thank you for the nice review! I hope you can come back someday soon. Pat
Verified review

10/10 Excellent

Sue D.

Great house!

I would definitely stay here again. Pat is wonderful to work with the house has everything you could need.
Stayed 9 nights in Sep 2018
Response from VrboOwner on 3 Apr 2020
Thanks Sue! Look forward to your return!
Verified review

10/10 Excellent

a j.

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

Fun times in Annapolis

Such a beautiful location. Well appointed"home-away-from-home". Perfect location for walking into village centre. Great boating, restaurants and food nearby. ( Visit the Blackwall Hitch!) Helpful host.Thank you - really enjoyed our stay.
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

William C.

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

Perfect for I-Day

We were in town for I-Day and this house was a great choice. Lots of room, dog friendly, and easy access to Annapolis and USNA.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Jonathan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was nice and responsive. The house was very nice and clean. Heat and cooling worked well. And the location is just fantastic for walking everywhere. It was a great place to come as a family and go to one of our relatives wedding. The parking was very much a huge plus! Thats kind of why we were drawn to the place in the first place! We were driving from all over! Would def stay again! Thanks!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Andrew G.

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

Eastport gem

Great house for our group to walk around Eastport and downtown Annapolis. The kitchen was clean and well equipped. Lots of beds, clean and a nice back yard with deck and seating area.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 7 May 2025
Andrew; Both Mason and I thank you for the nice review of our Annapolis home. Do come back! Pat
Verified review

10/10 Excellent

Elaine T.

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

Excellent location

House is one of the best stocked homes we have ever rented. Lots of bath towels, cutlery, cups, glassware, plates, kitchen gadgets, tissues etc. Easy walk into historic Annapolis & restaurants in Eastport.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Penny T.

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

Fantastic house!

We had a delightful time! Kitchen had everything we needed, beds were comfortable, the outdoor patio was fun to use. Everything was terrific!
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

glenn b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property functioned exactly as represented.
Stayed 8 nights in Jul 2025
Verified review

10/10 Excellent

Andrew W.

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

Annapolis sailing

The house was amazing! Perfect location, it was spotless and worked perfectly for our group to walk down to the boat for racing. This is a must stay if you're going to Annapolis!
Stayed 5 nights in Apr 2021
Response from VrboOwner on 6 May 2021
Andrew, thank you for the wonderful review. We try hard to make the home comfortable and clean! I know when I rent a home I always appreciate an organized and clean home. Come back anytime! Pat
Verified review

10/10 Excellent

TONI G.

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

Nice pplace

Very clean and well maintained home, wish I had known about it befire
Stayed 3 nights in Aug 2024
Response from VrboOwner on 30 Aug 2024
Thank you for the review. Do hope you come back! Pat

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?

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English
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