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Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!

Family-friendly holiday home with kitchen, steps from U.S. Naval Academy

Photo gallery for Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!

4 bedrooms, iron/ironing board, free WiFi, bed sheets - Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! (Annapolis)
Outdoor dining - Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! (Annapolis)
Smart TV, books - Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! (Annapolis)
Dining - Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! (Annapolis)
Exterior detail - Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! (Annapolis)
In the heart of Historic Annapolis, this house offers a luxurious downtown location. Enjoy spacious comfort for up to 8 guests with a full kitchen, sun rooms and Smart TVs. Stay connected with high-speed wireless internet or unwind in the exterior brick courtyard with grill.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10204 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!

Welcome to your dream stay nestled in the heart of Historic Downtown Annapolis! Located just 45 feet from downtown Annapolis's City Dock and 150 feet from the main entrance of the U.S. Naval Academy!
This stunning 4-bedroom (5 bed), 3-bath home offers the perfect blend of southern charm, luxury, and an unbeatable location for walking to everything! Whether you're visiting for a Naval Academy event, a weekend getaway, nautical event, or a family gathering, this property is your can't-pass-up home base!
Inside, enjoy a spacious layout designed for comfort and togetherness. Each of the three full bathrooms features a custom walk-in shower, and each of the four bedrooms is uniquely styled for relaxation after a day of exploring this beautiful town.

When you're not enjoying the walkable beauty of Annapolis, retreat to the private back patio, where string lights twinkle above cozy seating under the pergola and a propane grill invites you to fire up a home cooked meal under the stars!

Sleeps 8 | 3 Full Baths | Historic District

Key Amenities:

- Prime location: 45 feet from downtown, 150 feet from USNA Gate

- 4 private bedrooms (5 beds) with comfortable bedding and foam mattresses

- 3 full bathrooms with custom walk-in showers

- Fully equipped kitchen with modern appliances

- High-speed Wi-Fi & smart TVs

- Charming back patio with string lights, outdoor seating, and propane grill

- Central air conditioning & heating

- Washer/dryer in-unit

- Coffee station (fully stocked) to jumpstart your mornings

- Multiple parking garages under 1 mile from the property (pay to park street parking also available with a 2-hour maximum time limit)

Whether you're here for history, celebration, or relaxation, this property offers a five-star experience with an authentic Annapolis backdrop creating the perfect getaway you've been looking for!

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • No on-site parking available
  • Car not required

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping on request
  • Iron/ironing board
  • Phone

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Garden
  • Housekeeping (on request)
  • Towels (changed on request)
  • Unit size: 2,200 square feet

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Policies

Check-in

Contactless check-in and check-out are available
Minimum check-in age - 23

Check-out

Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Start the dishwasher
Lock the doors
Failure to complete these may result in a negative review from the host.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
2 total pets

Children and extra beds

Children are welcome

Events

No events allowed

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 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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number RENT-000009-2025

We should mention

This property does not have any lifts
A car is not required for transport to and from this property

Property is also known as

Heart Downtown Superior Location House Annapolis
Heart Downtown Superior Location House
Heart Downtown Superior Location Annapolis
Heart Downtown Superior Location
Heart Superior Location
Vrbo Property
Heart of Downtown Superior Location!
Heart of Downtown, superior location! Annapolis
Heart of Downtown, superior location! Private vacation home

About the area

Located in Annapolis, this holiday home is in the city centre. Jonas Green State Park and Sandy Point State Park reflect the area's natural beauty and area attractions include French Soldiers Monument and Helen Avalynne Tawes Garden. Travelling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center. Parasailing, power boating and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • William Paca House
    William Paca House
    2 min walk - 0.2 km
  • U.S. Naval Academy featuring heritage architecture, interior views and military items
    U.S. Naval Academy
    2 min walk - 0.2 km
  • Maryland State House
    Maryland State House
    3 min walk - 0.3 km
  • Hammond-Harwood House
    Hammond-Harwood House
    5 min walk - 0.4 km
  • Annapolis City Dock
    1 min walk - 0.0 km

Getting around

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

Restaurants

  • The Choptank
    3 min walk
  • Starbucks
    3 min walk
  • O'Brien's Oyster Bar & Seafood Tavern
    3 min walk
  • Buddy's Crabs & Ribs
    3 min walk
  • Annapolis Market House
    1 min walk

Frequently asked questions

Is Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!?

This property doesn't offer parking.

Where is Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! located?

Located in the heart of Annapolis, this family-friendly holiday home is steps away from John Smith House and U.S. Naval Academy. Annapolis City Dock and William Paca House are just steps away.

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Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 36 out of 41 reviews
Rating 8 - Good. 3 out of 41 reviews
Rating 6 - Okay. 1 out of 41 reviews
Rating 4 - Poor. 1 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Casie B.

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

Great stay at an amazing location.

My group of family and friends thoroughly enjoyed our stay at this home. The location is amazing and the flexible check-in/out was really nice too. Would recommend and stay again!
Stayed 2 nights in May 2024

10/10 Excellent

Tina H.

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

Fantastic location and great experience

We loved the house and its garden and the location so close to the City Dock cannot be beat during boat show season!
Stayed 7 nights in Oct 2024

10/10 Excellent

Linda H.

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

Yes!

Great location and well maintained. Highly recommend
Stayed 2 nights in Sep 2023

10/10 Excellent

Cinde H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay at this extremely convenient location, just steps away from the shops and restaurants The accommodations were perfect for our 6 adults. The house is beautifully decorated and well-supplied. We truly appreciated the coffee bar and the outdoor gazebo area!
Stayed 3 nights in Nov 2025

10/10 Excellent

John G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property in the heart of Annapolis. Friendly attentive host
Stayed 3 nights in Sep 2025

10/10 Excellent

William P.

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

Excellent stay

Great house and awesome location!
Stayed 2 nights in Sep 2021

10/10 Excellent

Megan W.

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

Cute and close

Great place very clean and super close to everything. This was close to all the restaurants and stores. We could walk to the restaurants and bars. The house was perfect for the 4 adults and 3 teens.
Stayed 3 nights in Jun 2025

10/10 Excellent

Angie F.

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

Great location

Great location to downtown Annapolis and Naval Academy. The pictures were accurate and everything was nice and clean!
Stayed 3 nights in Apr 2023

10/10 Excellent

Kristen S.

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

Great location, beautiful home

My husband and I took our parents, 10 year old son, and pup for a getaway to Annapolis and stayed 5 nights here. Check-in and check-out were a breeze, the home is lovely, well appointed, and clean, Andrew was prompt, thorough, courteous, and helpful in all correspondence. The location of the house is perfect and puts you within close walking distance of the heart of the historic district of Annapolis and the Naval Academy. We would absolutely stay again and recommend to others traveling to the area.
Stayed 5 nights in Jul 2025

10/10 Excellent

Laura K.

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

Excellent accommodations in the heart of Annapolis

We were in Annapolis for a wedding. This property was very convenient, spacious, comfortable and clean. Definitely would stay here again on our next trip to Annapolis.
Stayed 2 nights in Sep 2021

10/10 Excellent

Beth D.

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

Charming house, great location.

The group was very happy with the rental. Owner was very easy to communicate with. Couldn’t beat the proximity to bars, restaurants and shops.
Stayed 2 nights in Nov 2019

10/10 Excellent

jennifer p.

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

Perfect

Perfect place in DTA. Very cute but sophisticated decor, great little details that made our stay so simple and easy! Highly recommend!
Stayed 2 nights in Sep 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Michael P.

Perfect location, near everything you could want..

Amazing location, just a quick walk to the main part of town. Hot showers, clean, and a great backyard. Highly recommend. Hoping to be back soon.
Stayed 2 nights in May 2016

10/10 Excellent

Matt K.

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

What a weekend!

Couldn’t have had a better location!
Stayed 2 nights in Jun 2023

10/10 Excellent

Staciew H.

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

I day Rental

Rental was great! Andy the host was great! Very close to Naval Academy we were there for IDay. Will rent again!
Stayed 2 nights in Jun 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Nick C.

Fabulous

In town for our 30th USNA reunion. We were the envy of our classmates, in that our house was so perfectly located! A block from Gate 1, mere steps to the city docks, and a comfortable house for catching up with friends. I would highly recommend booking this property.
Stayed 4 nights in Sep 2017

10/10 Excellent

Lauren S.

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

Great Location / Charming House

We really enjoyed our stay. The house is perfectly located - you are just one block away from the waterfront, shops, bars and restaurants. It's a charming house on a charming street. House was clean and comfortable and had enough space for the 5 of us. Loved the back patio. Andrew was easy to communicate with. We'd stay again and would recommend to others.
Stayed 2 nights in May 2021

10/10 Excellent

David M.

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

Location Location Location!

This property backs up to where all of the action is! A 20 second walk to All the best bars and restaurants. The house is vey nice and has a historic feel! The owner is very supportive and immediately answers any questions. You can’t go wrong with this place.
Stayed 2 nights in Oct 2021

10/10 Excellent

Dan M.

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

Great Location

Our family of 6 enjoyed a wonderful weekend in Annapolis. The kids really enjoyed the location. We could walk everywhere in town and it was only a 30 second walk to the Navy gates. The house was clean. The kitchen had all the essentials. The back patio was gorgeous. We would highly recommend this spot to anyone who wants to be close to all the fun things that Main Street has to offer.
Stayed 2 nights in Apr 2021
This review was submitted before 2018 and has not been verified.

8/10 Good

Stephen M.

Small but charming

Stayed here for a week with a crew of four. The house is charming - well taken care of overall. The rooms are small and the floors creak making for a loud house. The master suite is great and the "bunkroom" on the 3rd floor would be great for kids - but not adults.
Stayed 7 nights in Oct 2015
This review was submitted before 2018 and has not been verified.

4/10 Poor

Mark C.

Much less than expected

The home is need of repair and upkeep. The pictures on the website are misleading and do not show the true state of the home. The location is great, but that doesn't make up for the interior condition.
Stayed 2 nights in Nov 2015

10/10 Excellent

Susan E.

Great location in Annapolis

Very convenient to Naval Academy and historic area. Comfortable accommodations for 6 adults - could have fit a few more as well. Host very responsive to inquiries. Would stay here again!
Stayed 2 nights in Sep 2018

10/10 Excellent

Verified traveller

Steps from bars and restaurants, clean, historic home

Great little house. Comfortably slept 8 grown men. Andy was an awesome host, very responsive. Will definitely be back. If not for the location just book for that amazing back patio.
Stayed 2 nights in Aug 2018

10/10 Excellent

Elizabeth C.

Excellent!

Great location close to town, shops, restaurants; well-stocked kitchen; enough bedrooms for our group; responsive owner. Somewhat limited hot water supply, but great overall.
Stayed 2 nights in Jun 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Bryce M.

Excellent!!

Great location! Very close to downtown and the Academy. Owners were extremely responsive from the day we booked through our stay.