A rare find - enjoy a variety of games available on-site.
Discover nearby landmarks
Near Maryland State House
4 bedrooms3 bathroomsSleeps 8
Popular amenities
Pet-friendly
Kitchen
Washer
Air conditioning
Barbecue grill
Deck or patio
Explore the area
Annapolis, MD
Annapolis City Dock
Place, Annapolis City Dock
1 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
2 min walk
Maryland State House
Place, Maryland State House
3 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
39 min drive
Rooms & beds
4 bedrooms (sleeps 8)
3 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Kitchen
Separate dining area
Garden
Dining area
About this property
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!
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Brilliantly Updated Multi-Level Walkable to Navy Stadium & Close to Historic Downtown Annapolis
Admiral Heights
Brilliantly Updated Multi-Level Walkable to Navy Stadium & Close to Historic Downtown Annapolis
The host requires you 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.
Enjoy your visit to Annapolis!
Important information
You need to know
Property Registration Number RENT-000009-2025
Property # 270585
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 and a first aid kit
About the neighborhood
Annapolis
Located in Annapolis, this vacation home is in the city center. The area's natural beauty can be seen at Chesapeake Bay and Sandy Point State Park. Traveling with kids? Consider French Soldiers Monument, or check out an event or a game at Tose Family Tennis Center. Discover the area's water adventures with parasailing, motor boating, and sailing nearby, or enjoy the great outdoors with cycling.
O'Brien's Oyster Bar & Seafood Tavern - 3 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 does it cost to stay at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!?
As of Jun 26, 2026, prices found for a 1-night stay for 2 adults at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! on Jul 13, 2026 start from $726, 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?
This property doesn't offer parking.
What time is check-in at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!?
Check-in begins at 4:00 PM.
What time is check-out at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!?
Check-out is at 10:00 AM.
Where is Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! located?
Located in the heart of Annapolis, this family-friendly vacation home is steps from John Smith House and U.S. Naval Academy. Annapolis City Dock and William Paca House are just steps away.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The house was perfectly located, clean, and the host was very responsive. There was plenty to do and everything was within walking distance. Would definitely stay again.
This home is absolutely fabulous! Perfect location and all the amenities you could need! The beds were super comfy and water pressure was great. Would definitely stay again!
The house was adorable and perfectly outfitted for our visit. The location couldn’t have been better - steps from restaurants & bars and a block from USNA Gate 1. We loved it and will come back again.
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!
Casie B.
Stayed 2 nights in May 2024
Response from VrboOwner on Jan 19, 2026
You and your group were amazing guests! I'd love to welcome you back anytime!
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!
Cinde H.
Stayed 3 nights in Nov 2025
Response from VrboOwner on Jan 6, 2026
Thanks so much for the kind words! It was an absolute pleasure hosting you and your group and you're welcome back anytime!
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.
Laura K.
Stayed 2 nights in Sep 2021
Response from VrboOwner on Jan 19, 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
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.
Megan W.
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jan 19, 2026
Thanks so much for the kind words! You're welcome back anytime!
Archival
10/10 Excellent
Michael P.
Jun 9, 2016
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.
Michael P.
Stayed 2 nights in May 2016
Response from VrboOwner on Jan 19, 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
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.
Kristen S.
Stayed 5 nights in Jul 2025
Response from VrboOwner on Jan 19, 2026
Thanks so much for the kind words! You're welcome back anytime!
Rental was great! Andy the host was great! Very close to Naval Academy we were there for IDay. Will rent again!
Staciew H.
Stayed 2 nights in Jun 2023
Response from VrboOwner on Jan 19, 2026
Thanks so much for the kind words! You're welcome back anytime!
Archival
10/10 Excellent
Nick C.
Oct 9, 2017
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.
Nick C.
Stayed 4 nights in Sep 2017
Response from VrboOwner on Jan 19, 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
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.
Lauren S.
Stayed 2 nights in May 2021
Response from VrboOwner on Jan 19, 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
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.
David M.
Stayed 2 nights in Oct 2021
Response from VrboOwner on Jan 19, 2026
Thanks so much for the kind words! You're welcome back anytime!
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.
Dan M.
Stayed 2 nights in Apr 2021
Response from VrboOwner on Jan 19, 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
Archival
8/10 Good
Stephen M.
Oct 21, 2015
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.
Stephen M.
Stayed 7 nights in Oct 2015
Response from VrboOwner on Jan 19, 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
Archival
4/10 Poor
Mark C.
Nov 16, 2015
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.
Mark C.
Stayed 2 nights in Nov 2015
Response from VrboOwner on Mar 25, 2020
Thank you for your candid response. It is certainly unfortunate that the house was not in the condition that you were expecting. In your email to us after the weekend, you mentioned that the major issue was the damage to the ceiling in the master bedroom. We hired a contractor to inspect the ceiling and roofline and he found that there was a hole in the roof that allowed the hard rains we experienced the past few weeks to cause the damage that you had found. The roof has been fixed and the ceiling has been replaced where necessary. Unfortunately, we weren't aware of the issue prior to your stay and we can only hope that this inconvenience did not affect your enjoyment of the weekend too greatly.
About the host
Hosted by Andy
Hi everyone, and welcome! My name is Andy, and I couldn’t be more excited to host you at my home in the heart of Downtown Annapolis. The house is right in the Historic District, just 150 feet from the entrance to the United States Naval Academy, and only a short walk to restaurants, shops, and everything else that makes Annapolis such a special place to visit.
As a proud USNA graduate from the Class of 1995, Annapolis holds a very special place in my heart, and I love being able to share that with my guests. Whether you’re here to explore the rich history, enjoy the waterfront, or just relax and soak in the charm of the city, this home is the perfect spot to start from.
I’m thrilled to welcome you and hope you feel right at home while experiencing all the best that Annapolis has to offer!
Why they chose this property
Location, location, location! There isn't a better house for being right in the middle of the action in Annapolis. Walkable to everything!
What makes this property unique
Located right in the heart of downtown! Less than a minute's walk to USNA Gate 1 (Main Gate). Location, location, location!
Languages:
English
Premier Host
They consistently provide great experiences for their guests