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

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

A bedroom with a brick wall, a bed, a radiator, a window, and a plant.
A dining area with a wooden table and chairs, a chandelier, a radiator, and a window with blinds.
A patio with a round table and four chairs, a wooden fence, and a barbecue grill.
A living room with a sofa, armchair, coffee table, and a television mounted on the wall.
A modern kitchen with teal cabinets, stainless steel appliances, and a wooden dining table with chairs.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Maryland State House

Popular amenities

  • Patio
  • Toys
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪1 min walk‬
  • Place, U.S. Naval Academy
    ‪2 min walk‬
  • Place, Maryland State House
    ‪3 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Separate dining area
Number of living rooms
Garden
Dining area

Add dates for prices

Similar properties

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Chesapeake Bay and Jonas Green State Park reflect the area's natural beauty and area attractions include French Soldiers Monument and Helen Avalynne Tawes Garden. Travelling with kids? Consider Maryland Hall for Creative Arts, 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.
Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 1 min walk - 0.0 km
  • William Paca House - 2 min walk - 0.2 km
  • U.S. Naval Academy - 2 min walk - 0.2 km
  • Maryland State House - 3 min walk - 0.3 km
  • St. John's College - 5 min walk - 0.4 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
  • ‪The Red Bean - ‬6 min walk
  • ‪Iron Rooster - ‬2 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬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!?

On-site parking is available at the property.

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!?

Checkout 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 holiday home is steps away from John Smith House, Annapolis City Dock and U.S. Naval Academy. William Paca House and 14 Fleet Street are just steps away.

Reviews

9.8

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. 43 out of 48 reviews
Rating 8 - Good. 3 out of 48 reviews
Rating 6 - Okay. 1 out of 48 reviews
Rating 4 - Poor. 1 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for acres to USNA, shopping, and restaurants. Loved it!
Stayed 7 nights in Sep 2026
Response from Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! on 3 October 2026
Thank you, Kari! We’re so glad you loved the house’s location near the USNA, shopping, and restaurants. We hope to welcome you back on your next visit to Annapolis!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host, clean house, perfect location!
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cutest place ever with the absolute BEST location! We would stay here every time! Hosts were so kind- provided plenty of helpful information. Ten stars!
Stayed 4 nights in Jun 2026
Response from VrboOwner on 17 July 2026
Jess, thank you so much for the wonderful review! We are so glad you enjoyed our house and its location. I’d love to host you again anytime; feel free to reach out when planning your next stay and enjoy the rest of your summer!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

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

Excellent stay

Great house and awesome location!
Stayed 2 nights in Sep 2021
Response from VrboOwner on 19 January 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
You and your group were amazing guests! I'd love to welcome you back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property in the heart of Annapolis. Friendly attentive host
Stayed 3 nights in Sep 2025
Response from VrboOwner on 6 January 2026
Thanks for the kind words! We would love the opportunity to host you again in the future if ever traveling back to Annapolis!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 6 January 2026
Thanks so much for the kind words! It was an absolute pleasure hosting you and your group and you're welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
Archival

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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

What a weekend!

Couldn’t have had a better location!
Stayed 2 nights in Jun 2023
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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

Yes!

Great location and well maintained. Highly recommend
Stayed 2 nights in Sep 2023
Response from VrboOwner on 19 January 2026
5 star guests all around! We welcome you back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Archival

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thank you so much for the kind words! You and your group were amazing guests and welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
Thanks so much for the kind words! You're welcome back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 19 January 2026
We welcome you back anytime! Don't hesitate to reach out anytime in the future!
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