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

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Relax in a spacious bedroom with a large bed, ceiling fan, and window with shutters.
Relax in this inviting space with a comfortable sofa, side table, and floor lamp.
Enjoy a meal al fresco at this outdoor dining area, surrounded by lush greenery and a charming wooden fence.
Enjoy meals in this dining area with a beautifully set table, featuring a staircase and window with shutters.
Three charming townhouses with unique facades and inviting front porches.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10204 sq m

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen
  • Pet-friendly
  • Outdoor space

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪1 min walk‬
  • U.S. Naval Academy
    ‪2 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Room options

Similar properties

Stroll along the pathway to an entrance surrounded by lush greenery and a curved brick wall.

Secluded Cozy Cottage in Historic Downtown

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
4.7 out of 5, Exceptional, (12)
The price is €830
for 1 cottage
includes taxes & fees
2 Aug - 3 Aug
Secluded Cozy Cottage in Historic Downtown

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!
During your stay at this holiday home, you're just a quick walk from U.S. Naval Academy. You'll find features such as laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
  • Air-conditioned home with kitchen, washing machine and 3 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from U.S. Naval Academy and John Smith House
As a guest of Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Property manager

Andy

Languages

English

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

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

Pets

  • Pets are welcome
  • Maximum 2 pets
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number 270585

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

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 31 out of 36 reviews
Rating 8 - Good. 3 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 1 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Megan W.

Liked: Cleanliness

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

Tina H.

Liked: Cleanliness

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

jennifer p.

Liked: Cleanliness

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

10/10 Excellent

Casie B., Raleigh, NC - United States

Liked: Cleanliness

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

Linda H.

Liked: Cleanliness

Yes!

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

10/10 Excellent

Staciew H.

Liked: Cleanliness

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

10/10 Excellent

Matt K.

Liked: Cleanliness

What a weekend!

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

10/10 Excellent

Angie F.

Liked: Cleanliness

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

David M.

Liked: Cleanliness

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

Laura K.

Liked: Cleanliness

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

William P., Hershey

Liked: Cleanliness

Excellent stay

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

10/10 Excellent

Lauren S.

Liked: Cleanliness

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

Dan M.

Liked: Cleanliness

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

10/10 Excellent

Beth D.

Liked: Cleanliness

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

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

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.

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

Erin S.

Beautiful stay in downtown Annapolis

I would highly recommend this rental. The location was perfect; a block away from downtown. The house was well maintained and well stocked with needed amenities.

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

Elizabeth M.

Perfet location and very comfortable

My family of 8 stayed at this property for 3 days and 2 nights during a Navy football game weekend. We had a great time - the house was very clean and comfortable for a group that included a few rowdy kids. The location was perfect because we could walk to the Naval Academy and everything downtown.

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

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