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Historic Downtown House with Off Street Parking

Vacation home near Annapolis City Dock in Annapolis

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Photo gallery for Historic Downtown House with Off Street Parking

A stone fireplace with a framed artwork above it, a white door with glass panels, and a brown leather chair in the foreground.
A dining area with a wooden table, metal chairs, and a chandelier. There is a small cabinet with a lamp and a vase on the left. A rug covers the floor, and a staircase is visible in the background.
A bedroom with a brick wall, a metal bed frame, a wooden nightstand, a red patterned rug, and a white door.
A two-story residential building with a front porch, a mailbox, and a small tree.
A narrow hallway with wooden flooring, white doors, and a spiral staircase in the background.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

About the area

Annapolis

Historic District stay.Within a 15-minute walk of this Historic District vacation home, you'll find Annapolis City Dock and U.S. Naval Academy. Maynard-Burgess House and Ellen O. Moyer Nature Park at Back Creek are also within half a mile (1 km).
View more Vacation homes in AnnapolisOpens in a new window

What's nearby

  • Maryland State House - 3 min walk - 0.3 km
  • St. John's College - 5 min walk - 0.4 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • William Paca House - 6 min walk - 0.6 km
  • U.S. Naval Academy - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 28 min drive
  • Fort Meade, MD (FME-Tipton) - 30 min drive

Restaurants

  • ‪The Choptank - ‬6 min walk
  • ‪Starbucks - ‬4 min walk
  • ‪The Red Bean - ‬4 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬6 min walk
  • ‪Iron Rooster - ‬6 min walk

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 Downtown House with Off Street Parking

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina

Things to do

  • Cycling nearby
  • Fishing nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing 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)
  • Deadbolt lock

General

  • Garden
  • Recycling
  • Some LED lighting used

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

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

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

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
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 deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Historic Downtown House with Off Street Parking to the airport?

This vacation home is 20.9 mi (30-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Historic Downtown House with Off Street Parking have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Historic Downtown House with Off Street Parking to the beach?

This vacation home is 3.8 mi (9-min drive) from Carrs Beach and 4.1 mi (13-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Historic Downtown House with Off Street Parking offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic Downtown House with Off Street Parking?

No, there is no casino at this vacation home.

What time is check-in at Historic Downtown House with Off Street Parking?

Check-in begins at 3:00 PM.

Is there free parking at Historic Downtown House with Off Street Parking?

Free parking is not available at this vacation home.

Does Historic Downtown House with Off Street Parking have a pool?

This vacation home does not have a pool.

Does Historic Downtown House with Off Street Parking have a spa?

There are no spa services available at this vacation home.

How close is Historic Downtown House with Off Street Parking to downtown Annapolis?

This vacation home is 0.2 mi away from Annapolis.

Historic Downtown House with Off Street Parking Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 26 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 1 out of 29 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home, so close to historic downtown and USNA! Beautiful home, we enjoyed every minute of our stay! Host is a great communicator and prompt in all responses too.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home checks all the boxes!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time staying here and Jenn could not have been a better host. We were able to relax and enjoy her beautiful home and plan on staying again. It was the perfect location downtown and near everything but ticked away up a back street and very quiet.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was absolutely beautiful and the bedrooms were very cozy and comfy. We would definitely stay here again. The off street parking was also a nice little bonus.
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend! Location is perfect - one short block away from Main Street and peace and quiet at night. The private, secure parking was much appreciated so we could enjoy walking everywhere for the weekend. The house was clean and linens were all provided, so everything was accurate to the listing. Host communication was prompt and we would love to stay with Chris again in the future! We’ve already recommended this place to our family members for future gatherings :)
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We rented the house for a girls weekend. It was perfect! The bedrooms were comfortable, the house was spacious and very clean. We could walk to everything. And the off street parking was very convenient. (On street parking would have been impossible.) If we return to Annapolis, we would definitely stay here again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kitchen was fully stocked! It had everything you could need including proper chefs knives (a rarity in vrbos). Also commonly used things like sugar for coffee. Everything was spotless. Perfect location and great off-street parking for up to 3 cars. The outdoor area was adorable! Best place I've ever rented in Annapolis!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

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

Perfect location

Great for being able to walk to shops and restaurants. Beautiful and comfy house with parking-which was really nice to have.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Great stay

Great
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

Perfect for the weekend

It was such a great spot! Great location to enjoy all of what Annapolis has without having to drive!!!
Stayed 2 nights in Nov 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location and having parking was excellent! We could walk everywhere we wanted to go. The house was well stocked and has an excellent kitchen. The house was well cleaned and the beds were very comfortable. Areas for improvement...more lamps in the living room area. The house is a bit dark because of the location, but more lights would help a lot. Also, adding mirrors in the bedrooms would help lessen the impact of only having one full bathroom. It would allow people to get ready in their bedrooms while others are showering. And, adding some full length mirrors in the bedrooms would be a nice touch. Other than that, it was excellent. Thank you! We had a great weekend!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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

Clean, excellent location

Had a wonderful stay here with my wife and our dogs over the holiday weekend. The place was incredibly clean, property manager communication was prompt and easy, and the location was perfect. Would highly recommend!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Lovely home

A lovely home, beds for all & parking in downtown Annapolis!
Stayed 8 nights in Oct 2024
Verified review

10/10 Excellent

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

Great Annapolis VRBO

Very clean, nicely decorated and amenities in kitchen and rest of house were perfect. Great location- walkable to downtown Annapolis and USNA. Off street parking. Host went above and beyond.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Family visit

We had a delightful time visiting our hometown. This was a very comfortable property, and we loved having the space to spread out - and off-street parking!!!!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Best location!

We had an excellent stay! The location makes for an easy walk to DTA and the Academy. The home was clean and the beds were comfortable. Plenty of room to spread out or join together. Off site parking is a plus!
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was nicely decorated, clean, and a GREAT location to downtown . You can walk to everything ! My only recommendation would be to put some motion lights on the side of the house as you need to walk through the alley to get to the side entrance . I would definitely recommend Christopher’s place! We hope to be back soon.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

Perfect location

The property is ideally located only a block and half from Main Street. The home was spacious and exceptionally clean. My family and I throughly enjoyed our stay and would definitely love to stay there again. It’s a rare find in Annapolis for a rental to also include multiple private parking spots. I would highly recommend to anyone looking to stay in Annapolis!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

Very Convenient Location

This home was a in great a great location for everything we wanted to do in Annapolis. Walk to everything. A quiet street too.
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

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

Week in Annapolis

I wanted to share my positive experience at the property. The condition was excellent, and the recent renovations inside were very well done. Everything was in good working order, and we appreciated the ample supplies provided.The location was also ideal. It was within walking distance of many attractions, yet situated far enough from the main street to ensure a peaceful stay without any noise.I would certainly recommend this property to anyone traveling to Annapolis.
Stayed 5 nights in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Great location!

Check in was easy! Did not use parking pad as our vehicles were oversized and did not fit through the gate without a challenge. Found street parking right in front but was confused by the only pay to park sign at the end of the street. Thankfully none of the 3 cars were ticketed. Would have appreciated lighting walking ti the side entrance in the dark that didn't come on til you were close to each end if the walkway. Also would have appreciated bath towels in each room's basket that was provided, rather than all in one room . I was unable to shower as I did not have a towel on our final morning. The home is very comfortable and fully stocked for cooking, bathing and games! Appreciated the 3 minute walk to Main Street. . The ad for the property is misleading in that it states 1 full 1 half bath, but the icon for the second bath shows a toilet and a shower. I should have asked, as 1 full bathroom for 3 women was a real challenge, but we made it work. Emptying trash, washing dishes and stripping beds, and carrying it all downstairs seemed like excessive given the price I paid, and have not done this in any other VRBO in the USA or in Europe. Despite the issues described we enjoyed a great weekend!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Would like to have had one full length mirror somewhere upstairs. Parking was good. Would definitely book again.
Stayed 2 nights in Jun 2026
Verified review

2/10 Terrible

Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Stayed 10 nights in Jan 2026

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