Entire home

The Very Best location - 50 Steps from Main Street

Holiday home with kitchen, near U.S. Naval Academy

Overview
Amenities
Policies
Location

Exceptional

3 bedrooms2 bathroomsSleeps 6

Popular amenities

Dryer
Washer
Outdoor space
Kitchen
Air conditioning

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio

Kitchen

Garden

Dining area

About this property

The Very Best location - 50 Steps from Main Street

Welcome to our newest listing in the Historic District .Truly in the HEART of downtown we are 50 steps from Main Street, City Dock and all the action. Featuring the best front porch in town with 3 bedrooms we sleep 6 max .We offer an open floor plan, 2 full baths, kitchen and the best front porch in town. We may not be the fanciest rental in town but is a great comfortable house is an unbelievable location. Everything you need nothing you don't.

Location Location location. You can't get closer to town, (without all the noise ). Owner is USNA alumni. Come see why we picked this spot in all of Annapolis to share with you.

Parking will need to be in a city garage. Brand new AC / heat installed except middle bedroom.

No parties / events . Quiet time enforced. strictly outdoors after 10 pm as we share walls with neighbors. Extra mess = extra clean fee . No parties - Bachelor / Bachelorette included. No confetti / taping on walls.

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Air conditioning

Outdoor space

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Kitchen
Washer
Dryer
Air conditioning

House Rules

Check in after 3:00 PM

Minimum age to rent: 18

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. Maryland Federation of Art and Banneker Douglass Museum are cultural highlights, and some of the area's landmarks include Maynard-Burgess House and Kunta Kinte Plaque & Alex Haley Memorial. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.

View more Holiday homes in Annapolis

Annapolis, MD

Getting around

Odenton Station - 21 min drive
Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

‪O'Brien's Oyster Bar & Seafood Tavern - ‬3 min walk
‪Starbucks - ‬3 min walk
‪Chick & Ruth's Delly - ‬1 min walk
‪Kilwin's - ‬2 min walk
‪Chipotle Mexican Grill - ‬4 min walk

Frequently asked questions

Is The Very Best location - 50 Steps from Main Street pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Very Best location - 50 Steps from Main Street?

Check-in begins at 3:00 PM.

What time is check-out at The Very Best location - 50 Steps from Main Street?

Checkout is at 10:00 AM.

Where is The Very Best location - 50 Steps from Main Street located?

Located in Historic District, this holiday home is within a 15-minute walk of Maynard-Burgess House and U.S. Naval Academy. Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are just steps away.

9.8

Exceptional

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Reid S.

22 Jul, 2025

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

Annapolis

Very nice house in an absolutely great location.

Stayed 3 nights in Jul 2025

10/10 Excellent

Michael M.

28 Jun, 2025

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

I day drop off

Great location. Very comfy

Stayed 3 nights in Jun 2025

10/10 Excellent

AnnMarie G.

27 Apr, 2025

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

Great location

We loved the location of the house and there was plenty of space inside for all of us. We had a great time. My only comment is bc of the location, it can get loud at night.

Stayed 2 nights in Apr 2025

10/10 Excellent

Debbie M.

3 Mar, 2024

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

Wonderful property

Wonderful property in downtown Annapolis! Easy to get around town and a quick walk to the Naval Academy. The house had everything we needed for a long weekend.

Stayed 2 nights in Mar 2024

8/10 Good

scott s.

10 May, 2023

Liked: Check-in, communication, location, listing accuracy

Great Location!

Overall a great location for exploring downtown. Could use a good deep clean in bathrooms and kitchen areas.

Stayed 2 nights in Apr 2023

10/10 Excellent

Paul G.

9 Dec, 2020

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

A great stay!

Our stay was fabulous. This was a perfect location to visit our midshipman. It is much bigger than it looks in the photo. Convenient parking. Cooked dinner for 20 mids in the kitchen which was well equipped.

Stayed 2 nights in Nov 2020

10/10 Excellent

Tim C.

20 Aug, 2023

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

Excellent location!

What a great place to stay without the hassle of parking in Annapolis! Super convenient to walk everywhere. The only negative is it's a little noisy so close to downtown but overall would highly recommend!

Stayed 3 nights in Aug 2023

8/10 Good

Dennine L.

18 Apr, 2025

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

Girls’ Weekend

The girls and I enjoyed the location of the house. It was so close to shopping, parking and restaurants. The house was clean and checking in and out was easy. The only feedback I’d give is that we struggled to relive the front door using the key pad, but we just locked the door and went out the back door. The other issue we had was the traffic in the early mornings and the delivery trucks were pretty noisy. I don’t think this is anything the owner could do to prevent this.

Stayed 2 nights in Apr 2025

10/10 Excellent

Melissa M., Mohnton, PA

3 Apr, 2023

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

Weekend in Annapolis

We were in town to do some planning for my son and his fiancé‘s wedding in September. The location was perfect. We were walking distance to their venue, restaurants, and shops. House was very comfortable for the six of us. We enjoyed the front porch and people watching.

Stayed 2 nights in Mar 2023

10/10 Excellent

Bret T., Strongsville, Ohio

24 Apr, 2023

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

Perfect Location for Annapolis Vacation

Can't say enough about how great the house and location are for visiting Annapolis. House has plenty of space and per description, you will spend a lot of time on front porch (weather permitting). Walking distance to everything. You parker the car and don't need it again until you leave.

Stayed 2 nights in Apr 2023

10/10 Excellent

Jenifer B.

10 Nov, 2020

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

Easy

Great location and owner was great to work with! We arrived very late in the evening and Megan had left the lights on. To welcome us. Very accommodating with a few requests. We stay in Annapolis pretty frequently and this location was great for ease of access to the Naval Academy, Main Street, the dock, anything you might want to do while here.

Stayed 2 nights in Nov 2020

6/10 Okay

Craig B.

28 Aug, 2023

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

Great Location. Wonderful House & Location. Needs some fixes!

The house is a lovely throw-back to victorian times. With some great updates. The location is absolute perfect. But...the price was outrageous (now listed at half what we paid). That being said it has all the potential to be a great place to stay. And we will at the new price. We're not going to nit pic too much but a couple things such as a broken fan, dirty floors, inconsistent AC throughout the house and finally a not so inviting back yard made the visit just a little off. On the positive, the kitchen is inviting and new and we spent our time there cooking and laughing. The house couldn't be more charming. And the porch is as advertised albeit it needs fans and a few more chairs. Just a great house. It says it is a new listing so I hope the owners take this review as positive criticism. I would recommend a stay here at the $300+ price. What a location!!

Stayed 2 nights in Aug 2023

10/10 Excellent

Stacy M.

26 Jun, 2023

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

Annapolis Get Away Weekend

We had five friends with us, and we loved the location and the property. Very clean and comfortable. Would definitely stay there again!!

Stayed 2 nights in Jun 2023

10/10 Excellent

Dov R.

30 Nov, 2022

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

Nice house, great location

The house itself is nice. It's an older house, but clean and well appointed. The location is amazing - just a block from historic Annapolis shopping and the water. Despite being that close to all the activity, the neighborhood is pretty quiet and feels very safe. Exterior walls/windows are thin, so when there are people outside (ex. coming home on a Friday/Saturday night), you can hear them pretty clearly. Given that it's mostly single family homes in the area, though, there just aren't that many people walking by. We were there the night before Thanksgiving, and there were huge crowds out at the nearby restaurants, but we only heard one or two groups walk past. Only downside is there's no parking at the house. There's usually a parking garage a block away, but it was being rebuilt while we were there, and the next best we found was a 10-minute walk away (felt perfectly safe to do this walk late at night). So, if that's too far, you might want to confirm if the closer garage is open yet for your stay.

Stayed 4 nights in Nov 2022

10/10 Excellent

Emily J.

5 Jul, 2022

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

Friend reunion

This house was the perfect spot!! The home was very clean and has a great layout. Downtown Annapolis is extremely walkable as well which made for a perfect weekend to explore with our group.

Stayed 3 nights in Jul 2022

10/10 Excellent

Kelly H.

1 Jul, 2022

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

Awesome stay in Annapolis!

We so enjoyed our stay! In an amazing location, very central and less than 5 minute walk to the water and downtown restaurants. The house itself was great, nothing too fancy but had an open concept and was clean, bedrooms were good size and comfy beds. Our favorite spot was the outdoor porch. The fridge stopped working our second day but the host answered us right away and ended up refunding us some money. Great stay!

Stayed 3 nights in Jun 2022

10/10 Excellent

Marisa P.

30 Jun, 2022

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

Location, location, location!

Our family of 4 loved the location and property. It suited us perfectly and was in the perfect location. We would definitely stay here again. Also, very clean!

Stayed 2 nights in Jun 2022

10/10 Excellent

Margo W.

13 Jun, 2022

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

Can't beat the charm and location.

Very charming, spacious historic house and in a perfect location. Room for everyone and having a second full bathroom that was a little more private was very useful. Loved the porch, too! There is a surprising amount of street noise, though (revving engines up Main St, trucks loading/unloading) and the older windows in the front bedroom make it noisy in there when sleeping. I recommend bringing a portable white noise machine to help you sleep! Also, we noticed all the smoke detectors in the house were removed or not operating which made us feel uneasy... Overall, we would definitely come back again!

Stayed 2 nights in Jun 2022

10/10 Excellent

Jane O.

19 May, 2022

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

Great location

Great location! Lack of parking/passes was the only downside but not a dealbreaker.

Stayed 3 nights in May 2022

10/10 Excellent

Tracey E.

16 May, 2022

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

Excellent location

We really enjoyed our stay. The house had everything we needed and was convenient for shopping and dining.

Stayed 3 nights in May 2022

8/10 Good

Melanie C.

18 Mar, 2022

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

Spacious home

The property was just as described and super close to the Main Street. Unfortunately the first evening there was someone across the street yelling (late) for about 20 mins and then a couple screaming at each other for quite some time in the wee hours of the morning. Would highly recommend but not if you’re looking for quiet nights.

Stayed 2 nights in Mar 2022

10/10 Excellent

Janet W.

22 Nov, 2021

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

Great Location

Perfect spot to get quickly to the Naval Academy. Plenty of restaurant and shops nearby.

Stayed 3 nights in Nov 2021

10/10 Excellent

Julianne R.

24 Oct, 2021

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

Great Location!

Very convenient location to everything.

Stayed 3 nights in Oct 2021

10/10 Excellent

Kevin L., Encinitas, CA

11 Oct, 2021

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

Fantastic Stay

I had an overall great experience at this place. It's was exactly as described and pictured. Great location. Everything was clean. All of the house information was available. Having parking passes was clutch. The host was excellent! This was an ideal vacation rental experience.

Stayed 6 nights in Oct 2021

10/10 Excellent

Lisa B.

4 Oct, 2021

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

Very convenient… Great location

This property was very comfortable and convenient. It was a busy weekend in Annapolis so parking was a bit of a challenge even with a permit.

Stayed 4 nights in Sep 2021

About the host

Hosted by Megan

Megan is a local business owner and Jon is a realtor. Together We own and manage the most popular rental properties in Annapolis. Please reach out anytime with questions - we look forward to hosting you !