Entire home

All-stop. Rental Midships.

Photo gallery for All-stop. Rental Midships.

Exterior
Living area
Living area
Bathroom
Private kitchen

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony
  • Free Wi-Fi

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Guest Bath

Bathtub or shower · Toilet

Master Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

All-stop. Rental Midships.

Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome steps away from Gate One, City Dock Waterfront, and all the attractions that Historic Downtown Annapolis has to offer.

Settle into this spacious, well-appointed townhome in the heart of Downtown Annapolis. This detached townhome, professionally cleaned and beautifully maintained, is the perfect lodging for USNA families and events, wedding parties, and weekend explorers.

Enjoy your morning coffee in the quiet courtyard and, when the sun's passed the yardarm, your evening brightener on the third-floor deck, which boasts a view of the Naval Academy Chapel! If sipping a whiskey while lounging on a deep leather sofa or a Churchill armchair is more your speed, the main deck living space is the place to relax. Should you desire to escape the hustle and bustle of Randall St-tuck in and watch a movie, play a video game on the PS4, or read a book in the topside living room.
Should the inspiration to cook strike, the kitchen boasts new appliances, a chef's quality knife set, and cooking ware. In addition, groceries are just a click away from Instacart and Whole Foods Delivery through the Amazon app!

Eventually, when the time comes to turn in, the bedrooms have taken care of your comfort needs. Down pillows, cozy comforters/quilts, and soft bathroom linens make decompressing from a long day of exploring Annapolis easy. The main bedroom has a queen bed, an ensuite bathroom, and a room-length closet for all your organization needs. The forward guest bedroom has a queen bed, a brass crib, and a separate bathroom with a combination tub/shower.

Due to a change in city regulations, unlimited parking passes for residential street parking can no longer be provided to guests. We provide one 24-hour pass for stays under three nights and two passes for four nights or more. However, you may pay to park on the street for up to 3 hours. In addition, the city does provide free parking from 6 PM Friday to 6 AM Monday at the Calvert Street Garage (19 St. Johns Lane).

You can also park in the following garages/lots:

-South Street Lot (South Street, off Church Circle; $15/day; 10-minute walk to house)
-Gotts Court Parking Garage (25 Northwest Street; $15/day; 13-minute walk to house).
-CURRENTLY UNDER CONSTRUCTION, OPENING SUMMER 2023-Hillman Garage (150 Gorman Ave, entrances from Main Street or Duke of Gloucester; $20/day; 5-minute walk)
*The free Annapolis Circulator bus stops at all the city garages/lots and City Dock (closest stop to the house) and can be used to get to/from the garages. Please view the Annapolis Parking and Access Annapolis websites for further details.

License #: STR21-144994
Our prices include all fees. No hidden fees.

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About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. French Soldiers Monument and Annapolis Maritime Museum are local attractions and those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.1 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • William Paca House - 2 min walk - 0.2 km
  • Hammond-Harwood House - 3 min walk - 0.3 km
  • Maryland State House - 5 min walk - 0.4 km

Getting around

  • Odenton Station - 26 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪Starbucks - ‬4 min walk
  • ‪The Choptank - ‬3 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬4 min walk
  • ‪Annapolis Market House - ‬2 min walk
  • ‪Chick & Ruth's Delly - ‬7 min walk

Reviews

10

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. 32 out of 32 reviews
Rating 8 - Good. 0 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Brian C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice home and great location for walking on the Academy or downtown Annapolis…..would definitely stay agsin
Stayed 7 nights in May 2026
Verified

10/10 Excellent

Michael Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay as usual! We had a couple of people come over after the Parade of Lights and they commented how well appointed and decorated the house was!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Paul P.

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

Great Annapolis stay

Great location and great communication with property manager
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Michael Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location! Near the Academy and downtown! Everything you would need was provided!!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Amber G.

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

Can’t beat the location

We enjoyed our week at this beautiful home. It had everything we needed and you can’t beat the location in the heart of downtown Annapolis
Stayed 5 nights in Oct 2021
Verified

10/10 Excellent

Jerry H.

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

Location!

Excellent accommodations, quick host responses, and the location is unbeatable for downtown Annapolis and Naval Academy access.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Rosie G.

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

Excellent

Location is fantastic. Property is well maintained. Host was very responsive.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Josh R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was great for our USNA reunion. The location to both the academy and downtown is great! The property management team was attentive and responsive. The only issue was the parking, but given the location I think that’s expected. All in all it was a great place and we will try and stay again for our next trip to Annapolis!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Kathy S.

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

Amazing rental - will be back

Very clean, stocked with essentials, perfect location near USNA, excellent communication with host. I will be returning.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Judith W.

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

Great location in a lovely home

The home is lovely with traditional decor and nautical touches. The bathrooms are modern and very clean. Loved the fluffy white towels. Bedrooms had comfortable beds/sheets. We hung our after long days of exploring in the comfortable third floor family room with TV and games, along with a small deck attached. Overall, it was a wonderful stay.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

M L.

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

Repeat booking

Our second stay was just as delighted as the first. The owners are very attentive to detail, cleanliness, responsiveness and friendly. Highly recommend.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Peter E.

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

Wonderful

Pristine condition. Superb location. Wonderful host. Would recommend without reservation!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Michael Q.

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

Perfect location

Steps from the US Naval Academy main gate. Two minute walk to downtown Annapolis! Great home with everything you need! Two outdoor areas to relax. The upper deck has a terrific view of the USNA Chapel dome!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Patrick B.

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

The perfect Annapolis address

Not sure there is a better location or property in all of Annapolis. We’ve stayed at 6 properties across the city and this one is by far the best. Perfectly maintained and close to everything you want to down. Owners are fantastic and we can’t wait to book again. Perfect. Perfect. Perfect.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Sherri W.

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

Great pick

Would highly recommend this property. It is perfectly located within walking distance to all the sites, restaurants & shopping. We didn’t need to drive anywhere, which was a real plus during boat show weekend & the large crowds it brought in. Kathleen was an excellent host. The property was beautifully decorated & just as it appeared on the app.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Rosemary R.

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

Perfect Home; Perfect Location

Gorgeous, upscale historic home across the street from USNA could not be more comfortable and convenient. Luxurious amenities throughout and everything you need for preparing meals. Nothing has been overlooked in assuring that your time at this property is perfect. Communication with the owner was so helpful prior to arrival and throughout the trip! I can’t wait to come back!
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Anna S.

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

Perfect Place

This lovely historic house is directly across from the Naval Academy while the shops and restaurants of Annapolis start a mere block away. The location couldn't be better or more convenient. We thoroughly enjoyed all aspects of the home, including comfy bedrooms, third floor great room, excellently appointed kitchen and top deck views. No car was needed. The host is very responsive and helpful. We look forward to calling this home again in the future.
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Bill B.

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

Annapolis stay

We had an absolutely wonderful stay. I can’t say enough good things about this property & Kathleen. Incredible location for anyone visiting USNA. Highly recommend!
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Steve D.

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

Wonderful home!

Excellent experience!
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Nancy C.

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

Absolutely Fantastic Place

Communicating with Kathleen prior to our stay was easy and she was extremely helpful. The location could not be better. My husband, another couple and I attended the Annapolis boat show. We were a block from one of the show’s entrances off the main square. We were able to easily walk downtown in the morning for coffees and we walked to dinner every night. During the boat show parking was difficult that Kathleen worked with us and our friends to make it easy. The home itself was immaculately clean and beautifully decorated. Both bedrooms were large and bright and both had their own bathroom. The kitchen was extremely well stocked and we spent a lot of time outside on the private back terrace. The house is even more beautiful than it looks in the pictures. We hope to go back next year and will definitely stay here again. Thank you Kathleen!
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Anna S.

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

BEST VRBO in Annapolis!!!

From quick & accommodating communication to cleanest, beautifully outfitted town home, we were so impressed with our stay! Hats (covers) off to this property!! Thank you for an excellent experience.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Pam B.

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

Beautiful home & excellent location!!!

Perfect home during USNA’s Plebe Parent Weekend! Location was ideal and home was exactly what we needed to relax and enjoy time with our plebe!
Stayed 4 nights in Aug 2022
Verified

10/10 Excellent

Jessica M.

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

Perfect for I-Day

The Gate House is the perfect location for events at USNA such as I-Day. Not only is the location great so is this house. It is very well appointed, spotlessly clean, and exceeded my expectations. We hope to stay again during our many future visits to Annapolis. The host Kathleen is very responsive and answered any question I had immediately.
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

John and Daya W.

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

Close to everything, very clean and well decorated

The location of this house is great and you can walk anywhere easily. It was exceptionally clean and well decorated. All of the bedding was high quality and comfortable. Parking was a bit of a challenge but the owner was very helpful and responsive.
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Nancy R.

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

Wonderful stay!

We had a fabulous stay in Annapolis at the beautiful place. The location was perfect & walkable and Kathleen was so helpful during our stay . . . would definitely recommend and come back for another stay!
Stayed 3 nights in May 2022
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