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All-stop. Rental Midships.

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Exterior
Property grounds
Smart TV, video games, books, printers
Smart TV, video games, books, printers
Smart TV, video games, books, printers

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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

Room options

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Bar (on property)
86 State Circle - Luxury Boutique Hotel
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  • Breakfast included
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
5.0 out of 5, Exceptional, 5 reviews
The price is €290
includes taxes & fees
25 May - 26 May
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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
During your stay at this holiday home, you're just a quick walk from U.S. Naval Academy. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine and 2.5 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from U.S. Naval Academy and Annapolis City Dock
All-stop. Rental Midships. offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Smart TV
  • Video games

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks 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
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 35

Check-out

Check-out before 11:00 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

Rules

Late check-out must be approved at time of booking. Requests for late check-out after booking will be subject to $100 convenience fee.

Pets

  • No pets allowed
  • Note from host: Pets considered on a Case by Case basis. $250 fee

Children and extra beds

  • Children are welcome.
  • Note from host: Crib, gates, some toys and books provided.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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, a first aid kit and a deadlock
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.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Stop Rental Midships Annapolis

All-stop. Rental Midships. Annapolis

All-stop. Rental Midships. Private vacation home

All-stop. Rental Midships. Private vacation home Annapolis

All-stop. Rental Midships. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 30 out of 30 reviews
Rating 8 - Good. 0 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Michael Q., Where do you live?

Liked: Cleanliness
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

10/10 Excellent

Michael Q., Where do you live?

Liked: Cleanliness
Perfect location! Near the Academy and downtown! Everything you would need was provided!!
Stayed 2 nights in Oct 2025

10/10 Excellent

Josh R.

Liked: Cleanliness
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

10/10 Excellent

Rosie G., Lafayette, IN

Liked: Cleanliness

Excellent

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

10/10 Excellent

Patrick B.

Liked: Cleanliness

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

10/10 Excellent

Sherri W., Clinton Township, NJ, USA

Liked: Cleanliness

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

10/10 Excellent

Michael Q., Where do you live?

Liked: Cleanliness

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

10/10 Excellent

Kathy S.

Liked: Cleanliness

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

10/10 Excellent

Rosemary R.

Liked: Cleanliness

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

10/10 Excellent

M L.

Liked: Cleanliness

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

10/10 Excellent

Paul P.

Liked: Cleanliness

Great Annapolis stay

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

10/10 Excellent

Jerry H.

Liked: Cleanliness

Location!

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

10/10 Excellent

Anna S., Sausalito, CA

Liked: Cleanliness

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

10/10 Excellent

Peter E.

Liked: Cleanliness

Wonderful

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

10/10 Excellent

Bill B.

Liked: Cleanliness

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

10/10 Excellent

Steve D.

Liked: Cleanliness

Wonderful home!

Excellent experience!
Stayed 3 nights in Oct 2022

10/10 Excellent

Nancy C., Lewes, Delaware USA

Liked: Cleanliness

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

10/10 Excellent

Anna S.

Liked: Cleanliness

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

10/10 Excellent

Pam B.

Liked: Cleanliness

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

10/10 Excellent

Jessica M.

Liked: Cleanliness

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

10/10 Excellent

John and Daya W.

Liked: Cleanliness

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

10/10 Excellent

Nancy R.

Liked: Cleanliness

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

10/10 Excellent

Kimberly S., Richmond, Virginia

Liked: Cleanliness

Great place.

Perfect! The house is so comfortable and clean. Very well stocked. The location can't be beat.
Stayed 3 nights in May 2022

10/10 Excellent

Denise F.

Liked: Cleanliness

Such a great place! Location is perfect!

Everything was just perfect!
Stayed 2 nights in Apr 2022

10/10 Excellent

Nancy R.

Liked: Cleanliness

Fantastic home and location

Me my son and daughter-in-law wanted a fun vacation experience when attending a family baby shower. Boy was this a great vacation! We arrived and could not believe that this was the house we rented! It was gorgeously decorated and immaculate. The sheets and towels were top of the line: so luxurious! We thoroughly enjoyed being across the street from the Naval Academy and a block from the downtown dock! The restaurants and shopping in downtown Annapolis were incredible. So many unique finds. I would highly recommend this property. Annapolis is a great vacation spot! I’ll definitely stay here again!
Stayed 2 nights in Apr 2022