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Entire home

All-stop. Rental Midships.

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Exterior - All-stop. Rental Midships. (Annapolis)
Smart TV, video games, books, printers - All-stop. Rental Midships. (Annapolis)
Property grounds - All-stop. Rental Midships. (Annapolis)
Smart TV, video games, books, printers - All-stop. Rental Midships. (Annapolis)
Smart TV, video games, books, printers - All-stop. Rental Midships. (Annapolis)
In the heart of Downtown Annapolis, Gatehouse offers a comfortable retreat. Enjoy morning coffee in the quiet courtyard and evening drinks on the third-floor deck with views of the Naval Academy Chapel. Unwind in style with deep leather sofas or cozy comforters/quilts and soft bathroom linens.

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

Add dates for prices

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.

This smoke-free holiday home features laundry facilities. The holiday home has 2 bedrooms and offers free WiFi and a balcony. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave.
Air-conditioned accommodation at this holiday home offers coffee/tea makers and a hairdryer. Rooms open to balconies. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include baths or showers.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

The recreational activities listed below are available either on-site or nearby; fees may apply.

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

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  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
9.0 out of 10, Wonderful, 1,846 reviews
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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

Pets

Pets not 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

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

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

About the area

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 Alumni Hall or Navy-Marine Corps Memorial Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

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

Getting around

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

Restaurants

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

Frequently asked questions

Is All-stop. Rental Midships. pet-friendly?

No, pets are not allowed at this property.

How much is parking at All-stop. Rental Midships.?

On-site parking is available at the property.

What time is check-in at All-stop. Rental Midships.?

Check-in begins at 4:00 PM.

What time is check-out at All-stop. Rental Midships.?

Checkout is at 11:00 AM.

Where is All-stop. Rental Midships. located?

Located in Historic District, this holiday home is steps away from U.S. Naval Academy, Annapolis City Dock and John Smith House. Kunta Kinte Plaque & Alex Haley Memorial and 14 Fleet Street are just steps away.

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All-stop. Rental Midships. Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

Reviews

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

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

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

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

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

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

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

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

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

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

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

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
Verified

10/10 Excellent

Kimberly S.

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

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
Verified

10/10 Excellent

Denise F.

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

Such a great place! Location is perfect!

Everything was just perfect!
Stayed 2 nights in Apr 2022