At Home Annapolis
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At Home Annapolis
Our experienced team of property managers hand-selects the highest quality homes that Annapolis rentals have to offer. We personally oversee the rental preparations and are confident that your stay in one of our Annapolis vacation rentals will surpass your expectations. Every guest in our Annapolis rentals is appointed an AHA host, to ensure that all of your needs are met.

When you stay with At Home Annapolis, we want your experience to be second to none. Don't settle for anything less and allow us to do the heavy lifting while you stay here comfortably and stress-free. Our experienced booking specialists want to make sure the home you choose is the right fit for your family or group.
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The charming and historic city of Annapolis, MD, has plenty to offer visitors. Whether you are coming for the beginning of boat season (and crab season!) on the Chesapeake in early spring, Commissioning Week at the U.S. Naval Academy in May, or to enjoy the brilliant colors of fall, At Home Annapolis has vacation rentals in Annapolis, MD perfect for every guest.
If you're planning a vacation in Maryland's capital city, browse our beautiful Annapolis rental properties! Ranging from 3 to 7 bedrooms, these vacation homes are ready to welcome you with cozy beds, fully-equipped kitchens and spacious living rooms. Each one is more isolated than any hotel room. Whether you're traveling with close family, with a large group of friends or with your pets, our rentals can accommodate all of your needs.
Commissioning Week is a special time here at Annapolis. It is the time to honor the First Class Midshipmen. Please take a look at all our Commissioning Week vacation home rentals in Annapolis Maryland. Each property and home are special in their own way. When you explore our properties you will find the value and benefit of each selected home.
We get it, believe us. Your furry companions are more than friends; they are a huge part of your family. As a double whammy, when it comes to vacation planning, besides the logistics of arranging for their care while you travel, you still have to deal with missing your special 4-legged buddy (no judgment on whether you are a cat-person, dog-person, or other!).
One of the main attractions for visitors to the Annapolis area are the beautiful waterways and the majestic expanse of Chesapeake Bay. This beautiful and bountiful estuary - the largest in the country - is a sportsman's delight and is the source of much of the delicious seafood common in our regional cuisine.
Reviews (10)
Ranitea Harispuru
Ranitea Harispuru
Dec 27, 2021
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Our stay in this beautiful property was wonderful!
First, the property’s communication is on point. I felts welcomed and very well equipped to navigate the property.
Second, the location is lovely! The dock on the water is breathtaking.
Third, the home is just as describes and is perfect for guests looking for a getaway full of comfort and light!
Dale B.
Dale B.
Dec 07, 2021
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Wonderful experience. The place was immaculately clean, thoughtfully and very generously equipped and provisioned (for one example, the "starter" cleaning and bathroom supplies promised were beyond ample for our entire stay), the information sheet was thorough, and the facility exceeded our every expectation. We felt very comfortable and everything we needed had been anticipated. We are very happy customers!
Lesley Skimins
Lesley Skimins
Nov 21, 2021
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Working with At Home Annapolis was great. They were super helpful, responsive and hands on throughout the booking and while I was at the home. Kim Jones was a tremendous help while at the property and Diane was extremely helpful throughout my booking. The home was lovely, and exactly what I expected. Overall a great experience, and a great company to work with for a seamless vacation experience! Thank you!!
Kim Cook
Kim Cook
Oct 05, 2021
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We rented Blue Angel’s Nest for a 30th USNA reunion along with 2 other couples. Due to Covid it became a 31st reunion. AHA was very accommodating with the date change and extended our same rate. The house is in a “can’t be beat” location for walking all over town. The home is a good setup for sharing with couples and the best part of the home is the kitchen and seating areas on the main level. The bathrooms are modern with good showers and towels. The only negative I give the home is on beds and bed linens. Rooms large enough all need king beds. It’s so easy days these days to have really
Cheryl Cheston
Cheryl Cheston
Oct 04, 2021
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The house is lovely, though the space is not well utilized. The location is splendid. We all felt there were issues that need addressing that could prove costly from an insurance standpoint. There are many rugs on wood floors that have no pads to keep them from sliding. The door on the water side is nearly impossible to open, and will likely be damaged by repeated forcing. The balconies have many rotted out balusters.
On balance, we felt families with young children should be discouraged from renting.
Marianne Patton
Marianne Patton
Sep 16, 2021
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We had the pleasure of staying with eight family members over Labor Day weekend at The Master Shipwright. This charming home was beautifully decorated and very well appointed. It’s obvious the owners have put much thought into making this a very useable and comfortable home for all. There are many areas both inside and out to gather and take in the wonderful Spa Creek views. It was a quick walk to the center of everything in historic Annapolis and so nice not to have to worry with finding a parking space once you get there. Diana and Danette with AHA were very responsive from booking to any questions
BigMac Football
BigMac Football
Aug 24, 2021
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Positive: Professionalism, Quality, Responsiveness, Value
Best house to rent if staying at the USNA!!! Walking distance to everywhere! The Staff were very prompt in responding to my questions and house was very clean and nicely decorated. They also had an extra two beds in the cool attic! Would definitely stay again!
Lisa Joiner
Lisa Joiner
Aug 06, 2021
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We originally booked this home for a wedding scheduled for June 2020. We all know how that turned out! We felt fortunate it was available for our rescheduled date in July of 2021. The home is huge. We comfortable slept 11, but could have easily accommodated more.
Bedrooms: We all prefer mattresses on the softer side. Done! We slept great...and woke to views of the water. (Protip: get up early for the sunrise...it's worth it!).
Bathrooms: Tons!! All so nice, you feel no need to rush and find yourself lingering in the shower.
Common areas: plenty of space to sprawl out and chill after being so
Sally Otvos
Sally Otvos
Jul 14, 2020
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Positive: Professionalism, Responsiveness
The house was great. The best part is that it has two suites on either side of the house so each family had their own area. Also because its on a point you really don't have neighbors on either side. It is well appointed with everything you might need. I hope to come back here again soon.
Debbie Jan
Debbie Jan
Jan 11, 2019
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Spectacular Home!
We are locals, but recently rented this home for our overflow wedding guests. It is conveniently located within a mile of Chesapeake Bay Foundation, the wedding venue. This home is spacious and beautifully decorated. It was the perfect backdrop for our awesome wedding photographer, Victoria Selman, as the wedding party got ready at the house the day of the wedding. The guys had a great time hanging out in the basement playing ping pong and foosball while the girls were 2 floors away. The master bedroom and bath had plenty of room for the bride and bridesmaids to have hair and