You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Chesapeake Bay
3 bedrooms2 bathroomsSleeps 5
Popular amenities
Onsite parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Internet access
Explore the area
Annapolis, MD
Northern Chesapeake Bay
Place, Northern Chesapeake Bay
3 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
15 min drive
Annapolis City Dock
Place, Annapolis City Dock
16 min drive
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
49 min drive
Where you'll sleep
3 bedrooms (sleeps 5)
Bedroom 2
1 Queen Bed
Bedroom 3
1 Twin Bed and 1 Crib
Master
1 Queen Bed
2 bathrooms
Downstairs full bathroom
Bathtub or shower · Toilet
Upstairs full bathroom
Bathtub or shower · Toilet
Spaces
Kitchen
About this property
Private Cottage on gated estate
Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapolis, and the Naval Academy. (4.7 miles to the main gate). Home and grounds are kid friendly offering amply outside play space and a multipurpose sports court. Third bedroom of home has a full-sized crib and a twin bed. Baby gates are located in the closet for guest use.
The space Property was totally renovated in 2020 including bathrooms, kitchen, appliances, floors, windows, and HVAC system.
Guest access Guest have private access to the entire home and yard. There is shared access to the driveway, parking lot, and sports court.
Other things to note Coffee and bottled water is provided.
License number 135969
Our prices include all fees. No hidden fees.
Add dates for prices
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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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a first aid kit and a deadbolt lock
About the neighborhood
Annapolis
Annapolis is home to this vacation home. Kunta Kinte Plaque & Alex Haley Memorial and John Smith House are local landmarks, and travelers looking to shop may want to 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.
How much does it cost to stay at Private Cottage on gated estate?
As of Sep 28, 2026, prices found for a 1-night stay for 2 adults at Private Cottage on gated estate on Nov 29, 2026 start from $228, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Private Cottage on gated estate?
Check-in begins at 4:00 PM.
What time is check-out at Private Cottage on gated estate?
Check-out is at 11:00 AM.
Where is Private Cottage on gated estate located?
Situated in Annapolis, this vacation home is within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 mi (5 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The house was roomy and cozy. There were 3 spaces to park which was really important to me. The hosts were nice and friendly. Their dogs were so adorable. I would stay at this location again.
Although the guest cottage is on the main property the hosts were very mindful of privacy and would interact only if called upon. The neighborhood is great for walking and affords easy access to Annapolis proper. We would definitely stay again.
Excellent in almost every way. Would suggest an upgrade to the television in the living room and adding an icemaker to the refrigerator. Would stay there again!
Stayed 6 nights in Oct 2025
Verified review
10/10 Excellent
charles
Sep 30, 2024
Liked: Cleanliness, property conditions & facilities, communication
Our stay was wonderful. The accommodations were excellent and our hosts were on hand and very available.
A
Perfect location to base out of for our Annapolis and DC trip. Highly rate the cleanliness, amenities and ease of communication with the owner. We highly recommend this unit and will definitely stay here again if our travels bring us back to this area!
Stayed 3 nights in Jun 2025
Verified review
10/10 Excellent
Timothy
Jun 8, 2026
Liked: Cleanliness, check-in, listing accuracy
Want to stay someplace beautiful AND safe? Pick this place! It is fantastic! The hosts share the property with you but it is a private 2 story little house all your own! We never even locked the doors... it felt that good. It's convenient to everything and easy to find and use. The lkittle house is beautiful and very well appointed. Coffee, tea, everything you might need. (I felt terrible that I couldn't find the dustpan and a trash bag but I made do!) Julie provodes you everything you need to find good food, find the beach and find your way! 5 stars!
Very clean,quiet and friendly hosts. The only “complaint” is that I assumed that you could see the water from the property, but I would definitely recommend this property.
My husband and I and two adult daughters rented this property for 4 nights. Our son lives in Annapolis and we all came to celebrate our grandson's 1st birthday. The house was a great size and very clean. Easy to get to and conveniently located.
Great stay as advertised. Manager/owner of property helped us out with a major problem (on our side/renters); truly a nice, helpful person. Fully recommend.
Julie was an incredible host. Communication and process for check in and check out was super smooth. The property met all of our needs for a comfortable visit to Annapolis for a wedding. Highly recommend! :)
It was great. The host met us when we arrived. Very friendly. The whole family was welcoming. The courage was very clean and had all that we needed. There was a great set of play equipment for our granddaughter and our hosts had as granddaughter The same age. The two of them got along great. This was one of the best VRBO experiences yet.
Julie was a wonderful host & the property was just as described. The rooms were well appointed & the beds very comfortable. The entire house was neat & clean. The kitchen had all the cookware you could hope for, as well as a coffee maker with an assortment of coffee to choose from. The large sofa was perfect for the entire family to hang out together watching tv. The neighborhood was safe & access to the private beach was just a short walk. Communication was excellent & I would recommend this property for your stay in the Annapolis area. It's also conveniently located to the Navel Academy.
Such a lovely and peaceful home! There are three bedrooms upstairs with a hallway bathroom and the 2nd bathroom is on the ground floor with the kitchen and family area. The house is very kid friendly. I'm disgusted by all things "kids" so we hid most of what was left out. It was a thoughtful gesture for those who partake though. There is also a lovely front yard play area where we were able to relax outside on chairs once we arrived.
The beds and couch were all super comfortable. We were there during a storm (Ophelia) but the house kept us safe and dry and the surrounding area was peaceful. I was worried a bit about trees falling on the house or our car since the neighborhood is so wooded, but there were no issues.
We had a lovely weekend and enjoyed our stay. Thank you!
The most surprising item was that their was only one trash container in the entire house. Another small detail was only one key was provided. The most important thing, the beds were comfortable. They have a very nice booklet about the place with restaurant recommendations. There is opportunities to interact with the host since you are on their property, but we were out most of the time for our long weekend stay.