Entire home
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
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Reviews
9.8 out of 10
Exceptional
4 bedrooms 2+ bathrooms Sleeps 10 371.6 sq m
Popular amenities
Explore the area

Annapolis, MD
- Navy-Marine Corps Memorial Stadium17 min walk
- U.S. Naval Academy4 min drive
- Annapolis City Dock5 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)31 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds and 1 Queen Bed
Bedroom 4
1 Queen Bed
Office 1
1 King Bed
2 bathrooms, 2 half bathrooms
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Toilet · Shower only
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Toilet
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area
About this property
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mile to USNA gate 8) and downtown Annapolis (<1.25mile to DTA and USNA gate 1)! Perfect for families with MIDN at USNA or alums in town for a football game or reunion event. Boasts 2 living rooms, finished basement, and two outdoor entertaining areas on front and back porch. There is also ample off street parking (driveway easily fits 2 cars) as well as free on street parking for large groups on adjacent streets. Multiple level sleeping makes it great for multi-generations traveling together.
The Space:
The first floor has a living room and sun room, a half bath, and kitchen with a large dining space to comfortably seat 10 people. Sun room couch converts into a full size sleeper sofa.
The second floor has 4 bedrooms - a master bedroom suite with ensuite bathroom. The other three bedrooms share a full non-master bathroom.
Finished basement is perfect for lounging and can be a separate sleeping space (sofa and keg size day bed) with half bath.
Outdoor includes front porch with lounge seating, covered back porch with lounge seating and string lighting perfect for dining. There are also 2 backyard patio spaces with table seating, propane firepit, TV, fans, and propane grill.
This property is a "2 on 1" with two units (the main house and a garage apartment) located here. Please ensure you consider this when completing your booking since if the opposite unit is booked you may have to share the exterior property with another set of guests.
Guest Access:
Two parking spaces on site with free street parking on adjacent streets. Driveway and paths are lit. Guests will receive unique private code prior to check-in for use on their front and rear private entrances. Guests are able to access both front and rear porches and backyard spaces.
Other Details to Note:
We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.
The following additional charges may apply to late check outs/early arrivals, assuming I can offer this at all (I often can’t so please never assume this will be allowed):
1 hr or less early arrival or late departure: $100
1-2 hr early arrival/late departure: $200
2-3 hr early arrival/late departure: $300
3+ hr early arrival/late departure: $100/hr or the cost of an additional night’s stay, whichever is more
These fees are primarily in place to highly discourage late checkouts/early arrivals since this causes my cleaning service undue stress to prep the unit prior to your or the next set of guest’s arrival. This also increases the need for them to rush/cut corners, increasing the likelihood of them not cleaning the unit to the high standard which I hold them to.
***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard***
***If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We assess a $500 cleaning fee in addition to the regular cleaning fee***
Check in and out
Check in:16:00
Check out:11:00
The Space:
The first floor has a living room and sun room, a half bath, and kitchen with a large dining space to comfortably seat 10 people. Sun room couch converts into a full size sleeper sofa.
The second floor has 4 bedrooms - a master bedroom suite with ensuite bathroom. The other three bedrooms share a full non-master bathroom.
Finished basement is perfect for lounging and can be a separate sleeping space (sofa and keg size day bed) with half bath.
Outdoor includes front porch with lounge seating, covered back porch with lounge seating and string lighting perfect for dining. There are also 2 backyard patio spaces with table seating, propane firepit, TV, fans, and propane grill.
This property is a "2 on 1" with two units (the main house and a garage apartment) located here. Please ensure you consider this when completing your booking since if the opposite unit is booked you may have to share the exterior property with another set of guests.
Guest Access:
Two parking spaces on site with free street parking on adjacent streets. Driveway and paths are lit. Guests will receive unique private code prior to check-in for use on their front and rear private entrances. Guests are able to access both front and rear porches and backyard spaces.
Other Details to Note:
We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.
The following additional charges may apply to late check outs/early arrivals, assuming I can offer this at all (I often can’t so please never assume this will be allowed):
1 hr or less early arrival or late departure: $100
1-2 hr early arrival/late departure: $200
2-3 hr early arrival/late departure: $300
3+ hr early arrival/late departure: $100/hr or the cost of an additional night’s stay, whichever is more
These fees are primarily in place to highly discourage late checkouts/early arrivals since this causes my cleaning service undue stress to prep the unit prior to your or the next set of guest’s arrival. This also increases the need for them to rush/cut corners, increasing the likelihood of them not cleaning the unit to the high standard which I hold them to.
***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard***
***If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We assess a $500 cleaning fee in addition to the regular cleaning fee***
Check in and out
Check in:16:00
Check out:11:00
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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9.8 out of 10, (27 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
Long-term renters welcome
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
About the area
Annapolis
Annapolis is home to this holiday home. Annapolis Harbor and Ego Alley are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Jonas Green State Park and Smithsonian Environmental Research Center. Travelling with kids? Consider Helen Avalynne Tawes Garden, or check out an event or a game at Navy-Marine Corps Memorial Stadium.

Annapolis, MD
What's nearby
- Navy-Marine Corps Memorial Stadium - 17 min walk - 1.5 km
- Anne Arundel Medical Center - 3 min drive - 2.5 km
- U.S. Naval Academy - 4 min drive - 2.8 km
- Westfield Annapolis Mall - 4 min drive - 2.8 km
- Annapolis City Dock - 5 min drive - 3.2 km
Getting around
Restaurants
- McDonald's - 13 min walk
- Burger King - 14 min walk
- Taco Bell - 5 min walk
- Dunkin' - 15 min walk
- Wendy's - 14 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
14 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Apr 2024
10/10 Excellent
Elaina H.
18 Sept 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay
Elaina H.
Stayed 3 nights in Sep 2024
10/10 Excellent
Matt A.
14 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Matt A.
Stayed 2 nights in Aug 2024
10/10 Excellent
Corwin H.
7 Dec 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient Location
Corwin H.
Stayed 3 nights in Nov 2023
8/10 Good
Olayinka M.
4 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Olayinka M.
Stayed 4 nights in Jul 2025
10/10 Excellent
Leighann c.
25 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friend and Fam gathering
Leighann c.
Stayed 2 nights in Jun 2024
10/10 Excellent
Christina M.
1 Jan 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Because of the Game…weekend trip!
Christina M.
Stayed 2 nights in Dec 2023
About the host
Hosted by Caitlin Young

We are an active duty Navy family (15 years so far) with a love and affinity for Annapolis, the Naval Academy, and Navy Football! 2008 Naval Academy Graduate, we want people to feel right at home in Annapolis when they stay at our property.
Why they chose this property
We chose to list our home because want people to enjoy Annapolis as much as we do. When traveling we often travel with children or other couples for a group getaway and like the ease of a home rental.
What makes this property unique
Guests will have access to private parking, short walk/uber/drive to Downtown Annapolis, Naval Academy, and Navy-MC Stadium and a quiet Guest House with own entry that will be the perfect Historic Annapolis get Aweigh spot. We have everything you need to have your home away from home, so pack light and enjoy your stay!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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