This holiday home puts you in the heart of Annapolis, within steps of John Smith House and William Paca House. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .Home features 2.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A TV, a coffee/tea maker and a hairdryer are also available. .Near this Historic District holiday home, you'll find U.S. Naval Academy.
O'Brien's Oyster Bar & Seafood Tavern - 6 min walk
Starbucks - 6 min walk
McGarvey's Saloon & Oyster Bar - 4 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Charming Historic Annapolis Home With Two Off-street Parking Places!
Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitchen with granite countertops, stainless steel appliances, and breakfast nook nestled in a windowed bay. Formal living room with a gas fire place and family room with a large screen TV. Three bedrooms plus a large bonus room (sleeps 6-8), and 2 1/2 baths. Enclosed wraparound porch, private rooftop deck, and two off-street private parking places! Walk to Annapolis waterfront and Main Street in 5-7 minutes.
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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)
Fire extinguisher
Deadbolt lock
General
Unit size: 2,335 square feet
Policies
Check-in
Contactless check-in and check-out are available
Minimum check-in age - 21
Check-out
Check-out before 11:00 AM
Contactless check-out
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
No pets allowed
Children and extra beds
Children are welcome.
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business.
On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.
Property Registration Number City of Annapolis Short-Term Rental License STR-143452
Property is also known as
Charming Historic Home Two Off-street Parking Places House
Charming Historic Annapolis Home Two Off-street Parking Places
Charming Historic Home Two Off-street Parking Places House
Charming Historic Annapolis Home Two Off-street Parking Places
Charming Historic Home Two Off-street Parking Places
Frequently asked questions
Are there any beaches close to Charming Historic Annapolis Home With Two Off-street Parking Places!?
The closest beach to Charming Historic Annapolis Home With Two Off-street Parking Places! is Sandy Point Beach (8.7 km).
Does Charming Historic Annapolis Home With Two Off-street Parking Places! have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Charming Historic Annapolis Home With Two Off-street Parking Places!?
No, Charming Historic Annapolis Home With Two Off-street Parking Places! does not offer an airport shuttle service.
What time are check-in & check-out at Charming Historic Annapolis Home With Two Off-street Parking Places!?
Check-out time is 11:00 AM.
Are pets allowed at Charming Historic Annapolis Home With Two Off-street Parking Places!?
No, pets are not allowed.
Reviews
Charming Historic Annapolis Home With Two Off-street Parking Places! Reviews
10
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.
10/10
Cleanliness
Rating 10 - Excellent. 199 out of 202 reviews
10 - Excellent
199
Rating 8 - Good. 3 out of 202 reviews
8 - Good
3
Rating 6 - Okay. 0 out of 202 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 202 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 202 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Barb K.
24 Nov 2025
Liked: Cleanliness
Wonderful weekend in a great location! House was perfect for 3 couples looking to get away for the weekend
Barb K.
Stayed 3 nights in Nov 2025
10/10 Excellent
Michael W.
2 Nov 2025
Liked: Cleanliness
We love all of the modern amenities with the historic features. The bed was super comfortable, and the house is very convenient to the naval Academy in downtown Annapolis.
Michael W.
Stayed 2 nights in Oct 2025
10/10 Excellent
McKinley h., Atlanta GA
26 Oct 2025
Liked: Cleanliness
Great location - walking access to The Academy, coffee, and food. We had a great time celebrating our mini reunion. Thank you so much.
McKinley h.
Stayed 3 nights in Oct 2025
10/10 Excellent
Linda C.
14 Oct 2025
Liked: Cleanliness
We have stayed at this property several times during the Annapolis Sailboat Show and it is a great home - plenty of space, well equipped, clean and also off-street parking, which is wonderful!
Linda C.
Stayed 8 nights in Oct 2025
10/10 Excellent
Linda B., Copley, Ohio
24 Sept 2025
Liked: Cleanliness
We stayed for several days to celebrate our son’s wedding at the William Paca House. The house was a perfect location and was so accommodating for our needs. Our host was very responsive to our needs and I highly recommend this property to anyone. Loved the family portraits and history. A huge plus!
Linda B.
Stayed 4 nights in Sep 2025
10/10 Excellent
Erica O., Alexandria, Virignia
22 Sept 2025
Liked: Cleanliness
Love this house. Rent it every time we visit if it is available. Great location and great house plus 2 parking spaces!
Erica O.
Stayed 3 nights in Sep 2025
10/10 Excellent
Erica O., Alexandria, Virignia
11 Sept 2025
Liked: Cleanliness
We love this house and try to rent it for all home games and reunions.
Erica O.
Stayed 2 nights in Aug 2025
10/10 Excellent
Peg L.
10 Sept 2025
Liked: Cleanliness
Perfect location to enjoy all of what Annapolis has to offer. Beautiful home with all the amenities you need for a great stay. Our host was so easy to work with and so very accommodating. We look forward to a return visit!
Peg L.
Stayed 2 nights in Sep 2025
10/10 Excellent
Maria L.
25 Aug 2025
Liked: Cleanliness
Check in was seemless, secure and easy.
Maria L.
Stayed 3 nights in Jul 2025
10/10 Excellent
Brad C.
25 Aug 2025
Liked: Cleanliness
Fantastic location and historical house. My wife and I enjoyed our stay here and hope to be back soon. Yvonne was extremely responsive and very pleasant host. Kitchen was well equipped and comfortable. The house clean, nicely appointed and with a spacious feel. I loved reading about the history of the house and their family.
Brad C.
Stayed 2 nights in Aug 2025
10/10 Excellent
Dawn Y., Binghamton, NY
11 Aug 2025
Liked: Cleanliness
Historic welcoming home
We stayed at this property during Plebe Parent Weekend. It is the perfect location for walking access to USNA. Our Plebe was able to relax during her leave. The house itself included interesting family history in relation to USNA. The master suite was perfect—comfortable bed, large bath and washer and dryer. We didn’t fill the home but enjoyed the night views of the USNA chapel and statehouse as well as the areas for some private decompression. We made the most of our time together with time to spare for reporting back to the yard!
Dawn Y.
Stayed 4 nights in Aug 2025
10/10 Excellent
Martha F.
8 Aug 2025
Liked: Cleanliness
Long weekend with adult grandchildren. Location couldn’t have been better. Two parking spaces a real plus. House built in 1900, but updated nicely.
Martha F.
Stayed 3 nights in Jul 2025
10/10 Excellent
Colleen F.
19 Jul 2025
Liked: Cleanliness
Beautiful, clean, spacious place in a great location! Especially loved the second floor deck!!
Colleen F.
Stayed 2 nights in Jun 2025
10/10 Excellent
Joyce S.
14 Jul 2025
Liked: Cleanliness
Lovely home!! Very well kept!Fantastic location!! Excellent communication from owners!
Joyce S.
Stayed 3 nights in Jul 2025
10/10 Excellent
Marine L.
14 Jul 2025
Liked: Cleanliness
Really lovely stay! Such a perfect location, and has lovely home-y touches, we thoroughly enjoyed our time. The extra parking was really helpful!
Marine L.
Stayed 2 nights in Jul 2025
10/10 Excellent
Natalie W.
28 Jun 2025
Liked: Cleanliness
A wonderful stay near USNA
This location was perfect for us. We took our son to USNA, along with family, and this house was very convenient to the yard and downtown Annapolis. House was very well stocked and the beds were cozy. It was very easy to communicate with the host who went above and beyond and helped us secure lawn chairs for a picnic. Highly recommend and will stay here again.
Natalie W.
Stayed 5 nights in Jun 2025
10/10 Excellent
Christopher H.
13 Jun 2025
Liked: Cleanliness
Great location and the house was a wonderful place for our family to gather. Instructions from the host were super clear and helpful.
Christopher H.
Stayed 3 nights in Jun 2025
10/10 Excellent
Brad B.
10 Jun 2025
Liked: Cleanliness
Great location
Excellent house and great location!
Brad B.
Stayed 2 nights in Jun 2025
10/10 Excellent
Nicole R.
25 May 2025
Liked: Cleanliness
Wonderful home in Annapolis!
This house is truly incredible. There is so much room within the house for people to hang out, whether they want to be alone or in a group. The rooms were all very spacious and the kitchen is incredible. You can’t beat the location with the ability to walk to so many restaurants and cute stores. The owner is extremely responsive and kind.The only note I’ll leave that I wish I would have known before renting was that the floors are very squeaky!! By no means do I mean that in a negative way, as these floors are original to the home and absolutely beautiful, but having a young child there made moving around the bedroom difficult once they were asleep! I highly recommend this property and would absolutely stay again.
Nicole R.
Stayed 3 nights in May 2025
10/10 Excellent
patrick m., Oxford, MS
23 May 2025
Liked: Cleanliness
Wedding
We had a Great stay for my son’s wedding Class 2018. We had rented for Class 2024 graduation last year - so we decided to come back. Great house - great owner - hope to be back soonGod Bless
patrick m.
Stayed 3 nights in May 2025
10/10 Excellent
John M.
18 Jan 2025
Liked: Cleanliness
Annapolis stay
A very pleasant place to hang out with family. The road traffic was a little bothersome.
John M.
Stayed 3 nights in Dec 2024
10/10 Excellent
Susanne J.
16 Dec 2024
Liked: Cleanliness
Historical Beauty
The history of this beautiful home is deeply intertwined with USNA which was very interesting for our family. The home itself is beautiful and well equipped with great bedding and towels, coffee, tons of drinkware....really everything we needed for a long weekend. Although we visited at a chilly time of year, the upstairs deck looks lovely! If you are looking to be close to DTA and USNA and enjoy a great night sleep in wonderful sheets, book this house!
Susanne J.
Stayed 3 nights in Dec 2024
10/10 Excellent
Popi M.
4 Nov 2024
Liked: Cleanliness
Popi M.
Stayed 2 nights in Oct 2024
10/10 Excellent
Jeffrey T.
28 Oct 2024
Liked: Cleanliness
Great Location for Academy Events
Right outside Gate1. Easy walking distance to the academy, downtown Annapolis and N-MC Stadium. Hosts were extremely easy to work with and very responsive to any and all questions. One of the better VRBO experiences!
Jeffrey T.
Stayed 2 nights in Oct 2024
10/10 Excellent
Peter P.
23 Oct 2024
Liked: Cleanliness
Booth team for Sailing boat show
Great stay, as space was great to let people work around. Bedrooms were large. Great to have two car parking spots in town and been able to walk to he show.