Entire home
Historic Happy Home Steps from Main Street – Private Yard, Screened-In Porch & Parking
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Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2+ bathroomsSleeps 8236.9 sq m
Popular amenities
Explore the area

Annapolis, MD
- Place, Maryland State House5 min walk
- Place, Annapolis City Dock6 min walk
- Place, U.S. Naval Academy8 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)39 min drive
Rooms & beds
3 bedrooms (sleeps 8)
2nd Floor Full
1 Double Bed
2nd Floor King
1 King Bed
3rd Floor Suite
1 Queen Bed
Living Room
1 Queen Sofa Bed
2 bathrooms, 1 half bathroom
Main Floor Powder Room
Toilet
Second Floor Hall
Bathtub · Toilet · Shower only
Third Floor Queen
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Number of living rooms
Garden
About this property
Historic Happy Home Steps from Main Street – Private Yard, Screened-In Porch & Parking
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House Rules
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Located in Annapolis, this holiday home is in the city centre. 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 Sandy Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.

Annapolis, MD
What's nearby
- Maryland State House - 5 min walk - 0.4 km
- Annapolis City Dock - 6 min walk - 0.6 km
- William Paca House - 8 min walk - 0.7 km
- U.S. Naval Academy - 8 min walk - 0.7 km
- Ego Alley - 8 min walk - 0.7 km
Getting around
Restaurants
- Starbucks - 5 min walk
- Rams Head Tavern - 7 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 5 min walk
- Chick & Ruth's Delly - 3 min walk
- Federal House - 6 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
12 April 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Apr 2026
Verified
10/10 Excellent
Julie M.
14 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Julie M.
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Dana D.
11 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Annapolis Location
Dana D.
Stayed 3 nights in Sep 2024
Verified
10/10 Excellent
Elizabeth M.
6 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great trip
Elizabeth M.
Stayed 4 nights in Oct 2024
Verified
8/10 Good
James M.
5 September 2025
Liked: Cleanliness, check-in, communication, location
James M.
Stayed 2 nights in Aug 2025
Verified
10/10 Excellent
Verified traveller
24 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Verified traveller
Stayed 3 nights in Jun 2023
Verified
10/10 Excellent
Lisa R.
16 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome stay!
Lisa R.
Stayed 4 nights in Aug 2023
Verified
10/10 Excellent
shannon r.
25 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and cute property
shannon r.
Stayed 2 nights in Dec 2024
Verified
10/10 Excellent
Colleen M.
2 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming house with great location
Colleen M.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Nancy W.
12 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
60th birthday celebration weekend
Nancy W.
Stayed 2 nights in Nov 2024
Verified
10/10 Excellent
Skyler G.
30 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Stay
Skyler G.
Stayed 3 nights in Jun 2024
Verified
10/10 Excellent
Gregory K.
3 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house
Gregory K.
Stayed 2 nights in Mar 2023
Verified
10/10 Excellent
katherine w.
20 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great time!
katherine w.
Stayed 2 nights in Sep 2023
From a partner site
10/10 Excellent
Kelly S.
16 July 2023
Best Place to Stay in Annapolis!
Kelly S.
Verified
10/10 Excellent
Catherine W.
22 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding house rental
Catherine W.
Stayed 4 nights in Nov 2024
Verified
10/10 Excellent
Karry G.
27 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location and comfort
Karry G.
Stayed 2 nights in Mar 2023
Verified
10/10 Excellent
Kelly J.
9 November 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Historic and perfectly situated
Kelly J.
Stayed 2 nights in Nov 2023
Verified
10/10 Excellent
Kathy C.
12 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute, Historical and Convenient
Kathy C.
Stayed 2 nights in Jun 2024
Verified
10/10 Excellent
William E.
23 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for USNA Visit
William E.
Stayed 4 nights in Aug 2024
Verified
10/10 Excellent
Donald E.
5 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location and house
Donald E.
Stayed 2 nights in May 2024
Verified
10/10 Excellent
Alicia H.
29 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Weekend USNA
Alicia H.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Russell P.
16 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly what you are looking for
Russell P.
Stayed 2 nights in May 2023
Verified
10/10 Excellent
Jeff & Heather W.
12 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Will be back!!!
Jeff & Heather W.
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Dean B.
16 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property in Annapolis
Dean B.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Ronda F.
30 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is so homey! The little extras they add make you feel wanted!
Ronda F.
Stayed 7 nights in Mar 2023
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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