Entire home
Serene Sunsets at Historic Waterfront Home
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Reviews
9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 102187 sq ft
Popular amenities
Explore the area

Annapolis, MD
- Place, Great Frogs Winery11 min walk
- Place, Maryland Quiet Waters Park12 min walk
- Place, U.S. Naval Academy10 min drive
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)35 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Loft
3 Twin Beds
Main Floor King
1 King Bed
Main Floor Queen
1 Queen Bed
Main Floor Twin
1 Twin Bed
Milk House Living Room
1 Double Sofa Bed
Waterview Milk House Suite
1 Queen Bed
2 bathrooms
Main Floor Queen
Toilet · Shower only
Upstairs Hall
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Number of living rooms
Garden
About this property
Serene Sunsets at Historic Waterfront Home
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Annapolis
Located on the waterfront, this vacation home is in Hillsmere, a neighborhood in Annapolis. The area's natural beauty can be seen at Chesapeake Bay and Jonas Green State Park, while Ballet Theater of Maryland and Annapolis Civil Rights Plaque are cultural highlights. Wild Bird Center and Maryland Hall for Creative Arts are also worth visiting.

Annapolis, MD
What's nearby
- Great Frogs Winery - 11 min walk - 0.9 km
- Maryland Quiet Waters Park - 12 min walk - 1.1 km
- U.S. Naval Academy - 10 min drive - 6.1 km
- Annapolis City Dock - 10 min drive - 6.9 km
- Chesapeake Bay Bridge - 21 min drive - 23.1 km
Getting around
Restaurants
- McDonald's - 8 min drive
- Royal Farms - 13 min drive
- Shika Sushi & Ramen - 7 min drive
- Starbucks - 8 min drive
- Sweet Hearts Patisserie - 6 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.4/10
Cleanliness
9.8/10
Check-in
9.6/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
Verified
Jul 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Suzan C.
Oct 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Suzan C.
Stayed 3 nights in Oct 2025
From a partner site
8/10 Good
Peter W.
Apr 6, 2026
Easter Weekend
Peter W.
Verified
10/10 Excellent
Patricia D.
Aug 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Patricia D.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Alan P.
Nov 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming house on great property
Alan P.
Stayed 4 nights in Oct 2023
Verified
10/10 Excellent
vicki n.
Aug 31, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place
vicki n.
Stayed 3 nights in Aug 2023
From a partner site
10/10 Excellent
Sharon G.
Dec 6, 2023
Recent Stay
Sharon G.
Verified
10/10 Excellent
Dianne D.
May 16, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and beautiful
Dianne D.
Stayed 6 nights in Apr 2023
Verified
10/10 Excellent
Elizabeth C.
Jun 21, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Father’s Day weekend
Elizabeth C.
Stayed 2 nights in Jun 2024
Verified
6/10 Okay
Anna H.
Feb 8, 2024
Liked: Check-in, communication, location, listing accuracy
Beautiful House and Location
Anna H.
Stayed 2 nights in Jan 2024
Verified
10/10 Excellent
Aparna P.
Oct 8, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Getaway!
Aparna P.
Stayed 5 nights in Oct 2022
Verified
10/10 Excellent
Tara K.
Jul 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanks for a great time
Tara K.
Stayed 3 nights in Jun 2023
Verified
8/10 Good
Douglas H.
Apr 6, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
sunset serenity
Douglas H.
Stayed 6 nights in Mar 2024
Verified
10/10 Excellent
Steve & Kay N.
Dec 29, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chesapeake Bay retreat
Steve & Kay N.
Stayed 3 nights in Dec 2023
Verified
10/10 Excellent
Joan N.
Jul 19, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
a wonderful house/property
Joan N.
Stayed 3 nights in Jul 2023
From a partner site
10/10 Excellent
Carol S.
Jul 3, 2023
Breathtaking views and gorgeous home!
Carol S.
From a partner site
10/10 Excellent
Allison B.
Aug 7, 2024
Family Fun
Allison B.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
Joe E.
May 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quick Annapolis Visit
Joe E.
Stayed 4 nights in May 2023
Verified
10/10 Excellent
lori v.
Oct 19, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family celebration
lori v.
Stayed 3 nights in Oct 2023
From a partner site
10/10 Excellent
Carrie w.
Aug 1, 2023
Sunset Serenity - Superb!
Carrie w.
Stayed 3 nights in Jul 2023
Verified
10/10 Excellent
Patricia C.
Jun 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peace and Serenity
Patricia C.
Stayed 8 nights in May 2023
Verified
10/10 Excellent
Caitlin M.
Oct 17, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, relaxing home
Caitlin M.
Stayed 2 nights in Sep 2022
From a partner site
10/10 Excellent
Gail F.
Sep 27, 2024
WOW!
Gail F.
Stayed 3 nights in Sep 2024
From a partner site
10/10 Excellent
jerome r.
Mar 7, 2025
Amazing stay
jerome r.
Verified
10/10 Excellent
Kate G.
Nov 14, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spectacular Views!
Kate G.
Stayed 2 nights in Nov 2022
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback
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