Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis
STR000259 - Just minutes from downtown Annapolis, this stunning waterfront home offers a private, upscale retreat for up to 8 guests. Located in a quiet residential neighborhood, the property combines modern design, spacious indoor living, and beautiful outdoor spaces for a memorable stay on the water. Inside, the home features soaring ceilings, light-filled living areas, and sweeping waterfront views. The gourmet kitchen is equipped with a six-burner stove, three dishwashers, and wine storage, and opens to a comfortable family room with easy access to the deck and pool area. A formal dining room provides an elegant setting for meals with family and friends.
The home offers 4 spacious bedrooms, each with its own en-suite bathroom. One guest bedroom is located on the main floor, ideal for those who prefer fewer stairs. Upstairs, the primary suite features vaulted ceilings, a private balcony with panoramic water views, and a spa-like bathroom with a soaking tub, shower, bidet, and Finnish sauna. Two additional upstairs guest suites offer designer bathrooms and generous closet space.
Guests will also enjoy a large recreation and TV room with a pool table, piano, treadmill, Pilates machine, free weights, and balcony access overlooking the pool and water.
Outside, the beautifully landscaped grounds are designed for relaxing and enjoying the setting. The contemporary pool is open from Memorial Day through Labor Day and is surrounded by multiple seating areas, waterfront decks, and peaceful garden spaces. A Big Green Egg, gas grill, outdoor dining area, and copper fire pit make it easy to enjoy time outdoors from morning coffee to evening gatherings.
For those who love the water, the property includes a private dock and pier, 4 kayaks, 2 paddleboards, and 2 bikes for exploring the area. Parking is available for up to 6 cars, and a full-size washer and dryer are located on the main floor for added convenience.
This home is ideal for families and small groups seeking a relaxing waterfront escape with easy access to Annapolis dining, shopping, and attractions. Please note that this property is located in a peaceful residential community and is best suited for respectful guests looking to enjoy the home and surroundings. Important to note: This waterfront property includes a pool, dock, pier, kayaks, and paddleboards. Use of these amenities is at guests’ own risk. Children must be supervised at all times near the water and pool. There is no lifeguard or on-site supervision. No diving or jumping from the pier. Guests must use all equipment safely, inspect equipment before use, and report any damage or unsafe conditions. Use of the dock, kayaks, and paddleboards requires agreement to a separate waterfront/recreational equipment addendum before arrival.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please be sure to turn off gas grill and clean grates for both grills if used.
Be sure refrigerator is closed properly.
Be sure all windows and sliders are closed/locked.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number STR000259
Property # 5153186vb
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 on the waterfront, this holiday home is in Hillsmere, a neighbourhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Looking to get your feet wet? Kayaking, power boating and sailing adventures can be found near the property.
Bay Bridge Market Place Shopping Center - 4 min drive - 2.4 km
U.S. Naval Academy - 12 min drive - 6.5 km
Annapolis City Dock - 13 min drive - 7.2 km
Chesapeake Bay Bridge - 28 min drive - 23.1 km
Getting around
Odenton Station - 26 min drive
Fort Meade, MD (FME-Tipton) - 37 min drive
Restaurants
McDonald's - 4 min drive
Sammy's Italian Pizza Kitchen - 6 min drive
Royal Farms - 7 min drive
Sweet Hearts Patisserie - 6 min drive
Starbucks - 4 min drive
Frequently asked questions
Does Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis?
As of 12 May, 2026, prices found for a 1-night stay for 2 adults at Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis on 7 Jun, 2026 start from S$1,588, 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.
Is Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis pet-friendly?
No, only service animals are welcome at the property.
How much is parking at Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis?
On-site parking is available at the property.
What time is check-in at Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis?
Check-in begins at 3:00 PM.
What time is check-out at Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis?
Checkout is at 10:00 AM.
Where is Stunning Waterfront Retreat w/Pool, Private Dock & Sauna Near Downtown Annapolis located?
Located in Hillsmere, this holiday home is within 2 miles (3 km) of Bay Bridge Market Place Shopping Center, Historic Mount Moriah AME Church and Historical Society of Talbot County. Maryland Quiet Waters Park and Wild Bird Center are also within 3 miles (5 km).
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The house is very beautiful and located by water with very quaint views and very tranquil. The Neighbourhood is very well-maintained and the house is exceptionally well kept. Our check process was very smooth and the management company was responsive as well. Highly recommend this place.