There’s something special about St. Michaels when the seasons slow down. Tucked along the waterfront just minutes from downtown, this newly built 4-bedroom, 4.5-bath retreat pairs peaceful water views with effortless Eastern Shore living.
Spend crisp afternoons exploring St. Michaels, come home for cocktails or coffee by the water, and gather around the table as the sun goes down. With generous gathering spaces and room for 8, it’s made for long weekends, holiday escapes and a few wonderfully unhurried days on the Chesapeake.
Talbot County Licensure: STN-26-4
The Space:
Designed around the water and the people you came to enjoy it with, this home brings together elevated coastal design and easy Eastern Shore living. The open-concept kitchen, dining and living spaces are made for gathering, with expansive windows bringing the waterfront into the heart of the home. Start the morning with coffee overlooking the water, spend the afternoon exploring St. Michaels, then come home for a glass of wine as the sun goes down.
WHAT YOU’LL LOVE
• Waterfront setting with beautiful views
• Minutes from downtown St. Michaels
• 4 bedrooms + 4.5 bathrooms
• Comfortably sleeps up to 8 guests
• Open kitchen, dining + living spaces for gathering
• Outdoor spaces for relaxing by the water
• Private seasonal waterfront pool
• Remote workspace
Fall and winter bring a different rhythm to St. Michaels , quieter streets, crisp days by the water, long dinners and an excuse to stay a little longer. When warmer days return, the outdoor spaces transform for summer living with a private waterfront pool and plenty of room to spend the day outside. The pool is seasonal and scheduled to open by Memorial Day.
Whether you’re here for a weekend with friends, a family gathering or simply a few days away, there’s no need to over-plan this one.
Curated by Flaneur, this experience is designed in the spirit of slow travel , where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood:
Quiet, residential neighborhood — respect local noise guidelines.
Getting Around:
Bike, Walk , Drive
Other Things to Note:
Starter supply of paper towels, toilet paper, and basic toiletries provided. Please bring extra supplies if you prefer more than the starter set. We can welcome your furry friend for a $200 nonrefundable fee.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
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 first aid kit
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
St. Michaels
Located in St. Michaels, this holiday home is on the waterfront. Saint Michaels Village and Queenstown Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Perry Cabin Park and CL Open Field. Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center are also worth visiting.
Chesapeake Bay Maritime Museum - 6 min drive - 6.6 km
St. Michaels Winery - 7 min drive - 7.2 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 31 min drive
Restaurants
Foxy's Harbor Grille - 6 min drive
The Crab Claw - 6 min drive
Chesapeake Landing - 16 min walk
Talbot St. Tavern - 6 min drive
Purser's Pub - 5 min drive
Frequently asked questions
Is St. Michaels Waterfront Retreat | Near Downtown pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at St. Michaels Waterfront Retreat | Near Downtown?
As of 20 October 2026, prices found for a 1-night stay for 2 adults at St. Michaels Waterfront Retreat | Near Downtown on 26 October 2026 start from NZ$5,652, 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.
How much is parking at St. Michaels Waterfront Retreat | Near Downtown?
On-site parking is available at the property.
What time is check-in at St. Michaels Waterfront Retreat | Near Downtown?
Check-in begins at 4:00 PM.
What time is check-out at St. Michaels Waterfront Retreat | Near Downtown?
Checkout is at 10:00 AM.
Where is St. Michaels Waterfront Retreat | Near Downtown located?
Situated on the waterfront, this holiday home is within 3 miles (5 km) of Perry Cabin Park, CL Open Field and Higgins Yacht Yard and Marina. Saint Michaels Town Hall and Muskrat Park are also within 3 miles (5 km).