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St. Michaels Waterfront Retreat | Near Downtown - Image 1
St. Michaels Waterfront Retreat | Near Downtown - Image 2
St. Michaels Waterfront Retreat | Near Downtown - Image 3
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St. Michaels Waterfront Retreat | Near Downtown - Image 5

Saint Michaels, Maryland

St. Michaels Waterfront Retreat | Near Downtown

4 bedrooms5 beds4.5 baths8 guests

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

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.

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.

Property License: STN-26-4

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 13, 2026$549Not Available3
Nov 14, 2026$549Not Available3
Nov 15, 2026$549Available3
Nov 16, 2026$549Available3
Nov 17, 2026$549Available3
Nov 18, 2026$549Available3
Nov 19, 2026$549Available3
Nov 20, 2026$549Available3
Nov 21, 2026$549Available3
Nov 22, 2026$750Available3
Nov 23, 2026$750Available3
Nov 24, 2026$850Available3
Nov 25, 2026$850Not Available3
Nov 26, 2026$850Not Available3
Nov 27, 2026$850Not Available3
Nov 28, 2026$850Available3
Nov 29, 2026$545Available3
Nov 30, 2026$545Available3
Dec 1, 2026$545Available3
Dec 2, 2026$545Available3
Dec 3, 2026$545Available3
Dec 4, 2026$545Available3
Dec 5, 2026$545Available3
Dec 6, 2026$545Available3
Dec 7, 2026$545Available3
Dec 8, 2026$545Available3
Dec 9, 2026$545Available3
Dec 10, 2026$545Not Available3
Dec 11, 2026$545Not Available3
Dec 12, 2026$545Not Available3
Dec 13, 2026$545Available3
Dec 14, 2026$545Available3
Dec 15, 2026$545Available3
Dec 16, 2026$545Available3
Dec 17, 2026$545Available3
Dec 18, 2026$545Available3
Dec 19, 2026$700Available3
Dec 20, 2026$700Available3
Dec 21, 2026$700Available3
Dec 22, 2026$700Available3
Dec 23, 2026$850Available3
Dec 24, 2026$850Available3
Dec 25, 2026$850Available3
Dec 26, 2026$850Available3
Dec 27, 2026$850Available3
Dec 28, 2026$850Available3
Dec 29, 2026$850Available3
Dec 30, 2026$850Not Available3
Dec 31, 2026$850Not Available3
Jan 1, 2027$900Not Available3
Jan 2, 2027$900Not Available3
Jan 3, 2027$900Available3
Jan 4, 2027$615Available3
Jan 5, 2027$615Available3
Jan 6, 2027$615Available3
Jan 7, 2027$615Available3
Jan 8, 2027$615Available3
Jan 9, 2027$615Available3
Jan 10, 2027$615Available3
Jan 11, 2027$615Available3
Jan 12, 2027$615Available3
Jan 13, 2027$615Available3
Jan 14, 2027$615Available3
Jan 15, 2027$615Available3
Jan 16, 2027$615Available3
Jan 17, 2027$615Available3
Jan 18, 2027$615Available3
Jan 19, 2027$615Available3
Jan 20, 2027$615Available3
Jan 21, 2027$615Available3
Jan 22, 2027$615Available3
Jan 23, 2027$615Available3
Jan 24, 2027$615Available3
Jan 25, 2027$615Available3
Jan 26, 2027$615Available3
Jan 27, 2027$615Available3
Jan 28, 2027$615Available3
Jan 29, 2027$615Available3
Jan 30, 2027$615Available3
Jan 31, 2027$615Available3
Feb 1, 2027$615Available3
Feb 2, 2027$615Available3
Feb 3, 2027$615Available3
Feb 4, 2027$615Available3
Feb 5, 2027$615Available3
Feb 6, 2027$615Available3
Feb 7, 2027$615Available3
Feb 8, 2027$615Available3
Feb 9, 2027$615Available3
Feb 10, 2027$615Available3
Feb 11, 2027$615Available3
Feb 12, 2027$615Available3
Feb 13, 2027$615Available3
Feb 14, 2027$615Available3
Feb 15, 2027$615Available3
Feb 16, 2027$615Available3
Feb 17, 2027$615Available3
Feb 18, 2027$615Available3
Feb 19, 2027$615Available3
Feb 20, 2027$615Available3
Feb 21, 2027$615Available3
Feb 22, 2027$615Available3
Feb 23, 2027$615Available3
Feb 24, 2027$615Available3
Feb 25, 2027$615Available3
Feb 26, 2027$615Available3
Feb 27, 2027$615Available3
Feb 28, 2027$615Available3
Mar 1, 2027$615Available3
Mar 2, 2027$615Available3
Mar 3, 2027$615Available3
Mar 4, 2027$615Available3
Mar 5, 2027$615Available3
Mar 6, 2027$615Available3
Mar 7, 2027$615Available3
Mar 8, 2027$615Available3
Mar 9, 2027$615Available3
Mar 10, 2027$615Available3
Mar 11, 2027$615Available3
Mar 12, 2027$615Available3
Mar 13, 2027$615Available3
Mar 14, 2027$615Available3
Mar 15, 2027$615Available3
Mar 16, 2027$615Available3
Mar 17, 2027$615Available3
Mar 18, 2027$615Available3
Mar 19, 2027$615Available3
Mar 20, 2027$615Available3
Mar 21, 2027$615Available3
Mar 22, 2027$615Available3
Mar 23, 2027$615Available3
Mar 24, 2027$615Available3
Mar 25, 2027$615Available3
Mar 26, 2027$615Available3
Mar 27, 2027$615Available3
Mar 28, 2027$615Available3
Mar 29, 2027$615Available3
Mar 30, 2027$615Available3
Mar 31, 2027$615Available3
Apr 1, 2027$785Available3
Apr 2, 2027$785Available3
Apr 3, 2027$785Available3
Apr 4, 2027$785Available3
Apr 5, 2027$785Available3
Apr 6, 2027$785Available3
Apr 7, 2027$785Available3
Apr 8, 2027$785Available3
Apr 9, 2027$785Available3
Apr 10, 2027$785Available3
Apr 11, 2027$785Available3
Apr 12, 2027$785Available3
Apr 13, 2027$785Available3
Apr 14, 2027$785Available3
Apr 15, 2027$785Available3
Apr 16, 2027$785Available3
Apr 17, 2027$785Available3
Apr 18, 2027$785Available3
Apr 19, 2027$785Available3
Apr 20, 2027$785Available3
Apr 21, 2027$785Available3
Apr 22, 2027$785Available3
Apr 23, 2027$785Available3
Apr 24, 2027$785Available3
Apr 25, 2027$785Available3
Apr 26, 2027$785Available3
Apr 27, 2027$785Available3
Apr 28, 2027$785Available3
Apr 29, 2027$785Available3
Apr 30, 2027$785Available3
May 1, 2027$785Available3
May 2, 2027$785Available3
May 3, 2027$785Available3
May 4, 2027$785Available3
May 5, 2027$785Available3
May 6, 2027$785Available3
May 7, 2027$785Available3
May 8, 2027$785Available3
May 9, 2027$785Available3
May 10, 2027$785Available3
May 11, 2027$785Available3
May 12, 2027$785Available3
May 13, 2027$785Available3
May 14, 2027$785Available3
May 15, 2027$785Available3
May 16, 2027$900Available3
May 17, 2027$900Available3
May 18, 2027$900Available3
May 19, 2027$900Available3
May 20, 2027$900Available3
May 21, 2027$900Available3
May 22, 2027$900Available3
May 23, 2027$900Available3
May 24, 2027$900Available3
May 25, 2027$900Available3
May 26, 2027$900Available3
May 27, 2027$900Available3
May 28, 2027$900Available3
May 29, 2027$900Available3
May 30, 2027$900Available3
May 31, 2027$900Available3
Jun 1, 2027$900Available3
Jun 2, 2027$900Available3
Jun 3, 2027$900Available3
Jun 4, 2027$900Not Available3
Jun 5, 2027$900Not Available3
Jun 6, 2027$900Not Available3
Jun 7, 2027$900Not Available3
Jun 8, 2027$900Available3
Jun 9, 2027$900Available3
Jun 10, 2027$900Available3
Jun 11, 2027$900Available3
Jun 12, 2027$1,100Available3
Jun 13, 2027$900Available3
Jun 14, 2027$900Available3
Jun 15, 2027$900Available3
Jun 16, 2027$900Not Available3
Jun 17, 2027$900Not Available3
Jun 18, 2027$900Not Available3
Jun 19, 2027$900Not Available3
Jun 20, 2027$900Available3
Jun 21, 2027$900Available3
Jun 22, 2027$900Not Available3
Jun 23, 2027$900Not Available3
Jun 24, 2027$900Not Available3
Jun 25, 2027$900Not Available3
Jun 26, 2027$1,100Not Available3
Jun 27, 2027$1,100Not Available3
Jun 28, 2027$1,100Not Available3
Jun 29, 2027$1,100Not Available3
Jun 30, 2027$1,100Not Available3
Jul 1, 2027$1,100Not Available3
Jul 2, 2027$1,100Not Available3
Jul 3, 2027$1,100Not Available3
Jul 4, 2027$1,100Not Available3
Jul 5, 2027$1,100Not Available3
Jul 6, 2027$1,100Not Available3
Jul 7, 2027$1,100Not Available3
Jul 8, 2027$1,100Not Available3
Jul 9, 2027$1,100Not Available3
Jul 10, 2027$1,100Not Available3
Jul 11, 2027$1,100Not Available3
Jul 12, 2027$1,100Not Available3
Jul 13, 2027$1,100Not Available3
Jul 14, 2027$1,100Not Available3
Jul 15, 2027$1,100Not Available3
Jul 16, 2027$1,100Not Available3
Jul 17, 2027$1,100Available3
Jul 18, 2027$1,100Available3
Jul 19, 2027$1,100Available3
Jul 20, 2027$1,100Available3
Jul 21, 2027$1,100Available3
Jul 22, 2027$1,100Available3
Jul 23, 2027$1,100Not Available3
Jul 24, 2027$1,100Not Available3
Jul 25, 2027$1,100Not Available3
Jul 26, 2027$1,100Available3
Jul 27, 2027$1,100Available3
Jul 28, 2027$1,100Available3
Jul 29, 2027$1,100Available3
Jul 30, 2027$1,100Available3
Jul 31, 2027$1,100Not Available3
Aug 1, 2027$1,100Not Available3
Aug 2, 2027$1,100Not Available3
Aug 3, 2027$1,100Not Available3
Aug 4, 2027$1,100Not Available3
Aug 5, 2027$1,100Not Available3
Aug 6, 2027$1,100Not Available3
Aug 7, 2027$1,100Not Available3
Aug 8, 2027$1,100Not Available3
Aug 9, 2027$1,100Not Available3
Aug 10, 2027$1,100Not Available3
Aug 11, 2027$1,100Not Available3
Aug 12, 2027$1,100Not Available3
Aug 13, 2027$1,100Not Available3
Aug 14, 2027$1,100Not Available3
Aug 15, 2027$1,100Not Available3
Aug 16, 2027$1,100Not Available3
Aug 17, 2027$1,100Not Available3
Aug 18, 2027$1,100Not Available3
Aug 19, 2027$1,100Not Available3
Aug 20, 2027$1,100Not Available3
Aug 21, 2027$1,100Not Available3
Aug 22, 2027$1,100Not Available3
Aug 23, 2027$1,100Not Available3
Aug 24, 2027$1,100Not Available3
Aug 25, 2027$1,100Not Available3
Aug 26, 2027$1,100Not Available3
Aug 27, 2027$1,100Not Available3
Aug 28, 2027$1,100Not Available3
Aug 29, 2027$1,100Not Available3
Aug 30, 2027$1,100Not Available3
Aug 31, 2027$1,100Not Available3
Sep 1, 2027$1,100Not Available3
Sep 2, 2027$1,100Not Available3
Sep 3, 2027$1,100Not Available3
Sep 4, 2027$1,100Not Available3
Sep 5, 2027$1,100Not Available3
Sep 6, 2027$1,100Not Available3
Sep 7, 2027$1,100Available3
Sep 8, 2027$1,100Not Available3
Sep 9, 2027$1,100Not Available3
Sep 10, 2027$1,100Not Available3
Sep 11, 2027$1,100Not Available3
Sep 12, 2027$1,100Available3
Sep 13, 2027$1,100Not Available3
Sep 14, 2027$1,100Not Available3
Sep 15, 2027$1,100Not Available3
Sep 16, 2027$1,100Not Available3
Sep 17, 2027$1,100Not Available3
Sep 18, 2027$1,100Not Available3
Sep 19, 2027$1,000Not Available3
Sep 20, 2027$1,000Not Available3
Sep 21, 2027$1,000Not Available3
Sep 22, 2027$1,000Not Available3
Sep 23, 2027$1,000Not Available3
Sep 24, 2027$1,000Not Available3
Sep 25, 2027$1,000Not Available3
Sep 26, 2027$1,000Not Available3
Sep 27, 2027$1,000Not Available3
Sep 28, 2027$1,000Available3
Sep 29, 2027$1,000Available3
Sep 30, 2027$1,000Available3
Oct 1, 2027$1,000Available3
Oct 2, 2027$1,000Available3
Oct 3, 2027$1,000Available3
Oct 4, 2027$1,000Available3
Oct 5, 2027$1,000Available3
Oct 6, 2027$1,000Available3
Oct 7, 2027$1,000Available3
Oct 8, 2027$1,000Available3
Oct 9, 2027$1,000Available3
Oct 10, 2027$1,000Available3
Oct 11, 2027$1,000Available3
Oct 12, 2027$1,000Available3
Oct 13, 2027$1,000Available3
Oct 14, 2027$1,000Available3
Oct 15, 2027$1,000Available3
Oct 16, 2027$1,000Available3
Oct 17, 2027$1,000Available3
Oct 18, 2027$1,000Available3
Oct 19, 2027$1,000Available3
Oct 20, 2027$1,000Available3
Oct 21, 2027$1,000Available3
Oct 22, 2027$1,000Available3
Oct 23, 2027$1,000Available3
Oct 24, 2027$1,000Available3
Oct 25, 2027$1,000Available3
Oct 26, 2027$1,000Available3
Oct 27, 2027$1,000Available3
Oct 28, 2027$1,000Available3
Oct 29, 2027$1,000Available3
Oct 30, 2027$1,000Available3
Oct 31, 2027$1,000Available3
Nov 1, 2027$900Available3
Nov 2, 2027$900Available3
Nov 3, 2027$900Available3
Nov 4, 2027$900Available3
Nov 5, 2027$900Available3
Nov 6, 2027$900Available3
Nov 7, 2027$900Available3
Nov 8, 2027$900Available3
Nov 9, 2027$900Available3
Nov 10, 2027$900Available3
Nov 11, 2027$900Available3
Nov 12, 2027$900Available3
Nov 13, 2027$900Available3
Nov 14, 2027$900Available3
Nov 15, 2027$900Available3
Nov 16, 2027$900Available3
Nov 17, 2027$900Available3
Nov 18, 2027$900Available3
Nov 19, 2027$900Available3
Nov 20, 2027$900Available3
Nov 21, 2027$900Available3
Nov 22, 2027$900Available3
Nov 23, 2027$900Available3
Nov 24, 2027$900Available3
Nov 25, 2027$900Available3
Nov 26, 2027$900Available3
Nov 27, 2027$900Available3
Nov 28, 2027$900Available3
Nov 29, 2027$900Available3
Nov 30, 2027$900Available3
Dec 1, 2027$900Available3
Dec 2, 2027$900Available3
Dec 3, 2027$900Available3
Dec 4, 2027$900Available3
Dec 5, 2027$900Available3
Dec 6, 2027$900Available3
Dec 7, 2027$900Available3
Dec 8, 2027$900Available3
Dec 9, 2027$900Available3
Dec 10, 2027$900Available3
Dec 11, 2027$900Available3
Dec 12, 2027$900Available3
Dec 13, 2027$900Available3
Dec 14, 2027$900Available3
Dec 15, 2027$900Available3
Dec 16, 2027$900Available3
Dec 17, 2027$900Available3
Dec 18, 2027$900Available3
Dec 19, 2027$900Available3
Dec 20, 2027$900Available3
Dec 21, 2027$900Available3
Dec 22, 2027$900Available3
Dec 23, 2027$900Available3
Dec 24, 2027$900Available3
Dec 25, 2027$900Available3
Dec 26, 2027$900Available3
Dec 27, 2027$900Available3
Dec 28, 2027$900Available3
Dec 29, 2027$900Available3
Dec 30, 2027$900Available3
Dec 31, 2027$900Available3
Jan 1, 2028$900Available3
Jan 2, 2028$900Available3
Jan 3, 2028$900Available3
Jan 4, 2028$900Available3
Jan 5, 2028$900Available3
Jan 6, 2028$900Available3
Jan 7, 2028$900Available3
Jan 8, 2028$900Available3
Jan 9, 2028$900Available3
Jan 10, 2028$900Available3
Jan 11, 2028$900Available3
Jan 12, 2028$900Available3
Jan 13, 2028$900Available3
Jan 14, 2028$900Available3
Jan 15, 2028$900Available3
Jan 16, 2028$900Available3
Jan 17, 2028$900Available3
Jan 18, 2028$900Available3
Jan 19, 2028$900Available3
Jan 20, 2028$900Available3
Jan 21, 2028$900Available3
Jan 22, 2028$900Available3
Jan 23, 2028$900Available3
Jan 24, 2028$900Available3
Jan 25, 2028$900Available3
Jan 26, 2028$900Available3
Jan 27, 2028$900Available3
Jan 28, 2028$900Available3
Jan 29, 2028$900Available3
Jan 30, 2028$900Available3
Jan 31, 2028$900Available3
Feb 1, 2028$900Available3
Feb 2, 2028$900Available3
Feb 3, 2028$900Available3
Feb 4, 2028$900Available3
Feb 5, 2028$900Available3
Feb 6, 2028$900Available3
Feb 7, 2028$900Available3
Feb 8, 2028$900Available3
Feb 9, 2028$900Available3
Feb 10, 2028$900Available3
Feb 11, 2028$900Available3
Feb 12, 2028$900Available3
Feb 13, 2028$900Available3
Feb 14, 2028$900Available3
Feb 15, 2028$900Available3
Feb 16, 2028$900Available3
Feb 17, 2028$900Available3
Feb 18, 2028$900Available3
Feb 19, 2028$900Available3
Feb 20, 2028$900Available3
Feb 21, 2028$900Available3
Feb 22, 2028$900Available3
Feb 23, 2028$900Available3
Feb 24, 2028$900Available3
Feb 25, 2028$900Available3
Feb 26, 2028$900Available3
Feb 27, 2028$900Available3
Feb 28, 2028$900Available3
Feb 29, 2028$900Available3
Mar 1, 2028$900Available3
Mar 2, 2028$900Available3
Mar 3, 2028$900Available3
Mar 4, 2028$900Available3
Mar 5, 2028$900Available3
Mar 6, 2028$900Available3
Mar 7, 2028$900Available3
Mar 8, 2028$900Available3
Mar 9, 2028$900Available3
Mar 10, 2028$900Available3
Mar 11, 2028$900Available3
Mar 12, 2028$900Available3
Mar 13, 2028$900Available3
Mar 14, 2028$900Available3
Mar 15, 2028$900Available3
Mar 16, 2028$900Available3
Mar 17, 2028$900Available3
Mar 18, 2028$900Available3
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Mar 20, 2028$900Available3
Mar 21, 2028$900Available3
Mar 22, 2028$900Available3
Mar 23, 2028$900Available3
Mar 24, 2028$900Available3
Mar 25, 2028$900Available3
Mar 26, 2028$900Available3
Mar 27, 2028$900Available3
Mar 28, 2028$900Available3
Mar 29, 2028$900Available3
Mar 30, 2028$900Available3
Mar 31, 2028$900Available3
Apr 1, 2028$900Available3
Apr 2, 2028$900Available3
Apr 3, 2028$900Available3
Apr 4, 2028$900Available3
Apr 5, 2028$900Available3
Apr 6, 2028$900Available3
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Apr 8, 2028$900Available3
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Apr 10, 2028$900Available3
Apr 11, 2028$900Available3
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Apr 15, 2028$900Available3
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Apr 19, 2028$900Available3
Apr 20, 2028$900Available3
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Apr 22, 2028$900Available3
Apr 23, 2028$900Available3
Apr 24, 2028$900Available3
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Apr 27, 2028$900Available3
Apr 28, 2028$900Available3
Apr 29, 2028$900Available3
Apr 30, 2028$900Available3
May 1, 2028$900Available3
May 2, 2028$900Available3
May 3, 2028$900Available3
May 4, 2028$900Available3
May 5, 2028$900Available3
May 6, 2028$900Available3
May 7, 2028$900Available3
May 8, 2028$900Available3
May 9, 2028$900Available3
May 10, 2028$900Available3
May 11, 2028$900Available3
May 12, 2028$900Available3
May 13, 2028$900Not Available3
May 14, 2028$900Not Available3
May 15, 2028$900Not Available3
May 16, 2028$900Not Available3

What this home offers

Pool outdoor
BBQ Area
Air conditioning
Bed linens
Coffee maker

Where you’ll be

Saint Michaels, Maryland, 21663, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

Pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.