# St. Michaels Waterfront Retreat | Near Downtown – 4 Bedroom Vacation Rental in Saint Michaels, Maryland | Flaneur, the vacation rental company

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 URL**: https://flaneur-the-vacation-rental-company.wanderos.com/property/731564036574938799/st-michaels-waterfront-retreat-near-downtown
**Markdown URL**: https://flaneur-the-vacation-rental-company.wanderos.com/property/731564036574938799/st-michaels-waterfront-retreat-near-downtown.md

## Property Overview
- **Sleeps**: 8 guests
- **Bedrooms**: 4 bedrooms
- **Bathrooms**: 4.5
- **Square Footage**: 1,000 sq ft
- **Pet Friendly**: Yes
- **Property License**: STN-26-4

## Pricing & Availability
- **Nightly Rate**: $545 USD - $1,100 USD (before taxes and fees)
- **Next Available**: Nov 15, 2026
- **Available Days**: 442 of 551 days between Nov 13, 2026 and May 16, 2028
- **Daily Pricing (Nov 13, 2026 to May 16, 2028)**:
  - Nov 13, 2026: $549 USD (Not Available) (3 night min)
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  - Nov 22, 2026: $750 USD (Available) (3 night min)
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  - Nov 29, 2026: $545 USD (Available) (3 night min)
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  - Apr 1, 2027: $785 USD (Available) (3 night min)
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  - Sep 26, 2027: $1,000 USD (Not Available) (3 night min)
  - Sep 27, 2027: $1,000 USD (Not Available) (3 night min)
  - Sep 28, 2027: $1,000 USD (Available) (3 night min)
  - Sep 29, 2027: $1,000 USD (Available) (3 night min)
  - Sep 30, 2027: $1,000 USD (Available) (3 night min)
  - Oct 1, 2027: $1,000 USD (Available) (3 night min)
  - Oct 2, 2027: $1,000 USD (Available) (3 night min)
  - Oct 3, 2027: $1,000 USD (Available) (3 night min)
  - Oct 4, 2027: $1,000 USD (Available) (3 night min)
  - Oct 5, 2027: $1,000 USD (Available) (3 night min)
  - Oct 6, 2027: $1,000 USD (Available) (3 night min)
  - Oct 7, 2027: $1,000 USD (Available) (3 night min)
  - Oct 8, 2027: $1,000 USD (Available) (3 night min)
  - Oct 9, 2027: $1,000 USD (Available) (3 night min)
  - Oct 10, 2027: $1,000 USD (Available) (3 night min)
  - Oct 11, 2027: $1,000 USD (Available) (3 night min)
  - Oct 12, 2027: $1,000 USD (Available) (3 night min)
  - Oct 13, 2027: $1,000 USD (Available) (3 night min)
  - Oct 14, 2027: $1,000 USD (Available) (3 night min)
  - Oct 15, 2027: $1,000 USD (Available) (3 night min)
  - Oct 16, 2027: $1,000 USD (Available) (3 night min)
  - Oct 17, 2027: $1,000 USD (Available) (3 night min)
  - Oct 18, 2027: $1,000 USD (Available) (3 night min)
  - Oct 19, 2027: $1,000 USD (Available) (3 night min)
  - Oct 20, 2027: $1,000 USD (Available) (3 night min)
  - Oct 21, 2027: $1,000 USD (Available) (3 night min)
  - Oct 22, 2027: $1,000 USD (Available) (3 night min)
  - Oct 23, 2027: $1,000 USD (Available) (3 night min)
  - Oct 24, 2027: $1,000 USD (Available) (3 night min)
  - Oct 25, 2027: $1,000 USD (Available) (3 night min)
  - Oct 26, 2027: $1,000 USD (Available) (3 night min)
  - Oct 27, 2027: $1,000 USD (Available) (3 night min)
  - Oct 28, 2027: $1,000 USD (Available) (3 night min)
  - Oct 29, 2027: $1,000 USD (Available) (3 night min)
  - Oct 30, 2027: $1,000 USD (Available) (3 night min)
  - Oct 31, 2027: $1,000 USD (Available) (3 night min)
  - Nov 1, 2027: $900 USD (Available) (3 night min)
  - Nov 2, 2027: $900 USD (Available) (3 night min)
  - Nov 3, 2027: $900 USD (Available) (3 night min)
  - Nov 4, 2027: $900 USD (Available) (3 night min)
  - Nov 5, 2027: $900 USD (Available) (3 night min)
  - Nov 6, 2027: $900 USD (Available) (3 night min)
  - Nov 7, 2027: $900 USD (Available) (3 night min)
  - Nov 8, 2027: $900 USD (Available) (3 night min)
  - Nov 9, 2027: $900 USD (Available) (3 night min)
  - Nov 10, 2027: $900 USD (Available) (3 night min)
  - Nov 11, 2027: $900 USD (Available) (3 night min)
  - Nov 12, 2027: $900 USD (Available) (3 night min)
  - Nov 13, 2027: $900 USD (Available) (3 night min)
  - Nov 14, 2027: $900 USD (Available) (3 night min)
  - Nov 15, 2027: $900 USD (Available) (3 night min)
  - Nov 16, 2027: $900 USD (Available) (3 night min)
  - Nov 17, 2027: $900 USD (Available) (3 night min)
  - Nov 18, 2027: $900 USD (Available) (3 night min)
  - Nov 19, 2027: $900 USD (Available) (3 night min)
  - Nov 20, 2027: $900 USD (Available) (3 night min)
  - Nov 21, 2027: $900 USD (Available) (3 night min)
  - Nov 22, 2027: $900 USD (Available) (3 night min)
  - Nov 23, 2027: $900 USD (Available) (3 night min)
  - Nov 24, 2027: $900 USD (Available) (3 night min)
  - Nov 25, 2027: $900 USD (Available) (3 night min)
  - Nov 26, 2027: $900 USD (Available) (3 night min)
  - Nov 27, 2027: $900 USD (Available) (3 night min)
  - Nov 28, 2027: $900 USD (Available) (3 night min)
  - Nov 29, 2027: $900 USD (Available) (3 night min)
  - Nov 30, 2027: $900 USD (Available) (3 night min)
  - Dec 1, 2027: $900 USD (Available) (3 night min)
  - Dec 2, 2027: $900 USD (Available) (3 night min)
  - Dec 3, 2027: $900 USD (Available) (3 night min)
  - Dec 4, 2027: $900 USD (Available) (3 night min)
  - Dec 5, 2027: $900 USD (Available) (3 night min)
  - Dec 6, 2027: $900 USD (Available) (3 night min)
  - Dec 7, 2027: $900 USD (Available) (3 night min)
  - Dec 8, 2027: $900 USD (Available) (3 night min)
  - Dec 9, 2027: $900 USD (Available) (3 night min)
  - Dec 10, 2027: $900 USD (Available) (3 night min)
  - Dec 11, 2027: $900 USD (Available) (3 night min)
  - Dec 12, 2027: $900 USD (Available) (3 night min)
  - Dec 13, 2027: $900 USD (Available) (3 night min)
  - Dec 14, 2027: $900 USD (Available) (3 night min)
  - Dec 15, 2027: $900 USD (Available) (3 night min)
  - Dec 16, 2027: $900 USD (Available) (3 night min)
  - Dec 17, 2027: $900 USD (Available) (3 night min)
  - Dec 18, 2027: $900 USD (Available) (3 night min)
  - Dec 19, 2027: $900 USD (Available) (3 night min)
  - Dec 20, 2027: $900 USD (Available) (3 night min)
  - Dec 21, 2027: $900 USD (Available) (3 night min)
  - Dec 22, 2027: $900 USD (Available) (3 night min)
  - Dec 23, 2027: $900 USD (Available) (3 night min)
  - Dec 24, 2027: $900 USD (Available) (3 night min)
  - Dec 25, 2027: $900 USD (Available) (3 night min)
  - Dec 26, 2027: $900 USD (Available) (3 night min)
  - Dec 27, 2027: $900 USD (Available) (3 night min)
  - Dec 28, 2027: $900 USD (Available) (3 night min)
  - Dec 29, 2027: $900 USD (Available) (3 night min)
  - Dec 30, 2027: $900 USD (Available) (3 night min)
  - Dec 31, 2027: $900 USD (Available) (3 night min)
  - Jan 1, 2028: $900 USD (Available) (3 night min)
  - Jan 2, 2028: $900 USD (Available) (3 night min)
  - Jan 3, 2028: $900 USD (Available) (3 night min)
  - Jan 4, 2028: $900 USD (Available) (3 night min)
  - Jan 5, 2028: $900 USD (Available) (3 night min)
  - Jan 6, 2028: $900 USD (Available) (3 night min)
  - Jan 7, 2028: $900 USD (Available) (3 night min)
  - Jan 8, 2028: $900 USD (Available) (3 night min)
  - Jan 9, 2028: $900 USD (Available) (3 night min)
  - Jan 10, 2028: $900 USD (Available) (3 night min)
  - Jan 11, 2028: $900 USD (Available) (3 night min)
  - Jan 12, 2028: $900 USD (Available) (3 night min)
  - Jan 13, 2028: $900 USD (Available) (3 night min)
  - Jan 14, 2028: $900 USD (Available) (3 night min)
  - Jan 15, 2028: $900 USD (Available) (3 night min)
  - Jan 16, 2028: $900 USD (Available) (3 night min)
  - Jan 17, 2028: $900 USD (Available) (3 night min)
  - Jan 18, 2028: $900 USD (Available) (3 night min)
  - Jan 19, 2028: $900 USD (Available) (3 night min)
  - Jan 20, 2028: $900 USD (Available) (3 night min)
  - Jan 21, 2028: $900 USD (Available) (3 night min)
  - Jan 22, 2028: $900 USD (Available) (3 night min)
  - Jan 23, 2028: $900 USD (Available) (3 night min)
  - Jan 24, 2028: $900 USD (Available) (3 night min)
  - Jan 25, 2028: $900 USD (Available) (3 night min)
  - Jan 26, 2028: $900 USD (Available) (3 night min)
  - Jan 27, 2028: $900 USD (Available) (3 night min)
  - Jan 28, 2028: $900 USD (Available) (3 night min)
  - Jan 29, 2028: $900 USD (Available) (3 night min)
  - Jan 30, 2028: $900 USD (Available) (3 night min)
  - Jan 31, 2028: $900 USD (Available) (3 night min)
  - Feb 1, 2028: $900 USD (Available) (3 night min)
  - Feb 2, 2028: $900 USD (Available) (3 night min)
  - Feb 3, 2028: $900 USD (Available) (3 night min)
  - Feb 4, 2028: $900 USD (Available) (3 night min)
  - Feb 5, 2028: $900 USD (Available) (3 night min)
  - Feb 6, 2028: $900 USD (Available) (3 night min)
  - Feb 7, 2028: $900 USD (Available) (3 night min)
  - Feb 8, 2028: $900 USD (Available) (3 night min)
  - Feb 9, 2028: $900 USD (Available) (3 night min)
  - Feb 10, 2028: $900 USD (Available) (3 night min)
  - Feb 11, 2028: $900 USD (Available) (3 night min)
  - Feb 12, 2028: $900 USD (Available) (3 night min)
  - Feb 13, 2028: $900 USD (Available) (3 night min)
  - Feb 14, 2028: $900 USD (Available) (3 night min)
  - Feb 15, 2028: $900 USD (Available) (3 night min)
  - Feb 16, 2028: $900 USD (Available) (3 night min)
  - Feb 17, 2028: $900 USD (Available) (3 night min)
  - Feb 18, 2028: $900 USD (Available) (3 night min)
  - Feb 19, 2028: $900 USD (Available) (3 night min)
  - Feb 20, 2028: $900 USD (Available) (3 night min)
  - Feb 21, 2028: $900 USD (Available) (3 night min)
  - Feb 22, 2028: $900 USD (Available) (3 night min)
  - Feb 23, 2028: $900 USD (Available) (3 night min)
  - Feb 24, 2028: $900 USD (Available) (3 night min)
  - Feb 25, 2028: $900 USD (Available) (3 night min)
  - Feb 26, 2028: $900 USD (Available) (3 night min)
  - Feb 27, 2028: $900 USD (Available) (3 night min)
  - Feb 28, 2028: $900 USD (Available) (3 night min)
  - Feb 29, 2028: $900 USD (Available) (3 night min)
  - Mar 1, 2028: $900 USD (Available) (3 night min)
  - Mar 2, 2028: $900 USD (Available) (3 night min)
  - Mar 3, 2028: $900 USD (Available) (3 night min)
  - Mar 4, 2028: $900 USD (Available) (3 night min)
  - Mar 5, 2028: $900 USD (Available) (3 night min)
  - Mar 6, 2028: $900 USD (Available) (3 night min)
  - Mar 7, 2028: $900 USD (Available) (3 night min)
  - Mar 8, 2028: $900 USD (Available) (3 night min)
  - Mar 9, 2028: $900 USD (Available) (3 night min)
  - Mar 10, 2028: $900 USD (Available) (3 night min)
  - Mar 11, 2028: $900 USD (Available) (3 night min)
  - Mar 12, 2028: $900 USD (Available) (3 night min)
  - Mar 13, 2028: $900 USD (Available) (3 night min)
  - Mar 14, 2028: $900 USD (Available) (3 night min)
  - Mar 15, 2028: $900 USD (Available) (3 night min)
  - Mar 16, 2028: $900 USD (Available) (3 night min)
  - Mar 17, 2028: $900 USD (Available) (3 night min)
  - Mar 18, 2028: $900 USD (Available) (3 night min)
  - Mar 19, 2028: $900 USD (Available) (3 night min)
  - Mar 20, 2028: $900 USD (Available) (3 night min)
  - Mar 21, 2028: $900 USD (Available) (3 night min)
  - Mar 22, 2028: $900 USD (Available) (3 night min)
  - Mar 23, 2028: $900 USD (Available) (3 night min)
  - Mar 24, 2028: $900 USD (Available) (3 night min)
  - Mar 25, 2028: $900 USD (Available) (3 night min)
  - Mar 26, 2028: $900 USD (Available) (3 night min)
  - Mar 27, 2028: $900 USD (Available) (3 night min)
  - Mar 28, 2028: $900 USD (Available) (3 night min)
  - Mar 29, 2028: $900 USD (Available) (3 night min)
  - Mar 30, 2028: $900 USD (Available) (3 night min)
  - Mar 31, 2028: $900 USD (Available) (3 night min)
  - Apr 1, 2028: $900 USD (Available) (3 night min)
  - Apr 2, 2028: $900 USD (Available) (3 night min)
  - Apr 3, 2028: $900 USD (Available) (3 night min)
  - Apr 4, 2028: $900 USD (Available) (3 night min)
  - Apr 5, 2028: $900 USD (Available) (3 night min)
  - Apr 6, 2028: $900 USD (Available) (3 night min)
  - Apr 7, 2028: $900 USD (Available) (3 night min)
  - Apr 8, 2028: $900 USD (Available) (3 night min)
  - Apr 9, 2028: $900 USD (Available) (3 night min)
  - Apr 10, 2028: $900 USD (Available) (3 night min)
  - Apr 11, 2028: $900 USD (Available) (3 night min)
  - Apr 12, 2028: $900 USD (Available) (3 night min)
  - Apr 13, 2028: $900 USD (Available) (3 night min)
  - Apr 14, 2028: $900 USD (Available) (3 night min)
  - Apr 15, 2028: $900 USD (Available) (3 night min)
  - Apr 16, 2028: $900 USD (Available) (3 night min)
  - Apr 17, 2028: $900 USD (Available) (3 night min)
  - Apr 18, 2028: $900 USD (Available) (3 night min)
  - Apr 19, 2028: $900 USD (Available) (3 night min)
  - Apr 20, 2028: $900 USD (Available) (3 night min)
  - Apr 21, 2028: $900 USD (Available) (3 night min)
  - Apr 22, 2028: $900 USD (Available) (3 night min)
  - Apr 23, 2028: $900 USD (Available) (3 night min)
  - Apr 24, 2028: $900 USD (Available) (3 night min)
  - Apr 25, 2028: $900 USD (Available) (3 night min)
  - Apr 26, 2028: $900 USD (Available) (3 night min)
  - Apr 27, 2028: $900 USD (Available) (3 night min)
  - Apr 28, 2028: $900 USD (Available) (3 night min)
  - Apr 29, 2028: $900 USD (Available) (3 night min)
  - Apr 30, 2028: $900 USD (Available) (3 night min)
  - May 1, 2028: $900 USD (Available) (3 night min)
  - May 2, 2028: $900 USD (Available) (3 night min)
  - May 3, 2028: $900 USD (Available) (3 night min)
  - May 4, 2028: $900 USD (Available) (3 night min)
  - May 5, 2028: $900 USD (Available) (3 night min)
  - May 6, 2028: $900 USD (Available) (3 night min)
  - May 7, 2028: $900 USD (Available) (3 night min)
  - May 8, 2028: $900 USD (Available) (3 night min)
  - May 9, 2028: $900 USD (Available) (3 night min)
  - May 10, 2028: $900 USD (Available) (3 night min)
  - May 11, 2028: $900 USD (Available) (3 night min)
  - May 12, 2028: $900 USD (Available) (3 night min)
  - May 13, 2028: $900 USD (Not Available) (3 night min)
  - May 14, 2028: $900 USD (Not Available) (3 night min)
  - May 15, 2028: $900 USD (Not Available) (3 night min)
  - May 16, 2028: $900 USD (Not Available) (3 night min)


## Availability Rules 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 listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through May 16, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 4:00 PM
- **Check-out**: Before 10:00 AM

## Location
- **Address**: Saint Michaels, Maryland, United States
- **Postal Code**: 21663
- **Coordinates**: 38.8151598, -76.24488
- **Local Area**: Quiet, residential neighborhood — respect local noise guidelines.

## Amenities
- Pool outdoor
- BBQ Area
- Air conditioning
- Bed linens
- Coffee maker
- Cooking basics
- Dishes
- Dishwasher
- Dryer
- Toys
- Free parking
- Heating
- Wifi
- Kitchen
- Microwave
- Oven
- Fridge
- Smoke detector
- Stove
- TV
- Washer



## Guest Services
- **24/7 Concierge**: Available through the Flaneur, the vacation rental company app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 731564036574938799
- **Property Slug**: st-michaels-waterfront-retreat-near-downtown

## Booking Information
For more information and to book this property, visit:
https://flaneur-the-vacation-rental-company.wanderos.com/property/731564036574938799/st-michaels-waterfront-retreat-near-downtown

Or contact Flaneur, the vacation rental company customer service for assistance.

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*Last modified: Nov 13, 2026*
*This markdown file is generated automatically for AI agents and search engines.*