# Tilghman Island Waterfront | Private Dock – 4 Bedroom Vacation Rental in Tilghman, Maryland | Flaneur, the vacation rental company

Escape to the edge of the Chesapeake on Tilghman Island. This 4-bedroom, 4-bath waterfront retreat sleeps 8 with wide-open Bay views, a private dock and the kind of peaceful setting that makes it easy to slow down. Spend crisp mornings with coffee overlooking the water, bike around the island, fish or crab from the dock, then come home in time for sunset. Just a short drive from St. Michaels, it’s an effortless escape for family weekends, trips with friends and quiet days on the Eastern Shore.

Talbot County Licensure: STRN-25-16

Here, the Chesapeake is part of the experience from the moment you arrive.

Wide-open water views frame the home and set the pace for days spent a little more slowly. Start with coffee overlooking the Bay, wander down to the private dock, explore Tilghman Island by bike, or simply stay put and watch the boats pass by. Inside, the home comfortably welcomes up to 8 guests across 4 bedrooms and 4 bathrooms. The first-floor primary suite offers water views and easy main-level living, while three additional bedrooms upstairs give families and groups plenty of room to settle in.

WHAT YOU’LL LOVE

• Direct Chesapeake Bay waterfront
• Private dock for fishing + crabbing
• Wide-open water views
• 4 bedrooms + 4 bathrooms
• Sleeps up to 8 guests
• First-floor primary suite
• Walk to the community beach
• Indoor + outdoor dining
• BBQ grill
• Short drive to St. Michaels
• Private seasonal pool

Fall and winter bring their own kind of magic to Tilghman Island , quiet roads, crisp air, beautiful sunsets and the feeling that you have a little corner of the Chesapeake to yourself. Spend the day exploring St. Michaels or stay home and gather around the table. There’s no need to over-plan this one.

When warmer days return, the property transforms for summer with a private waterfront pool, expansive deck and days spent outside from morning until sunset. The pool is seasonal and scheduled to open by Memorial Day.

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.

Quiet, residential neighborhood — respect local noise guidelines.

The private pool is scheduled to open for the season by Memorial Day.

**Property URL**: https://flaneur-the-vacation-rental-company.wanderos.com/property/731545788529772744/tilghman-island-waterfront-private-dock
**Markdown URL**: https://flaneur-the-vacation-rental-company.wanderos.com/property/731545788529772744/tilghman-island-waterfront-private-dock.md

## Property Overview
- **Sleeps**: 8 guests
- **Bedrooms**: 4 bedrooms
- **Bathrooms**: 4
- **Square Footage**: 1,000 sq ft

- **Property License**: ST-557-LEE

## Pricing & Availability
- **Nightly Rate**: $499 USD - $975 USD (before taxes and fees)
- **Next Available**: May 1, 2027
- **Available Days**: 241 of 551 days between Nov 13, 2026 and May 16, 2028
- **Daily Pricing (Nov 13, 2026 to May 16, 2028)**:
  - Nov 13, 2026: $499 USD (Not Available) (3 night min)
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  - May 1, 2027: $650 USD (Available) (3 night min)
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  - May 28, 2027: $895 USD (Available) (3 night min)
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  - May 30, 2027: $895 USD (Available) (3 night min)
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  - Sep 1, 2027: $895 USD (Available) (3 night min)
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  - Sep 22, 2027: $625 USD (Available) (3 night min)
  - Sep 23, 2027: $625 USD (Available) (3 night min)
  - Sep 24, 2027: $625 USD (Available) (3 night min)
  - Sep 25, 2027: $625 USD (Available) (3 night min)
  - Sep 26, 2027: $625 USD (Available) (3 night min)
  - Sep 27, 2027: $625 USD (Available) (3 night min)
  - Sep 28, 2027: $625 USD (Available) (3 night min)
  - Sep 29, 2027: $625 USD (Available) (3 night min)
  - Sep 30, 2027: $625 USD (Available) (3 night min)
  - Oct 1, 2027: $499 USD (Available) (3 night min)
  - Oct 2, 2027: $499 USD (Available) (3 night min)
  - Oct 3, 2027: $499 USD (Available) (3 night min)
  - Oct 4, 2027: $499 USD (Available) (3 night min)
  - Oct 5, 2027: $499 USD (Available) (3 night min)
  - Oct 6, 2027: $499 USD (Available) (3 night min)
  - Oct 7, 2027: $499 USD (Available) (3 night min)
  - Oct 8, 2027: $499 USD (Available) (3 night min)
  - Oct 9, 2027: $499 USD (Available) (3 night min)
  - Oct 10, 2027: $499 USD (Available) (3 night min)
  - Oct 11, 2027: $499 USD (Available) (3 night min)
  - Oct 12, 2027: $499 USD (Available) (3 night min)
  - Oct 13, 2027: $499 USD (Available) (3 night min)
  - Oct 14, 2027: $499 USD (Not Available) (3 night min)
  - Oct 15, 2027: $499 USD (Not Available) (3 night min)
  - Oct 16, 2027: $499 USD (Not Available) (3 night min)
  - Oct 17, 2027: $499 USD (Available) (3 night min)
  - Oct 18, 2027: $499 USD (Available) (3 night min)
  - Oct 19, 2027: $499 USD (Available) (3 night min)
  - Oct 20, 2027: $499 USD (Available) (3 night min)
  - Oct 21, 2027: $499 USD (Available) (3 night min)
  - Oct 22, 2027: $499 USD (Available) (3 night min)
  - Oct 23, 2027: $499 USD (Available) (3 night min)
  - Oct 24, 2027: $499 USD (Available) (3 night min)
  - Oct 25, 2027: $499 USD (Available) (3 night min)
  - Oct 26, 2027: $499 USD (Available) (3 night min)
  - Oct 27, 2027: $499 USD (Available) (3 night min)
  - Oct 28, 2027: $499 USD (Available) (3 night min)
  - Oct 29, 2027: $499 USD (Available) (3 night min)
  - Oct 30, 2027: $499 USD (Available) (3 night min)
  - Oct 31, 2027: $499 USD (Available) (3 night min)
  - Nov 1, 2027: $499 USD (Available) (3 night min)
  - Nov 2, 2027: $499 USD (Available) (3 night min)
  - Nov 3, 2027: $499 USD (Available) (3 night min)
  - Nov 4, 2027: $499 USD (Available) (3 night min)
  - Nov 5, 2027: $499 USD (Available) (3 night min)
  - Nov 6, 2027: $499 USD (Available) (3 night min)
  - Nov 7, 2027: $499 USD (Available) (3 night min)
  - Nov 8, 2027: $499 USD (Available) (3 night min)
  - Nov 9, 2027: $499 USD (Available) (3 night min)
  - Nov 10, 2027: $499 USD (Available) (3 night min)
  - Nov 11, 2027: $499 USD (Available) (3 night min)
  - Nov 12, 2027: $499 USD (Available) (3 night min)
  - Nov 13, 2027: $499 USD (Available) (3 night min)
  - Nov 14, 2027: $499 USD (Available) (3 night min)
  - Nov 15, 2027: $499 USD (Available) (3 night min)
  - Nov 16, 2027: $499 USD (Available) (3 night min)
  - Nov 17, 2027: $499 USD (Available) (3 night min)
  - Nov 18, 2027: $499 USD (Available) (3 night min)
  - Nov 19, 2027: $499 USD (Available) (3 night min)
  - Nov 20, 2027: $499 USD (Available) (3 night min)
  - Nov 21, 2027: $499 USD (Available) (3 night min)
  - Nov 22, 2027: $499 USD (Available) (3 night min)
  - Nov 23, 2027: $499 USD (Available) (3 night min)
  - Nov 24, 2027: $499 USD (Available) (3 night min)
  - Nov 25, 2027: $499 USD (Available) (3 night min)
  - Nov 26, 2027: $499 USD (Available) (3 night min)
  - Nov 27, 2027: $499 USD (Available) (3 night min)
  - Nov 28, 2027: $499 USD (Available) (3 night min)
  - Nov 29, 2027: $499 USD (Available) (3 night min)
  - Nov 30, 2027: $499 USD (Available) (3 night min)
  - Dec 1, 2027: $499 USD (Available) (3 night min)
  - Dec 2, 2027: $499 USD (Available) (3 night min)
  - Dec 3, 2027: $499 USD (Available) (3 night min)
  - Dec 4, 2027: $499 USD (Available) (3 night min)
  - Dec 5, 2027: $499 USD (Available) (3 night min)
  - Dec 6, 2027: $499 USD (Available) (3 night min)
  - Dec 7, 2027: $499 USD (Available) (3 night min)
  - Dec 8, 2027: $499 USD (Available) (3 night min)
  - Dec 9, 2027: $499 USD (Available) (3 night min)
  - Dec 10, 2027: $499 USD (Available) (3 night min)
  - Dec 11, 2027: $499 USD (Available) (3 night min)
  - Dec 12, 2027: $499 USD (Available) (3 night min)
  - Dec 13, 2027: $499 USD (Available) (3 night min)
  - Dec 14, 2027: $499 USD (Available) (3 night min)
  - Dec 15, 2027: $499 USD (Available) (3 night min)
  - Dec 16, 2027: $499 USD (Available) (3 night min)
  - Dec 17, 2027: $499 USD (Available) (3 night min)
  - Dec 18, 2027: $499 USD (Available) (3 night min)
  - Dec 19, 2027: $499 USD (Available) (3 night min)
  - Dec 20, 2027: $499 USD (Available) (3 night min)
  - Dec 21, 2027: $499 USD (Available) (3 night min)
  - Dec 22, 2027: $499 USD (Available) (3 night min)
  - Dec 23, 2027: $499 USD (Available) (3 night min)
  - Dec 24, 2027: $499 USD (Available) (3 night min)
  - Dec 25, 2027: $499 USD (Available) (3 night min)
  - Dec 26, 2027: $499 USD (Available) (3 night min)
  - Dec 27, 2027: $499 USD (Available) (3 night min)
  - Dec 28, 2027: $499 USD (Available) (3 night min)
  - Dec 29, 2027: $499 USD (Available) (3 night min)
  - Dec 30, 2027: $499 USD (Available) (3 night min)
  - Dec 31, 2027: $499 USD (Available) (3 night min)
  - Jan 1, 2028: $499 USD (Available) (3 night min)
  - Jan 2, 2028: $499 USD (Available) (3 night min)
  - Jan 3, 2028: $499 USD (Available) (3 night min)
  - Jan 4, 2028: $499 USD (Available) (3 night min)
  - Jan 5, 2028: $499 USD (Available) (3 night min)
  - Jan 6, 2028: $499 USD (Available) (3 night min)
  - Jan 7, 2028: $499 USD (Available) (3 night min)
  - Jan 8, 2028: $499 USD (Available) (3 night min)
  - Jan 9, 2028: $499 USD (Available) (3 night min)
  - Jan 10, 2028: $499 USD (Available) (3 night min)
  - Jan 11, 2028: $499 USD (Available) (3 night min)
  - Jan 12, 2028: $499 USD (Available) (3 night min)
  - Jan 13, 2028: $499 USD (Available) (3 night min)
  - Jan 14, 2028: $499 USD (Available) (3 night min)
  - Jan 15, 2028: $499 USD (Available) (3 night min)
  - Jan 16, 2028: $499 USD (Available) (3 night min)
  - Jan 17, 2028: $499 USD (Available) (3 night min)
  - Jan 18, 2028: $499 USD (Available) (3 night min)
  - Jan 19, 2028: $499 USD (Available) (3 night min)
  - Jan 20, 2028: $499 USD (Available) (3 night min)
  - Jan 21, 2028: $499 USD (Available) (3 night min)
  - Jan 22, 2028: $499 USD (Available) (3 night min)
  - Jan 23, 2028: $499 USD (Available) (3 night min)
  - Jan 24, 2028: $499 USD (Available) (3 night min)
  - Jan 25, 2028: $499 USD (Available) (3 night min)
  - Jan 26, 2028: $499 USD (Available) (3 night min)
  - Jan 27, 2028: $499 USD (Available) (3 night min)
  - Jan 28, 2028: $499 USD (Available) (3 night min)
  - Jan 29, 2028: $499 USD (Available) (3 night min)
  - Jan 30, 2028: $499 USD (Available) (3 night min)
  - Jan 31, 2028: $499 USD (Available) (3 night min)
  - Feb 1, 2028: $499 USD (Available) (3 night min)
  - Feb 2, 2028: $499 USD (Available) (3 night min)
  - Feb 3, 2028: $499 USD (Available) (3 night min)
  - Feb 4, 2028: $499 USD (Available) (3 night min)
  - Feb 5, 2028: $499 USD (Available) (3 night min)
  - Feb 6, 2028: $499 USD (Available) (3 night min)
  - Feb 7, 2028: $499 USD (Available) (3 night min)
  - Feb 8, 2028: $499 USD (Available) (3 night min)
  - Feb 9, 2028: $499 USD (Available) (3 night min)
  - Feb 10, 2028: $499 USD (Available) (3 night min)
  - Feb 11, 2028: $499 USD (Available) (3 night min)
  - Feb 12, 2028: $499 USD (Not Available) (3 night min)
  - Feb 13, 2028: $499 USD (Not Available) (3 night min)
  - Feb 14, 2028: $499 USD (Not Available) (3 night min)
  - Feb 15, 2028: $499 USD (Not Available) (3 night min)
  - Feb 16, 2028: $499 USD (Not Available) (3 night min)
  - Feb 17, 2028: $499 USD (Not Available) (3 night min)
  - Feb 18, 2028: $499 USD (Not Available) (3 night min)
  - Feb 19, 2028: $499 USD (Not Available) (3 night min)
  - Feb 20, 2028: $499 USD (Not Available) (3 night min)
  - Feb 21, 2028: $499 USD (Not Available) (3 night min)
  - Feb 22, 2028: $499 USD (Not Available) (3 night min)
  - Feb 23, 2028: $499 USD (Not Available) (3 night min)
  - Feb 24, 2028: $499 USD (Not Available) (3 night min)
  - Feb 25, 2028: $499 USD (Not Available) (3 night min)
  - Feb 26, 2028: $499 USD (Not Available) (3 night min)
  - Feb 27, 2028: $499 USD (Not Available) (3 night min)
  - Feb 28, 2028: $499 USD (Not Available) (3 night min)
  - Feb 29, 2028: $499 USD (Not Available) (3 night min)
  - Mar 1, 2028: $499 USD (Not Available) (3 night min)
  - Mar 2, 2028: $499 USD (Not Available) (3 night min)
  - Mar 3, 2028: $499 USD (Not Available) (3 night min)
  - Mar 4, 2028: $499 USD (Not Available) (3 night min)
  - Mar 5, 2028: $499 USD (Not Available) (3 night min)
  - Mar 6, 2028: $499 USD (Not Available) (3 night min)
  - Mar 7, 2028: $499 USD (Not Available) (3 night min)
  - Mar 8, 2028: $499 USD (Not Available) (3 night min)
  - Mar 9, 2028: $499 USD (Not Available) (3 night min)
  - Mar 10, 2028: $499 USD (Not Available) (3 night min)
  - Mar 11, 2028: $499 USD (Not Available) (3 night min)
  - Mar 12, 2028: $499 USD (Not Available) (3 night min)
  - Mar 13, 2028: $499 USD (Not Available) (3 night min)
  - Mar 14, 2028: $499 USD (Not Available) (3 night min)
  - Mar 15, 2028: $499 USD (Not Available) (3 night min)
  - Mar 16, 2028: $499 USD (Not Available) (3 night min)
  - Mar 17, 2028: $499 USD (Not Available) (3 night min)
  - Mar 18, 2028: $499 USD (Not Available) (3 night min)
  - Mar 19, 2028: $499 USD (Not Available) (3 night min)
  - Mar 20, 2028: $499 USD (Not Available) (3 night min)
  - Mar 21, 2028: $499 USD (Not Available) (3 night min)
  - Mar 22, 2028: $499 USD (Not Available) (3 night min)
  - Mar 23, 2028: $499 USD (Not Available) (3 night min)
  - Mar 24, 2028: $499 USD (Not Available) (3 night min)
  - Mar 25, 2028: $499 USD (Not Available) (3 night min)
  - Mar 26, 2028: $499 USD (Not Available) (3 night min)
  - Mar 27, 2028: $499 USD (Not Available) (3 night min)
  - Mar 28, 2028: $499 USD (Not Available) (3 night min)
  - Mar 29, 2028: $499 USD (Not Available) (3 night min)
  - Mar 30, 2028: $499 USD (Not Available) (3 night min)
  - Mar 31, 2028: $499 USD (Not Available) (3 night min)
  - Apr 1, 2028: $499 USD (Not Available) (3 night min)
  - Apr 2, 2028: $499 USD (Not Available) (3 night min)
  - Apr 3, 2028: $499 USD (Not Available) (3 night min)
  - Apr 4, 2028: $499 USD (Not Available) (3 night min)
  - Apr 5, 2028: $499 USD (Not Available) (3 night min)
  - Apr 6, 2028: $499 USD (Not Available) (3 night min)
  - Apr 7, 2028: $499 USD (Not Available) (3 night min)
  - Apr 8, 2028: $499 USD (Not Available) (3 night min)
  - Apr 9, 2028: $499 USD (Not Available) (3 night min)
  - Apr 10, 2028: $499 USD (Not Available) (3 night min)
  - Apr 11, 2028: $499 USD (Not Available) (3 night min)
  - Apr 12, 2028: $499 USD (Not Available) (3 night min)
  - Apr 13, 2028: $499 USD (Not Available) (3 night min)
  - Apr 14, 2028: $499 USD (Not Available) (3 night min)
  - Apr 15, 2028: $499 USD (Not Available) (3 night min)
  - Apr 16, 2028: $499 USD (Not Available) (3 night min)
  - Apr 17, 2028: $499 USD (Not Available) (3 night min)
  - Apr 18, 2028: $499 USD (Not Available) (3 night min)
  - Apr 19, 2028: $499 USD (Not Available) (3 night min)
  - Apr 20, 2028: $499 USD (Not Available) (3 night min)
  - Apr 21, 2028: $499 USD (Not Available) (3 night min)
  - Apr 22, 2028: $499 USD (Not Available) (3 night min)
  - Apr 23, 2028: $499 USD (Not Available) (3 night min)
  - Apr 24, 2028: $499 USD (Not Available) (3 night min)
  - Apr 25, 2028: $499 USD (Not Available) (3 night min)
  - Apr 26, 2028: $499 USD (Not Available) (3 night min)
  - Apr 27, 2028: $499 USD (Not Available) (3 night min)
  - Apr 28, 2028: $499 USD (Not Available) (3 night min)
  - Apr 29, 2028: $499 USD (Not Available) (3 night min)
  - Apr 30, 2028: $499 USD (Not Available) (3 night min)
  - May 1, 2028: $499 USD (Not Available) (3 night min)
  - May 2, 2028: $499 USD (Not Available) (3 night min)
  - May 3, 2028: $499 USD (Not Available) (3 night min)
  - May 4, 2028: $499 USD (Not Available) (3 night min)
  - May 5, 2028: $499 USD (Not Available) (3 night min)
  - May 6, 2028: $499 USD (Not Available) (3 night min)
  - May 7, 2028: $499 USD (Not Available) (3 night min)
  - May 8, 2028: $499 USD (Not Available) (3 night min)
  - May 9, 2028: $499 USD (Not Available) (3 night min)
  - May 10, 2028: $499 USD (Not Available) (3 night min)
  - May 11, 2028: $499 USD (Not Available) (3 night min)
  - May 12, 2028: $499 USD (Not Available) (3 night min)
  - May 13, 2028: $499 USD (Not Available) (3 night min)
  - May 14, 2028: $499 USD (Not Available) (3 night min)
  - May 15, 2028: $499 USD (Not Available) (3 night min)
  - May 16, 2028: $499 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**: Tilghman, Maryland, United States
- **Postal Code**: 21671
- **Coordinates**: 38.704033, -76.344543
- **Local Area**: Tilghman Island is a picturesque Eastern Shore gem, known for its working watermen’s culture, fresh seafood, and scenic beauty. Within minutes, you can enjoy waterfront dining, boutique shopping, and maritime history in St. Michaels — just a short drive away.

## Amenities
- Pool outdoor
- BBQ Area
- Air conditioning
- Bathtub
- Bed linens
- TV
- Coffee maker
- Cooking basics
- Dishes
- Dishwasher
- Dryer
- Toys
- Free parking
- Garden
- Hair dryer
- Heating
- Wifi
- Iron
- Kitchen
- Dedicated workspace
- Microwave
- Oven
- Fridge
- Smoke detector
- Stove
- 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**: 731545788529772744
- **Property Slug**: tilghman-island-waterfront-private-dock

## Booking Information
For more information and to book this property, visit:
https://flaneur-the-vacation-rental-company.wanderos.com/property/731545788529772744/tilghman-island-waterfront-private-dock

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.*