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Tilghman, Maryland

Vintage Pet-Friendly Cottage | Tilghman Island

2 bedrooms2 beds1.5 baths4 guests

Escape to The Hootenanny, a charming pet-friendly vintage cottage nestled in the heart of Tilghman Island. Thoughtfully designed and timeless character, this two-bedroom retreat is the perfect place to slow down, unwind, and experience Maryland's Eastern Shore.

Talbot County STR License: STN-26-7

Nestled on Tilghman Island, one of Maryland's most beloved waterfront communities, this cozy two-bedroom retreat captures the simple beauty of the Chesapeake Bay lifestyle. Filled with character, warmth, and thoughtfully curated vintage touches, The Hootenanny invites you to slow down, unplug, and experience the Eastern Shore the way locals have for generations.

Wake up to quiet mornings, grab a cup of coffee, and set out to explore winding island roads, local marinas, waterfront restaurants, and working watermen bringing in the day's catch. Spend your afternoons kayaking nearby waters, visiting historic St. Michaels, browsing local shops, or simply relaxing and enjoying the peaceful pace that makes Tilghman Island so special.

Inside, you'll find comfortable living spaces designed for gathering, unwinding, and making memories. The cottage blends vintage charm with modern conveniences, creating a space that feels both nostalgic and welcoming. Whether you're planning a romantic getaway, a fishing weekend, a family escape, or a retreat with your four-legged companion, you'll feel right at home.

The Hootenanny is proudly pet-friendly because we believe adventures are better when everyone comes along.

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 hosts.

Pet-friendly with a $200 fee per dog. Starter supply of toilet paper and paper towels provided; please bring extras for longer stays

Property License: STN-26-7

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$149Not Available3
Nov 14, 2026$149Not Available3
Nov 15, 2026$149Available3
Nov 16, 2026$149Available3
Nov 17, 2026$149Available3
Nov 18, 2026$149Available3
Nov 19, 2026$149Available3
Nov 20, 2026$149Available3
Nov 21, 2026$149Available3
Nov 22, 2026$149Available3
Nov 23, 2026$149Available3
Nov 24, 2026$149Available3
Nov 25, 2026$195Available3
Nov 26, 2026$195Available3
Nov 27, 2026$195Available3
Nov 28, 2026$195Available3
Nov 29, 2026$149Available3
Nov 30, 2026$149Available3
Dec 1, 2026$149Available3
Dec 2, 2026$149Available3
Dec 3, 2026$149Available3
Dec 4, 2026$149Available3
Dec 5, 2026$149Available3
Dec 6, 2026$149Available3
Dec 7, 2026$149Available3
Dec 8, 2026$149Available3
Dec 9, 2026$149Available3
Dec 10, 2026$149Available3
Dec 11, 2026$149Available3
Dec 12, 2026$149Available3
Dec 13, 2026$149Available3
Dec 14, 2026$149Available3
Dec 15, 2026$149Available3
Dec 16, 2026$149Available3
Dec 17, 2026$149Available3
Dec 18, 2026$149Available3
Dec 19, 2026$149Available3
Dec 20, 2026$149Available3
Dec 21, 2026$149Available3
Dec 22, 2026$195Available3
Dec 23, 2026$195Available3
Dec 24, 2026$195Available3
Dec 25, 2026$195Available3
Dec 26, 2026$195Available3
Dec 27, 2026$195Available3
Dec 28, 2026$195Available3
Dec 29, 2026$195Available3
Dec 30, 2026$195Available3
Dec 31, 2026$195Available3
Jan 1, 2027$195Available3
Jan 2, 2027$149Available3
Jan 3, 2027$149Available3
Jan 4, 2027$149Available3
Jan 5, 2027$149Available3
Jan 6, 2027$149Available3
Jan 7, 2027$149Available3
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Jan 25, 2027$149Available3
Jan 26, 2027$149Available3
Jan 27, 2027$149Available3
Jan 28, 2027$149Available3
Jan 29, 2027$149Available3
Jan 30, 2027$149Available3
Jan 31, 2027$149Available3
Feb 1, 2027$149Available3
Feb 2, 2027$149Available3
Feb 3, 2027$149Available3
Feb 4, 2027$149Available3
Feb 5, 2027$149Available3
Feb 6, 2027$149Available3
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Feb 26, 2027$149Available3
Feb 27, 2027$149Available3
Feb 28, 2027$149Available3
Mar 1, 2027$149Available3
Mar 2, 2027$149Available3
Mar 3, 2027$149Available3
Mar 4, 2027$149Available3
Mar 5, 2027$149Available3
Mar 6, 2027$149Available3
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Mar 12, 2027$149Available3
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Mar 14, 2027$149Available3
Mar 15, 2027$149Available3
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Mar 20, 2027$149Available3
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Mar 25, 2027$149Available3
Mar 26, 2027$149Available3
Mar 27, 2027$149Available3
Mar 28, 2027$149Available3
Mar 29, 2027$149Available3
Mar 30, 2027$149Available3
Mar 31, 2027$149Available3
Apr 1, 2027$149Available3
Apr 2, 2027$195Available3
Apr 3, 2027$195Available3
Apr 4, 2027$195Available3
Apr 5, 2027$149Available3
Apr 6, 2027$149Available3
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Apr 9, 2027$195Available3
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Apr 11, 2027$195Available3
Apr 12, 2027$149Available3
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Apr 14, 2027$149Available3
Apr 15, 2027$149Available3
Apr 16, 2027$195Available3
Apr 17, 2027$195Available3
Apr 18, 2027$195Available3
Apr 19, 2027$149Available3
Apr 20, 2027$149Available3
Apr 21, 2027$149Available3
Apr 22, 2027$149Available3
Apr 23, 2027$195Available3
Apr 24, 2027$195Available3
Apr 25, 2027$195Available3
Apr 26, 2027$149Available3
Apr 27, 2027$149Available3
Apr 28, 2027$149Available3
Apr 29, 2027$149Available3
Apr 30, 2027$195Available3
May 1, 2027$195Available3
May 2, 2027$195Available3
May 3, 2027$149Available3
May 4, 2027$149Available3
May 5, 2027$149Available3
May 6, 2027$149Available3
May 7, 2027$195Available3
May 8, 2027$195Available3
May 9, 2027$195Available3
May 10, 2027$149Available3
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May 12, 2027$149Available3
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May 14, 2027$195Available3
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May 17, 2027$149Available3
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May 20, 2027$149Available3
May 21, 2027$195Available3
May 22, 2027$195Available3
May 23, 2027$195Available3
May 24, 2027$149Available3
May 25, 2027$149Available3
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May 27, 2027$149Available3
May 28, 2027$195Available3
May 29, 2027$195Available3
May 30, 2027$195Available3
May 31, 2027$149Available3
Jun 1, 2027$149Available3
Jun 2, 2027$149Available3
Jun 3, 2027$149Available3
Jun 4, 2027$195Available3
Jun 5, 2027$195Available3
Jun 6, 2027$195Available3
Jun 7, 2027$149Available3
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Jun 11, 2027$149Available3
Jun 12, 2027$195Available3
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Jun 14, 2027$149Available3
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Jun 18, 2027$195Available3
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Jun 20, 2027$195Available3
Jun 21, 2027$149Available3
Jun 22, 2027$149Available3
Jun 23, 2027$149Available3
Jun 24, 2027$149Available3
Jun 25, 2027$195Available3
Jun 26, 2027$195Available3
Jun 27, 2027$195Available3
Jun 28, 2027$149Available3
Jun 29, 2027$149Available3
Jun 30, 2027$149Available3
Jul 1, 2027$149Available3
Jul 2, 2027$195Available3
Jul 3, 2027$195Available3
Jul 4, 2027$195Available3
Jul 5, 2027$195Available3
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What this home offers

Air conditioning
Bed linens
Coffee maker
Dishes
Toys

Where you’ll be

Tilghman, Maryland, 21671, 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 4 guests.

No pets allowed.

No parties or events.

Cancellation policy

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