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Charming Tilghman Island Cottage | Pets Welcome - Image 1
Charming Tilghman Island Cottage | Pets Welcome - Image 2
Charming Tilghman Island Cottage | Pets Welcome - Image 3
Charming Tilghman Island Cottage | Pets Welcome - Image 4
Charming Tilghman Island Cottage | Pets Welcome - Image 5

Tilghman, Maryland

Charming Tilghman Island Cottage | Pets Welcome

3 bedrooms3 beds2.5 baths6 guests

Welcome to your peaceful escape on Tilghman Island, a true Chesapeake Bay treasure known for its working waterfront, friendly locals, and slower pace of life.

Talbot County Licensure: STRN-25-35

This charming cottage is designed for guests who want to unplug, unwind, and experience authentic island living. Thoughtfully furnished and comfortably laid out, the home offers a warm, relaxed atmosphere — perfect for quiet mornings, breezy afternoons, and restful evenings after a day on the water.

Whether you’re visiting for a romantic getaway, a fishing or boating trip, or a low-key retreat with your dog, this cottage provides a cozy and welcoming home base.

✔ Comfortable living areas
✔ Fully equipped kitchen
✔ Clean, well-appointed bedrooms
✔ Fast Wi-Fi for work or streaming
✔ Pet-friendly accommodations

Why Guests Love Tilghman Island
Tilghman Island isn’t a resort and that’s exactly the appeal. This historic Chesapeake Bay island offers a rare chance to slow down and experience life as locals do. Guests come here to enjoy quiet roads, fresh seafood, friendly neighbors, and beautiful water views, not crowds or traffic.

Nearby highlights include:
• Marinas, docks, and working boats
• Local seafood restaurants and island bars
• Excellent fishing, crabbing, and boating
• Peaceful walks and bike rides
• Easy drives to St. Michaels and Easton

If you’re looking for an authentic Chesapeake Bay experience, this is it.

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.

Pets welcome upon approval — $200 non-refundable fee.

Quiet, residential neighborhood — respect local noise guidelines.

Property License: STRN-25-35

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$291Not Available3
Nov 14, 2026$291Not Available3
Nov 15, 2026$291Available3
Nov 16, 2026$291Available3
Nov 17, 2026$291Available3
Nov 18, 2026$291Available3
Nov 19, 2026$291Not Available3
Nov 20, 2026$291Not Available3
Nov 21, 2026$341Not Available3
Nov 22, 2026$291Not Available3
Nov 23, 2026$291Not Available3
Nov 24, 2026$291Not Available3
Nov 25, 2026$336Not Available3
Nov 26, 2026$343Not Available3
Nov 27, 2026$419Not Available3
Nov 28, 2026$339Not Available3
Nov 29, 2026$291Available3
Nov 30, 2026$291Available3
Dec 1, 2026$291Available3
Dec 2, 2026$291Available3
Dec 3, 2026$291Available3
Dec 4, 2026$291Available3
Dec 5, 2026$291Available3
Dec 6, 2026$291Available3
Dec 7, 2026$291Available3
Dec 8, 2026$291Available3
Dec 9, 2026$291Available3
Dec 10, 2026$291Available3
Dec 11, 2026$291Available3
Dec 12, 2026$328Available3
Dec 13, 2026$291Available3
Dec 14, 2026$291Available3
Dec 15, 2026$291Available3
Dec 16, 2026$291Available3
Dec 17, 2026$291Available3
Dec 18, 2026$291Available3
Dec 19, 2026$291Available3
Dec 20, 2026$291Available3
Dec 21, 2026$291Available3
Dec 22, 2026$291Available3
Dec 23, 2026$291Available3
Dec 24, 2026$291Available3
Dec 25, 2026$317Available3
Dec 26, 2026$311Available3
Dec 27, 2026$291Not Available3
Dec 28, 2026$291Not Available3
Dec 29, 2026$291Not Available3
Dec 30, 2026$291Not Available3
Dec 31, 2026$291Available3
Jan 1, 2027$318Available3
Jan 2, 2027$304Available3
Jan 3, 2027$291Available3
Jan 4, 2027$291Available3
Jan 5, 2027$291Available3
Jan 6, 2027$291Available3
Jan 7, 2027$291Available3
Jan 8, 2027$291Available3
Jan 9, 2027$291Available3
Jan 10, 2027$291Available3
Jan 11, 2027$291Available3
Jan 12, 2027$291Available3
Jan 13, 2027$291Available3
Jan 14, 2027$291Available3
Jan 15, 2027$291Available3
Jan 16, 2027$291Available3
Jan 17, 2027$291Available3
Jan 18, 2027$291Available3
Jan 19, 2027$291Available3
Jan 20, 2027$291Available3
Jan 21, 2027$291Available3
Jan 22, 2027$291Available3
Jan 23, 2027$291Available3
Jan 24, 2027$291Available3
Jan 25, 2027$291Available3
Jan 26, 2027$291Available3
Jan 27, 2027$291Available3
Jan 28, 2027$291Available3
Jan 29, 2027$291Available3
Jan 30, 2027$291Available3
Jan 31, 2027$291Available3
Feb 1, 2027$291Available3
Feb 2, 2027$291Available3
Feb 3, 2027$291Available3
Feb 4, 2027$291Available3
Feb 5, 2027$291Available3
Feb 6, 2027$291Available3
Feb 7, 2027$291Available3
Feb 8, 2027$291Available3
Feb 9, 2027$291Available3
Feb 10, 2027$291Available3
Feb 11, 2027$291Available3
Feb 12, 2027$291Available3
Feb 13, 2027$291Available3
Feb 14, 2027$291Available3
Feb 15, 2027$291Available3
Feb 16, 2027$291Available3
Feb 17, 2027$291Available3
Feb 18, 2027$291Available3
Feb 19, 2027$291Available3
Feb 20, 2027$291Available3
Feb 21, 2027$291Available3
Feb 22, 2027$291Available3
Feb 23, 2027$291Available3
Feb 24, 2027$291Available3
Feb 25, 2027$291Available3
Feb 26, 2027$291Available3
Feb 27, 2027$291Available3
Feb 28, 2027$291Available3
Mar 1, 2027$291Available3
Mar 2, 2027$291Available3
Mar 3, 2027$291Available3
Mar 4, 2027$291Available3
Mar 5, 2027$291Available3
Mar 6, 2027$291Available3
Mar 7, 2027$291Available3
Mar 8, 2027$291Available3
Mar 9, 2027$291Available3
Mar 10, 2027$291Available3
Mar 11, 2027$291Available3
Mar 12, 2027$291Available3
Mar 13, 2027$291Available3
Mar 14, 2027$291Available3
Mar 15, 2027$291Available3
Mar 16, 2027$291Available3
Mar 17, 2027$291Available3
Mar 18, 2027$291Available3
Mar 19, 2027$291Available3
Mar 20, 2027$291Available3
Mar 21, 2027$291Available3
Mar 22, 2027$291Available3
Mar 23, 2027$291Available3
Mar 24, 2027$291Available3
Mar 25, 2027$291Available3
Mar 26, 2027$291Available3
Mar 27, 2027$291Not Available3
Mar 28, 2027$291Not Available3
Mar 29, 2027$291Not Available3
Mar 30, 2027$291Available3
Mar 31, 2027$291Available3
Apr 1, 2027$291Available3
Apr 2, 2027$291Available3
Apr 3, 2027$291Available3
Apr 4, 2027$291Available3
Apr 5, 2027$291Available3
Apr 6, 2027$291Available3
Apr 7, 2027$291Available3
Apr 8, 2027$291Available3
Apr 9, 2027$291Available3
Apr 10, 2027$291Available3
Apr 11, 2027$291Available3
Apr 12, 2027$291Available3
Apr 13, 2027$291Available3
Apr 14, 2027$291Available3
Apr 15, 2027$291Available3
Apr 16, 2027$291Available3
Apr 17, 2027$291Available3
Apr 18, 2027$291Available3
Apr 19, 2027$291Available3
Apr 20, 2027$291Available3
Apr 21, 2027$291Available3
Apr 22, 2027$291Available3
Apr 23, 2027$291Available3
Apr 24, 2027$291Available3
Apr 25, 2027$291Available3
Apr 26, 2027$291Available3
Apr 27, 2027$291Available3
Apr 28, 2027$291Available3
Apr 29, 2027$291Available3
Apr 30, 2027$291Available3
May 1, 2027$291Available3
May 2, 2027$291Available3
May 3, 2027$291Available3
May 4, 2027$291Available3
May 5, 2027$291Available3
May 6, 2027$291Available3
May 7, 2027$291Available3
May 8, 2027$291Available3
May 9, 2027$291Available3
May 10, 2027$291Available3
May 11, 2027$291Available3
May 12, 2027$291Available3
May 13, 2027$291Available3
May 14, 2027$316Available3
May 15, 2027$319Available3
May 16, 2027$291Available3
May 17, 2027$291Not Available3
May 18, 2027$291Not Available3
May 19, 2027$291Not Available3
May 20, 2027$291Not Available3
May 21, 2027$336Not Available3
May 22, 2027$342Not Available3
May 23, 2027$291Available3
May 24, 2027$291Available3
May 25, 2027$291Available3
May 26, 2027$291Available3
May 27, 2027$296Not Available3
May 28, 2027$369Not Available3
May 29, 2027$372Not Available3
May 30, 2027$371Not Available3
May 31, 2027$368Not Available3
Jun 1, 2027$398Available3
Jun 2, 2027$345Available3
Jun 3, 2027$347Available3
Jun 4, 2027$417Available3
Jun 5, 2027$423Available3
Jun 6, 2027$358Available3
Jun 7, 2027$358Available3
Jun 8, 2027$358Available3
Jun 9, 2027$363Available3
Jun 10, 2027$372Available3
Jun 11, 2027$448Available3
Jun 12, 2027$456Available3
Jun 13, 2027$394Available3
Jun 14, 2027$398Available3
Jun 15, 2027$402Available3
Jun 16, 2027$405Available3
Jun 17, 2027$408Available3
Jun 18, 2027$500Available3
Jun 19, 2027$500Available3
Jun 20, 2027$474Available3
Jun 21, 2027$426Available3
Jun 22, 2027$432Available3
Jun 23, 2027$436Available3
Jun 24, 2027$438Available3
Jun 25, 2027$500Available3
Jun 26, 2027$500Available3
Jun 27, 2027$454Available3
Jun 28, 2027$457Available3
Jun 29, 2027$456Available3
Jun 30, 2027$455Available3
Jul 1, 2027$456Available3
Jul 2, 2027$500Available3
Jul 3, 2027$500Available3
Jul 4, 2027$500Available3
Jul 5, 2027$486Available3
Jul 6, 2027$500Available3
Jul 7, 2027$461Available3
Jul 8, 2027$457Available3
Jul 9, 2027$500Available3
Jul 10, 2027$500Available3
Jul 11, 2027$463Available3
Jul 12, 2027$472Available3
Jul 13, 2027$473Available3
Jul 14, 2027$474Available3
Jul 15, 2027$474Available3
Jul 16, 2027$500Available3
Jul 17, 2027$500Available3
Jul 18, 2027$467Available3
Jul 19, 2027$466Available3
Jul 20, 2027$465Available3
Jul 21, 2027$466Available3
Jul 22, 2027$467Available3
Jul 23, 2027$500Available3
Jul 24, 2027$500Available3
Jul 25, 2027$460Available3
Jul 26, 2027$459Available3
Jul 27, 2027$462Available3
Jul 28, 2027$464Available3
Jul 29, 2027$460Available3
Jul 30, 2027$500Available3
Jul 31, 2027$500Available3
Aug 1, 2027$448Available3
Aug 2, 2027$445Available3
Aug 3, 2027$441Available3
Aug 4, 2027$440Available3
Aug 5, 2027$439Available3
Aug 6, 2027$500Available3
Aug 7, 2027$498Available3
Aug 8, 2027$423Available3
Aug 9, 2027$420Available3
Aug 10, 2027$422Available3
Aug 11, 2027$425Available3
Aug 12, 2027$425Available3
Aug 13, 2027$490Available3
Aug 14, 2027$488Available3
Aug 15, 2027$414Available3
Aug 16, 2027$408Available3
Aug 17, 2027$402Available3
Aug 18, 2027$398Available3
Aug 19, 2027$393Available3
Aug 20, 2027$457Available3
Aug 21, 2027$454Available3
Aug 22, 2027$381Available3
Aug 23, 2027$375Available3
Aug 24, 2027$366Available3
Aug 25, 2027$360Available3
Aug 26, 2027$357Available3
Aug 27, 2027$423Available3
Aug 28, 2027$418Available3
Aug 29, 2027$339Available3
Aug 30, 2027$329Available3
Aug 31, 2027$322Available3
Sep 1, 2027$291Available3
Sep 2, 2027$291Available3
Sep 3, 2027$338Available3
Sep 4, 2027$334Available3
Sep 5, 2027$325Available3
Sep 6, 2027$323Available3
Sep 7, 2027$315Available3
Sep 8, 2027$291Available3
Sep 9, 2027$291Available3
Sep 10, 2027$312Not Available3
Sep 11, 2027$315Not Available3
Sep 12, 2027$291Not Available3
Sep 13, 2027$291Not Available3
Sep 14, 2027$291Not Available3
Sep 15, 2027$291Not Available3
Sep 16, 2027$291Not Available3
Sep 17, 2027$313Not Available3
Sep 18, 2027$314Available3
Sep 19, 2027$291Available3
Sep 20, 2027$291Available3
Sep 21, 2027$291Available3
Sep 22, 2027$291Available3
Sep 23, 2027$291Available3
Sep 24, 2027$318Available3
Sep 25, 2027$321Available3
Sep 26, 2027$291Available3
Sep 27, 2027$291Available3
Sep 28, 2027$291Available3
Sep 29, 2027$291Available3
Sep 30, 2027$291Available3
Oct 1, 2027$316Available3
Oct 2, 2027$314Available3
Oct 3, 2027$291Available3
Oct 4, 2027$291Available3
Oct 5, 2027$291Available3
Oct 6, 2027$291Available3
Oct 7, 2027$291Available3
Oct 8, 2027$291Available3
Oct 9, 2027$291Available3
Oct 10, 2027$291Available3
Oct 11, 2027$291Available3
Oct 12, 2027$291Available3
Oct 13, 2027$291Available3
Oct 14, 2027$291Available3
Oct 15, 2027$291Available3
Oct 16, 2027$291Available3
Oct 17, 2027$291Available3
Oct 18, 2027$291Available3
Oct 19, 2027$291Available3
Oct 20, 2027$291Available3
Oct 21, 2027$291Available3
Oct 22, 2027$291Available3
Oct 23, 2027$291Available3
Oct 24, 2027$291Available3
Oct 25, 2027$291Available3
Oct 26, 2027$291Available3
Oct 27, 2027$291Available3
Oct 28, 2027$291Available3
Oct 29, 2027$291Available3
Oct 30, 2027$291Available3
Oct 31, 2027$291Available3
Nov 1, 2027$291Available3
Nov 2, 2027$291Available3
Nov 3, 2027$291Available3
Nov 4, 2027$291Available3
Nov 5, 2027$291Available3
Nov 6, 2027$291Available3
Nov 7, 2027$291Available3
Nov 8, 2027$291Available3
Nov 9, 2027$291Available3
Nov 10, 2027$291Available3
Nov 11, 2027$291Available3
Nov 12, 2027$343Available3
Nov 13, 2027$500Not Available3
Nov 14, 2027$500Not Available3
Nov 15, 2027$500Not Available3
Nov 16, 2027$500Not Available3
Nov 17, 2027$500Not Available3
Nov 18, 2027$500Not Available3
Nov 19, 2027$500Not Available3
Nov 20, 2027$500Not Available3
Nov 21, 2027$500Not Available3
Nov 22, 2027$500Not Available3
Nov 23, 2027$500Not Available3
Nov 24, 2027$500Not Available3
Nov 25, 2027$500Not Available3
Nov 26, 2027$500Not Available3
Nov 27, 2027$500Not Available3
Nov 28, 2027$500Not Available3
Nov 29, 2027$500Not Available3
Nov 30, 2027$500Not Available3
Dec 1, 2027$500Not Available3
Dec 2, 2027$500Not Available3
Dec 3, 2027$500Not Available3
Dec 4, 2027$500Not Available3
Dec 5, 2027$500Not Available3
Dec 6, 2027$500Not Available3
Dec 7, 2027$500Not Available3
Dec 8, 2027$500Not Available3
Dec 9, 2027$500Not Available3
Dec 10, 2027$500Not Available3
Dec 11, 2027$500Not Available3
Dec 12, 2027$500Not Available3
Dec 13, 2027$500Not Available3
Dec 14, 2027$500Not Available3
Dec 15, 2027$500Not Available3
Dec 16, 2027$500Not Available3
Dec 17, 2027$500Not Available3
Dec 18, 2027$500Not Available3
Dec 19, 2027$500Not Available3
Dec 20, 2027$500Not Available3
Dec 21, 2027$500Not Available3
Dec 22, 2027$500Not Available3
Dec 23, 2027$500Not Available3
Dec 24, 2027$500Not Available3
Dec 25, 2027$500Not Available3
Dec 26, 2027$500Not Available3
Dec 27, 2027$500Not Available3
Dec 28, 2027$500Not Available3
Dec 29, 2027$500Not Available3
Dec 30, 2027$500Not Available3
Dec 31, 2027$500Not Available3
Jan 1, 2028$500Not Available3
Jan 2, 2028$500Not Available3
Jan 3, 2028$500Not Available3
Jan 4, 2028$500Not Available3
Jan 5, 2028$500Not Available3
Jan 6, 2028$500Not Available3
Jan 7, 2028$500Not Available3
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Jan 10, 2028$500Not Available3
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Jan 14, 2028$500Not Available3
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Jan 20, 2028$500Not Available3
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Jan 24, 2028$500Not Available3
Jan 25, 2028$500Not Available3
Jan 26, 2028$500Not Available3
Jan 27, 2028$500Not Available3
Jan 28, 2028$500Not Available3
Jan 29, 2028$500Not Available3
Jan 30, 2028$500Not Available3
Jan 31, 2028$500Not Available3
Feb 1, 2028$500Not Available3
Feb 2, 2028$500Not Available3
Feb 3, 2028$500Not Available3
Feb 4, 2028$500Not Available3
Feb 5, 2028$500Not Available3
Feb 6, 2028$500Not Available3
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Feb 14, 2028$500Not Available3
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Feb 20, 2028$500Not Available3
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Feb 26, 2028$500Not Available3
Feb 27, 2028$500Not Available3
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Feb 29, 2028$500Not Available3
Mar 1, 2028$500Not Available3
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Mar 20, 2028$500Not Available3
Mar 21, 2028$500Not Available3
Mar 22, 2028$500Not Available3
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Mar 26, 2028$500Not Available3
Mar 27, 2028$500Not Available3
Mar 28, 2028$500Not Available3
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Mar 31, 2028$500Not Available3
Apr 1, 2028$500Not Available3
Apr 2, 2028$500Not Available3
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Apr 12, 2028$500Not Available3
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Apr 20, 2028$500Not Available3
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Apr 23, 2028$500Not Available3
Apr 24, 2028$500Not Available3
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Apr 28, 2028$500Not Available3
Apr 29, 2028$500Not Available3
Apr 30, 2028$500Not Available3
May 1, 2028$500Not Available3
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May 12, 2028$500Not Available3
May 13, 2028$500Not Available3
May 14, 2028$500Not Available3
May 15, 2028$500Not Available3
May 16, 2028$500Not Available3

What this home offers

BBQ Area
Air conditioning
Bathtub
Bed linens
Coffee maker

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 6 guests.

Pets allowed.

No parties or events.

Cancellation policy

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