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
The Space:
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.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
Other Things to Note:
Pet-friendly with a $200 fee per dog. Starter supply of toilet paper and paper towels provided; please bring extras for longer stays
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Tilghman
Tilghman is home to this holiday home. The area's natural beauty can be seen at Chesapeake Bay and Kronsberg Park, while Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights. Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum are also worth visiting.
Talbot County Library Tilghman Branch - 12 min walk - 1.1 km
Kronsberg Park - 15 min walk - 1.3 km
Tilghman Island Marina - 2 min drive - 2.1 km
Phillips Wharf Environmental Center - 3 min drive - 2.4 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 42 min drive
Restaurants
Gina’s @ The Bridge - 17 min walk
Two if by Sea - 3 min walk
Big Mack's Kitchen & Dock Bar - 2 min drive
Marker Five Waterfront Dining - 2 min drive
Tickler's Crab Shack and Restaurant - 7 min walk
Frequently asked questions
Is Vintage Pet-Friendly Cottage | Tilghman Island pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Vintage Pet-Friendly Cottage | Tilghman Island?
As of 21 July 2026, prices found for a 1-night stay for 2 adults at Vintage Pet-Friendly Cottage | Tilghman Island on 22 Nov 2026 start from AU$1,337, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Vintage Pet-Friendly Cottage | Tilghman Island?
Check-in begins at 4:00 PM.
What time is check-out at Vintage Pet-Friendly Cottage | Tilghman Island?
Checkout is at 10:00 AM.
Where is Vintage Pet-Friendly Cottage | Tilghman Island located?
Situated in Tilghman, this holiday home is within 1 mi (2 km) of Tilghman Watermen’s Museum and Chesapeake Bay. Talbot County Library Tilghman Branch and Kronsberg Park are also within 15 minutes.