Entire home

Pet-Friendly Tilghman Island Coastal Retreat

Holiday home in Tilghman with kitchen and balcony

Photo gallery for Pet-Friendly Tilghman Island Coastal Retreat

TV, books, offices
TV, books, offices
Property grounds
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Located at the end of a peaceful island, STN 23-24 offers a serene retreat. Enjoy morning kayaking in the cove, afternoon bike rides to Tilghman Country Store for ice cream and evenings on the front porch with your favorite beverage. This adorable cottage features an open living area, well-stocked kitchen and cozy den.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Parking available
  • Outdoor space
  • Air conditioning

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Pet-Friendly Tilghman Island Coastal Retreat

Summary:
Escape to this beautifully designed Tilghman Island retreat, the perfect blend of coastal charm and modern comfort. Ideal for families, couples, and small groups, this pet-friendly getaway offers everything you need for a relaxing Chesapeake Bay vacation — just minutes from St. Michaels and the island’s best waterfront dining.

Talbot County Licensure: STRN-24-72

The Space:
Step inside to a bright, open-concept living area filled with natural light. The spacious living room features an oversized sectional, cozy fireplace, and large windows that bring the outdoors in. The fully equipped kitchen has everything you need to cook family meals or host a casual get-together after a day of exploring. The comfortable bedrooms ensure restful nights with plush bedding and thoughtful touches throughout. High-speed Wi-Fi and smart TVs make it easy to relax and stay connected.

Spend your days soaking in the relaxed island pace. The private backyard is perfect for yard games, morning coffee, or evening cocktails under the stars. Enjoy dining al fresco on the patio or gather around the fire pit to share stories and make s’mores.

Why Guests Love It:
- Pet-friendly – bring your furry family members!
- Quiet island setting – peaceful, private, and just minutes to restaurants and marinas.
- Perfect for all seasons – sunny summer escapes, cozy winter weekends, and everything in between.
- Family-friendly amenities – spacious layout, full kitchen, outdoor space for kids and pets.

Explore nearby St. Michaels, enjoy fishing charters, visit the Chesapeake Bay Maritime Museum, or take a scenic bike ride around the island. Tilghman offers a rare mix of small-town charm, waterfront views, and easy access to all that Maryland’s Eastern Shore has to offer.

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.

The Neighborhood:
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.

Other Things to Note:
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 amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower

Entertainment

  • Books
  • TV

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Details regarding check in, check out and property specifics are emailed to guests beginning 48 hours prior to arrival. PARKING for 2 cars in driv...

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

65427b603b9106003b181466

About the area

Map
Tilghman Island, MD

What's nearby

  • Tilghman Watermen’s Museum - 5 min drive - 4.5 km
  • Talbot County Library Tilghman Branch - 5 min drive - 4.8 km
  • Kronsberg Park - 6 min drive - 5.2 km
  • Knapp's Narrows Marina & Inn - 6 min drive - 5.9 km
  • Tilghman Island Marina - 7 min drive - 5.9 km

Getting around

  • Cambridge Station - 66 min drive
  • Easton, MD (ESN-Easton - Newnam) - 41 min drive

Restaurants

  • ‪Two if by Sea - ‬5 min drive
  • ‪Gina’s @ The Bridge - ‬6 min drive
  • ‪Tickler's Crab Shack and Restaurant - ‬5 min drive
  • ‪Bridge Restaurant - ‬6 min drive
  • ‪Marker Five Waterfront Dining - ‬6 min drive

Frequently asked questions

Is Pet-Friendly Tilghman Island Coastal Retreat pet-friendly?

No, pets are not allowed at this property.

How much is parking at Pet-Friendly Tilghman Island Coastal Retreat?

On-site parking is available at the property.

What time is check-in at Pet-Friendly Tilghman Island Coastal Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Pet-Friendly Tilghman Island Coastal Retreat?

Checkout is at 10:00 AM.

Where is Pet-Friendly Tilghman Island Coastal Retreat located?

Situated in Tilghman, this holiday home is within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch are also within 3 miles (5 km).

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Pet-Friendly Tilghman Island Coastal Retreat Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

C. Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet Peaceful Home

A delightful, quiet and peaceful spot for a family getaway.
Stayed 3 nights in Jun 2024

10/10 Excellent

Rachael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property.

Beautiful area. Nice and quiet, close to Saint Michael's for shopping. Would love to stay again.
Stayed 4 nights in May 2024

10/10 Excellent

Alexandra J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay at charming cottage

We had a wonderful stay here. It is so charming, beautiful inside, very clean and fit perfectly with the vibe of the island. Loved being able to walk to the pier to go crabbing. You will love this place. Highly highly recommend!
Stayed 7 nights in Jul 2024

10/10 Excellent

Brooke T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful & Quaint

Skipjack Cottage was a perfect long weekend getaway with the girls kind of place. It was close enough to St Michael's to go in for dinner but wonderful to come home to our quiet spot. Breakfast at Two If By Sea is a must and so close to the cottage. Loved our stay.
Stayed 3 nights in Mar 2024

10/10 Excellent

BRANDON W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Brandon

Tastefully restored traditional property in a quiet location. Plenty of equipment, though an electric kettle would improve this further. Lots of space!
Stayed 3 nights in Jun 2025

10/10 Excellent

Robert J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet, serene surroundings!

If you are looking for a quiet, serene, comfortable setting for your upcoming visit to Tilghman Island, I’d highly recommend the Skipjack Cottage. While the exterior of the cottage is a tad weathered, the interior was lovely with a great combination of restoration and contemporary appointments. All three bedrooms were nicely decorated, clean and comfortable. The modern kitchen has all that’s needed for meal preparation and dining. We would go back in a heartbeat!
Stayed 7 nights in Sep 2024

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nicely restored house in a great location

The skipjack cottage was amazing. Our group of friends have been exploring different regions of the Eastern Shore for about two decades and we'll definitely be back to Tilghman Island. We appreciated that the house had a full kitchen (complete with utensils, implements, and staples) and tasteful finishes and furnishings throughout the house. The neighborhood was calm and quiet, the public dock was a short walk away for fishing and relaxing near the water, and the low speed roads on Tilghman Island were perfect for biking. Thanks for offering this property
Stayed 3 nights in Jul 2024

10/10 Excellent

Libby D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer family vaca

The house was very cute, kept old style southern charm with many modern updates. Great space for a family trip. The beds were very comfortable. Minor plumbing issues towards the end of our trip. We unfortunately picked a very hot week to visit so there was not much to do nearby, (closest public beach an hour away) but thankfully the house was well air conditioned. The neighborhood was quiet, beautiful, well kept, neighbors were very friendly. We enjoyed waking down to the dock several times a day and sitting on the porch people watching.
Stayed 3 nights in Jun 2024

10/10 Excellent

Kimberly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2025