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Pet-Friendly Tilghman Island Coastal Retreat

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Welcome to your Tilghman Island getaway — a bright, pet-friendly retreat perfectly made for relaxing, reconnecting, and savoring island life.
The heart of the home — cozy up on the oversized sectional, light the fire, and unwind after a day exploring the Chesapeake Bay.
Sunlight pours in through large picture windows, creating a warm, inviting space for slow mornings and cozy nights.
A fully equipped kitchen ready for family meals, seafood feasts, and late-night snacks after an evening by the fire pit.
Gather around the table for good food and great company — where memories are made over every meal.

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 5

Popular amenities

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

Explore the area

View in a map
Tilghman Island, MD
  • Place, Tilghman Watermen’s Museum
    ‪5 min drive‬
  • Place, Talbot County Library Tilghman Branch
    ‪5 min drive‬
  • Place, Tilghman Island Marina
    ‪7 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪49 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Crib and 1 Twin Bed

2 bathrooms

Bathroom

Toilet · Shower only

Bathroom #2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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...

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Tilghman

Located in Tilghman, this vacation home is in a rural area. Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum are also worth visiting. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with cycling.
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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
  • Knapp's Narrows Marina & Inn - 6 min drive - 5.9 km
  • Tilghman Island Marina - 7 min drive - 5.9 km
  • Phillips Wharf Environmental Center - 7 min drive - 6.2 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
  • ‪Marker Five Waterfront Dining - ‬6 min drive
  • ‪Bridge Restaurant - ‬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 does it cost to stay at Pet-Friendly Tilghman Island Coastal Retreat?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at Pet-Friendly Tilghman Island Coastal Retreat on May 25, 2026 start from $291, 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.

How much is parking?

Onsite 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?

Check-out is at 10:00 AM.

Where is Pet-Friendly Tilghman Island Coastal Retreat located?

Situated in a rural location, this vacation 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 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

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
Verified

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
Verified

10/10 Excellent

Mary C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was wonderful for our small group. We loved being able to walk to the public dock and bike to Tickler's and Gina's for meals. The bedrooms were clean and cozy and we had great movie nights in the den downstairs. The firepit was also a huge hit. We will definitely return!!
Stayed 3 nights in Aug 2025
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

MELISSA M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice home. Only issue was one kitchen window that didn’t latch therefore upper sash would not stay up and was letting in some bees but we were able to take care of it. The layout of the 1st floor bathroom is a bit odd and the couple steps that could be hazardous if you’re not paying attention. Wonderful location right up the street from the public pier in a nice quiet neighborhood. Property manager responded quickly to my messages.
Stayed 3 nights in Oct 2025
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Kimberly C.

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

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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