This vacation home places you within a leisurely stroll of Chesapeake Bay and Northern Chesapeake Bay. The vacation home includes a kitchen, a balcony, and a refrigerator.
Tilghman Watermen’s Museum - 5 min drive - 2.8 miles
Talbot County Library Tilghman Branch - 5 min drive - 3.0 miles
Knapp's Narrows Marina & Inn - 6 min drive - 3.7 miles
Tilghman Island Marina - 7 min drive - 3.7 miles
Phillips Wharf Environmental Center - 7 min drive - 3.9 miles
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
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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
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)
Fire extinguisher
General
Garden
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
Information provided by the property may be translated using automated translation tools
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
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
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
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
Property is also known as
65427b603b9106003b181466
Frequently asked questions
What is there to do near this vacation home?
This vacation home is located in Tilghman, a short 11-minute walk from Chesapeake Bay and also 11 minutes on foot from Northern Chesapeake Bay. You'll also find Tilghman Watermen’s Museum and Tilghman Island Marina within a short drive.
Is parking available on site at Pet-Friendly Tilghman Island Coastal Retreat?
No, there isn't parking available at the vacation home.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What will couples enjoy most about a stay at Pet-Friendly Tilghman Island Coastal Retreat?
Couples staying at this vacation home will value amenities like a kitchen, a kitchen in some house, as well as a garden.
Are there hot tubs at Pet-Friendly Tilghman Island Coastal Retreat?
No, this vacation home doesn't have a spa tub.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at Pet-Friendly Tilghman Island Coastal Retreat?
No, there aren't connecting guestrooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Easton, MD (ESN-Easton - Newnam), which is 26.9 mi away (41 minutes by car).
Are there rooms with balconies that I can book at Pet-Friendly Tilghman Island Coastal Retreat?
Yes, every house at Pet-Friendly Tilghman Island Coastal Retreat comes with a balcony.
Pet-Friendly Tilghman Island Coastal Retreat Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 11 out of 11 reviews
10 - Excellent
11
Rating 8 - Good. 0 out of 11 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 11 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 11 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 11 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
MELISSA M.
Oct 22, 2025
Liked: Cleanliness
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.
MELISSA M.
Stayed 3 nights in Oct 2025
10/10 Excellent
Mary C.
Sep 3, 2025
Liked: Cleanliness
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!!
Mary C.
Stayed 3 nights in Aug 2025
10/10 Excellent
Kimberly C.
Jul 28, 2025
Liked: Cleanliness
Kimberly C.
Stayed 4 nights in Jun 2025
10/10 Excellent
BRANDON W.
Jun 21, 2025
Liked: Cleanliness
Brandon
Tastefully restored traditional property in a quiet location. Plenty of equipment, though an electric kettle would improve this further. Lots of space!
BRANDON W.
Stayed 3 nights in Jun 2025
10/10 Excellent
Robert J.
Sep 24, 2024
Liked: Cleanliness
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!
Robert J.
Stayed 7 nights in Sep 2024
10/10 Excellent
Alexandra J.
Jul 30, 2024
Liked: Cleanliness
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!
Alexandra J.
Stayed 7 nights in Jul 2024
10/10 Excellent
Daniel M.
Jul 17, 2024
Liked: Cleanliness
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
Daniel M.
Stayed 3 nights in Jul 2024
10/10 Excellent
Libby D.
Jul 2, 2024
Liked: Cleanliness
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.
Libby D.
Stayed 3 nights in Jun 2024
10/10 Excellent
C. Jason B.
Jun 14, 2024
Liked: Cleanliness
Quiet Peaceful Home
A delightful, quiet and peaceful spot for a family getaway.
C. Jason B.
Stayed 3 nights in Jun 2024
10/10 Excellent
Rachael L.
Jun 7, 2024
Liked: Cleanliness
Beautiful property.
Beautiful area. Nice and quiet, close to Saint Michael's for shopping. Would love to stay again.
Rachael L.
Stayed 4 nights in May 2024
10/10 Excellent
Brooke T.
Mar 25, 2024
Liked: Cleanliness
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.