Entire home
Charming Summer Cottage – Relax and Unwind Here!
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Reviews
10 out of 10
Exceptional
3 bedrooms 2 bathrooms Sleeps 5
Popular amenities
Explore the area
Tilghman Island, MD
- Tilghman Watermen’s Museum6 min drive
- Tilghman Island Marina8 min drive
- St. Michaels Winery37 min drive
- Easton, MD (ESN-Easton - Newnam)60 min drive
Rooms & beds
3 bedrooms (sleeps 5)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Crib and 1 Single Bed
2 bathrooms
Bathroom
Toilet · Shower only
Bathroom #2
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Garden
About this property
Charming Summer Cottage – Relax and Unwind Here!
Summary:
Tucked away at the peaceful tip of Tilghman Island, Skipjack Cottage sits in a neighborhood where life slows down . Here, neighbors wave from their porches, and the occasional boat motor hums in the distance as watermen head out for the day’s catch. The roads are quiet and shaded, perfect for an early morning stroll or an afternoon bike ride. It’s the kind of place where stars still shine brightly, crickets sing at night, and time feels like it stretches just a little bit longer — a true escape from the noise of everyday life.
Talbot County Licnesure: STRN-24-72
The Space:
Step into a bright and open living space, ideal for gathering with family and friends. The fully stocked kitchen and adjacent dining area make meal prep and shared dinners easy and enjoyable. Just off the kitchen, the back patio invites you to dine outdoors or relax with a glass of wine in the salty breeze.A cozy den provides a second living area — perfect for game nights, quiet reading, or streaming your favorite shows. Upstairs, you’ll find three inviting bedrooms and a shared full bathroom — a comfortable setup for families or groups.
Just a short stroll from the cottage is the community pier, where you can launch a kayak, cast a fishing line, or try your hand at crabbing.
Guest Access:
Lockbox
Getting Around:
Walk bike or drive
Other Things to Note:
All our homes contain property specific guides to things like WIFI, pool and spa rules, thermostat directions etc..
These guides will be in the kitchen and throughout the home.
A property lease agreement will be required. Talbot county code requires this on all licensed Short term rentals.
Interaction with Guests:
The guest experience is to our main priority and we are available to guests as needed.
We provide a 24 hour contact for all guests while on property. We ask that they contact us between the hours of 8am and 8pm unless it is an emergency and needs immediate attention.
Guests are notified of check in details 48 hours prior to arrival.
Check out instructions are texted within 24 hours of departure.
Tucked away at the peaceful tip of Tilghman Island, Skipjack Cottage sits in a neighborhood where life slows down . Here, neighbors wave from their porches, and the occasional boat motor hums in the distance as watermen head out for the day’s catch. The roads are quiet and shaded, perfect for an early morning stroll or an afternoon bike ride. It’s the kind of place where stars still shine brightly, crickets sing at night, and time feels like it stretches just a little bit longer — a true escape from the noise of everyday life.
Talbot County Licnesure: STRN-24-72
The Space:
Step into a bright and open living space, ideal for gathering with family and friends. The fully stocked kitchen and adjacent dining area make meal prep and shared dinners easy and enjoyable. Just off the kitchen, the back patio invites you to dine outdoors or relax with a glass of wine in the salty breeze.A cozy den provides a second living area — perfect for game nights, quiet reading, or streaming your favorite shows. Upstairs, you’ll find three inviting bedrooms and a shared full bathroom — a comfortable setup for families or groups.
Just a short stroll from the cottage is the community pier, where you can launch a kayak, cast a fishing line, or try your hand at crabbing.
Guest Access:
Lockbox
Getting Around:
Walk bike or drive
Other Things to Note:
All our homes contain property specific guides to things like WIFI, pool and spa rules, thermostat directions etc..
These guides will be in the kitchen and throughout the home.
A property lease agreement will be required. Talbot county code requires this on all licensed Short term rentals.
Interaction with Guests:
The guest experience is to our main priority and we are available to guests as needed.
We provide a 24 hour contact for all guests while on property. We ask that they contact us between the hours of 8am and 8pm unless it is an emergency and needs immediate attention.
Guests are notified of check in details 48 hours prior to arrival.
Check out instructions are texted within 24 hours of departure.
Add dates for prices
Amenities
Kitchen
Washing machine
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
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
About the area
Tilghman
Tilghman is home to this holiday home. 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.
Tilghman Island, MD
What's nearby
- Tilghman Watermen’s Museum - 6 min drive - 4.5 km
- Tilghman Island Marina - 8 min drive - 5.9 km
- Phillips Wharf Environmental Center - 9 min drive - 6.2 km
- Chesapeake Bay Maritime Museum - 36 min drive - 33.5 km
- St. Michaels Winery - 37 min drive - 34.1 km
Getting around
Restaurants
- Gina’s @ The Bridge - 6 min drive
- Two if by Sea - 5 min drive
- Tickler's Crab Shack and Restaurant - 5 min drive
- Bridge Restaurant - 6 min drive
- Bay Hundred Restaurant - 6 min drive
Frequently asked questions
About the host
Hosted by Jennifer Brown

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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