Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
STRN-23-58 Simplicity Cottage is a circa 1920 Waterman's Cottage. Wide water views and bay breezes! This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up-to-date comforts. Windows that captivate the natural beauty of the area. New kitchen, and additional bedroom and a renovated bath, this is a great spot to enjoy hours of Bay watching. You can also easily slip over to Dogwood Harbor and observe one of the last skipjack fleets in the country. Pick up some fresh seafood and savor a local meal at home with the best seat in the house - all this while watching the osprey and eagles soar across the open sky. This is a great cottage for those who still appreciate the simple things in life. Fireplace adds to the charm.
Property Information & Notes: Dock is available for guest use- fishing, crabbing, photography, reading, relaxing and just gazing There are charters available as well on the island. Hunting groups nearby offsite & in season Cyclists and athletes are welcome. Freedom for creative, contemplative, joyful time Trailers allowed only as part of the 2-car max: No parking in the lane or grass. Small crafts NON-MOTORIZED allowed, no jet skis. No water toys included: HOMEOWNER PROVIDES $75 CREDIT TOWARD KAYAK OR BICYCLE RENTALS FOR WEEKLY RESERVATIONS Fireplace: Gas fireplace Wifi: High speed Pet Policy: This property is dog-friendly for up to two dogs for $100 per pet with pet addendum. Grill: This property has a propane grill. Propane is provided. Picnic table benches- do not leave on the end of the dock. Especially in bad weather Adirondack chairs Swing and Hammock Bed size: Bedroom 1- Queen Bedroom 2- Two Twins
Please Note: This property includes Bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent. Please be sure to add these items to your grocery list for the duration of your stay.
Our property does not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. Wedding and special events of any kind are not permitted at our vacation rental property due to Talbot County Short Term Rental License ordinances.
Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although, they are deemed reliable, they cannot be guaranteed.
This 2-bedroom house provides accommodation with Kitchen, Laundry, Bedding/Linens, for your convenience. This house features many amenities for guests who want to stay for a few days, a week or a longer vacation with family and friends. This house is located on Tilghman Island and gives visitors the opportunity to explore it. It has 2 bedrooms and 1.5 bathrooms to make you feel right at home.
Check to see if this house has the amenities, you need and a location that makes this a great choice for you to stay in Tilghman. Call our office for more information. Chesapeake Bay Real Estate Plus - Barbara Focht (610-220-5212) cell
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
default
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
Property Registration Number STRN-23-58
About the area
Tilghman
Located in Tilghman, this cottage is on the waterfront. The area's natural beauty can be seen at Chesapeake Bay and Northern Chesapeake Bay, 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.
Chesapeake Bay Maritime Museum - 27 min drive - 31.1 km
St. Michaels Winery - 28 min drive - 31.8 km
Saint Michaels Village - 29 min drive - 33.1 km
Getting around
Cambridge Station - 64 min drive
Easton, MD (ESN-Easton - Newnam) - 39 min drive
Restaurants
Two if by Sea - 3 min drive
Gina’s @ The Bridge - 4 min drive
Marker Five Waterfront Dining - 4 min drive
Tickler's Crab Shack and Restaurant - 3 min drive
Bridge Restaurant - 4 min drive
Frequently asked questions
Is Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?
As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE on 30 Apr 2026 start from AU$496, 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 at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?
On-site parking is available at the property.
What time is check-in at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?
Check-in begins at 3:00 PM.
What time is check-out at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?
Checkout is at 11:00 AM.
Where is Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE located?
Situated on the waterfront, this cottage is within 1 mile (2 km) of Chesapeake Bay, Northern Chesapeake Bay and Tilghman Watermen’s Museum. Talbot County Library Tilghman Branch and Kronsberg Park are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Our stay at Simplicity Cottage was absolutely perfect. The cottage is well appointed with everything we needed and we fell asleep to the lapping water just steps from our door.
Diann C.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 14 Oct 2025
We appreciate your enjoying our wonderful cottage on the bay.
This is a great place to relax, unwind, and enjoy the Chesapeake on an island totally removed from the hustle and bustle of the city. The Bay views can’t be beat.
Douglas S.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 14 Oct 2025
Thank you for appreciating our wonderful cottage o the bay.
Absolutely adorable cottage with a great yard to relax and enjoy the view. Fully stocked kitchen and had everything we could need. Tilghman island is adorable and the cottage is a quick drive to lovely St Michael’s. Really enjoyed our stay and would recommend, especially if you want to bring your dog!
Katie M.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 30 July 2025
Thank for your wonderful review. We know that Simplicity Cottage" offers the best quiet views for guests and their fury friend. Please come again. Barbara
A few local spots to eat were great in the morning especially the Tighlman Market! Market has all you need to stock up with groceries and is just 2 minutes from the house.
Peaceful with beautiful water views. House is in good shape, and only a couple houses nearby. Saw plenty of osprey, turkeys near the woods and skates prowling the waters at night.
If you want to get away from it all, this is the place to be. My wife and I celebrated our 20th wedding Anniversary. Calm and peaceful, nestled right by the Choptank River. The cottage itself was very comfortable. The air conditioner worked great. It was a pleasure staying there and we will probably return next year.
Ricardo S.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 8 Oct 2024
So happy your stay was what you expected and maybe more. Look forward to your return visit again soon.
This is a slice of heaven! Great views, sunrises, fishing, crabbing, clean and the the best appointed kitchen ive ever had the pleasure to rent. Tons of fluffy towels! The rental agent was super responsive for every need. There's an eatery, country store, charters and fabulous boho woman's store on the island. Tons of shopping in famous St. Michaels a short drive away. Go to Easton for groceries, amish market and pretty much every store you need. This is your peaceful retreat you have dreamed of.
Lori E.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 30 July 2025
Your review describes "Simplicity Cottage" the best! We are delighted your had a wonderful experience and we hope yo will return soon. Thank you Barbara