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Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

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A dining area with a round glass table, four chairs, and a view of the sea through large windows.
A compact kitchen with a central island, a dining area with a patterned sofa, and a small table with a lamp.
A spacious living room with two brown sofas, a wooden coffee table, and a kitchen in the background.
A grassy area with two Adirondack chairs, a small table, and a white building with a red door.
A white house with a red door and chimney, surrounded by greenery and a view of the water.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Tilghman Island, MD
  • Place, Tilghman Watermen’s Museum
    ‪4 min drive‬
  • Place, Chesapeake Bay Maritime Museum
    ‪28 min drive‬
  • Place, St. Michaels Winery
    ‪29 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪49 min drive‬

Room options

About the area

Tilghman

At this cottage you'll be within a 20-minute stroll of Chesapeake Bay and Northern Chesapeake Bay. .You can enjoy Smart televisions with a DVD player, and accommodation features a washing machine, free WiFi and 1.5 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A fireplace, a patio and a living room are also available. Housekeeping is available on request.
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What's nearby

  • Tilghman Watermen’s Museum - 4 min drive - 3.1 km
  • St. Michaels Marina - 28 min drive - 32.1 km
  • Chesapeake Bay Maritime Museum - 28 min drive - 32.1 km
  • St. Michaels Winery - 29 min drive - 32.8 km
  • Saint Michaels Village - 30 min drive - 34.2 km

Getting around

  • Cambridge Station - 64 min drive
  • Easton, MD (ESN-Easton - Newnam) - 39 min drive

Restaurants

  • ‪Two if by Sea - ‬3 min drive
  • ‪Big Mack's Kitchen & Dock Bar - ‬4 min drive
  • ‪Marker Five Waterfront Dining - ‬4 min drive
  • ‪Gina’s @ The Bridge - ‬4 min drive
  • ‪Tickler's Crab Shack and Restaurant - ‬3 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.

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

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Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Breakfast available for a fee
  • Chef service
  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 steps to reach entrance
  • Accessible parking space
  • Area rugs in public areas
  • Handrails in stairways
  • In-room accessibility
  • No lift
  • Smooth flooring in public areas
  • Wheelchair-accessible parking
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping on request
  • Phone

Location highlights

  • On the waterfront

Things to do

  • Kayak

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)
  • Fire extinguisher

General

  • Garden
  • Housekeeping (on request)

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property Registration Number STRN-23-58

Frequently asked questions

Are there any beaches close to Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?

The closest beach to Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE is Breezy Point Beach (18.1 km).

Does Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE have a pool?

No, this cottage doesn't have a pool.

Is Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE family-friendly?

You bet! With amenities such as a playground, laundry facilities and children's books, it's no surprise that Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE is a winner with our family travellers.

Is there a free airport shuttle available at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?

No, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE does not offer an airport shuttle service.

What time are check-in & check-out at Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about the place was perfect for a getaway loved the place everything was handy and setup perfectly to relax and enjoy the scenery
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

John S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
nice place . large kitchen which was helpful because we made a large meal.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Diann C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Douglas S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Katie M.

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

Tranquil Getaway

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!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Suzanne W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved it.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Sheldon J.

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

Relaxing!

Quiet, peaceful, relaxing!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Verified traveller

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

Dreamy!

Lovely little rustic cottage full of charm.We arrived over Thanksgiving,the off season was wonderful thank s again
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Torrey P.

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

Relaxing spot!

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.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

John M.

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

10/10 Excellent

Ricardo S.

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

Tilghman Island Cottage

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.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Lori E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Joyce H.

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