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 such as a new kitchen, additional bedroom and 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.
Talbot County STR License #ST-108-ALL
Dock Information: Choptank River 40' dock with water, no electricity, 2' MLW Water Toys Included: HOMEOWNER PROVIDES $75 CREDIT FOR KAYAK RENTALS FOR WEEKLY RESERVATIONS Fireplace: Gas fireplace Fire pit: Firewood provided. WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to e-mail and web browsing and not streaming. Pet Policy: This property is dog friendly for up to two dogs at no additional charge. Grill: This property has a propane grill. Propane is provided.
Stereo with MP3 and docking station
Picnic table and benches
Swing and hammock
All ESVR properties include 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.
Please Note: Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements.
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.
We had an emergency that required us to delay our arrival by two days. We were able to work through it with staff and they could not have been more supportive and helpful. It helped of course that there was vacancy.
It is a great place to stay for a quiet get away.
Reviewed: Aug 5, 2019
This was such a wonderful stay. Home is pristine, quiet and just perfect for our stay. Good wifi but tv channels are limited on rainy days. All kitchen utensils you need to make a huge gourmet dinner. We absolutely loved this stay as it is a relaxing retreat.
Reviewed: Jul 19, 2019
A beautiful spot on the Bay. We stayed with a family of four, and there was plenty of space while still feeling cozy. The view from the backyard is incredible - especially at sunset. Would highly recommend a stay at Simplicity Cottage if you're looking for a peaceful respite!
Reviewed: Jul 14, 2019
The guest service team were great, sending text and emails updating us with information.
We were looking for a water front property to un-wind and relax for vacation. Tilghman Island and Simplicity cottage was the perfect choice. Coffee in the morning overlooking the bay and watching the boats was so serene. We enjoyed watching the OSprey and her babies in her nest on the dock. St. Michaels was a short drive away. Locals were so friendly, restaurants good!
Reviewed: Jul 7, 2019
As mentioned above in #1 the staff helped me switch my booking that helped out in a mini crisis. The one thing that was a trip up was that the door code I was given was wrong and needed to get the correct one. That leads to another complexity about the phone messaging service, it is somewhat cumbersome. It just seems to often go in a loop and not get you to either a voice mail box or live staff. This was critical when trying to get the door access code corrected so we could get in.
Our stay was great.
Elmwood Park, US
Reviewed: May 7, 2019
The members of the team were all very helpful.
We enjoyed the location and the cottage. If ever we need to stay in the area again, we will definitely stay at Simplicity Cottage if we bring our dog with us.
MANAGER RESPONSE: Simplicity Cottage is pet friendly! Up to two dogs are welcome at no additional charge. We hope to see you again soon.
Reviewed: Mar 31, 2019
Simplicity Cottage was the perfect getaway for us and our dog. We only stayed for three days, but wished we had booked for longer. The cottage is in a small neighborhood at the end of a long unpaved lane and situated right on the water. It's small but the perfect size for two people and has another bedroom upstairs for two more. The kitchen was well stocked and the cottage was very clean and tidy. Beautiful sunrises over the Choptank River greeted us every morning. We were there in the off-season so it was a little chilly and there was very little river traffic -- we enjoyed sitting outside in our jackets watching the bufflehead ducks feeding around the dock. Next time we come (and we WILL be booking this house again) we'll bring our kayaks so we can explore more of the river.
Reviewed: Oct 8, 2018
Great house with a perfect view thats close to St. Michaels and Annapolis. Loved it.
Reviewed: Aug 26, 2018
*****Very peaceful and relaxing. The sunrises were incomparable. Grilling, swimming in the Bay right off the deck, playing soccer on the fields behind the cabin, enjoying the breeze and the every-changing sights and sounds...
The cabin is cozy yet very comfortable for four people.
San Francisco, US
Reviewed: Aug 12, 2018
Loved the cottage. Thanks again!
Reviewed: Jun 4, 2018
LOVED It can't wait to return. Excellent experience all around. Easy to book, excellent customer service before our stay as well as during. This was a lovely location, the home was clean and well taken care of, and correctly represented and presented on the website. We got exactly what we booked. I would absolutely recommend it to others.
Reviewed: Nov 26, 2017
*****The minute I walked in, I knew Simplicity Cottage would be the perfect escape! I chose to spend time over the Thanksgiving holiday with my Jack Russell terriers. It was lovely, with all the comforts of home. The cozy fireplace was a godsend during the chilly evenings... and the sunrises... unbelievably beautiful right over the water. I didnt realize it but in the guestbook there were wonderful stories of other guests, some of them who return again and again. I may also join that club. A truly special place!
Reviewed: Oct 20, 2017
Reviewed: Sep 5, 2017
The entire process was seamless and easy not to mention the rate to book directly with ESVR.
Just being a quiet secluded property on the waterfront was my favorite feature. My husband loved the dock and was up early each morning to fish and even caught some perch that ended up being our dinner on our last night. The outside space was absolutely diving the perfect way to end the summer.
Reviewed: Aug 7, 2017
****We loved staying at Simplicity cottage on Tilghman Island! Perfect for the two of us and our son and his SO and dog. We enjoyed hanging out in the backyard, the dock and on the water on our rented kayak and SUPs! Our dog enjoyed visiting with neighbor dog Clyde as well as chasing the many deer and rabbits nearby. The naturalized built in rock 'steps' in the rip rap was perfect for both us and the dog's access to the water. Loved the views of the water from inside the house and we enjoyed everything so much we never turned on the TV - the perfect vacation! Used the grill a couple of times and enjoyed the $1 crabs at Character's Bridge tiki bar on Monday/Tuesdays - best deal ever. If you're looking for a beautiful slow, quiet place to vacation and unwind then this is the place for you.
Reviewed: Jul 31, 2017
Reviewed: Jul 16, 2017
Reviewed: Jun 19, 2017
Reviewed: May 16, 2017
Reviewed: Apr 18, 2017
Reviewed: Aug 5, 2016
Reviewed: Jul 5, 2016
Reviewed: Jun 19, 2016
Reviewed: Jun 8, 2016
I never spoke to a living soul. All communication was done by email and texting.
Simplicity Cottage is a piece of heaven. Just loved it.
Reviewed: May 23, 2016
Jessica was very helpful in getting us into the house when the initial code provided did not work.