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Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

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Dining
Property grounds
Interior
Interior
3 bedrooms, iron/ironing board, travel crib, WiFi

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms

Popular amenities

  • Barbecue grill
  • Dryer
  • Washer
  • Kitchen
  • Parking available
  • Outdoor Space

Explore the area

View in a map
Tilghman Island, MD
  • Tilghman Watermen’s Museum
    ‪3 min drive‬
  • Tilghman Island Marina
    ‪5 min drive‬
  • St. Michaels Winery
    ‪34 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪57 min drive‬

Room options

About the neighborhood

Tilghman

On river.Within 2 miles (3 km) of this Tilghman vacation home, you'll find Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch. Kronsberg Park and Knapp's Narrows Marina & Inn are also within 3 miles (5 km).
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What's nearby

  • Tilghman Watermen’s Museum - 3 min drive - 1.3 miles
  • Tilghman Island Marina - 5 min drive - 2.2 miles
  • Phillips Wharf Environmental Center - 5 min drive - 2.4 miles
  • Chesapeake Bay Maritime Museum - 33 min drive - 19.3 miles
  • St. Michaels Winery - 34 min drive - 19.8 miles

Getting around

  • Cambridge Station - 64 min drive
  • Easton, MD (ESN-Easton - Newnam) - 44 min drive

Restaurants

  • ‪Gina’s @ The Bridge - ‬4 min drive
  • ‪Two if by Sea - ‬3 min drive
  • ‪Marker Five - ‬4 min drive
  • ‪Tickler's Crab Shack and Restaurant - ‬3 min drive
  • ‪Bridge Restaurant - ‬4 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.

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Summary:
Welcome to your private escape on Tilghman Island — a waterfront home with panoramic water views, a dock for boating and crabbing, and sunrises that will stay with you long after you leave. Perfect for families and groups, this 3-bedroom retreat blends modern comfort with coastal charm, offering multiple indoor/outdoor gathering spaces, a gourmet kitchen, and cozy spots to unwind. Just minutes from quaint shops, restaurants, and historic St. Michaels, it’s the perfect base for your Eastern Shore getaway.

Talbot County Licensure: STRN-23-32

The Space:
At the quiet edge of Tilghman Island, where the road ends and the water begins, you’ll find the perfect blend of relaxation and recreation. Step inside and you’re welcomed by an open floor plan that frames the Choptank River from nearly every window. The main living room invites you to gather by the fireplace or watch a movie. The fully equipped chef’s kitchen is designed for cooking, with premium appliances and abundant prep space. Multiple dining areas — indoors and on the screened porch — let you choose your view for every meal. All three bedrooms are thoughtfully furnished, each with plush bedding, and sweeping views. Outside, enjoy the private dock for boating or crabbing, relax on the deck with a good book, or gather around the fire pit as the stars come out.

Just a short drive away, explore St. Michaels’ boutique shops, waterfront dining, and maritime history — or simply stay in and savor the peace of your private waterfront haven.

What you'll love:

- Waterfront location with private dock
- Fire pit with Adirondack seating
- Kayaks and Paddle Boards
- Pet-friendly ($200 pet fee, per stay)
- Sleeps 6 comfortably: 3 bedrooms / 4 beds / 2.5 baths
- Fully equipped kitchen + coffee maker
- High-speed WiFi & smart TV for streaming

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 waterfront 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.

Property manager

Jennifer Brown

Languages

English

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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Books
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • On a river
  • On the waterfront

Things to do

  • Bicycles
  • Optional golf privileges
  • Cycling nearby

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)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Electric car charging station
  • 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

Pets

  • No pets allowed, but service animals are welcome

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
This property accepts cash
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 and a first aid kit
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. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

62c2daf68de6ff0035da2b31

Frequently asked questions

How close is Waterfront 3-Bedroom Cottage and Pet Friendly to the airport?

This vacation home is 26.9 mi (44-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

Does Waterfront 3-Bedroom Cottage and Pet Friendly have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Waterfront 3-Bedroom Cottage and Pet Friendly offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Waterfront 3-Bedroom Cottage and Pet Friendly?

No, there is no casino at this vacation home.

What time is check-in at Waterfront 3-Bedroom Cottage and Pet Friendly?

Check-in begins at 4:00 PM.

Is there free parking at Waterfront 3-Bedroom Cottage and Pet Friendly?

Free parking is not available at this vacation home.

Does Waterfront 3-Bedroom Cottage and Pet Friendly have a pool?

This vacation home does not have a pool.

Does Waterfront 3-Bedroom Cottage and Pet Friendly have a spa?

There are no spa services available at this vacation home.

How close is Waterfront 3-Bedroom Cottage and Pet Friendly to downtown Tilghman?

This vacation home is 0.4 mi away from Tilghman.

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 31 out of 33 reviews
Rating 8 - Good. 2 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jane M.

Liked: Cleanliness
This house was the perfect place for our stay. We enjoyed the beautiful views every morning. The house itself was lovely and perfect for our weekend trip. We loved the location too and took time to explore the island and town of St Michael’s.
Stayed 3 nights in Jul 2025

10/10 Excellent

Lori S.

Liked: Cleanliness

Peaceful getaway

Beautiful view, beautiful home, very clean and well stocked! My family of 6 (2 adults, 3 teen boys and 1 younger boy) enjoyed 4 nights/3 days at this lovely home on Tilghman Island. The island itself is tucked away and very slow paced. We didn’t try any of the local restaurants (some were closed M-W), but there are a few limited options. There is a marina where you can rent fishing/crabbing equipment as well as book charters. We mostly fished from the dock (with very little luck) and enjoyed walking the gravel road, kayaking and paddle boarding.The home itself is recently updated and shows. We grabbed basic groceries on the way in and were pleasantly surprised to find how well stocked the kitchen was with oils, spices, dishes, etc. The beds were all clean and comfortable, although the primary bedroom mattress was a bit firmer than we’d like. The only thing I think was missing was a full length mirror or two- other than that we had everything we needed for a relaxing stay.The communication with the property manager was also very easy and she always responded in a timely manner. We had a few questions here and there and found her to be very helpful.Saint Michaels is an easy 20 minute drive from the house and a super cute town! We loved the ice cream at JoJo’s and the coffee from Eat Sprout (they also have a great assortment of baked goods/GF items). I wish we had more time to check out the other restaurants there!Overall- wonderful stay and would highly recommend.
Stayed 4 nights in Jul 2025

10/10 Excellent

Gary B.

Liked: Cleanliness

An excellent vacation rental

An excellent vacation rental. The check in was easy. We had a vey relaxing stay. The house was super clean and very spacious. 2 1/2 baths so there’s plenty to share for when having guests over. Unbelievable view of the water front. Highly recommending this lovely home!
Stayed 3 nights in Jun 2025

10/10 Excellent

Karolyn J.

Liked: Cleanliness

Relaxing Getaway

We had a wonderful stay on Tilghman Island at this beautiful property. The waterfront view from the house is stunning (as are the sunrises). We had fun using the kayak and walking over to Gina’s at the Bridge for lunch. It was a very relaxing stay!
Stayed 3 nights in May 2025

10/10 Excellent

MaryBeth G.

Liked: Cleanliness

Anniversary weekend

We travel to the area every year for a long weekend for our anniversary. We stayed here last year and it was great so we booked again this year. Quiet neighborhood, terrific views. Working fire pit. Well stocked kitchen. Look forward to staying again next year.
Stayed 3 nights in Oct 2024

10/10 Excellent

Jan K.

Liked: Cleanliness

This house and location are beyond beautiful!

This was a girls weekend and the house could not have been more perfect!! The house and location are beautiful. It feels so homey with a beautiful yard, a dock, and so many areas to relax and enjoy. It is so thoughtfully decorated, the beds and bedding were very comfortable, and it is stocked with anything you could ever need. Nothing was overlooked. Tilghman Island and St Michaels are such a wonderful get away with great shopping, Inns, restaurants and bars. Be sure to do a sunset cruise!
Stayed 3 nights in Oct 2024

10/10 Excellent

Joe F.

Liked: Cleanliness

Peace and Quiet

First, the home is in a wonderful location. Spectacular water views; bald eagles flying around; and not a single human being anywhere in sight. Second, the house is advertised as being recently renovated and it shows. The interiors and furnishings are all in excellent condition. The bed and furniture were all very comfortable. We will definitely return in the future. We recommend this home for anyone looking for a quiet, restful respite from stress.
Stayed 4 nights in Sep 2024

10/10 Excellent

Rhonda G.

Liked: Cleanliness

Wonderful Vacation

This beautiful home was wonderful for our long overdue vacation - We loved our stay here very much - The town is amazing
Stayed 4 nights in Aug 2024

10/10 Excellent

Kim D.

Liked: Cleanliness

Beautiful Waterfront Property

My family loved staying at this beautiful property which is even better in person. Loved all the little extra unexpected touches to provide you with the best possible stay. The location and view are absolutely perfect. This was definitely our favorite property we have rented in the area.
Stayed 3 nights in Aug 2024

10/10 Excellent

Donna C.

Liked: Cleanliness

Fantastic!

This property and the hospitality of the host was beyond our expectations. 10 stars!!
Stayed 3 nights in Jul 2024

10/10 Excellent

Bradley N.

Liked: Cleanliness

Amazing Place!

We loved all the renovations! The place was beautiful inside, and breathtaking view/water access outside! Jennifer thought of all the little details that matter..sheets, towels, trash bags, toilet paper, paper towels, soap ect… The home was very warm and inviting.
Stayed 3 nights in Jul 2024

10/10 Excellent

Olivia J.

Liked: Cleanliness

Peaceful little oasis!

We absolutely loved staying here - it's such a peaceful spot on the water, and the house was incredibly clean and nice with well-made, cozy beds. Can't recommend enough!
Stayed 3 nights in Jun 2024

10/10 Excellent

Kathy L.

Liked: Cleanliness

It's Everything and More.....

We had an amazing stay! This home has anything and everything you will need. The property is on a quiet street and being on the water is always calming. I wish there was a way to easily get into the water (full disclosure, I did NOT reach out to ask if there was a ladder or anything else, as I was completely off my device for the entirety of our stay). We loved playing corn hole every night! St. Michael's is so close and we found ourselves heading downtown, to the farmer's market and out shopping and eating every day! The beds were comfortable and having soap and lotion at every sink was wonderful!! Not to mention the body wash, shampoo and conditioner in both showers! We will most definitely be returning to this fabulous home again. You should check it out, for sure!
Stayed 3 nights in May 2024

10/10 Excellent

Mary V.

Liked: Cleanliness

Relaxing

The home was beautiful. Everything in the home is very updated and nicely decorated. Beds are veey comfortable. Everything you can think of in the kitchen. We spent a lot of time on the back porch and at night around the firepit. We would highly recommend this home. If you want a peaceful relaxing place. We stayed for 6 days on a girls trip. All three of us highly recommend this home. We would definitely stay again.
Stayed 6 nights in Apr 2024

10/10 Excellent

MaryBeth G.

Liked: Cleanliness

Yearly anniversary weekend to area

We have been staying in this area for the past 10 years. This has been our favorite place so far. Beautifully decorated, beautiful views. Fully equipped from phone charger ports to full kitchen necessities. Look forward to staying here again.
Stayed 3 nights in Nov 2023

10/10 Excellent

ashley m.

Liked: Cleanliness

Girls trip

This house is fabulous! It’s well appointed and very comfortable. I’d gladly rent again!
Stayed 3 nights in Jul 2023

10/10 Excellent

Brian D.

Liked: Cleanliness

Great stay for a long weekend

My friends and I stayed here recently for an annual trip and loved the property and surrounding area. The house is immaculate, very comfortable, and has beautiful views. The location/surrounding area has a nice mix of feeling secluded but also having plenty to do nearby. Communication with Jennifer, the property manager, was very easy. Highly recommend staying here!
Stayed 3 nights in Jul 2023

10/10 Excellent

Berta K.

Liked: Cleanliness

Beautiful Bay Views

We had a relaxing and enjoyable stay! We enjoyed spending time on the screened porch and deck overlooking the bay. The home was clean and comfortable, and kitchen was well stocked for a rental property. The decor was updated and pleasant. We recommend this property for a casual, comfortable getaway.
Stayed 4 nights in Jul 2023

8/10 Good

Tracy D., PA

Liked: Cleanliness

Beautiful, peaceful home

the location of this home is wonderful......total peace and quiet.
Stayed 3 nights in Jun 2023

10/10 Excellent

Rhonda R.

Liked: Cleanliness

Unbelievable view

Quiet area without the crowds. Perfect for family gatherings. Nice water amenities kayak and paddle board. Water view is unrivaled. House was spotless and comfortably remodeled. Wish we had stayed longer with the Chesapeake Bay as our backyard!
Stayed 3 nights in Jun 2023

10/10 Excellent

Austin D., Bethesda, MD

Liked: Cleanliness

Gorgeous waterfront house

This house was pretty spectacular. Super clean and well appointed. Beautiful kitchen and amazing wraparound view of the water. The view really is amazing. Jennifer Brown, the property manager was also AMAZING. She was so nice and responsive and even offered to get us groceries to have at the house prior to our stay. 100% recommend this house and working with Jennifer!
Stayed 3 nights in Jun 2023

10/10 Excellent

Marie B.

Liked: Cleanliness

Can I buy this property???

The photos don’t do it justice. I want to live here! Each of us said the same thing - what you feel when you look out over the water - it’s magic .
Stayed 6 nights in May 2023

10/10 Excellent

Mary L.

Liked: Cleanliness

"The Waterman" - a beautiful home in a great location

"The Waterman" was a great choice for a getaway for four friends from college. The waterfront home and surrounding property were beautiful! The inside of this roomy, remodeled house looked brand new and the feel was light and airy due to the natural light and large windows. The kitchen really was spectacular. We cooked a lot and found that it had every appliance and gadget you would need. The gas grill and gas fire pit were nice additions to the property. We enjoyed the s'mores we made with the complimentary ingredients! The location is very convenient to St. Michaels, but we also found some things to do on Tilghman Island. Don't miss the thrift store, where there were great finds, and art studio, both next to the "Two if By Sea" restaurant which I hear is very good. Management was very responsive to a couple of minor issues. And I would suggest that you confirm what the TOTAL cost will be. We were surprised by a management fee and credit card fee which were not mentioned in the cost breakout. The four of us agreed that overall, we would grade this property with an "A." Book it - you won't be disappointed!
Stayed 4 nights in May 2023

10/10 Excellent

Ashley C.

Liked: Cleanliness

Lovely Girls Weekend

We had the best time at this adorable house for a recent Moms Weekend Away. The house was exactly as described, even cuter in person. It rained all weekend but we still had a lovely time. The kitchen is fully stocked and perfect for a group. The only thing I would change would be a heads up that there was only 3 rolls of toilet paper in the house. We ran out and had to make a trip out when we could have brought some had we known. There was also some ants because of the rain but the manager was very communicative and helpful with that. Thank you so much for a great stay! We hope to come back again in 2 years for another girls trip.
Stayed 3 nights in Apr 2023

10/10 Excellent

Elizabeth K., Gladwyne, PA

Liked: Cleanliness

Quiet Getaway Retreat

Perfection. Beautifully renovated, tastefully decorated cottage with all the amenities! We had a wonderful stay at The Waterman. Stunning sunrises, beautiful views. A lovely screened in porch... the perfect spot for quiet relaxation or dinner with a view! Hammocks for lazy days. Fully stocked kitchen and very comfy beds. We look forward to returning again!
Stayed 3 nights in Apr 2023