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Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues

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Charming Tilghman Island cottage—steps from marinas, restaurants & wedding venues.
Bright, stylish living room—perfect for relaxing after a day on the water.
Fully stocked kitchen with everything you need for family meals & group trips.
Living room
Spacious backyard for morning coffee, sunset cocktails, or lawn games.

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Balcony

Explore the area

View in a map
Tilghman Island, MD
  • Place, Kronsberg Park
    ‪2 min walk‬
  • Place, Tilghman Island Marina
    ‪6 min walk‬
  • Place, Phillips Wharf Environmental Center
    ‪8 min walk‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪43 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom

Toilet · Shower only

Bathroom #2

Toilet

Bathroom #3

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

About this property

Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues

Summary:

Welcome to your Tilghman Island getaway, a beautifully maintained 3-bedroom cottage located in one of the most convenient areas on the island. This home offers the perfect setting for families, wedding guests, boaters, and travelers seeking comfort and walkability. From the cottage, you can easily reach to the island’s marinas, waterfront restaurants and all major wedding venues, making your stay both relaxing and effortless.



Talbot County Licensure: STRN-26-4



The Space:

This thoughtfully prepared cottage features three comfortable bedrooms, a well-equipped kitchen, a cozy living room for unwinding after a day on the water, and an inviting dining area for group meals. Natural light and coastal décor create a warm and peaceful atmosphere throughout the home. Guests will also enjoy the outdoor space, perfect for morning coffee or evening cocktails. The unmatched walkable location allows you to experience the best of Tilghman Island without ever moving your car.



What you'll love:

- 3 bedrooms, 2.5 baths, sleeps 6

- Cozy cottage charm with modern amenities

- Bike-friendly location: explore the island with ease

- Walk to local dining, Marinas , and venues

- Ideal for family weekends, friends’ getaways, or seasonal escapes



Local Attractions / Things to Do:

-Tilghman Island dining & seafood experiences

- Local Fishing Charters

- Local Boat Cruises

- Scenic biking around the island

- Flaneur Curated Crab Feasts



Escape to this charming watermen’s community. Ride your bike to the Tiki bar, try your hand at crabbing, or dine at some of Tilghman Island's best spots. Perfect for families, friends, or anyone looking to soak up the season!



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 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.



Getting Around:

Car, walk and bike



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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Tilghman

Located in Tilghman, this holiday home is in a rural area. Chesapeake Bay and Kronsberg Park reflect the area's natural beauty and area attractions include Phillips Wharf Environmental Center and Chesapeake Bay Maritime Museum. Chesapeake Beach Railway Museum and Chesapeake Beach Water Park are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
Tilghman Island, MD

What's nearby

  • Kronsberg Park - 2 min walk - 0.2 km
  • Tilghman Island Marina - 6 min walk - 0.6 km
  • Knapp's Narrows Marina & Inn - 8 min walk - 0.7 km
  • Phillips Wharf Environmental Center - 8 min walk - 0.7 km
  • Tilghman Watermen’s Museum - 12 min walk - 1.1 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 41 min drive

Restaurants

  • ‪Two if by Sea - ‬12 min walk
  • ‪Gina’s @ The Bridge - ‬8 min walk
  • ‪Tickler's Crab Shack and Restaurant - ‬12 min walk
  • ‪Marker Five Waterfront Dining - ‬10 min walk
  • ‪Bridge Restaurant - ‬8 min walk

Frequently asked questions

Is Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues?

As of 5 May, 2026, prices found for a 1-night stay for 2 adults at Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues on 22 Sept, 2026 start from S$595, 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 Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues?

On-site parking is available at the property.

What time is check-in at Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues?

Check-in begins at 4:00 PM.

What time is check-out at Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues?

Checkout is at 10:00 AM.

Where is Charming Cottage in Tilghman Island—Walk to Marinas, Dining & Wedding Venues located?

Situated in a rural location, this holiday home is within a 10-minute walk of Kronsberg Park and Chesapeake Bay. Northern Chesapeake Bay and Tilghman Island Marina are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Michele G.

Liked: Cleanliness, check-in, communication, location
We really enjoyed our stay!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very clean and kitchen well stocked. Would definitely rent again.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Anne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Stephen K.

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

Great place

The house was a beautiful quaint clean home. Great location and reasonably priced. Cute little town and not far from St Michael's. Communication with owner was easy and they were accommodating!
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Mallory W.

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

Wonderful, cozy house!

We stayed here with friends for a wedding on the island. This was an absolutely perfect spot! The beds were incredibly comfortable and the house had more than enough room for us all. We loved having breakfast in the dining area and hanging out in the kitchen and front porch together. A very quiet street, walking distance to the country store, and a short car or bike ride to the wylder hotel and Tilghman inn. I would highly recommend staying here!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Connie L.

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

Relaxing

We really enjoyed our stay here at the Wandering Loon and would definitely rent again. The entrance ramp and 1st floor BR with en suite was key for us as we are four senior women and one has mobility issues. The house is well appointed and host Jennifer replied promptly to all questions.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Casey S.

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

Quaint island stay

House was clean and well appointed. Had some challenges with streaming to the TV but otherwise this day was perfect. Very quiet neighborhood. Great proximity to St Michael’s.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Julie M.

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

beautiful property

Perfect house for our family during a renunion weekend when we could not house everyone at our house on Tilghman. Beautiful home. Great location. Biking distance to everything on the island. Would highly recommend.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Cheryl R.

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

Great house in Tilghman Island

We really enjoyed our stay in this house. The kitchen was well appointed, the beds were comfortable, and it is in a very quiet neighborhood. It was close to St. Michaels and Easton. The only issue was that there are no blinds on any of the 1st floor windows. As there are houses all around, some sort of blinds are needed. We would stay here again.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Jeanne B.

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

Quick family getaway

We had a wonderful stay in this quaint cottage. Great space for our family to rest, eat well and rejuvenate. Absolutely loved being on a Tilghman Island and meeting delightful folks who are local at the Country Store and Two if by Sea! Close enough for shopping and dining on St. Michael’s and in Easton. Host was always available if needed. Someone told us “there’s nothing to do and not enough time to do it”! We could have used a few more days 😁
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Lori B.

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

Nice location in very quiet neighborhood.

I came for some rest and quiet. This was a great choice. The house had all the necessities and was very spacious and clean. Easy drive into St. Michaels for dinner, shops, and touristy sites. Easy parking. Convenient ramp to get luggage into the house. This would be a great place for someone with low mobility: able to do everything on first floor with ramp entrance. I stayed mostly on the island and walked about to see the docks and visit the local grocery (which is less than 5 minute walk around the corner). My only caution: no window coverings on any of the first floor windows. This made me a little nervous at night as the neighbors could see if I was home (alone) or not. But the area seemed safe and the people were friendly.
Stayed 4 nights in Aug 2023

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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