Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!

Top rated by guests
Pool
Cook and share meals in a chef’s kitchen with room for everyone
Waterfront guest room
Exterior
Views, views, views
review stars
9.8Outstanding
(23 Ratings)
"Great house. Well equiped kitchen. Wonderful views over the Bay. Beds were very comfy. If you could control the mosquitoes it would be heaven. Everyone had a fantastic stay and would definitely come a..."
James M.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(23 Ratings)

House in Tilghman, MD

8 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Summary:

Experience the ultimate Chesapeake Bay getaway on Tilghman Island! This stunning waterfront retreat will feature a brand new pool ready for Summer 2026, perfect for relaxing, soaking up the sun, and enjoying breathtaking bay views.



Talbot County Licensure: ST-557-LEE



The Space:

Experience the beauty of Tilghman Island in this open-concept waterfront home, perfectly positioned on the Chesapeake Bay. Enjoy a private dock for fishing, crabbing, or launching kayaks, and soak in unforgettable sunset views from the deck.

Inside, large bay-facing windows fill the home with light. The living room is perfect for gathering, while the fully equipped kitchen makes cooking for a group a breeze. With three bedrooms (all with water views) and two full baths, this property comfortably accommodates up to 8 guests.



What you'll love:

- Private waterfront dock

- 2 kayaks with paddles

- Furnished deck & outdoor dining area

- Gas grill

- Fully equipped kitchen with modern appliances

- High-speed WiFi & streaming TV



Location Highlights:

- Quiet setting with bay breezes

- Short drive to St. Michaels



This property blends peaceful waterfront living with easy access to the best of the Chesapeake.



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.



Getting Around:

Bike, Walk , Drive



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.



Quiet, residential neighborhood — respect local noise guidelines.



The private pool is scheduled to open for the season by Memorial Day.

Amenities at Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!

Non-smoking
No pets allowed
Family friendly

Map of Tilghman, MD


Ratings and reviews

9.8 / 10
Outstanding(23 Ratings)
10 / 10Outstanding·Jul 2025
Great house. Well equiped kitchen. Wonderful views over the Bay. Beds were very comfy. If you could control the mosquitoes it would be heaven. Everyone had a fantastic stay and would definitely come again. My son fell in love with the couches by the way.
10 / 10Outstanding·Jun 2025
We love the comfort of the home with easy biking and a few breakfast options nearby.
10 / 10Outstanding·Jun 2025
Wonderful well kept property. Fully stocked kitchen. Comfy beds. Quiet street. Magical views of the bay. Enjoyed sitting on the dock and the large deck watching the wildlife. Spacious house for folks to spread out for quiet time or all gather and be together. Highly recommend to friends and family.
10 / 10Outstanding·Jun 2025
Best appointed property I have ever stayed in....... period. There wasn't anything we could think of that wasn't already provided. Amazing views of the bay and sunsets.

$$$$
expedia logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.