Entire home

Pet-Friendly Tilghman Island Coastal Retreat

Photo gallery for Pet-Friendly Tilghman Island Coastal Retreat

A kitchen with white cabinets, a large island with bar stools, and a view of trees through the windows.
A living room with a large flat-screen TV, a bookshelf, a white armchair, and a grey sofa.
A bedroom with a large bed, a ceiling fan, white walls, and a window with shutters.
A living room with a staircase, a sofa, a chair, a wooden coffee table, and a decorative mirror.
A house with a yellow front door, a porch with Adirondack chairs, and a welcome mat with an anchor symbol.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Chesapeake Bay

Popular amenities

  • Balcony
  • Toys
  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available

Explore the area

View map
Tilghman Island, MD
  • Place, Northern Chesapeake Bay
    ‪9 min walk‬
  • Place, Chesapeake Bay Maritime Museum
    ‪29 min drive‬
  • Place, St. Michaels Winery
    ‪30 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪50 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed and 1 Crib

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

Add dates for prices

Similar properties

Exterior detail
Peaceful Tilghman Island Cottage – Pet Friendly Chesapeake Bay Escape
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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (51 reviews)
Peaceful Tilghman Island Cottage – Pet Friendly Chesapeake Bay Escape

About the area

Tilghman

Located in Tilghman, this holiday home is in a rural area. Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum are also worth visiting. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling.
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Map
Tilghman Island, MD

What's nearby

  • Northern Chesapeake Bay - 9 min walk - 0.8 km
  • St. Michaels Marina - 29 min drive - 33.8 km
  • Chesapeake Bay Maritime Museum - 29 min drive - 33.8 km
  • St. Michaels Winery - 30 min drive - 34.5 km
  • Saint Michaels Village - 31 min drive - 35.9 km

Getting around

  • Cambridge Station - 66 min drive
  • Easton, MD (ESN-Easton - Newnam) - 41 min drive

Restaurants

  • ‪Big Mack's Kitchen & Dock Bar - ‬6 min drive
  • ‪Gina’s @ The Bridge - ‬6 min drive
  • ‪Tickler's Crab Shack and Restaurant - ‬5 min drive
  • ‪Two if by Sea - ‬5 min drive
  • ‪Marker Five Waterfront Dining - ‬6 min drive

Frequently asked questions

Is Pet-Friendly Tilghman Island Coastal Retreat pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Pet-Friendly Tilghman Island Coastal Retreat?

As of 30 October 2026, prices found for a 1-night stay for 2 adults at Pet-Friendly Tilghman Island Coastal Retreat on 31 October 2026 start from NZ$2,640, 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 Pet-Friendly Tilghman Island Coastal Retreat?

On-site parking is available at the property.

What time is check-in at Pet-Friendly Tilghman Island Coastal Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Pet-Friendly Tilghman Island Coastal Retreat?

Checkout is at 10:00 AM.

Where is Pet-Friendly Tilghman Island Coastal Retreat located?

Situated in a rural location, this holiday home is within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our time here and would recommend to others!
Stayed 3 nights in Apr 2026
Response from VrboOwner on 23 April 2026
Thank you, Ashley. It was super having you join us and we look forward to you returning. Jennifer Flaneur, the vacation rental co.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close as you can get to the black walnut. Great spot for a small group or family in town.
Stayed 3 nights in May 2026
Response from VrboOwner on 19 May 2026
Thank you for the great review. Tilghman is a special place! Jennifer Flaneur the vacation rental co.
Verified review

10/10 Excellent

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

Quiet Peaceful Home

A delightful, quiet and peaceful spot for a family getaway.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

Beautiful property.

Beautiful area. Nice and quiet, close to Saint Michael's for shopping. Would love to stay again.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

Peaceful & Quaint

Skipjack Cottage was a perfect long weekend getaway with the girls kind of place. It was close enough to St Michael's to go in for dinner but wonderful to come home to our quiet spot. Breakfast at Two If By Sea is a must and so close to the cottage. Loved our stay.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

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

Wonderful stay at charming cottage

We had a wonderful stay here. It is so charming, beautiful inside, very clean and fit perfectly with the vibe of the island. Loved being able to walk to the pier to go crabbing. You will love this place. Highly highly recommend!
Stayed 7 nights in Jul 2024
Response from VrboOwner on 30 July 2024
Alexandra, Thank you for the kind words. We are thrilled to know you enjoyed your time at Skipjack. Please come back and join us again soon. Jennifer Flaneur, the vacation rental company
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was wonderful for our small group. We loved being able to walk to the public dock and bike to Tickler's and Gina's for meals. The bedrooms were clean and cozy and we had great movie nights in the den downstairs. The firepit was also a huge hit. We will definitely return!!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Brandon

Tastefully restored traditional property in a quiet location. Plenty of equipment, though an electric kettle would improve this further. Lots of space!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Quiet, serene surroundings!

If you are looking for a quiet, serene, comfortable setting for your upcoming visit to Tilghman Island, I’d highly recommend the Skipjack Cottage. While the exterior of the cottage is a tad weathered, the interior was lovely with a great combination of restoration and contemporary appointments. All three bedrooms were nicely decorated, clean and comfortable. The modern kitchen has all that’s needed for meal preparation and dining. We would go back in a heartbeat!
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice home. Only issue was one kitchen window that didn’t latch therefore upper sash would not stay up and was letting in some bees but we were able to take care of it. The layout of the 1st floor bathroom is a bit odd and the couple steps that could be hazardous if you’re not paying attention. Wonderful location right up the street from the public pier in a nice quiet neighborhood. Property manager responded quickly to my messages.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 23 October 2025
Thank you for your great review. We have addressed the window and we are sorry for any inconvenience it may have caused. It was a pleasure to host you all. Jennifer
Verified review

10/10 Excellent

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

Nicely restored house in a great location

The skipjack cottage was amazing. Our group of friends have been exploring different regions of the Eastern Shore for about two decades and we'll definitely be back to Tilghman Island. We appreciated that the house had a full kitchen (complete with utensils, implements, and staples) and tasteful finishes and furnishings throughout the house. The neighborhood was calm and quiet, the public dock was a short walk away for fishing and relaxing near the water, and the low speed roads on Tilghman Island were perfect for biking. Thanks for offering this property
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Summer family vaca

The house was very cute, kept old style southern charm with many modern updates. Great space for a family trip. The beds were very comfortable. Minor plumbing issues towards the end of our trip. We unfortunately picked a very hot week to visit so there was not much to do nearby, (closest public beach an hour away) but thankfully the house was well air conditioned. The neighborhood was quiet, beautiful, well kept, neighbors were very friendly. We enjoyed waking down to the dock several times a day and sitting on the porch people watching.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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