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Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

Photo gallery for Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

Sunset at Tilghman Landing
Exterior
Property grounds
Private kitchen
Exterior detail

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 5

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue

Explore the area

View map
Tilghman, MD
  • Place, Tilghman Island Marina
    ‪5 min walk‬
  • Place, Kronsberg Park
    ‪6 min walk‬
  • Place, Phillips Wharf Environmental Center
    ‪13 min walk‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪45 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Single Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

Located on the Chesapeake Bay side of Tilghman Island, this beautiful two-story, three bedroom cottage is available for rent throughout the year. Our cottages have stunning views of the bay from the second floor bedrooms - and private balcony and/or deck. There are hardwood floors throughout, a full service kitchen with dishwasher and microwave and outdoor gas grill. Enjoy the use of the 3 shared docks, crab traps, the Crab Shack (with wood burning stove, small drink fridge, CD player/radio and DVD player) and a Pergola with seating for 4. The dazzling sunsets over the Bay are extraordinary as though they were choreographed just for us. The chatty waterfoul are fascinating to watch and we get daily visits from a wide array of birds, migrating geese, ducks (and ducklings), osprey and the occasional bald eagle. This is the perfect romantic getaway. An extensive bike trail (the new Michener Byway) extends from Tilghman to St. Michaels and out to Oxford via the Belleview/Oxford Ferry. We are minutes (walking distance) from world class restaurants, kayaking, fishing, skipjack tours, historic St. Michaels, and Antique Shops. STRN License 25-3

Keywords: Tilghman Island, Cottage, Chesapeake Bay, Waterfront

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 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
HypoAllergic with well-behaved owners & clean yard
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Smoking

Smoking is not permitted
We do NOT allow ONLINE booking for our property without communication with us first - we NOT honor a reservation made without our direct knowledge.
There is a 3-night minimum for holiday weekends.
If Renter has more people in the house then allowed, the full $250 cleaning fee will be assessed.

Important information

You need to know

Property # 192419vb
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
Long-term renters welcome
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 and a deadlock

About the area

Tilghman

Located in Tilghman, this holiday home is on the beach. Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's landmarks include St. Michaels Museum and Spocott Windmill. Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
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Map
Tilghman, MD

What's nearby

  • Tilghman Island Marina - 5 min walk - 0.4 km
  • Kronsberg Park - 6 min walk - 0.6 km
  • Talbot County Library Tilghman Branch - 12 min walk - 1.1 km
  • Phillips Wharf Environmental Center - 13 min walk - 1.1 km
  • Tilghman Watermen’s Museum - 15 min walk - 1.3 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 35 min drive

Restaurants

  • ‪Two if by Sea - ‬17 min walk
  • ‪Gina’s @ The Bridge - ‬13 min walk
  • ‪Tickler's Crab Shack and Restaurant - ‬16 min walk
  • ‪Marker Five Waterfront Dining - ‬16 min walk
  • ‪Big Mack's Kitchen & Dock Bar - ‬16 min walk

Frequently asked questions

Is Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay?

As of 10 May 2026, prices found for a 1-night stay for 2 adults at Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay on 22 May 2026 start from NZ$981, 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 Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay?

On-site parking is available at the property.

What time is check-in at Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay?

Check-in begins at 3:00 PM.

What time is check-out at Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay?

Checkout is at 11:00 AM.

Where is Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay located?

Nestled on the beach, this Tilghman holiday home is just steps away from Chesapeake Bay and Northern Chesapeake Bay. Tilghman Island Marina and Knapp's Narrows Marina & Inn are also within 10 minutes.

Reviews

9.6

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. 20 out of 23 reviews
Rating 8 - Good. 2 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 1 out of 23 reviews

9.6/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Debbie W.

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

Wonderful stay!

We had a wonderful stay! View was superb and everyone was so friendly. Hosts were very attentive. Looking forward to coming back. PS No smell!!
Stayed 4 nights in Aug 2022
Response from VrboOwner on 16 August 2023
We can't wait to host you again. Your children were fun and very enjoyable to get to know. Thank you for the great review!!! Good luck with your move and know we are here for you to get some R&R when you are done!! Jacque and Patrick
Verified

10/10 Excellent

Mary N.

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

Lovely Stay on Tighlman Island

Comfortable home right on the water! Host was very nice, provided everything we needed and checked in on us. Close to restaurants and St. Michael's shops, about an hour from Annapolis.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Kathy M.

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

Chesapeake Getaway

We had a lovey time at Jellyfish Cottage! It was very peaceful and the view is spectacular. St Michaels is minutes away and there is so much to do. We enjoyed the shops, restaurants and the Maritime Museum. Highly recommend!
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Adam O.

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

Outstanding

This was a wonderful property that we all enjoyed. My kids loved fishing off the dock and checking the crab pots and our crab dinner in the shack was fun and memorable. We’ll definitely return!
Stayed 7 nights in Aug 2023
Verified

8/10 Good

Kathy S.

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

Jellyfish cottage

Smelled of cats.
Stayed 3 nights in Jul 2022
Response from VrboOwner on 16 August 2023
Interesting . . . we too smelled ammonia when we entered the house after Kathy's group left. We've never had cats (or pets) in this house so we were quite concerned and wondered why they never mentioned this smell during their visit. Turns out, there is an over-flow drain in the front closet for the instant hot water heater. We poured a little hot water and bleach down the drain (which, to our knowledge, has never been used) and the smell went away. Thank Goodness.
Verified

10/10 Excellent

Brian S.

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

Beautiful cottage

The cottage was perfect. It was very clean and it had everything we needed. It was home base for Plein Air Easton. The views were great. Sunsets and early morning moonsets were spectacular. We grew attached to the osprey family. Hoping the chicks fledge successfully.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Aletta J.

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

Easy, comfortable stay

Was in Tilghman for a Family wedding at Wylder. The property was perfectly situated for the wedding events yet in a quiet area with low to no traffic. The property had all we needed, and candles just in case of power outage from Ophelia. Should we find ourselves on the island again, we will come back. I tend to over communicate, so Patrick and Jackie were great communicators and always willing to answer our questions. Thanks for a lovely stay!
Stayed 3 nights in Sep 2023
Response from VrboOwner on 25 September 2023
We are so sorry to have missed meeting you - fellow WI friends!! We are thrilled that the wedding was beautiful and not affected by the Storm. And, we appreciate the communication. It was great that you checked in about the storm effects and we are grateful you were there! Please come back!!
Verified

10/10 Excellent

Alison K.

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

Experience the Eastern Shore lifestyle like a local!

Definitely one of my top vacation rental experiences! Jacque and Patrick are an amazing combination of excellent hosts and friendly neighbors, who serve as concierge/guide to your amazing vacation. They were proactive in sharing information prior to arrival, and extremely welcoming once we were on site. They anticipated all of our needs and questions, making sure we saw the fireworks displays around the bay, knew when and where the farmers market was and even where to find the best deals! The kitchen was so well-stocked with good quality plates, dishes, utensils, and appliances. We enjoyed our crab feast, the rafts for floating in the bay, watching the ospreys and the sunsets. We definitely want to return and stay longer next time.
Stayed 4 nights in Jul 2024
Verified

2/10 Terrible

Michelle W.

Disliked: Check-in, communication, location, listing accuracy

Horrible homeowner

The homeowner’s attitude was EXTREMELY unprofessional, cruel, and she had no respect for us as clients. No one in the group enjoyed the experience because of Jacque. In fact, we left a day early because of her verbal abuse, which ruined our whole vacation. My family and I would NEVER rent any property from her again and perhaps not thru vrbo either.
Stayed 5 nights in Oct 2023
Response from VrboOwner on 24 October 2023
I cannot believe how completely awful this person truly is - and clearly unappreciative of my generosity to allow them to remain in our home. First, she would not complete the lease form that is clearly required - as per my VRBO account and per my short term rental license in my county. I should have cancelled the rental then but instead asked that she bring the paperwork with her. She did not. THEN, she arrived with a DOG. We do not allow pets. That is also clear on our VRBO site. WHO DOES THAT?? I am traveling and was not on site or I would have asked her to leave at that point. My on site concierge called me because she was upset about the dog running loose on the property and in the house and disturbing our cats. I finally got hold of Michelle's husband to inquire about the dog - the one and only time I spoke with either of them in person. I was not verbally abusive but asked that they keep the dog on a leash, in a crate in the house if possible and to please pick up its poop and respect our home. He was calm and respectful while she literally screamed at me from the background and told me she would pray for me - very crazy! Again, I was out of town and should have asked her to leave at that point for breaking all of our rules but, because her husband was so nice and it was a family vacation (and I was not present) I allowed them to remain with the dog. It was nice of me to do however, I clearly should have terminated the rental. I never met these people and hope to never meet them or any other rude awful entitled people. They would never be welcome back to any of our properties.
Verified

8/10 Good

Kat B.

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

Great stay for IM Maryland

The views from Jellyfish Cottage, particularly sunset are quite stunning. That being said, the back of the house (shown in the picture) is all windows to enjoy the view so expect to wear your sunglasses indoors in the evening. We had a bit of trouble finding the place since we arrived after dark (and it is very very dark). This is due to all of the lights being turned out since this is a major bird migration route. Those two things aside our stay was quite lovely and relaxing. The drive to Cambridge for the race and activities was about 50 minutes, so we just planned accordingly.
Stayed 5 nights in Sep 2022
Verified

10/10 Excellent

Kenyatta and Chrisanthe G.

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

Sunsets to Die For.

The house is comfortable and well appointed. The windows and deck are perfectly situated to take in the sunsets every night. My wife and I had a wonderful time.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

marie m.

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

Amazing time

Everything was wonderful. The view, the accommodations, the view 😜. Jacque and Patrick were awesome. We had a great week and will have to be sure to visit again in the future.
Stayed 7 nights in Jun 2020
Response from VrboOwner on 16 August 2023
Thank you! We love sharing this magical place with families like yours!! We look forward to seeing you back as the world (hopefully) unwinds and finds balance. We intend to keep Tilghman Island and Tilghman Landing a safe place for everyone. Good luck with the upcoming school year - for you and your mature, fun and special children. It was great to meet all of you!
Verified

10/10 Excellent

Rob W.

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

Beautiful views and great hosts!

We loved our stay at the Jellyfish Cottage! Jacque and Patrick were great host and quick to respond to any questions we had. The view is one of the best views I have seen and you can bike or walk to all the Tilghman Island fun spots. We will be back!
Stayed 7 nights in Jun 2020
Verified

10/10 Excellent

Ana D.

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

It Doesn

Loved the property, the view was amazing, and it was close to anything and everything we wanted to do. We went with another couple to celebrate my husband's and our good friend's birthdays, as well as our anniversary. This home was even better than we could have imagined--so spacious for joint activities, yet offering privacy with very comfortable bedroom arrangements. The kitchen (always my favorite place in any house) was simply fantastic and extremely well-equipped! Because we were there such a short time we were not able to use the kitchen to full advantage...BUT...this just means we'll have to go back for a longer stay! I would be remiss if I did not mention how wonderful the hosts were. Communication was easy and quick. Again, our short stay precluded meeting our hosts. Yet another reason to come back! Thank you,
Stayed 2 nights in Nov 2019
Verified

10/10 Excellent

Robert S.

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

Felt like Home.

I enjoy using the rental Apps, I’d much rather settle in a home for vacation than a hotel. At Jacques house it felt like an extension of home, for instance, most rentals are sparsely equipped, as if you’ll break everything or steal things that are better than your own, so you live without. I appreciated how well stocked the home was for our stay. I also really appreciated interacting with our hosts, very friendly, hospitable and sharing. Looking forward to going again!
Stayed 4 nights in Jul 2019
Verified

10/10 Excellent

Chuck B.

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

Relax by the bay

Nice, quiet location right on Chesapeake Bay with a terrific view. We had a great birthday weekend and enjoyed the local crabfest, too! The owners were very nice and extremely accommodating.
Stayed 2 nights in Jul 2019
Response from VrboOwner on 16 August 2023
Thank you for the great review - especially given the rough check in with the propane debacle. You were super great to have and we look forward to seeing you again in Tilghman!
Verified

10/10 Excellent

mike s.

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

The best weekend away!

We absolutely loved staying in the jellyfish house on Tilghman island! The house was super clean, the view spectacular and the owners were lovely. Out experience from the time we arrived till we pulled out was amazing! We can’t wait to go back!
Stayed 2 nights in Jun 2019
Response from VrboOwner on 16 August 2023
It was so great meeting you and sharing Tilghman Landing. It makes us so happy to have people stay who seem to love it as much as we do! See you again soon!!
Verified

10/10 Excellent

Karin P.

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

Awesome property great owners

I almost don’t want to share, places and owners like this bring out the selfish in me. I’d like to keep it all to myself. BEAUTIFUL location and Jacque and Patrick couldn’t be more accommodating! We will be back!
Stayed 3 nights in May 2019
Verified

10/10 Excellent

Verified traveller

Peaceful Stay on the water

Thank you for opening your home and being so hospitable! We enjoyed our stay and will return!
Stayed 2 nights in May 2019
Response from VrboOwner on 16 August 2023
We loved having you! Your children were fabulous and we were excited that they caught fish and had fun swimming and playing on the property. We look forward to having you back and will need to schedule a Crab Feast. Patrick and Jacque
Verified

10/10 Excellent

Jennifer S.

Just what we needed

I normally don't write reviews (although I read them so I probably should write them). In a nutshell we loved our trip to Tilghman's landing. We stayed at the Jellyfish cabin and it was perfect for us. The large window that makes up the whole bayside of the house is gorgeous and it helped us enjoy the scenery even while we were inside. I loved that we could swim right off of the dock and that it was standing depth for my six year old during low tide. The other part we loved was being able to bike the whole island. You have to bike on the main road and there is not any shoulder but lots of other people are biking and traffic drives slowly and infrequently. This made for many fun trips to the country store (great breakfast hoagies). Jacque and Patrick are so open kind and unobtrusive. She was very kind to my kids who were obsessed with their cats and love to ask many, many questions. We had relatively good weather although we could only boat one day because of the wind. Even with that challenge we loved how much there was to do on the island and in St. Michael's. It really was a great way for us to reconnect.
Stayed 4 nights in Aug 2018
Response from VrboOwner on 16 August 2023
Thank you for such a kind review. We loved having you here and your kids were amazing - our kitties loved them too! Next time you visit we need to do a proper Tilghman Landing crab feast. Thank you too for all of the gardening tips! It was great to meet you all! Jacque and Patrick
Archival

10/10 Excellent

Hilary C.

Perfect!

We chose to come to Maryland from Ohio on a whim for an elopement. We wanted a quiet and beautiful place on the bay and we lucked out finding this gem! We stayed in the Jelly Fish House, it is brand new and gorgeous, just what you would imagine for a beach house. We spent a lot of time relaxing on the dock and in the hammock looking at the beautiful views and sunsets. My three boys had a ball fishing, jumping in the water from the dock and catching blue crabs-we had never seen those before!! We definitely had three teary-eyed boys when it was time to leave. We had a magical weekend! We wouldn't have changed a thing and would love to come back. Jacque and Patrick were fantastic!
Archival

10/10 Excellent

Laura L.

Beautiful & Serene

Our stay was absolutely wonderful!!! If relaxing, peace and quiet with fishing & crabbing is what you are looking for then this is the place for you! Private property at the end of the road! No neighbors around! Breathtaking views and sunsets!!! Great fishing!! The cottage was beautiful!! The colors are so homey that it instantly feels like home. Beautiful views from the deck! Buy some wine from the local stores and enjoy it on the deck. The crab shack would be a great place to gather. Unfortunately our trip was too short and the weather didn't cooperate so we weren't able to take advantage of it....this time. The owners were absolutely fantastic with any questions and so helpful with suggestions of where to eat, shop and buy seafood!!! We are already talking about when we can go back again!
Archival

10/10 Excellent

Great Weekend

My boyfriend and I were in search of a quiet place to escape the hustle of DC for Memorial Day. Realizing it would be our first vacation together, we decided to try Tilghman Landing because of its waterfront views and welcoming descriptions. After 3 days of a perfect vacation, we didn't want to leave. The amenities are more than what you expect and both Jacque and Patrick are exceptionally friendly and welcoming people. They went through the trouble of setting up a crab dinner on Saturday night for us and a few other folks--it was a night to remember with great company. Overall, would highly suggest to anyone to schedule a stay and be prepared for a great visit!

About the host

Hosted by Jacque and Patrick

Host profile image
We arrived in Tilghman Island in 1996 in search of a watermen community much like that of Half Moon Bay (CA) from where we came. We have spent the last 15+ years developing Tilghman Landing into a Chesapeake Bay retreat that we love to share. In addition to building our waterfront cottages, we spend our time fishing, crabbing, boating and enjoying the beauty of our Bay-side retreat. Our cottages are open and airy – with ceiling fans throughout and a nice almost constant breeze blowing across the Bay. We have a hammock and beach chairs available for watching the evening sunset. The property is private, quiet and perfect for a romantic getaway or family get together.

Why they chose this property

Tilghman Island is the East Coast version of Half Moon Bay, California with its colorful history, abundant seafood throughout the seasons (fish, crabs and oysters), maritime activities (boating, kayaking, fishing, jet skiing) and California Sunsets over the Bay. We are also about a mile from Poplar Island (directly off our pier) where a successful restoration effort led by the U.S. Army Corps of Engineers has returned the island to 1,140 acres. When work on Poplar Island is complete the island will be a maze of smaller islands, ponds, channels and marshes. Ospreys, egrets, terns, herons, eagles, double-breasted cormorants, black ducks and other wild fowl have already discovered an enlarged Poplar Island – a true bird-watching opportunity. We are located about 2 hours from Baltimore, Washington DC and Philadelphia, PA. Our guests come from all over the world to experience all that the Chesapeake Bay has to offer.

What makes this property unique

Our cottage is very private at the end of a quiet dead-end road. Our guests often set up bocce ball and volleyball nets for some friendly competition. On Saturday night, depending upon the season, we will often cater a Crab or Oyster Feast in the Crab Shack for our guests who want this Maryland Eastern Shore experience. There are year-round festivals and holiday events, an extensive bike trail, world class restaurants, shopping and cultural centers – Tilghman Watermen Museum, Philips Wharf Environmental Center and St. Michael’s Maritime Museum. We have 2 docks that are perfect for sunbathing, crabbing, fishing or just enjoying a glass of wine while watching the amazing sunset. We live on the property and are therefore available to assist with special requests.

Languages:

French
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