Entire home

Hook Wine & Sinker~sleeps 14 to 16 water views!!!

Photo gallery for Hook Wine & Sinker~sleeps 14 to 16 water views!!!

A modern kitchen with a central island, bar stools, and a chandelier.
A kitchen with white cabinets, a coffee maker, a mug rack, and a sign that reads "coffee bar".
A marina with boats docked, a bridge in the background, and a sunset sky.
A bedroom with two beds, a dresser, a vanity, and a ceiling fan.
A spacious living room with a large sectional sofa, a wooden coffee table, and a dining area with a table and chairs.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Discover nearby landmarks
    Close to C and D Canal Museum
5 bedrooms3 bathroomsSleeps 16

Popular amenities

  • Patio
  • Air-conditioning
  • Arcade/game room
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Chesapeake City, MD
  • Place, Chesapeake Inn Marina
    ‪3 min walk‬
  • Place, Chesapeake City Docks
    ‪3 min walk‬
  • Place, C and D Canal Museum
    ‪11 min walk‬
  • Airport, Wilmington, DE (ILG-New Castle)
    ‪27 min drive‬

Where you'll sleep

5 bedrooms (sleeps 16)

Bedroom 1

2 Queen Beds

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

Bedroom 4

2 Queen Beds

Bedroom 5

1 King Bed

3 bathrooms

Bathroom 1

Shower only

Bathroom 2

Bathtub or shower

Bathroom 3

Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

Hook Wine & Sinker~sleeps 14 to 16 water views!!!

This 5 bedroom, 3200 sq foot stunner will not disappoint. The first floor of this home offers an open floor plan with a large kitchen and over 1200 sq ft of open space for dining and entertainment. You’ll also find the first of 5 bedrooms off the main floor along with a full bath. As you make your way to the second floor you’ll find a reading nook that with a sofa bed. 3 large bedrooms are located on this floor including an on suite master and laundry off the hallway.

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House Rules

Check in after 3:00 PM
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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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2465756vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

Chesapeake City

Located in Chesapeake City, this holiday home is in the city centre and on a river. Frightland and Fred Rust Ice Arena are local attractions and those in the mood for shopping can visit Summit Plaza and Westown. Vince's Sports Center and The Patriot Ice Center are also worth visiting.
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Map
Chesapeake City, MD

What's nearby

  • Chesapeake City Bridge - 1 min walk - 0.1 km
  • Ferryslip Road Park - 2 min walk - 0.2 km
  • Chesapeake Inn Marina - 3 min walk - 0.3 km
  • Chesapeake City Docks - 3 min walk - 0.3 km
  • C and D Canal Museum - 11 min walk - 1.0 km

Getting around

  • Newark Station - 23 min drive
  • Wilmington, DE (ILG-New Castle) - 29 min drive

Restaurants

  • ‪Wawa - ‬11 min drive
  • ‪Chick-fil-A - ‬13 min drive
  • ‪McDonald's - ‬10 min drive
  • ‪Royal Farms - ‬9 min drive
  • ‪Chipotle Mexican Grill - ‬11 min drive

Frequently asked questions

How much is parking at Hook Wine & Sinker~sleeps 14 to 16 water views!!!?

On-site parking is available at the property.

What time is check-in at Hook Wine & Sinker~sleeps 14 to 16 water views!!!?

Check-in begins at 3:00 PM.

What time is check-out at Hook Wine & Sinker~sleeps 14 to 16 water views!!!?

Checkout is at 11:00 AM.

Where is Hook Wine & Sinker~sleeps 14 to 16 water views!!! located?

Located in the heart of Chesapeake City, this holiday home is steps away from Chesapeake City Bridge, South Chesapeake City Historic District and Chesapeake City Town Hall. The Pell Gardens and Chesapeake Inn Marina are also within 5 minutes.

Reviews

9.2

Wonderful

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. 7 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 1 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.4/10

Cleanliness

9.2/10

Check-in

9.2/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was beautiful, clean, comfortable and had almost everything we needed. Brad was very responsive.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was beautiful andperfect for multiple families in town for a wedding! We recently stayed two nights and it was so convenient to be walking distance to the venue. There was plenty of space, it was clean, and had everything we needed! There was even a small bar room not pictured. The whole house was beautifully decorated. However, we did have a few considerations for improvement: most of the blinds were broken in the bedrooms making it difficult to open them and some of the lighting did not work (the vanity area, lamps in bedrooms, etc). Also, in a house so large, another TV would have been nice (maybe upstairs in the common area). Overall, we were very happy with our stay and would recommend this house!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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

Large Beautiful Home

We rented Hook, Wine & Sinker for our family to stay in during the weekend of our son's wedding in Chesapeake City, MD. The home is absolutely beautiful, very clean, spacious, and one of the best rentals that I've stayed in with VRBO.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

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

Convenieny

Exactly as advertised and Brad was very helpful/responsive!
Stayed 2 nights in May 2022
Verified review

8/10 Good

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

NEW YEARS SAVIOR

We rented because we lost our vacation home to a Christmas EVE sprinkler system pipe explosion. This home was ideal in size and location. The property was short on daily essentials, but this could have been due to the last-minute booking.
Stayed 3 nights in Dec 2022
Verified review

10/10 Excellent

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

Wonderful Large Family Weekend

Our group of 15 gathered here for a long weekend in July to attend a family event in the area. The house was WONDERFUL, STYLISH & SPACIOUS. And Chesapeake City itself was a surprise bonus… several gift shops, a cute ice cream shop, coffee & breakfast cafe, dinner restaurants - all within walking distance! Loved: everything about the house… proximity to the quaint town… plenty of hot water… awesome AC upstairs…Brad the owner answered emails very quickly… *minor* issues: the main floor AC wasn’t working well so the main area was on the warm side (probably being fixed soon)… 3 bathrooms (only 2 showers) for 15 of us was tricky at times…the tv buffered frequently… blackout curtains in bedrooms would be nice Would definitely stay here again!! We all had a great time!
Stayed 2 nights in Jul 2023
Verified review

4/10 Poor

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
WE had NO hot water the entire time we were there, the gas to the house was turned off because of lack of payment from the owner. When the gas company finally showed up they red tagged the house as there were gas leaks inside the house. I had to spend my afternoon waiting for the gas company to let them into the house. The day we arrived it was warm out , turns out the AC upstairs didnt work either. The owner said he send someone to fix but they never showed up. Then it got cold, since the gas was turned off the house also had no heat. I was there for my daughter graduation with my 82 year old mom, my wife,daughter, and a couple extended family members. The family members left because of the situation. I understand things go wrong but we didnt even get an apology from the owner. Sorry Brad, but you dropped the ball big on this. Other then all those problems the house was ok. PS, if the AC isnt working you can open the windows but the house is directly under the highway,rather noisy. Almost 5000 for a pretty miserable experience
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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

Great place for families in a charming town

We enjoyed our stay here. We were in town for a family wedding. The MOST important thing to us is cleanliness. This home hit the mark. Thank you for renting a clean home to us for the weekend. Before we arrived, we were wondering about the bed situation since we were all adult couples. This is a 5 bedroom home. BR 1: Two queen beds on first floor with access to bathroom with bathtub only but you walk through the family room to get to it. All other bedrooms are on the second floor BR 2: two queens beds. BR 3:: Two twin beds. BR 4: king bed. There is one small bathroom with shower for the three bedrooms to use. BR 5: Master King bed with en-suite shower. I would stay at this home again in the future without hesitation Negatives:The laundry was left in the washer and dryer when we arrived. Bring your own shampoo and bars of soap. We had to run out and get more toilet paper. For the price we paid, a small gift basket with chips/salsa or a little fruit would have been a nice touch. The home is located below a bridge high above the home. In all honesty, it didn’t bother most of us. Certainly it is not a deal breaker. You could hear it but it didn’t keep us awake. The town is quaint. Go to the Tap Room for a an amazing crab dinner (cash only restaurant) There is a small pastry shop two blocks away. The staff is friendly and they have great breakfast sandwiches, pastries and coffee. We got a wood fired pizza from Chesapeake Inn nearby.
Stayed 3 nights in Aug 2022
Verified review

10/10 Excellent

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

Lovely home for family

It was beautiful! Great place for a large group even when the weather is bad & you have to be inside. I would recommend this property for a stay in Chesapeake City!!!
Stayed 2 nights in Oct 2021

About the host

Hosted by Brad Trapnell

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Premier Host

They consistently provide great experiences for their guests
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