410-570-0564 /401-952-3188

All Hands On Deck Property Management
Book Now
All Hands On Deck Property Management

Vacation Home

Charming Waterfront home, Kent Island, Maryland!

  • 8 Guests
  • 4 Bedrooms
  • 6 Beds
  • 3 Bathrooms

Whether it's relaxation or activity you seek, you'll find it all in the gorgeous waterfront setting of Pier Pleasure, located on Kent Island, Maryland. A hidden gem of Maryland’s Eastern shore. This stunning home is great for swimming, paddle boarding, kayaking from the private dock, playing yard games at the water's edge, and gathering around the fire-pit for s'mores and stories once the sun goes down.

This peaceful, two-story home boasts an expansive piece of property in Harbor View, a private community on a quiet cove just off the Chesapeake Bay. The flat, beautiful lawn stretches all of the way to the dock, where you can enjoy water sports such as paddle-boarding, kayaking or boating (we can help coordinate rentals with local vendors). While you are welcome to dock a boat at the home, please check published depths in the area and familiarize yourself with the waterway. 


Pier Pleasure Property Notes:
  - See Welcome Notes for full Rules/ Regulations after booking.

*** Note: Guest verification will be through the third-party provider “Truvi”. This is done to ensure we are keeping up to date with short-term rental regulations, as well as providing both our guests and our properties with the proper protection. Truvi will contact you via email and/or text to complete the verification process. Please ensure you complete this prior to arriving at the property to enable a quick and easy check-in process. You will be given the choice between a security deposit with a $10 nonrefundable pre-authorization fee or a $35 non-refundable damage waiver; both with protection of up to $500.

  • You must be 25 years or older to rent this property.
  •  No pets allowed in/on the home
  •  Check-in time: 4:00 p.m.
  •  Check-out time: 10:00 a.m.
  •  All guests shall abide by local laws and ordinances as well as the "All Hands On Deck Property Management House Rules" and  shall not engage in any illegal activity.
  • No Parties allowed. Only registered guests allowed on Property.
  • Quiet hours are from 10:00 p.m. to 8:00 a.m.
  • No smoking is permitted anywhere on the premises.
  • Swim at your own risk
  • Parking notes: There is free parking available for 4 vehicles on the driveway.
  • Guest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay. Guests will receive the door code 2 hours prior to check-in.
  • Security camera details: Front door and back porch facing pier.
VIEW MORE

Highlights

Parking

Broadband Internet

Pictures

Sleeping Arrangements

1 King-size bed

3 Queen-size beds

2 Sofa beds

Amenities

Parking & facilities

Parking, Parking option included, Private porch

Policies

Accept credit card, Children welcome, Pets not allowed, Smoking not allowed

Entertainment

Ping pong table, Pool table, TV antenna, TV cable

Kitchen & dining

BBQ gas, Blender, Coffee machine, Cooking utensils, Dishwasher, Grill, Kitchen stove, Microwave, Oven, Refrigerator, Vacuum cleaner

Location features

River, Waterfront

Bathroom & laundry

Bathroom and laundry room, Bed linen, Blow dryer, Clothes dryer, Essentials, Iron and board, Shower, Towel set, Bathtub, Washing machine

Heating & cooling

Air conditioning, Ceiling fans, Central heating, General heating

Internet & office

Broadband Internet broadband, Broadband Internet wireless

Home Safety

Carbon monoxide detector, Fire extinguisher, Smoke detector

House Rules

  • Pets not allowed

  • Smoking not allowed

  • Credit cards accepted

  • Children welcome

  • Check-in04:00 PM
  • Check-out10:00 AM

Policy and notes

Payment Schedule

50% of the total amount is due at time of reservation.

The remaining amount is to be paid 7 days before arrival.

Cancellation Policy

All paid prepayments are non-refundable.

Security deposit

No security deposit is due.

410-570-0564 /401-952-3188

©2026 All Hands On Deck Property Management All rights reserved - Powered byLodgify
Charming Waterfront home, Kent Island, Maryland!
Chestertown, United States
5
from €369 per night