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The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

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Photo gallery for The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

Outdoor dining
Smart TV, fireplace, video games, computer monitors
Smart TV, fireplace, video games, computer monitors
Dining
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View in a map
Chestertown, MD
  • Place, Historical Society of Kent County Maryland
    ‪1 min walk‬
  • Place, Chestertown Historic District
    ‪2 min walk‬
  • Place, Washington College
    ‪8 min walk‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪106 min drive‬

Room options

Similar properties

Exterior
Guest Suite for up to 2 in a Victorian on the Chester River
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Water view
4.8 out of 5, Exceptional, 20 reviews
The price is €112
includes taxes & fees
25 Mar - 26 Mar
Guest Suite for up to 2 in a Victorian on the Chester River

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown


Welcome to our charming Chestertown Home! This beautiful house offers a comfortable and inviting space for your stay. With two full bedrooms and bathrooms on the second floor and a cozy third-floor retreat with two twin beds, there is plenty of room for everyone.

Conveniently located behind the house, you will find three reserved off-street parking spaces. Upon entering the back gate, you'll enter a tranquil courtyard perfect for a barbecue. The screened-in porch leads directly to the well-equipped kitchen, with all the essentials and appliances you need to prepare home-cooked meals.

Adjacent to the kitchen, you'll discover two separate relaxation areas, each providing a cozy atmosphere to unwind. A full bathroom is also conveniently located nearby. On the backside of the house is a dining room/living room with a television, offering access to popular streaming services like Netflix, Hulu, and Disney+.

On the other side of the kitchen, you'll find another inviting living room featuring a gas fireplace, creating a warm and cozy ambiance. You'll find the entryway and front door at the end of this living room. Step outside onto the lovely porch, where you can enjoy your morning coffee or evening drinks while taking in the surroundings.

Head up the wooden stairway to the second floor, where you'll discover two spacious bedrooms, each with its full bathroom for added convenience. The third floor offers a peaceful retreat with two twin beds for those traveling with children or additional guests.

We invite you to make yourself at home. Experience comfort, convenience, and a relaxing atmosphere during your stay.
During your stay at this vacation home, you're just a quick walk from Historical Society of Kent County Maryland. Features include laundry facilities. The vacation home offers a kitchen and 3 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 3 bathrooms
  • Amenities include laundry facilities
  • Steps from Historical Society of Kent County Maryland and Chestertown Historic District
This vacation home offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking includes off-street options

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

Check-in

Minimum check-in age: 28

Check-out

Flexible check-out available (contact host to arrange)

Special check-in instructions

The front desk hours vary at this property
Guests must contact the property for check-in information
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
You will receive an email from the host with check-in and check-out instructions
Check-out time is flexible; to make arrangements, please contact the property ahead of time using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
The hours at this property's front desk vary. To arrange for check-in, guests must contact the property in advance of arrival using the information on the booking confirmation. Guests must contact the property for check-in instructions. You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking. The check-out time is flexible. To make arrangements, guests must contact the property in advance of arrival using the information on the booking confirmation.

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

April D.

Liked: Cleanliness
Sparkling clean and centrally located. The check-in process and communication was excellent!
Stayed 2 nights in Sep 2025

10/10 Excellent

Lisa G.

Liked: Cleanliness

weekend stay

Excellent house, lots of space, clean, comfortable, tons of towels and toiletries, easy walk to town!
Stayed 2 nights in May 2025

10/10 Excellent

Krista K.

Liked: Cleanliness

Fantastic weekend

We rented for my daughter’s graduation from Washington college. Wonderful home that was decorated great with a perfect location!!!
Stayed 2 nights in May 2025

10/10 Excellent

Dorothy B.

Liked: Cleanliness

Perfect!

We had a great weekend stay in this sweet home. It was clean and well provisioned. The owners communicated very well. Beautiful neighborhood and easy walk to restaurants and shops. Don’t miss the Saturday farmers market.
Stayed 2 nights in May 2025

10/10 Excellent

Zachary G.

Liked: Cleanliness

Wonderful Stay at Portside Manor

The location and home were perfect for a weeklong vacation with my wife and two daughters (ages 13 and 10). Easy walking to restaurants, especially ice cream! Lots of days visiting the community pool 10 minutes away, followed by using the grill in the backyard, walking down Main Street shops, and evening board games. Even drove into Washington DC for a day trip of sightseeing. Home was perfect for our family and we would visit again. Communication with the owner was great, and we really enjoyed the visit.
Stayed 7 nights in Jun 2024