Entire home

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

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

Exterior
Outdoor dining
Outdoor dining
Living area
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

3 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen

About this property

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.
Our prices include all fees. No hidden fees.

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About the area

Chestertown

Chestertown is home to this holiday home. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and some of the area's activities can be experienced at Rolphs Wharf Marina and Cassinelli Winery and Vineyards. Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center are also worth visiting.
Map
Chestertown, MD

What's nearby

  • Historical Society of Kent County Maryland - 1 min walk - 0.0 km
  • Chestertown Historic District - 2 min walk - 0.2 km
  • Garfield Center for the Arts at the Prince Theater - 2 min walk - 0.2 km
  • River Arts Chestertown - 5 min walk - 0.4 km
  • Washington College - 9 min walk - 0.8 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 107 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬4 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Dunkin - ‬2 min drive
  • ‪Royal Farms - ‬4 min drive
  • ‪Procolino's - ‬3 min drive

Reviews

10

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. 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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lisa G.

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

weekend stay

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

10/10 Excellent

April D.

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

10/10 Excellent

Krista K.

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

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
Verified

10/10 Excellent

Dorothy B.

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

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
Verified

10/10 Excellent

Zachary G.

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

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
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