Cozy, unique, historic registered cottage on the Corsica River!

Centreville, Maryland
$217 avg/night
Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

The Captains Quarters was built in 1880 by local waterman, Captain John H. Osman. The Captain built 4 identical houses for the Captains of his fleet to enjoy. The Captains Quarters is registered with the Maryland National Historical Trust. This unique and cozy home takes you back in time, all while enjoying all of the modern amenities. Our guests can expect to enjoy coffee on the patio overlooking the Corsica River, games and a bar in the brick floor basement and tons of relaxation!

*Important Disclosure Regarding Steep and Narrow Stairs. Please note the following important information regarding the stairs in the house*

Steep and Narrow Stairs: The stairs in our home are original to the building and are both steep, narrow, and winding.

Use Caution: We strongly advise all guests to exercise caution when going up and down the stairs to prevent accidents or injuries.

Accessibility Concerns: Due to the nature of the stairs, individuals with mobility issues or disabilities should carefully consider this before booking. The stairs may pose a challenge and could be unsafe for those with physical limitations.

Your safety is our priority. By booking this property, you acknowledge and accept the risks associated with the stairs. Please reach out to us with any questions or concerns before your arrival.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Electric Kettle Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • ENTERTAINMENT

    Books Games Stereo Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Children's Toys Playground Travel Crib
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Beth

    Submitted Dec 27, 2022

    Stayed Dec 31, 1969

    The property is tiny but lovely. Perfect for two people, maybe 3 in a pinch. The interior of the home is really well done, and the setting, on the edge of a river, is beautiful.

  • John T.

    Submitted Jun 15, 2026

    Stayed Jun 12, 2026

    Never stayed at the property because we didn’t receive the access information until 8 hours after the posted check in time. Emails and phone calls by myself and VRBO went unanswered

  • Brenda T.

    Submitted Jun 7, 2026

    Stayed Jun 5, 2026

    The interior stairs were extremely treacherous which is not mentioned until you get confirmation of your reservation

  • Thomas G.

    Submitted May 3, 2026

    Stayed May 1, 2026

    Interesting and historic home. Convenient to paths and Centreville restaurants and historic sites.. Quiet neighborhood. Peaceful deck overlooking river for coffee in the morning. Property exactly as described.

  • Cynthia H.

    Submitted Sep 29, 2025

    Stayed Sep 27, 2025

    It was the coolest historical home ever! Well-appointed in every facet. Enjoyed the balcony and the comfortable Kracken's lair for our downtime. Very cozy bedroom. We visited Tilghman Island, St. Michaels, Preston, Kent Island Yacht Club for the Concours d'elegance and Harris Crab House. Highly recommend!

  • Christine C.

    Submitted May 6, 2024

    Stayed May 3, 2024

    Lovely property, cool history beautiful decor

  • John L.

    Submitted Oct 9, 2023

    Stayed Oct 6, 2023

    Very nice property. Enjoy the weekend. Would recommend to anyone visiting the Chestertown and Centreville area.

  • Kate R.

    Submitted May 11, 2023

    Stayed Apr 25, 2023

    The house is so unique and charming. All the comforts of home in a friendly quiet neighborhood. Host was very friendly and prompt in responding to questions. We would love to stay here again!

  • Wil & Kim H.

    Submitted Feb 28, 2023

    Stayed Feb 24, 2023

    Wonderful and peaceful getaway. We thoroughly enjoyed learning about the history of our surroundings while relaxing in a cozy home with a great view.

Your dates are Available!

Total

Includes taxes and fees
$212+
View details