Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

Chestertown, Maryland
$321 avg/night
Bed 2

Bed

Bath 2

Bath

Home Apartment

Property Type

Sleep 4

Max Sleeps

• Embrace historic charm in our exquisitely renovated third-floor walk-up, located in a beautiful historic building in the Chestertown Historic District.

• Perfectly positioned to overlook Fountain Park and within walking distance of Washington College and all of downtown Chestertown.

• Enjoy unique furnishings that blend early 1900s decor with modern comforts.

• Indulge in luxury amenities with priority booking access at Park Row Floats, a renowned exclusive Float Spa located just below the space.

Pippin’s Retreat offers:

• Two bedrooms, each featuring a queen bed.

• Two full bathrooms, with the primary bedroom offering an ensuite.

• A large, fully-equipped modern kitchen with a view of Fountain Park.

• A comfortable living room with characteristic furnishings, opening onto a sizeable back deck - perfect for relaxing or entertaining.

• We use Melaleuca's nontoxic, plant-based cleaning products to ensure a healthy, chemical-free environment for your stay.

Guest access
• You will have the entire third floor to yourself, including the large back deck that provides an elevated view across the historic rooftops of Chestertown.

• Access through the rear exterior staircase or enjoy walking up the original historic stairway inside the main front lobby, with its charmingly narrow design reflective of the early era.

Other things to note
• We cherish the building's historic elements and ask guests to be mindful of the unique charm of the narrow staircase.

• Visit the Park Row Floats website to make a Spa appointment.

• We use Melaleuca's nontoxic, plant-based cleaning products to ensure a healthy, chemical-free environment for your stay. These eco-friendly cleaners leave your space fresh and welcoming, perfect for guests with sensitivities or anyone looking to avoid harsh chemicals. Relax knowing your comfort and the planet are prioritized - ideal for Washington College parents cheering on their students!

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

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • 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

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    At Least 80% Lighting From LEDs Double-glazed Windows Energy-saving Switches Recycling
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Balcony Firepit Garden
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    32 Stairs To Reach Property Area Rugs In Public Areas Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Upper Floors Accessible By Stairs Only Well-lit Path To Entrance

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 Rates & Availability

Review Review

  • Jason

    Submitted Jul 20, 2025

    Stayed Jul 18, 2025

    We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it.

  • Us

    Submitted Oct 7, 2025

    Stayed Oct 3, 2025

    Very nice and clean. Would stay again if in the area. Very good location.

  • Jason B.

    Submitted Aug 13, 2025

    Stayed Aug 7, 2025

    Great location right downtown! Very comfortable beds. Highly recommend!

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Total

Includes taxes and fees
$321+
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