Entire apartment·Private host

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

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

Property grounds
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Iron/ironing board, free WiFi, bed sheets
Terrace/patio
Take advantage of a firepit, a garden and laundry facilities at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Parking available
  • Outdoor space
  • Air conditioning

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About this property

Entire place

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

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

• 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!

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 32 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Double-glazed windows
  • Electric car charging station
  • Energy-saving switches in guestrooms
  • Garden
  • Recycling

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you to complete the following before checking out:
We don't want to give you a list of chores. 💙 If you'd like to put the sheets in the wash and place all towels in one bathtub, that is super helpful.
Failure to complete these may result in a negative review from the host.

Pets

Pets not 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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

We should mention

This property does not have any lifts

About the area

Map
Chestertown, MD

What's nearby

  • River Arts Chestertown - 2 min walk - 0.2 km
  • Historical Society of Kent County Maryland - 3 min walk - 0.3 km
  • Washington College - 6 min walk - 0.6 km
  • Wilmer Park - 6 min walk - 0.6 km
  • Rolphs Wharf Marina - 12 min drive - 9.0 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 105 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Royal Farms - ‬3 min walk
  • ‪Dunkin - ‬2 min drive
  • ‪Procolino's - ‬2 min drive
  • ‪Subway - ‬20 min walk

Frequently asked questions

Is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access?

Check-in begins at 3:00 PM.

What time is check-out at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access?

Checkout is at 11:00 AM.

Where is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access located?

Located in the heart of Chestertown, this apartment building is steps away from River Arts Chestertown, Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater. Chestertown Historic District and Sumner Hall are also within 10 minutes.

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

10/10 Excellent

Jason

Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
Stayed 2 nights in Jul 2025

10/10 Excellent

Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location right downtown! Very comfortable beds. Highly recommend!
Stayed 3 nights in Aug 2025