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

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Property grounds
Terrace/patio
Iron/ironing board, free WiFi, bed sheets
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Parking available
  • Laundry
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Chestertown, MD
  • River Arts Chestertown
    ‪2 min walk‬
  • Historical Society of Kent County Maryland
    ‪3 min walk‬
  • Washington College
    ‪6 min walk‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪57 min drive‬

Room options

About the neighborhood

Chestertown

City center stay.Steps from the property, you'll find River Arts Chestertown and Historical Society of Kent County Maryland. Garfield Center for the Arts at the Prince Theater and Chestertown Historic District are also within half a mile (1 km).

What's nearby

  • River Arts Chestertown - 2 min walk - 0.1 miles
  • Historical Society of Kent County Maryland - 3 min walk - 0.2 miles
  • Washington College - 6 min walk - 0.4 miles
  • Wilmer Park - 6 min walk - 0.4 miles
  • Rolphs Wharf Marina - 12 min drive - 5.6 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dining Hall - ‬13 min walk
  • ‪Procolino Pizza - ‬2 min drive
  • ‪China House - ‬2 min drive
  • ‪The Freeze - ‬2 min drive

About this property

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 manager

Mandi Silcox

Languages

English

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 250+ Mbps (good for 3–5 people or up to 10 devices)
  • Available in some public areas: Internet access

Parking and transportation

  • Electric car charging station on site

Things to do

  • Games

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

Room amenities

Entertainment

  • Smart TV

Bedroom

  • Bedsheets provided

Bathroom

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

Food and drink

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

More

  • Air conditioning
  • Dryer
  • Energy-saving switches in guestrooms
  • Heating
  • Iron/ironing board
  • Living room
  • Recycling

Policies

Check-in

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

Check-out

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

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 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.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access to the airport?

This property is 76.3 mi (105-min drive) away from the Baltimore, MD (MTN-Martin State) airport, the closest popular airport to the property.

Does Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access have an airport shuttle?

Airport shuttle services are not available at this property.

How close is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access to the beach?

This property is 12.9 mi (23-min drive) from Betterton Beach and 13.5 mi (25-min drive) from Main Beach. Don't forget your sunscreen!

Does Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access offer free breakfast?

This property does not offer free breakfast.

Is there a casino at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access?

No, there is no casino 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.

Is there free parking at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access?

Free parking is not available at this property.

Does Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access have a pool?

This property does not have a pool.

Does Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access have a spa?

There are no spa services available at this property.

How close is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access to downtown Chestertown?

This property is 0.6 mi away from Chestertown.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Jason

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
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