See all properties
Entire apartment·Private host

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

Choose dates to view prices

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
Terrace/patio
Iron/ironing board, free WiFi, bed sheets

Popular amenities

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

Explore the area

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

Similar properties

Beach

Waterfront Retreat with Private Dock and Beach

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Parking available
5.0 out of 5, Exceptional, (22)
The price is €331
for 1 apartment
includes taxes & fees
17 Aug - 18 Aug
Waterfront Retreat with Private Dock and Beach

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!
During your stay at this property, you're just a quick walk from Garfield Center for the Arts at the Prince Theater. Enjoy features like laundry facilities. The accommodation offers free WiFi and a kitchen.
  • Air-conditioned room with kitchen, washing machine, and balcony
  • Free WiFi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Amenities include laundry facilities and a car charging station
  • Steps from River Arts Chestertown and Historical Society of Kent County Maryland
As a guest of this property, you'll find a garden and laundry facilities. The front desk is open around the clock.

This Chestertown property is smoke free.

Property manager

Mandi Silcox

Languages

English

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 transport

  • Electric car charging station on site

Things to do

  • Games

Conveniences

  • Laundry facilities

Outdoors

  • Firepit
  • Garden

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

More

  • At least 80% lighting from LEDs
  • Double-glazed windows
  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

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

Entertainment

  • Smart TV

Food and drink

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

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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

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

Travelled 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