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Secluded Cottage in Middle of Chestertown

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Photo gallery for Secluded Cottage in Middle of Chestertown

A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.
A residential property with a wooden exterior, a visible front door, and a garden area with various plants.
A kitchen with wooden cabinets, a white dishwasher, a microwave, a coffee maker, and a clock on the wall.
A bedroom with a wooden bed, a nightstand, a dresser, and a rug.
A wooden bridge leading to a house surrounded by lush greenery.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
  • Fireplace

Explore the area

View in a map
Chestertown, MD
  • Place, River Arts Chestertown
    ‪5 min walk‬
  • Place, Washington College
    ‪8 min walk‬
  • Place, Chestertown Historic District
    ‪8 min walk‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪126 min drive‬

Room options

About the neighborhood

Chestertown

Located within a 5-minute walk of Chestertown Farmers Market, this apartment is within a 15-minute stroll of River Arts Chestertown. The apartment includes a kitchen, a fireplace, and a refrigerator.
View more Apartments in ChestertownOpens in a new window

What's nearby

  • River Arts Chestertown - 5 min walk - 0.3 miles
  • Historical Society of Kent County Maryland - 8 min walk - 0.5 miles
  • Washington College - 8 min walk - 0.5 miles
  • Chestertown Historic District - 8 min walk - 0.5 miles
  • Wilmer Park - 9 min walk - 0.5 miles

Getting around

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

Restaurants

  • ‪Royal Farms - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Dunkin - ‬2 min drive
  • ‪Procolino's - ‬3 min drive
  • ‪Royal Farms - ‬5 min walk

About this property

Secluded Cottage in Middle of Chestertown

Escape to a secluded, romantic studio getaway in the middle of Chestertown. Private parking, and over an acre of gardens to call your own. Enjoy the fire with views of nature all around, this is the perfect place to relax.

Kitchenette has extra large toaster oven, (can cook pizza and roast chicken), 2 burner hot plate, microwave, refrigerator, and coffee maker.

Comfortable queen bed, kitchenette, and washer dryer.

We also host ‘Wren Retweet”, a large house in front of the carriage house.



Our carriage house is an 800 square foot hideaway on the second floor. It has gleaming hardwood floors, a cozy electric fireplace, a kitchenette, full bath with shower, and expansive views of the surrounding gardens. Totally private with off street parking.



It’s a free standing building exclusively for you.



We live next door and are always available if needed, but won’t bother you.



Two blocks from downtown.



Almost every Chestertown attraction is in walking distance from our place.
The apartment is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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Property amenities

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper

Living spaces

  • Fireplace

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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)
  • Fire extinguisher
  • First aid kit

General

  • Property does not allow children

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before noon

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets (service animals welcome)

Children and extra beds

  • This property doesn't allow children

Events

No events allowed

Smoking

Smoking is not permitted

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
  • Check-in: 3:00 PM
  • Check-out: noon
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Property is also known as

564819

Frequently asked questions

What's there to do around this apartment?

Located steps from Chestertown Farmers Market, this apartment is in Chestertown, and within a 10-minute walk of Chestertown Historic District and Historical Society of Kent County Maryland. You'll also find Wilmer Park and Garfield Center for the Arts at the Prince Theater less than a mile away.

How much does it cost to stay at Secluded Cottage in Middle of Chestertown?

As of Oct 7, 2026, prices found for a 1-night stay for 2 adults at Secluded Cottage in Middle of Chestertown on Oct 8, 2026 start from $274, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is this apartment associated with a casino?

No, this apartment is not connected to a casino.

Is there an indoor pool at this apartment?

No, there is no indoor pool at this apartment.

Does this apartment include breakfast service?

No, this apartment doesn't offer breakfast.

Does this apartment allow pets to stay free of charge?

No, pets aren't allowed at this apartment though service animals are welcome.

Where is the closest airport to this apartment?

The closest major airport to this apartment is Baltimore, MD (MTN-Martin State), which is about 20.6 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 27.7 mi away.

Secluded Cottage in Middle of Chestertown Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great overall stay in Chestertown!

Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again.
Stayed 4 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay in Chestertown!

Beth and Bob were wonderful hosts!! They made our stay so enjoyable including a pumpkin light for the porch on Halloween to invite trick-or-treaters. I can't say enough good things about the house, the location and the hosts. Will rent from them again next time I am in Chestertown.
Stayed 11 nights in Oct 2023