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Chestertown's Little Red Cottage, Pet-Friendly

Carolyn User Profile

Chestertown's Little Red Cottage, Pet-Friendly

4 guests
2 bedrooms
2 beds
1 bath
4 guests
2 bedrooms
2 beds
1 bath
Great location100% of recent guests gave this home’s location a 5-star rating.
Great check-in experience100% of recent guests gave this home’s check-in process a 5-star rating.
Sparkling clean3 recent guests have said that this home was sparkling clean.

Featured on Chestertown's Historic House Tour in 2017, our darling, historic cottage, built in 1880, is pet-friendly, comfortable and cozy. The front porch is just made for people watching and the fenced-in backyard has plenty of room for dogs to play.

An oasis in the midst of town, the Little Red Cottage is a block and a half from the Chester River waterfront, literally steps from downtown's shops, theaters and restaurants, and also a pretty stroll to Washington College's beautiful campus.


Air conditioning
Laptop friendly workspace

Sleeping arrangements

Bedroom 1
1 queen bed
Bedroom 2
1 queen bed
Common spaces
1 couch

House Rules

No smoking, parties, or events
Check-in is anytime after 3PM and check out by 12PM (noon)


6 Reviews

Lizzy User Profile
September 2018
Carolyn's cottage in the center of Chestertown is the kind of gem you hope you find on AirBnB: a comfortable, inviting space drenched in light with the feeling of home. Our stay during a wedding weekend was a treat, from Carolyn's warm welcome and local rec's to the easy walk to …
Moyra User Profile
September 2018
This was the perfect place to stay in Chestertown! It was close to several restaurants, clean, and was made all the better because it was dog-friendly. We absolutely loved it!
Carolyn User Profile
Response from Carolyn:
Thanks, Moyra. So glad you had a great stay. Carolyn
September 2018
John User Profile
September 2018
Charming historical home. Loved the location! Everything is an easy walk. Carolyn was just super! Many thanks!
Tiffany User Profile
July 2018
This house is exactly as advertised. It is in a great location in the town of Chestertown within walking distance to restaurants and shops. The house has plenty of charm, but has been updated throughout to provide a comfortable stay.
Carolyn User Profile
Response from Carolyn:
So glad to hear you had a good stay, Tiffany, and enjoyed your time in our wonderful burg.
July 2018
Brian User Profile
June 2018
Such a wonderful place to stay in a charming town. Carolyn, the host, was so great with communication and suggesting things to do on Chestertown. The house is perfectly located a short walk from everything in town and has everything you need. It was interesting to see the histo…
Carolyn User Profile
Response from Carolyn:
Brian, hope you'll both come back soon (you might consider Dickens Weekend, in December, it's pretty fabulous). We hope you managed to catch the Packet? If not, fall is a good time, probably the best time, for a ride down the Chester.... Carolyn
June 2018
Rose User Profile
September 2017
This charming home is located just around the corner from downtown Chestertown. It was great to be able to park the car and walk wherever we needed to go. We especially enjoyed sitting on the front porch with our dog sipping morning coffee. Lovely amenities, nice linens, very cle…

This host has 3 reviews for other properties.

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Hosted by Carolyn

Chestertown, Maryland, United StatesJoined in June 2014
Carolyn User Profile
13 Reviews
So the first thing: We’ve named the house “The Boathouse Cottage” but let’s just say, one man’s boat is another man’s/woman’s cruise ship. There’s no nautical kitsch in this 1900-built home. While Chestertown is all about the river, and the Sultana, sailboats and motor yachts, we…
Carolyn supports the Living Wage Pledge
People who clean this host’s listing are paid a living wage. Learn more
Languages: English, Suomi
Response rate: 100%
Response time: within an hour
Always communicate through AirbnbTo protect your payment, never transfer money or communicate outside of the Airbnb website or app.

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