Owl Cottage

2 bedrooms2+ bathroomsSleeps 4

Popular amenities

Pet-friendly

Explore the area

Chestertown, MD

River Arts Chestertown6 min walk
Washington College8 min walk
Wilmer Park10 min walk
Aberdeen, MD (APG-Phillips Army Airfield)81 min drive

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Shower only

Bathroom 2

Spaces

Kitchen

About this property

You won’t forget your time in this romantic, memorable treehouse.

A renovated 19th century carriage house, Owl Cottage is the perfect combination of historic ambience and modern convenience, all in the center of Chestertown.

It features a 1st floor bedroom with king bed, a light-filled 2nd floor living room and kitchenette, and a third story loft, with a queen size bed.
There’s a private patio and access to 2 acres of gardens with Adirondack chairs and fire pit.

Property manager

Robert Kestell

Premier Host

Languages

Portuguese, Spanish

Amenities

Pet-friendly

Kitchen

Washer

Dryer

Pet-friendly

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 12:00 PM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total)

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

About the area

Chestertown

This cottage is located in Chestertown. Rolphs Wharf Marina and Rock Hall Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Betterton Beach and Gunpowder Falls State Park.

Chestertown, MD

What's nearby

River Arts Chestertown - 6 min walk
Historical Society of Kent County Maryland - 7 min walk
Washington College - 8 min walk
Wilmer Park - 10 min walk
Rolphs Wharf Marina - 11 min drive

Getting around

Baltimore, MD (MTN-Martin State) - 94 min drive

Restaurants

McDonald's - 3 min drive
Procolino Pizza - 3 min drive
Dining Hall - 12 min walk
Luisas Cafe - 3 min drive
Uncle Charlie's Bistro - 18 min walk

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Kevin K.

15 Apr 2024

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

Adorable loft style lodging, nice amenities

Cute, clean, comfortable master bed, complimentary coffee

Stayed 2 nights in Apr 2024

10/10 Excellent

Len L.

10 Apr 2024

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

Peaceful and Convenient

The Owl Cottage was just perfect for our 4-night stay in Chestertown. Although a small place, every amenity you would need was available. The king size bed was very comfortable! We've already booked again for our fall visit.

Stayed 4 nights in Mar 2024

10/10 Excellent

Mary H.

8 Apr 2024

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

Chesapeake

Good place for a weekend visit. Great management response.

Stayed 2 nights in Oct 2023

10/10 Excellent

Jordan B.

7 Apr 2024

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

Great location nestled between downtown Chestertown and Washington College

My daughter and I had a lovely stay at Owl Cottage for admitted students day at Washington College. Very convenient location with easy walk to both downtown Chestertown and Washington College. Great communication with host. Place is well stocked.

Stayed 2 nights in Apr 2024