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Owl Cottage

Photo gallery for Owl Cottage

Exterior
2 bedrooms, WiFi, bed sheets
Smart TV
Interior
Shower, hair dryer, towels, soap
Reviews
10

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • DryerDryerDryer
  • WasherWasherWasher
  • KitchenKitchenKitchen
  • Pet friendlyPet friendlyPet friendly
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Chestertown, MD
  • Popular LocationRiver Arts Chestertown6 min walk
  • Popular LocationWashington College8 min walk
  • Popular LocationRolphs Wharf Marina11 min drive
  • AirportAberdeen, MD (APG-Phillips Army Airfield)81 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Owl Cottage

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

Languages

Portuguese, Spanish

Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower only
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • 1 unit

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Policies

Check-in

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

Check-out

Check-out before 12:00 PM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
1 total (up to 50 lbs per pet)

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
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
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

About the neighborhood

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.
Visit our Chestertown travel guideOpens in a new window
View more Cottages in ChestertownOpens in a new window

What's nearby

  • River Arts Chestertown - 6 min walk
  • Garfield Center for the Arts at the Prince Theater - 6 min walk
  • Historical Society of Kent County Maryland - 7 min walk
  • Washington College - 8 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

Frequently asked questions

Is Owl Cottage pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

What time is check-in at Owl Cottage ?

Check-in begins at 3:00 PM.

What time is check-out at Owl Cottage ?

Check-out is at 12:00 PM.

Where is Owl Cottage located?

Situated in Chestertown, this cottage is 0.4 mi (0.7 km) from Washington College and 4.9 mi (7.9 km) from Rolphs Wharf Marina. Betterton Beach and Rock Hall Harbor are also within 16 mi (25 km).

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews" "
Rating 8 - Good. 0 out of 11 reviews" "
Rating 6 - Okay. 0 out of 11 reviews" "
Rating 4 - Poor. 0 out of 11 reviews" "
Rating 2 - Terrible. 0 out of 11 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Daniel L.

Liked: Cleanliness
It was great!
Property was perfect and very easy to find! Easy place to park and a great little town!
Stayed 2 nights in May 2024

10/10 Excellent

Kevin K.

Liked: Cleanliness
Adorable loft style lodging, nice amenities
Cute, clean, comfortable master bed, complimentary coffee
Stayed 2 nights in Apr 2024

10/10 Excellent

Len L., Columbia

Liked: Cleanliness
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.

Liked: Cleanliness
Chesapeake
Good place for a weekend visit. Great management response.
Stayed 2 nights in Oct 2023

10/10 Excellent

Jordan B.

Liked: Cleanliness
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

10/10 Excellent

Jen L.

Liked: Cleanliness
Charming and convenient
Would recommend and would definitely stay here again
Stayed 1 night in Mar 2024

10/10 Excellent

Nancy S.

Liked: Cleanliness
Perfect Location, Charming Building
This converted carriage house is very small but packed with charm and most everything a couple might want. The ideal location makes nearly everything in Chestertown walkable, yet it's quiet and secluded. I think we probably missed one of it's best features--the gardens look as if they would be spectacular in season. It would make a lovely getaway for a young-ish couple. The building consists of a bedroom on the entry level containing a large, comfortable bed, but it's up a flight of stairs for a bathroom. The second floor also has a kitchenette (2-burner range, microwave, and toaster oven) and a nice seating area with comfortable furniture. The second bedroom isn't so much a bedroom as a crawlspace with a bed that fills nearly the entire area and has a ceiling that slopes down but at its highest point still doesn't allow an adult to stand, so to get into the room and maneuver, one is on one's knees and crawling. Getting to a bathroom (or doing pretty much anything other than sleeping) requires going down the stairs. Fun for middle-aged kids but not so much for middle-aged adults. In summary, this is a perfect spot for a couple who doesn't mind an upstairs bathroom. Charming, romantic even, and located in a quiet yet accessible part of lovely Chestertown.
Stayed 4 nights in Feb 2024

10/10 Excellent

John B.

Liked: Cleanliness
Great Stay in a Unique Town
Beautiful, very well-appointed unit. Great bed! We really enjoyed strolling the streets of Chestertown and this AirBnb contributed to a memorable weekend.
Stayed 2 nights in Feb 2024

10/10 Excellent

Rob J.

Liked: Cleanliness
Country Estate in Chester-town
Seeking a quiet weekend stay to plan out the new year, my stay turned out better than expected. With Owl Cottage doubly booked, the host graciously accommodated me with a nearby home at the Country Estate - History District conveniently located near anything you need.The home is charming, grand, squeaky clean and quiet on the most celebrated day of the year! Thank you Beth for sharing your home and being a premier host!
Stayed 2 nights in Dec 2023

10/10 Excellent

Linda V.

Liked: Cleanliness
Wonderful Cottage and Hosts
This was a fantastic place to stay! The cottage was perfect! There were so many great amenities, that I hadn’t seen at other B&B’s. The hosts went above and beyond our needs! We will be recommending this lovely place to others. Thank you for all your kindness.
Stayed 4 nights in Dec 2023

10/10 Excellent

Jean S.

Liked: Cleanliness
Awesome Stay!
Owl cottage was quaint, thoughtfully stocked, clean, and convenient to everything in Chestertown. Higher recommend!
Stayed 1 night in Nov 2023