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River Cottage, Chestertown

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A cozy cabin interior with wooden walls and ceiling, a dining area with a table and chairs, a sofa, and a decorative swan on a coffee table.
A cozy cabin interior with wooden walls, a brown sofa, a wooden coffee table, and a framed picture on the wall.
A wooden interior with a staircase, a television mounted on the wall, and a small cabinet.
A dining room with a wooden table, chairs, and a large mirror.
A wooden-paneled bedroom with a bed, a nightstand, a dresser, and a window with blinds.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 61184 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Chestertown, MD
  • Place, River Arts Chestertown
    ‪20 min drive‬
  • Place, Chestertown Historic District
    ‪20 min drive‬
  • Place, Washington College
    ‪21 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪123 min drive‬

Room options

About the neighborhood

Chestertown

This vacation home is located within a 15-minute drive of Wilmer Park and Schooner Sultana. The vacation home includes a kitchen, a patio, and a refrigerator.
View more Vacation Homes in ChestertownOpens in a new window

What's nearby

  • Sumner Hall - 20 min drive - 11.2 miles
  • River Arts Chestertown - 20 min drive - 11.4 miles
  • Chestertown Historic District - 20 min drive - 11.6 miles
  • Historical Society of Kent County Maryland - 20 min drive - 11.6 miles
  • Washington College - 21 min drive - 11.8 miles

Getting around

  • Baltimore, MD (MTN-Martin State) - 120 min drive

Restaurants

  • ‪Doc's Riverside Grille - ‬40 min drive
  • ‪Harbor Shack - ‬38 min drive
  • ‪Ford's Seafood - ‬35 min drive
  • ‪Waterman's Crab House - ‬37 min drive
  • ‪Chester River Seafood - ‬40 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.

River Cottage, Chestertown

Relax on the scenic Eastern Shore. We are located just off the Chester River. Step away from the hustle and bustle to our cozy cottage appointed with modern amenities. Our property is enjoyed my families and friends.
Our tranquil backyard offers a fire pit and picnic table for entertaining
We have bikes and kayaks for guests to enjoy while they unwind

15 mins from Washington College

The main floor includes a spacious living room, dining room and kitchen.
The second floor offers (2) spacious bedrooms with a loft that includes the bunk beds.
Outside has a spacious deck with a picnic table and grill that overlooks a patio with a fire pit for guests to enjoy in the evenings.
Additional entertainment amenities include (2) kayaks, (2) bikes, horse shoes, and fishing poles.

Guests utilize self check in to access the cottage.
The barn stores the additional amenties (kayaks, fishing poles, bikes and fire wood) for safe keeping and easy access.
Minutes down the road you have access to the Chester River and can spend the day paddling with our kayaks

Self check in for guests. Hosts are available as needed by guests. We are here to help, but not intrude on your trip!

Relaxed riverside community
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine and a coffee maker.

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A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
Historic Inns of Annapolis
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  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 2,060 reviews
$121 nightly
The price is $138
Nov 25 - Nov 26
Total with taxes and fees
Historic Inns of Annapolis

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathroom

  • 1 bathroom

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

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

  • Garden
  • Unit size: 1,184 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

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

Children and extra beds

Children allowed: ages 0-17

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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: 11:00 AM
  • Minimum check-in age: 18

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.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • 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

266126

Frequently asked questions

What is there to do within easy reach of this vacation home?

This vacation home is located in Chestertown, close to Rock Hall Harbor, Waterman’s Museum, and Earle Landing. You'll also find The Mainstay and Ferry Park nearby.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Baltimore, MD (MTN-Martin State), which is about 21 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 21.3 mi away.

River Cottage, Chestertown Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful place and amazing hosts!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely little cabin. Well equipped, private and quiet. Really enjoyed our stay and would stay again. Convenient to Chestertown.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing. The amenities were everything as advertised. The owners were also very friendly. We loved staying here.
Stayed 2 nights in Aug 2025
Verified review

8/10 Good

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

PRS/Son visit

Location is very quiet and tranquil.
Stayed 2 nights in May 2025