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Chester River House with Views

Bedrooms 3
Half Baths1
Property type house
Minimum Stay 2 - 3 nights


About the property

A 3 bedroom house on the Chester River with amazing sunsets over the dock. Fully equipped, with central air conditioning, dishwasher, washer, dryer and parking - also free use of kayaks to enjoy the Chester River. An ideal property for those dropping off, picking up, or just visiting a student at Washington College in Chestertown - with views no hotel can match!

Our house provides 3 bedrooms, an open dining-kitchen area, one main bathroom and a separate lounge that overlooks the river. All rooms are on the same floor. There are 4 kayaks at the property which are by the private dock and may be used by guests (at your own risk). Life vests are also provided.

There is no public transport in the area, but parking is provided in the front driveway for 3 cars. There is a yard front and rear and a gas grill is available on the deck.

Bedroom 1 has a double bed.

Bedroom 2 has a bunk bed with a twin over a double bed.

Bedroom 3 has a bunk bed with 2 twins.

There is a washer and dryer as well as a 2nd toilet in an attached workshop to the side of the house - which is accessible via a separate locked door from the outside.

More Details

David Kirk
Member since: 2012
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 16, 2018

About David Kirk

We are David & Cheryl Kirk, proud parents of 4 children. We are from the UK, but have lived in the US for 15 years now. We love it here and recently became citizens.

Why David Kirk chose Chestertown

This is our 'get away from it all' place. It's a place to instantly relax - especially watching the sunset from the dock.

What makes this house unique

There is something about being on the river - and you can see it from the main living room, or as we call it the 'River Room'.


Chestertown House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 7
  • Minimum Age Limit for Renters ...
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Free Long Distance
  • Heating
  • Linens Provided ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator ...
  • Stove ...
  • Dining
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 -
  • 1.5
  • 3 Bedrooms, Sleeps 7
  • Double Beds (1), Twin or Single Beds (1), Bunk Beds (2)
  • Stereo
  • Television ...
  • Toys ...
  • Video Game Console ...
  • Video Library ...
  • Deck / Patio
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • limited accessibility ...
  • churches
  • cinemas
  • live theater
  • marina
  • restaurants
Leisure Activities:
  • bird watching
  • boating
  • shopping
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
Sports & Adventure Activities:
  • fishing
  • freshwater fishing
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • swimming
  • water skiing
  • water tubing


Excellent! 4.6/5 -
(39 traveler reviews)

61% Complete
35% Complete
2% Complete
0% Complete
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Chester River House with Views
average rating of 4.5897436 based on 39 reviews

Great time at David Kirk's lovely home in Chestertown!

  • 5 of 5

We had a wonderful time at David's lovely home. The view is unbelievable and the house was warm and cozy!



  • Submitted: Nov 18, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Lovely older home with great views

  • 4 of 5

Enjoyed our brief stay while attending a nearby family wedding. We encountered a plumbing issue in the workshop 1/2 bath (really just a toilet) which needs attention.

  • Submitted: Oct 26, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Weekend Getaway

  • 4 of 5

We had a wonderful time. The house and location were amazing. David was a great owner and very easy easy to work with.

  • Submitted: Oct 23, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Lovely place!

  • 5 of 5

Had a fantastic time and the home was a joy to stay in - highly recommended.

  • Submitted: Sep 8, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Great fun on the Chester River

  • 5 of 5

My family and I (ages ranging from 2 to 68) all had a wonderful time at this lovely house on the river. The kids had a terrific time playing games in the backyard, fishing off the dock, roasting marshmallows over the firepit, and watching beautiful sunsets every night. The house is nicely stocked with activities - we absolutely loved taking the kayaks out every day and were excited to be able to try out paddleboarding too! Internet and Netflix/Apple TV worked great for movie nights. We really had a great time all week long. Very quiet, peaceful, relaxing spot to get away from it all!

  • Submitted: Aug 28, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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  • 3 of 5

Being by the river was awesome... sitting out at night with a drink and friends or having coffee in the morning watching a few boats go by. The location was terrific: nice shops/breakfast eateries in Chestertown, just a short drive to Rock Hall and within an hour of St. Michaels and Oxford.

The 1/2 bath (toilet) "in workshop" was a bit rustic with cobwebs, so we didn't use it. The path to the water heater also was full of cobwebs and the light above the heater didn't work so it was hard to see to change the setting as directed. The furniture and bedrooms were comfortable, but we got the sense that just a little more upkeep, both in and out would make the place exceptional. Until then, we felt that it was a bit overpriced (when cleaning/linens charges were added) compared to our other experiences using VRBO.

Overall, a nice place to stay for a short visit and the welcome basket was a nice touch.

  • Submitted: Jul 6, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Car: recommended

Chestertown is a quaint historic town on the Maryland Eastern Shore and boasts unique shops, restaurants as well as supermarkets, bowling alley and a cinema. Along with the historic Washington College, the town focuses around the river, where you can take cruises on the Sultana (a 18th Century Schooner), or eat overlooking the river.

There are 2 boat ramps in nearby marinas, so bring your boat or jetski for additional fun. The driveway is long enough to park a large vehicle with trailer attached (for example a Suburban with trailer for a 24' boat fits easily).


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $500
Cleaning & Linens $120

Rates are subject to change until reservation is confirmed. $10 per person per night charge for more than 4 guests. There is an optional charge of $50 if guest chooses to have linens provided (bedding and towels).

Check-in time is 4pm, check-out time is 11am.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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