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Water Front Retreat - Sunrise and Sunset Water Views

Chestertown, MD, USA
  • House2000 sqft
  • Bedrooms3
  • Sleeps8
  • Bathrooms3
  • Half Baths0
  • Minimum Stay2 nights

Cottage, 3 Bedrooms, 3 Baths, (Sleeps 6-8) Private deck and dock

This simple, self-catering cottage welcomes you to pause and enjoy the beauty of the Chester River. Water views from every window connects you to the flowing water and the expansive outdoors; the southern exposure welcomes spectacular sunrises and sunsets. Relaxation and inspiration is abundant in this buffer zone!

Located close to both Chestertown and Rock Hall, it is an ideal gathering space for families and friends with many activities available in the area. By boat this energetic space is located near Comegy Byte, the Langford Creek and the Corsica River. There is a boat launch within 1/4 mile of the house and a boat slip at the house; water depth is 2.5 feet MLT. Fishing from the 70 ' dock does not require a license.

For outside gathering, there is a large deck by the water with tables for dining; a picnic table under the shade of a holly tree and a water view bistro table and pergola beside the house. Your personal ebb and flow is honored inside by a large living area that supports two places for seating and for eating. Come and fall in love with this retreat; return often!

Keywords: Self-catering, one-story water front cottage


Jared Miller

Member Since 2010
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 20, 2018
About Jared Miller

I started visiting this general area over 30 years ago and was captured by the essence of a waterside community. I am a board certified holistic nurse, retreat leader, speaker and coach that embraces the concept of sea glass as a symbol of transformation ~ becoming stronger and more beautiful with winds, waves and sand.

Jared Miller purchased this House in 1993

Why Jared Miller chose Pomona

There is a unique aspect of the Eastern Shore of Maryland - it draws your spirit to the landscape, the water, the wildlife and the expansive sky. I love knowing that this space is literally connected to all others by the water - the Chester River connects to the Chesapeake Bay and then to the Atlantic Ocean and then to... The Kent County area is rich with artists of all kinds, wonderful restaurants, local theatre and sweet little shops. Having Washington College nearby is a joy with their educational and inspiring venues. After 23 years I am still awed by the sunrises and sunsets from the house as well as the peace and serenity of the house.

What makes this House unique

The house is within 1/4 mile of a public launch on the Chester River. Watching or playing on the water and observing the watermen, boaters and waterfowl from the house/dock.


    • Internet
    • Pets Welcome
    • Air Conditioning
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 3 Bedrooms, Sleeps 8
      • Bedroom 1
        1 king
      • Bedroom 2
        1 queen
      • Bedroom 3
        1 king, 2 twin/ single, King size bed and two (2) single day beds; En suite bathroom
      • Guests provide own sheets and towels Pack n Play(1) and side rails are available


      • 3 Bathrooms
      • Bathroom 1
        toilet, combination tub/shower, In Hallway
      • Bathroom 2
        toilet, shower, In Hallway
      • Bathroom 3
        toilet, combination tub/shower, Connected to Bedroom 3
      • Bathrooms are recently renovated

      Location Type

        • Water View
          Expansive water view of Chester River and mouth of Corsica River
        • Waterfront
          70 foot pier on the Chester River; MLT 2.5 feet No diving!


            • Away From It All
            • Family


                • Guests provide their own meals


                    • Living Room
                      2 living spaces! interior with fireplace and seating by the water
                    • Air Conditioning
                      Window air conditioners in each bedroom and living area
                    • Clothes Dryer
                    • Garage
                      Contains items for renters: 2 grills, recycle bins, extra water, bicycles. Car parking is not available.
                    • Hair Dryer
                    • Heating
                      Baseboard electric in each room
                    • Internet
                    • Broadband Access
                      200 mb download limit per day
                    • Parking Off Street
                      Space for 1 - 2 cars in front of the garage; pulling out of the space is preferable due to the large tree, narrow space and the change in direction of the driveway. Additional spaces in the yard
                    • Parking for RV/Boat/Trailer
                      Limited room for trailer
                    • Telephone
                      No house phone is available
                    • Washing Machine
                    • Wireless Internet
                    • Wood Fireplace
                      Bring your own wood


                        • Microwave
                        • Coffee Maker
                          10-cup coffee maker and coffee bean grinder. Keurig coffee is also available on the coffee bar.
                        • Dishes & Utensils
                          Fully stocked with dishes and glasses/stemware
                        • Dishwasher
                        • Kitchen
                          Newly updated and fully equipped: includes a slow cooker, electric skillet and large cooking pot; blender and hand mixer, colander and mixing bowls/cups and spoons, cutting boards
                        • Cooking Utensils
                          Including baking dishes
                        • Oven
                        • Pantry Items
                          Some dry condiments are available; bring your own special spices, paper goods, tea towels,...
                        • Refrigerator
                          Bring your own ice or make your own with the provider bottled water
                        • Stove
                        • Toaster


                            • Dining
                              2 dining areas! At kitchen ~ table that seats 4 - 6, counter space for 2. Dining area with water view for 4 - 6. One booster seat available in hall closet
                            • Dining Area
                            • comfy seating for 8 people


                                • Books
                                • DVD Player
                                • Games
                                  Board games available in hall closet
                                • Satellite / Cable
                                  (2) Direct TV sets located in Living Room and in Bedroom 3 with king size bed and (2) day beds
                                • Stereo
                                • Television
                                • Toys
                                  Limited childrens' toys: Books, puzzles and train set in hall closet
                                • VCR
                                • Video Library


                                    • Bicycles
                                      2 older bikes, available at your own risk
                                    • Kayak / Canoe
                                      4 single person kayaks are in the boathouse for your use - ask for more details
                                    • Lawn / Garden
                                    • Outdoor Grill
                                      2 grills: gas and charcoal - bring your own charcoal
                                    • Water Sports Gear
                                      Water noodles and life jackets are available in the boathouse.


                                        • marina
                                        • churches
                                        • health/beauty spa
                                        • library
                                        • live theater
                                        • cinemas
                                        • museums
                                        • playground
                                        • recreation center
                                        • restaurants
                                        • winery tours

                                          Leisure Activities

                                            • antiquing
                                            • beachcombing
                                            • bird watching
                                            • boating
                                            • shopping
                                            • sight seeing
                                            • walking
                                            • wildlife viewing

                                              Local Services & Businesses

                                                • ATM/bank
                                                • fitness center
                                                • groceries
                                                • hospital
                                                • massage therapist
                                                • medical services

                                                  Sports & Adventure Activities

                                                    • cycling
                                                    • fishing
                                                    • kayaking
                                                    • pier fishing
                                                    • sailing
                                                    • sound/bay fishing


                                                        • The cottage is located on the water and you have full access to your own private pier. There is a large deck by the water with a picnic table.

                                                          House Rules

                                                          Check-in: 4:00 PM

                                                          Check-out: 11:00 AM

                                                          Cancellation Policy

                                                          100% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                          78 Reviews


                                                          Latest reviews

                                                          A spring retreat with seven

                                                          Holly M.

                                                          This river home felt so comfortable with individual bedrooms and three generously appointed bathrooms. Morning walks onto the private dock and stroll along the river welcomed the sunrise. Kitchen is well supplied and the open living space that looks unobstructively at the water is perfect!

                                                          Quiet, beautiful

                                                          Margaret M.

                                                          A yearly retreat for former college roomates was lovely.

                                                          Well maintained with up to date furnishings and appliances. Great waterfront view and huge dock.

                                                          Brian T.

                                                          We have stayed here 3 years in a row during the winter. I can only imagine the amount of fun to be had in the summer at this spot. The property is well maintained and kept up to date. The dock on the river front is huge and kept clean. The inside of the house is clean and has a large, open layout that is great for family or friendly gathering. All new appliances as well as a new water filtration system. What a great spot!

                                                          weekend at Cliff Point

                                                          Mary Jane R.

                                                          My family and I stayed for the weekend at Cliff Point and enjoyed our stay very much! It is such a beautiful spot, and although the weather was cold and not conducive to spending much time outside, we enjoyed the beautiful setting with bright sun, gorgeous sunsets, a full moon, bird watching, fires in the fireplace, good food, and fun games. It was very relaxing. The house is very well set up for a gathering of family with three bedrooms and three separate baths. The kitchen is well equipped for lots of cooking and the dining room is such a pleasant spot to eat and play games at the table overlooking the water. We used bottled water which was provided for drinking due to the taste of sulfur in the tap water, but this was not a big issue. The property manager was very responsive to any questions I had. I would highly recommend this place to anyone looking for a picturesque get-away to relax with family. We would definitely like to come back!

                                                          Owner's Response:

                                                          Hi Mary Jane,

                                                          I am glad to hear that you and your family enjoyed your stay at Cliff Point.

                                                          We would love to have you back at the property when the warmer weather allows you to enjoy the outside amenities! I am also happy to report that the reverse osmosis water system has been repaired which will provide plenty of drinking water for your next visit!


                                                          Jared Miller

                                                          Property Manager

                                                          So close....yet so far

                                                          Shari C.

                                                          We had a fabulous time at the Water Front Retreat. We only had to drive a little over 90 minutes and we were surrounded by water, solitude and beautiful waterfowl. This hideaway is so close to DC yet feels so far away from the hustle and bustle. The house is perfect (has everything you need and more) and the surroundings are so very serene - you really do see a sunrise and sunset each day. It was the best place for a quiet family getaway. It was bitterly cold when we were there (over New Years Eve) but we enjoyed a few short outings and just hanging out on the property - cooking, doing puzzles, watching movies and sitting by the fire. We thoroughly enjoyed our selves and we hope to come back!

                                                          All the comforts of home and more.

                                                          Angela C.

                                                          Such a personal and inviting space. All amenities needed were available to us. View transports you. A very special place


                                                          Chestertown, MD, USA

                                                          This property is perfect for those that love to be on the water and in a quiet space! Just a short drive (20 - 30 minutes) to wonderful activities in Chestertown or Rock Hall, MD. and approximately 1 hour longer to St Michaels, Easton, Cambridge and Annapolis.

                                                          Rates & Availability

                                                          Additional information about rental rates

                                                          Cleaning Fee
                                                          Tax Rate

                                                          Prices are subject to change until reservation is confirmed.

                                                          78 Reviews
                                                          Exceptional 5/5
                                                          Premier Partner
                                                          Enter dates for accurate pricing
                                                          For booking assistance, call 888-640-7927

                                                          Property # 294688