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Chester River Waterfront, Magnificent Views, Dock, Beach

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Last updated: 08/28/2014
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2 nights
  • Internet:No
  • Pets considered:Yes
  • Wheel chair accessible:No

Chestertown house description

This property offers spectacular views of the Chester River from the Family room, Kitchen, & Dining room, not to mention from the 'L' head on the dock. All the other rooms enjoy a view of a large pond where you can watch Osprey, Eagles & Heron enjoy the fishing site. Most evenings you can listen to the Bull frogs sing. There are 2 large bedrooms(queen beds.)One has views of the river & the other has views of the large pond out front. The family room features a queen sleeper sofa & has the best view of the river. The family room has been renovated during the (2013)off season and features hardwood flooring, wet bar w/wine cooler, recessed lighting and fireplace. The kitchen & dining area have also been fully renovated( 2013) and feature an open floor plan with all new ceramic tile flooring, cherry cabinetry, granite counter tops, & a raised bar between the kitchen & dining area. There are double pocket doors into the family room for privacy. There are french doors from the dining area that will go out to a large deck(added 2013) that has a nice cushion patio set. There is a laundry area that includes a stack-able washer & dryer. Both bathrooms have been totally renovated(2014) as well as an expanded front for a more comfortable entrance into the house. There is a full living room with a beautiful view as well of the large pond. Plenty of parking, a small beach, 50' dock w/10X20 'L' head to relax & watch the sunrise or fish/crab. There is also a shared launch(must use 4 wheel drive b/c it is not concrete.) Bar-B-Que grill, (propane not guaranteed) hammock and patio set as well as plenty of Adirondack chairs. Kayaks & paddle boat & boards are available upon request(pls note,we do not have children's life vests.) HUNTERS WELCOME!! For any of you NASCAR fans, we are situated only 40 minutes from Dover Track. We are also 20 minutes from Rock Hall & 45 minutes from Annapolis. 35 minutes from premium outlets in Queenstown.
** Some dates to consider for fun filled family weeks in 2014 season
Chestertown Tea Party 5/24-26, Rock fish tournament 6/13-15
7/6 Waterman's day in Rock Hall, 7/3 Fireworks in Rock Hall, 7/4 Fireworks in Chestertown and parade in Rock Hall. All times are great with lots to do, but if you have never been to this part of the eastern shore then these are the best times.
First Sat in Aug is Betterton days.
8/8-8/10 is pirates weekend in Rock Hall Another great time to be had. Lots of people dress up for this event & it gets bigger every year. Sultana down rigging & tall ships approx 10/25, 10/11 is Rock Hall's Fallfest.
Every sat. in Chestertown's center (Fountain park) is the farmer's market. Lots of times on Fridays or Saturday evenings(in season) they have entertainment in Fountain park. On the first Friday of every month is 1st Friday in Chestertown(all year long.) Many stores stay open and have snacks (wine & beer too) and some have entertainment all FREE. Lots of people walking around during these events.
Wilmer park has events as well.There are concerts, taste of the town to name a few. If you are planning a certain week and would like to know the events happening near town, just ask and I will do my best to list everything I know. special winter monthly rentals. Please be aware, that there are no fences. The neighbor has two labs that are very friendly and may come over to greet you. We have two small dogs as well that also like to say hi on occasion.

Property Type

  • House
  • 1500 sq. ft.

Accommodation Type

      • Vacation Rental


          • Guests Provide Their Own Meals


          • Children Welcome:

            For safety reasons, if you have small children, please be sure to bring life vests. We do not supply children life vests. Property is at the waters edge....moreless

          • Non Smoking Only:

            You are welcome to smoke outside provided the smoke does not enter the house....moreless

          • Pets Considered:

            $100+ extra security deposit for ea....moreless

          • Minimum Age Limit For Renters:

            At least 1 person 25 yrs old....moreless

          • Events Allowed
          • Long-Term Renters Welcome

          Bedrooms: 2 Bedrooms, Sleeps 6, Beds for 6

          • Bedroom 1: 1 queen


          • Bedroom 2: 1 queen


          • Den: 1 sleep sofa /futon

            Queen size...moreless

          • Queen size Beds (2) Both bedrooms have queen beds, NO CRIB but, pac-n-play may be available with advance notice( no guarantee), Newly renovated family room with queen sleeper sofa....moreless

          Bathrooms: 1 Bathroom, 1 Half Bathroom

          • Bathroom 1: toilet, combination tub/shower

            completely renovated in 2014 (extra wide tub)...moreless

          • Bathroom 1: toilet

            completely renovated 2014...moreless

          • Both bathrooms feature ceramic tile and furniture w/marble tops. Full bath has ceramic enclosure and an extra wide tub for extra room & comfort....moreless

          Kitchen & Dining

          • Refrigerator:

            In the family room features brand new hardwood flooring as well as a wet bar equipped with wine frig.(2013)...moreless

          • Dining:

            dining area features a full size table (tucked leaf)with bar high chairs...moreless

          • Kitchen:

            Brand new kitchen & eating area. That includes a breakfast bar(2013)...moreless

          • Stove:

            brand new ceramic top electric stove...moreless

          • Ice Maker
          • Coffee Maker
          • Toaster
          • Dishes & Utensils
          • Seating for 6 people


          • Linens Provided:

            Linens are provided but it is recommended that you bring your own. There is a $25 laundry fee if you use ours....moreless

          • Fireplace:

            There is a fireplace in the family room and a fire pit outside. No wood is supplied....moreless

          • Living Room seats 6:

            Spacious living room with sofa, love seat & chair...moreless

          • Washing Machine:

            Stack-able washer & dryer ...moreless

          • Heating:

            Brand new heat pump...moreless

          • Iron & Board
          • Parking Off Street
          • Hair Dryer
          • Clothes Dryer
          • Air Conditioning
          • Covered Parking
          • Wood Fireplace

          Other Amenities

              • This home has been newly renovated to feature more amenities and more appeal. The family room features recessed lighting, a wet bar with wine frig, fireplace, new hardwood flooring. The kitchen has an open floor plan that features a full dining area as well as a breakfast bar, all new cabinetry and tile flooring, recessed lighting. A sliding glass door has been installed to the trex deck. Both bathrooms have been renovated in 2014. The front has been expanded for a more comfortable entrance. There is a horseshoe pit on the side of the house...moreless


              • Video Library:

                There are some movies available for your pleasure, We have some Disney & pixar available upon request....moreless

              • Television:

                One in the family room & one in the living room...moreless

              Outdoor Features

              • Bicycles:

                available upon advance request. Please note these are fold up bikes that were used traveling on a boat. No guarantee they function properly....moreless

              • Outdoor Grill:

                We try to keep an eye, but propane is not guaranteed to be filled. Fire pit for those cool evenings. No wood is supplied....moreless

              • Kayak / Canoe:

                2 available. Also paddle boat & 2 boards. Used between 2 houses....moreless

              • Water Sports Gear:

                adult life preservers supplied. Please bring for children. ...moreless

              • Deck / Patio:

                Patio set with 6 chairs w/ cushions and umbrella...moreless

              • Lawn / Garden:

                lawn chairs...moreless


              • Romantic
              • Family
              • Away From It All
              • Historic

              Location & View

                  • Waterfront:

                    The back is the Chester River, out front is a big o'l pond ...moreless


                  • Churches
                  • Hospital
                  • Laundromat
                  • Fitness Center
                  • ATM/Bank
                  • Kayaking
                  • Spelunking
                  • Water Tubing
                  • Swimming
                  • Hunting
                  • Golf
                  • Water Skiing
                  • Sailing
                  • Cycling
                  • Fishing
                  • Pier Fishing
                  • Hiking
                  • Hunting Small Game
                  • Groceries
                  • Sight Seeing
                  • Scenic Drives
                  • Wildlife Viewing
                  • Cinemas
                  • Library
                  • Marina
                  • Museums
                  • Playground
                  • Recreation Center
                  • Live Theater
                  • Restaurants
                  • Jet Skiing
                  • Winery Tours
                  • Festivals
                  • Walking
                  • Horseback Riding
                  • Paddle Boating
                  • Bird Watching
                  • Shopping
                  • Horseshoes
                  • Boating
                  • Health/Beauty Spa
                  • Freshwater Fishing


                  Write a review 5
                  from 10 traveler reviews
                  Rental basis: Per property
                  Dates Nightly Weekend Night Weekly Monthly * Event
                  high season
                  May 1 - Nov 2, 2014
                  2 night min stay
                  $2,400 $5,000
                  My Standard Rate
                  2 night min stay
                  $300 $350
                  Fri, Sat, Sun
                  $2,150 $4,500
                  * Approximate Monthly rates, actual rate will depend on the days of the month you stay

                  Additional information about rental rates


                  • Refundable Damage Deposit $250
                  • Taxes Included


                  Rates are subject to change without notice until reservation is confirmed. All Holidays require a minimum of 3 nights stay. 50% + sec due upon booking. Bal due 21 days prior to stay. $250 sec dep(inc$50 cleaning refundable if property left in a similar cond + $100(per pet). 2 night (3 holiday) min rate of $350 during 2014 high season 5/01-11/2. 4% service fee is charged for CC or paypal payments.

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                  Last updated: 08/28/2014
                  Check availability
                  23 Available
                  21 Unavailable
                  22 Today
                  23 Selected dates


                  75 Miles
                  Nearest Airport
                  10 Miles
                  Nearest Motorway
                  15 Miles
                  Nearest Beach
                  Rock Hall
                  2 Miles
                  Nearest Barpub
                  2 Miles
                  Nearest Restaurant

                  Car: Necessary

                  There is always something to do locally. If Chestertown isn't featuring an event, The next towns over are. There is a community board when you enter town that gives you details about up coming events. There is first Friday every month (local venders put out munchies and some serve beer & wine. There is the Saturday Farmer's market in the center of town. Some of the biggest events are Tea Party ( Memorial weekend), 3rd & 4th of July features Waterman's day(Rock Hall), parades, & fireworks in Chestertown, Rock Hall, & Great Oak. Friday nights usually feature musicians in the center of town(in season). Along with plenty of restaurant choices, there is a local theatre(center of town,) a movie theater in one of the 2 shopping centers and a bowling alley(featuring duck pin)just a short drive out of town. . Most of the local towns have taste of the town at one time or another. Betterton days is the first Sat in Aug.every year. Rock Hall hosts a rock fish tournament June 13-15, Pirates weekend Aug 8-10, Oct 11th is Fallfest. Dover is just 40 minutes away and Annapolis is just 45 minutes. There is a small public beach area in Rock Hall, & Great Oak & a larger beach in Betterton. There are several historical sights and local shopping. Many local restaurants to choose from. Because this is the country, there are no fences around most properties. There are 2 labs that live next door to the property. Please be aware, they are very friendly and may come over & visit.


                  Owner info

                  Year Purchased: 2012

                  About the owner: We were introduced to the area back in 2000 and fell in love. We reside in the property next door and felt that this was a good time to invest in a retirement plan that includes this property. We are so confident in the area, that we believe that when the market improves, so will our portfolio.

                  Why the Owner Chose Chestertown:
                  It has great potential. Every year we plan to make it better & better

                  The Unique Benefits at this House:
                  This property has great views from every room in the house. I think most will enjoy the scenic environment. Just as I do right next door.

                  Contact us

                  Speaks: english

                  Links to more information:



                  • looking up river from the dock

                    looking up river from the dock

                  • Front of house

                    Front of house

                  • view from dock.

                    view from dock.

                  • New expanded entrance

                    New expanded entrance

                  • view from the living room bay window over looking the pond

                    view from the living room bay window over looking the pond

                  • view of river from bedroom #2

                    view of river from bedroom #2

                  • front bedroom

                    front bedroom

                  • New bathroom furniture

                    New bathroom furniture

                  • River side of the family room( all new 2013)

                    River side of the family room( all new 2013)

                  • Wet bar in family room shows view into kitchen w/double pocket doors open(2013)

                    Wet bar in family room shows view into kitchen w/double pocket doors open(2013)

                  • kitchen & dining (all new 2013)

                    kitchen & dining (all new 2013)

                  • looking down river from the dock

                    looking down river from the dock

                  • back of house showing new trex deck & patio set

                    back of house showing new trex deck & patio set

                  • view from deck. Also fire pit to right.

                    view from deck. Also fire pit to right.

                  • living room

                    living room

                  • bedroom #2 queen bed

                    bedroom #2 queen bed

                  • front bedroom queen bed

                    front bedroom queen bed

                  • New bathroom(2014)

                    New bathroom(2014)

                  • Nice ceramic tile & wider tub(2014)

                    Nice ceramic tile & wider tub(2014)

                  • Wet bar in family room with double pocket doors closed(2013)

                    Wet bar in family room with double pocket doors closed(2013)

                  • View from the family room into the kitchen, breakfast bar & dining area(2013)

                    View from the family room into the kitchen, breakfast bar & dining area(2013)

                  • view of kitchen from dining area(2013)

                    view of kitchen from dining area(2013)

                  • Dinette & view to the deck

                    Dinette & view to the deck

                  VRBO #431733

                  There have been  visitors to this page since the counter was last reset in .

                  This listing was first published here in 2012.

                  Date last modified - Friday, August 15, 2014

                  $300 - $350 per night (USD)

                  2 Bedroom / 1.5 Bathroom
                  Sleeps 6

                  View calendar: Updated 08/28/14
                  Minimum stay: 2 nights
                  Dates are unavailable
                  Please stay a bit longer. A stay of nights or more is required for these dates.
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                  Speaks: english
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