Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Chester River Dreams, offers spectacular views of the Chester River from the Family room, 2 bedrooms, Kitchen, & Dining room, Deck, 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 3 large bedrooms (3 queen beds + 2 twins.) Each bedroom has smart TVs. Two have views of the river & the other has views of the large pond out front. The family room features a queen sleeper sofa with air mattress & has a view of the river. The family room features hardwood flooring, wet bar w/wine frig, recessed lighting, smart TV, and decorative fireplace. The kitchen & dining area feature an open floor plan with 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 sliding glass doors from the dining area that will go out to a large deck that has a cushion patio set & umbrella. There is a laundry area that includes a stacked washer & dryer. All bathrooms have been renovated. There is a full living room with a view of a large pond. Plenty of parking, a small beach, 50' dock w/10X20 'L' head to relax & watch the sunrise or fish/crab. Bar-B-Que grill, (propane) as well as plenty of Adirondack chairs. Kayaks & paddle boat & boards are available (pls note, although there are 4 adults life vests, we do not supply children's life vests. Although, we have young grandchildren & as long as they are not in use, feel free to borrow.) There is also a fire pit for those cool nights or to just hang out and make smoors. High speed internet added in 2021 NEW for 2022! The interior and exterior have been freshly painted. New siding and new living room furniture, new patio cushions, 6 smart tv's & ceiling fans. New for 2025! upstairs bedroom with walk in closet and private bath. HUNTERS WELCOME!! For any of you NASCAR fans, we are situated only 40 minutes from Dover Track. We are also 25 minutes from Rock Hall & 45 minutes from Annapolis. 35 minutes from premium outlets in Queenstown. ** Some dates to consider for fun filled family weeks. Chestertown Tea Party is every memorial day weekend, Rock fish tournaments usually early June and mid Sept Sunday on 4th of July weekends is 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. This whole area is loaded with festivals. Here's a few more. Bettertown days @ Betterton Beach usually the fist weekend in Aug The second weekend in Aug is pirate's weekend in Rock Hall another great time to be had. Lots of people dress up for the event. In Chestertown, Sultana down rigging late Oct early Nov, early Dec is Dicken's weekend & early Oct is Rock Hall's Fallfest. Every Sat. till noon in Chestertown's 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. A great way to get to know the town. 3rd Thurs 6-8 pm is cars on high April thru Oct. 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 near town, just ask and I will do my best to list everything I know. Feel free to surf the web as well. Most of the local towns have event calendars you can find online. Special winter monthly rentals available (rate does not include utilities for stays exceeding 30 days.) Please be aware, that there are no fences. Neighbor has two dogs that are very friendly and may come over to greet you. FYI, the school zone has camera 24/7, so watch your speed.
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Pets allowed: less than 23 kg per pet (limit 2 pets total)
4 pets weighting over 60lbs, please contact owner.
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Smoking
Smoking is not permitted
Beach towels are not provided. Do not use bath towels for beach or pets.
No wet pets in the house, No pets on the furniture. Do not use bedding 4 pets
Smoking is permitted outside the house. Take care not to let smoke inside. Extra fees may be charged if cigarette/cigar odors are inside the house.
Minimum of 2 night are required EXCEPT for holidays. Minimum of 3 nights for ALL holidays. NO SATURDAY check- in for 7 days or longer.
Important information
You need to know
Property # 431733vb
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
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Chestertown
Located in Chestertown, this holiday home is on the waterfront. The area's natural beauty can be seen at Chesapeake Bay and Rolling Road Park, while Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater are cultural highlights. Travelling with kids? Consider Larrabee Arts Center and Crumpton Auction. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cave exploring.
Chestertown Historic District - 7 min drive - 7.0 km
Garfield Center for the Arts at the Prince Theater - 7 min drive - 7.0 km
Historical Society of Kent County Maryland - 7 min drive - 7.0 km
Getting around
Baltimore, MD (MTN-Martin State) - 110 min drive
Restaurants
Milano's Pizzeria - 10 min drive
McDonald's - 7 min drive
Dunkin - 6 min drive
Royal Farms - 10 min drive
Cafe Sado - 7 min drive
Frequently asked questions
Is Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town pet-friendly?
Yes, this property allows pets (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
As of 20 Aug, 2026, prices found for a 1-night stay for 2 adults at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town on 13 Nov, 2026 start from S$1,839, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
On-site parking is available at the property.
What time is check-in at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
Check-in begins at 4:00 PM.
What time is check-out at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
Checkout is at 10:00 AM.
Where is Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town located?
This family-friendly Chestertown holiday home is located on the waterfront, within 3 mi (5 km) of Chestertown Dog Park and Rolling Road Park. Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater are also within 6 miles (10 km).
About the host
Hosted by Dianna or Russell
Russ & I discovered this area while boating over 25 years ago. We fell in love with Chestertown. We have always loved the country, but to be on the water too, only makes it that much better. We moved here full time a couple years ago & love every minute of it. Frankly, it was the best place to be sequestered during the pandemic. Chestertown enjoys many festivals during "normal" times & has a lot of history. There is always something to do of you want or just do nothing at all. Fishing & crabbing off the dock is one of our favorite happy hour pass times. We call it the "fishing hour." I enjoy birding & will be able to see that by the Osprey nest that was installed in '19 as well as being a purple martin landlord. Feel free to ask me all about them as I tend to their nest cavities during breeding season. I am also a potter & opened my own studio where you can purchase gifts or sign up for workshops & classes in both wheel & hand build techniques. The shop is located just 15 min. away in another small town (you'll notice that theme in these here parts) named Galena. In fact, those of you travelling from the north may very well pass it on your way here, We just know that you will fall in love w/the area as much as we did & enjoy the tranquil setting.
Why they chose this property
This property offers spectacular views of the Chester River from the Family room, Kitchen, Dining room, 1 of the 2 large bedrooms, Deck, & of course, from the fire pit dock. The family room features a queen sleeper sofa with air mattress & has the best view of the river. It also features: hardwood flooring, wet bar w/wine cooler, recessed lighting, ceiling fan, smart TV, & decorative fireplace. The kitchen & dining area feature an open floor plan with 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 sliding glass doors from the dining area that will go out to a large deck that has a cushion patio set & umbrella. There is a laundry area that includes a stacked washer & dryer. Both bathrooms have been renovated. There is a full living room with a view of a large pond. Off street parking for up to 3 vehicles. Located on a private a serene road that is great for walking or kids with bikes.
What makes this property unique
Chestertown, as well as many other small towns in the area, are rich in history. We are situated 40 min from Dover, 20 min from Rock Hall, 45 min to Annapolis, 35 min to premium outlets & Kent Narrows. ** Some dates to consider for fun filled family weeks. Chestertown Tea Party is every memorial day weekend(cancelled for 2021), Rock fish tournaments usually early June & mid Sept Sunday, 4th of July weekend is Waterman's day in Rock Hall, 7/3 Fireworks in Rock Hall, 7/4 Fireworks in Chestertown & 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. Betterton days @ Betterton Beach usually the fist weekend in Aug 2nd weekend in Aug Rock Hall hosts pirate's weekend. Lots of people dress up. FUN! Sultana down rigging late Oct/early Nov, Early Oct is Rock Hall's Fall fest Every Sat till noon in Chestertown's Fountain park, is the farmer's market Lots of times, Fri or Sat eves(in season) they have entertainment in Fountain park First Friday (all year,) a great time to explore the town. most stay open late & supply free snacks Check the board as you enter town for fun filled activities.
Languages:
English
Premier Host
They consistently provide great experiences for their guests