House in Chestertown, MD

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Photo gallery for Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

looking down river from the dock
view from deck. Also fire pit to right.
view from dock.
view of bathroom
view of bathroom

Overview of Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Reviews
4.9 out of 5 Exceptional
2 bedrooms1+ bathroomSleeps 6130.1 sq m

Popular amenities

  • Breakfast included
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Free WiFi

Explore the area

Chestertown, MD
  • Popular LocationWashington College7 min drive
  • Popular LocationRiver Arts Chestertown8 min drive
  • Popular LocationWilmer Park8 min drive
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)108 min drive

Rooms & beds

2 bedrooms (sleeps 6)

Back bedroom

1 Queen Bed

Den

1 Double Sofa Bed

Front bedroom

1 Single Bed and 1 Queen Bed

1 bathroom, 1 half bathroom

Central bath

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Powder room

Soap · Towels provided · Toilet

Spaces

Deck or patio
Kitchen
Dining Area

About this property

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Chester River Dreams, offers spectacular views of the Chester River from the Family room, 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 2 large bedrooms(2 queen beds + 1 twin.)Both bedrooms have a smart TV. One has 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 the best 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. Both 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) hammock 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, twin bed added in a bedroom, 4 smart tv's & ceiling fans. 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, HP festival first weekend in Oct, 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.

Property manager

Dianna or Russell
Premier Host
Premier Host

Languages

English

Amenities

Breakfast included
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: less than 50 lb per pet (limit 2 pets total)
4 pets weighting over 60lbs, please contact owner.

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.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
On-site parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Chestertown

Located in Chestertown, this holiday home is on the waterfront. Rolphs Wharf Marina and Rock Hall Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Betterton Beach and Elk Neck State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Washington College - 7 min drive
  • Historical Society of Kent County Maryland - 8 min drive
  • River Arts Chestertown - 8 min drive
  • Wilmer Park - 8 min drive
  • Rolphs Wharf Marina - 17 min drive

Getting around

  • Baltimore, MD (MTN-Martin State) - 110 min drive

Restaurants

  • McDonald's - 7 min drive
  • Procolino Pizza - 6 min drive
  • Dining Hall - 7 min drive
  • Luisas Cafe - 7 min drive
  • Uncle Charlie's Bistro - 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 50 lb per pet.

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?

Located on the waterfront, this family-friendly holiday home is within 9 mi (15 km) of Washington College, River Arts Chestertown and Rolphs Wharf Marina. Betterton Beach and Rock Hall Harbor are also within 20 miles (32 km).

Reviews

4.9

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 5 - Excellent. 69 out of 77 reviews" "
Rating 4 - Good. 7 out of 77 reviews" "
Rating 3 - Okay. 1 out of 77 reviews" "
Rating 2 - Poor. 0 out of 77 reviews" "
Rating 1 - Terrible. 0 out of 77 reviews" "

5/5

Cleanliness

5/5

Amenities

5/5

Property conditions & facilities

5/5

Check-in

5/5

Communication

5/5

Location

5/5

Listing accuracy

Reviews

5/5 Excellent

Amber U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family weekend at Washington College
We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!
Stayed 2 nights in Oct 2023

5/5 Excellent

Allie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home
Home was very clean and neat. We enjoyed the snacks, and little touches.
Stayed 2 nights in Sep 2023

5/5 Excellent

Catherine M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Very nice owner. Super helpful and dealt with our leaving stuff! Mailed the oops we left that so nicely. Cheers!
Stayed 7 nights in Jul 2023

5/5 Excellent

Elamurugan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chestertown Vacation
The property was awesome. We kayaked, kids enjoyed paddle boats, and relaxing by the water. The owners were excellent hosts. Chestertown farm market on saturday(s) is a must see. Dog friendly township. Will go back next summer.
Stayed 3 nights in Aug 2023

5/5 Excellent

Maureen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place!
We had a lovely stay at this cottage on the water. The cottage had its own dock, deck, mini beach, grassy yard with kayaks, paddle boat, stand up paddles —enough for everyone. The birding is brilliant. The hosts have created an environment that welcomes birds. On our morning paddle, we saw bald eagles, ample herons, other sea birds and an otter, snakes and turtles. The house has everything you need. It’s very comfortable with a full kitchen, games, plenty of different spaces to relax and enjoy your time with family. The hosts are super considerate and kind people. They know how to make a space that’s great for your holiday. Book now! You won’t regret it!
Stayed 2 nights in Jul 2023

About the host

Hosted by Dianna or Russell

Host profile image
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

Premier Host
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