Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Kent County, Maryland, 21620
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Amenities
Golf course
Hiking
Basketball court
Wi-Fi in public areas
Kayaking
Sailing
Motorized water sports equipment
Water sports equipment
All amenities
Property Description
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.About pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).4 pets weighting over 60lbs, please contact owner..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules: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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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9.8/10
Cleanliness9.8
Amenities9.8
Location9.8
Service9.8
All 14 reviews
Surroundings
Airport: Easton Airport
(58.6 km)
Train: Aberdeen Amtrak
(88.3 km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host

16
3 Bedrooms Private Vacation Home
2 single beds 1 sofa bed and 3 queen beds
Non-smoking
Check Availability
Guest Reviews
9.8/10
Outstanding
14 reviews

- Cleanliness9.8
- Amenities9.8
- Location9.8
- Service9.8
Average for similar properties in Kent County
Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. €1.02). Trip Coins can be used to save instantly on room rates.

Kelly G.
September 2, 2025

The house and hospitality exceeded all expectations! We had a wonderful long weekend away and would definitely return. The kids especially loved fishing, kayaking, and the paddle boat. The farmer’s market was enjoyable Saturday morning, too. We had beautiful weather for yard games and the fire pit. Fantastic all around; highly recommend!

steven s.
July 25, 2025

Everything we needed was there. Owners next sore are super nice and hrphful.

Lauriann S.
July 18, 2025

Great Location for a Getaway
Perfectly situated for exploration of the area. You can explore the city of Chestertown or venture further afield to Annapolis. Perhaps you just want to rest and decompress? Take your coffee to the dock and watch the water. The house is charming and the kitchen is equipped for the best of meals. In a nutshell- this house is a gem! Definitely would recommend.

Sarah R.
June 24, 2024

Perfect River Stay
House was even better than the photos showed. We spent evenings out on the dock watvhing the river and beautiful views. The hosts thought of every detail for a perfect stay.

Doris O.
July 6, 2023

Escape
I picked this property out based on the listing description. My family and guests were skeptical coming into the weekend about what I had picked out! Everyone, from start to finish had a blast! We kayaked, threw fishing lines in the water. We offered to take the family to dinner the first night and they asked for burgers on the grill! We made s’mores. Watched fireworks from the pier. Played board games, watched movies. Went to a festival nearby. Had a few meals out at local spots. There were many special touches that could be pointed out. I have already shared with my friends. I hope to get back again. Unplug, relax, enjoy! Heaven.

Cindy R.
February 22, 2023

Wonderful Chester River Property
Very clean, tidy home directly on the Chester river. While we were here for an event at Washington College in February, the property is gorgeous and we definitely want to return during warmer months to enjoy Chestertown and sipping wine on the deck overlooking the river. The house has lots of seating throughout and we enjoyed playing card games at night with the kids. Super clean house, and kitchen is incredibly functional. Can't wait to return!

Amber U.
October 10, 2023

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!

Stephen H.
June 8, 2025

We had a wonderful weekend. Thank you!

Ellen H.
May 30, 2023

Memorial weekend stay
Comfortable, well equipped rental home. Enjoyed all the amenities, with the dock and deck and lovely views of the river. Enjoyed sunrise one morning and watching the river come to life with the birds, and early morning scullers rowing. Had a cookout one night and lit a fire in the fire pit. So fun.
Services & Amenities
Most Popular Amenities
Golf course
Off-site
Hiking
Off-site
Basketball court
Off-site
Wi-Fi in public areas
More Amenities
Internet
Wi-Fi in public areas
Health & wellness
Golf course
Off-site
Hiking
Off-site
Kayaking
Sailing
Off-site
Motorized water sports equipment
Water sports equipment
Basketball court
Off-site
Activities
Beach towels
Fishing
Off-site
Public areas
BBQ
No smoking in public areas
Cleaning services
Clothes dryer
Facilities for children
Kids' board games/puzzles
Property Policies
Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 10:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.
Breakfast
Breakfast is available at the hotel. Please contact the hotel for details.
Age | Fee |
---|---|
Adult | Contact property |
Additional breakfast fees are not included in the total and need to be paid at the property.
Age Requirements
The main guest checking in must be at least 25 years old
Property host

Dianna or Russell
Speaks: English
About this property
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.About pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).4 pets weighting over 60lbs, please contact owner..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules: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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Frequently Asked Questions
What is the cancellation policy for Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
The cancellation policy for Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town varies depending on the type of room and booking conditions.What is the cancellation policy for Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
What are the check-in and check-out times at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
Standard check-in time at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town is 16:00 and check-out time is 10:00.What are the check-in and check-out times at Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town?
How far is the Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town from the closest airport?
The closest airport is Easton Airport, and it is about 49 mins from hotel by car (58.6 km).How far is the Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town from the closest airport?
About This Property
Nearest Airport | Easton |
---|---|
Distance to Airport | 58.61KM |
Distance to Train Station | 88.25KM |
Hotel Star Rating | 4 |