Private Waterfront Paradise w\/ Pier - Kayak to Historic Chestertown!

Property grounds
Iron/ironing board, travel crib, free WiFi, bed sheets
Hair dryer, soap, toilet paper
Iron/ironing board, travel crib, free WiFi, bed sheets
Iron/ironing board, travel crib, free WiFi, bed sheets

About this house rental

Escape to our multiple-acre private paradise where you can enjoy breathtaking sunsets, gaze at countless stars, admire the wildlife, and dip into the water via our 200+ foot private beach. It's an ideal destination that you can enjoy for hours on end throughout the year. The home is also located just a short bike ride to Historic Chestertown, or you can even take one of our kayaks in while you enjoy the Chester River's rich wildlife. Guests can also enjoy our pier where you can go crabbing and fishing, or dock your own shallow water boat and use the 8k lb boat lift. We also have a fire pit for you to make cozy fires by the water with plenty of wood for you to enjoy the beautiful evenings. The three bedroom and two bathroom home features a master bedroom with French doors overlooking the river and a screened in porch to just hang out and watch life go by. The two common areas have plenty of glass doors with spectacular views of the 200+ feet of private shoreline. There is also a giant TV for movies and a foosball table for hours of fun. Minutes from our slice of Heaven you will find Historic Chestertown, founded in 1706, where there is no lack of things to do. Dock the kayaks at Chestertown's public floating dock (or bike or drive over) and explore the brick sidewalks lined with shops, restaurants, art galleries and everything you would expect from a quaint small town. By the way, the whole town is VERY dog friendly! Chestertown is also a magnet for traveling foodies. Known for its wealth of Chesapeake cousine, Chestertown is located on the upper Eastern Shore section of the Maryland Crab and Oyster Trail. Visiting the Chestertown Farmers and Artisans market (Saturday mornings), is a great way to acquaint yourself with the local farmers and artisans. For special dietary restrictions you have Figg's Ordinary, and entirely gluten-free cafe. For something stronger, head to Bad Alfred's, featuring house-made spirits, local craft beer and wood-fired pizzas. You can also find 89 Cannon on the river where you can enjoy tranquil water views while eating delicious seafood and other American style food. About 20 minutes away, you can find Crow Vineyard. For four straight years, Crow has achieved Maryland Governor's Cup Medal status and gold status at international wine competitions. Also 20 minutes away is the Eastern Neck Island National Wildlife Refuge, which is a 2,285-acre island featuring all kinds of Mid-Atlantic plant and wildlife species. It also has the Duck Inn Trail, a hike that takes you through forests and marsh and arrives at a yet another gorgeous vista overlooking the Chester River. With so many things to enjoy, book your experience today! **Sheets are provided and beds made, but please bring towels**

Amenities

Air conditioner
Pets allowed
Kitchen / Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Dishwasher
Hot Tub / Spa
TV
Wheelchair accessible
Garden
Family friendly

Map of Chesapeake Bay, NC

House in Chesapeake Bay, NC


Reasons to book

People love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for pets

$$$$

Reviews

4.9/5.0
Outstanding(64 Reviews)
5.0
Dec 2023
My family and I stayed over the Christmas holiday and had a wonderful time. The house was cozy, clean, and well appointed. We enjoyed the water views and it was great to be able to use the fireplaces. We would definitely return for another visit and highly recommend to anyone considering!
5.0
Dec 2023
Wonderful weekend with our daughters. Chester town was festive kicking off the holidays with a parade. This is our second trip to an area on the Eastern Shore and it did not disappoint. The home was lovely and a relaxing environment.
4.0
star 5 empty
Sep 2023
I have to start by saying that the property was not exactly as pictured. The pictures show a tidy uncluttered space inside and out, but that was not the case. The screened in porch was cluttered with too much furniture and other items. Some other spaces of the home were more cluttered than pictured as well. There were lights duct taped under the kitchen cabinets that were falling down. The exterior property maintenance could have been much better. For what we paid, we expected more. With all of this being said, it is a great house on the river that was clean on the interior when we arrived. There were six of us and we had plenty of room. We enjoyed our weekend despite the disappointment in some areas.
5.0
Sep 2023
This is a lovely property with beautiful river views and no neighbors in sight. The house is well outfitted with everything we needed and extras like a fooseball table. It even had a "community pantry" with take-one-leave-one treats. The beds were comfortable and there were lots of places to sit and eat, play games, and do a jigsaw puzzle. Our two adult daughters said they would like to return, so that is high praise indeed.
5.0
Sep 2023
Our adult family stayed for the weekend to attend a nearby wedding. Property is expansive with all the amenities that you can imagine. House is clean, well equipped and beautifully situated. I highly recommend.
5.0
Aug 2023
We had an amazing week at this incredible waterside property. The home is exactly as pictured, and the outdoor space offered plenty to keep us entertained. Despite some rainfall making swimming/floating in the river not possible a few days, we had lots of other options. My husband took our 4 year-old kayaking, which she loved. During our week stay, we explored Chestertown (a quick drive away), visited Rock Hall, and did chartered cruises out of Chesapeake City and St. Michael’s. You can tell the hosts take great care in their riverside home, and we are so glad they decided to share it. We’d love to come back!
5.0
Jul 2023
My two young kids loved swimming in the river. One has sensory needs and enjoyed the muddy waters immensely. The house was nicely set up to give my family of four and my mother in law a little privacy in the evenings. Would recommend and come again. Communication with hosts easy and prompt.
5.0
Jul 2023
Great house, beautiful waterfront property!

FAQs

How much does this house cost compared to others in Chesapeake Bay?

The average price for a rental in Chesapeake Bay is $231 per night. This rental is $219 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Private Waterfront Paradise w\/ Pier - Kayak to Historic Chestertown!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Private Waterfront Paradise w\/ Pier - Kayak to Historic Chestertown! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Private Waterfront Paradise w\/ Pier - Kayak to Historic Chestertown!?

We found 13 amenities for this rental. This includes air conditioner, pets allowed, kitchen / kitchenette, internet / wifi, and fireplace.

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