Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Top rated by guests
This photo is about 8 years old.  The trees have grown up a little.
Private kitchen
Giant island - great for setting up a family buffet.
Private kitchen
Terrace/patio
review stars
9.8Outstanding
(25 Ratings)
"The house is lovely and the host was very responsive when we had to contact them about a plumbing issue in the above garage unit. The amenities were great with linens and towels that went beyond our ..."
Julie S.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(25 Ratings)

House in Maryland

12 guests · 5 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental

This home was originally built in 1830 and has been completely restored lovingly by its owners, and sits upon an overlook of the river. You'll feel like you've stepped back in time but still get to enjoy all of the modern conveniences. Nature is all around you in this waterfront home. Birdwatchers especially love watching the Eagles, Osprey, ducks and other waterfowl. We see deer frolicking on the embankments and the sunsets are spectacular!

The property includes the use of an additional efficiency unit above the garage. (We lovingly call it "Fonzies Apartment" if you grew up in the era of "Happy Days." The kids love it, and adults do too. It's cozy and comfortable and a nice space to get away from the main the house. The property can sleep up to 12 guests overnight. The property includes a screened-in porch facing the waterfront view, a fire pit, kayaks and paddleboards, and fishing from the dock. (Bring your own poles and bait.) You can explore the shoreline or take a nap in the window seat overlooking the water. Some folks even enjoy a swim on the creek side of the house. Our guests tell us that the screened-in porch is their favorite part of their stay. It's serene. Morning coffees, and family time together over lunch or dinner and just sitting there together talking are really special.
Secluded and out-of-the-way, yet 15 minutes from major shopping. There are multiple nearby marinas and great restaurants like Deep Blue at the Kitty Knight House and The Granary, both are just a 2 minute drive. A mile away, the friendly folks at Twinney's serve up home style favorites. For night life and other fun, go to Chesapeake City (We like The Chesapeake Inn, Schaefers Canal House and Prime.) You can also head to Chestertown for another vibe and great options. Annapolis is only an hour away if you are feeling adventurous! If you like to get your steps in, a walk up the drive to the main road is relaxing. Within 5 minutes, you'll find great produce, baked goods and everything you need at Cross Street Market, there is also a convenience store with liquor, packaged goods and sandwiches. In Middletown, you'll find everything you need including Dutch Country Farmers Market open Thursdays, Fridays and Saturdays. We offer a wide selection of board games for the homebodies who want to bond around the table with some competitive fun and family memories!

Amenities at Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Non-smoking
No pets allowed
Family friendly

Map of Maryland


Ratings and reviews

9.8 / 10
Outstanding(25 Ratings)
10 / 10Outstanding·Jan 2026
The house is lovely and the host was very responsive when we had to contact them about a plumbing issue in the above garage unit. The amenities were great with linens and towels that went beyond our needs. It was great not to have to worry about packing those items along with paper goods and some toiletries. The kitchen was well stocked with ample items for our large group. The only suggestion we have for the hosts is maybe a bit more instruction on how to use the remotes to get to menu to log into our own streaming services.
10 / 10Outstanding·Dec 2025
We had a great stay with family over Thanksgiving! The beds were cozy, the house was beautiful and we had everything we needed. The view overlooking the water was exceptional!
10 / 10Outstanding·Dec 2025
The host was very welcoming and accommodating!
10 / 10Outstanding·Oct 2025
We had a very nice stay, with a group of friends. Pros: Gorgeous setting, ample space to spread out for a group of 9, great kitchen for cooking. We had an issue with the warm water in the garage unit and the owner addressed it in a timely matter, even though it was late in the evening. Cons: This probably can’t be controlled much, but since it’s autumn, there were some bees and wasps around the immediate area, and the garage unit was a bit buggy. We’d still happily return!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.. 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 Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful. pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.