House in Maryland
8 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
The privacy of a waterfront home welcomes you to pause and enjoy the beauty of the Chester River. Water views from every window connects you to the flowing water and the expansive outdoors. The southern exposure welcomes spectacular sunrises and sunsets. Relaxation and inspiration is abundant in this buffer zone!
Located close to both Chestertown and Rock Hall, it is an ideal gathering space for families and friends with many activities available in the area. By boat, this energetic space is located near Comegy Byte, the Langford Creek and the Corsica River. There is a boat launch within 1/4 mile of the house and a boat slip at the house; water depth is 2.5 feet MLT. Fishing from the 70 ' dock does not require a license.
For outside gathering, there is a large deck by the water with tables for dining, a picnic table under the shade of a holly tree and a water view bistro table and pergola beside the house.
For cooking, you can enjoy our amazing chef's kitchen with single oven, dishwasher, and fully stocked with dishes and utensils, including toaster and coffee/tea bar. You can also cook outside on our gas grill or charcoal grill. If dining inside, you can entertain guests at our kitchen table/dining bar or enjoy the water views at our second dining table.
For relaxation and amenities, we have a fantastic living room and dining area with water views, full size washer and dryer, 2 TVs with Direct TV, high speed internet, books, games and more! We also have an outdoor fire pit and indoor fireplace for entertaining. Firewood is available for your use.
We provide kayaks and paddle boards for you to enjoy the water around the property. We also have bicycles for you to explore the surrounding landscape. A few crab pots are available to try your luck for the famous Maryland blue crab. Bring your own fishing gear to fish directly from our private pier!
Three large bedrooms. Entry level bedroom has a king bed with two single day beds. En suite bathroom with shower and soaking tub. Perfect for families with smaller children.
The second bedroom has a king bed and the third bedroom is a queen. Both have chairs for reading and large closets. One hall bathroom has full bath while the other contains a shower stall. Linens (bed sheets, bath towels and hand towels) are provided with the rental contract. Please contact us if you are interested in opting out of the linen rental during your stay.
Come and fall in love with this retreat; return often!
Keywords: Self-catering, one-story water front cottage
Located close to both Chestertown and Rock Hall, it is an ideal gathering space for families and friends with many activities available in the area. By boat, this energetic space is located near Comegy Byte, the Langford Creek and the Corsica River. There is a boat launch within 1/4 mile of the house and a boat slip at the house; water depth is 2.5 feet MLT. Fishing from the 70 ' dock does not require a license.
For outside gathering, there is a large deck by the water with tables for dining, a picnic table under the shade of a holly tree and a water view bistro table and pergola beside the house.
For cooking, you can enjoy our amazing chef's kitchen with single oven, dishwasher, and fully stocked with dishes and utensils, including toaster and coffee/tea bar. You can also cook outside on our gas grill or charcoal grill. If dining inside, you can entertain guests at our kitchen table/dining bar or enjoy the water views at our second dining table.
For relaxation and amenities, we have a fantastic living room and dining area with water views, full size washer and dryer, 2 TVs with Direct TV, high speed internet, books, games and more! We also have an outdoor fire pit and indoor fireplace for entertaining. Firewood is available for your use.
We provide kayaks and paddle boards for you to enjoy the water around the property. We also have bicycles for you to explore the surrounding landscape. A few crab pots are available to try your luck for the famous Maryland blue crab. Bring your own fishing gear to fish directly from our private pier!
Three large bedrooms. Entry level bedroom has a king bed with two single day beds. En suite bathroom with shower and soaking tub. Perfect for families with smaller children.
The second bedroom has a king bed and the third bedroom is a queen. Both have chairs for reading and large closets. One hall bathroom has full bath while the other contains a shower stall. Linens (bed sheets, bath towels and hand towels) are provided with the rental contract. Please contact us if you are interested in opting out of the linen rental during your stay.
Come and fall in love with this retreat; return often!
Keywords: Self-catering, one-story water front cottage
Amenities at Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
Non-smoking
Pets allowed
Map of Maryland
Ratings and reviews
10 / 10Outstanding·May 2026
The house was immaculate and wonderful. Most comfortable bed we've ever had in a vacation home. The view was amazing. We loved the purple martins and other birds. The live plants in the house was a really nice touch and made it feel like home.
10 / 10Outstanding·Apr 2026
We absolutely love the place. We have one suggestion how about getting hot tub!
10 / 10Outstanding·Apr 2026
We loved this place and hope to come back some day! The house is full of the cutest coastal decor and has everything you need to be comfortable and just relax.
10 / 10Outstanding·Mar 2026
Cliff Point Retreat has become our go-to destination for a peaceful, comfortable getaway. We’ve stayed here at least four times over the past four years, and every visit feels just as special as the first. The moment we step inside, we immediately feel relaxed and at home.The views of the Chester River are absolutely stunning, and the house is thoughtfully equipped with everything you could possibly need—even firewood ready for the fireplace, which adds such a cozy touch.Jared is hands-down one of the most responsive and attentive hosts we’ve ever worked with. He answers questions quickly and makes the entire experience seamless from start to finish.We truly can’t say enough great things about this hidden gem. We’re already looking forward to our next stay!
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Top rated by guests
10Outstanding
(312 Ratings)
"The house was immaculate and wonderful. Most comfortable bed we've ever had in a vacation home. The view was amazing. We loved the purple martins and other birds. The live plants in the house was ..."
deborah w.Don't miss out! Price and availability may change
