Waterfront Estate with Pool on 16 acres

Entire home in Earleville, Maryland

  1. 16+ guests
  2. 7 bedrooms
  3. 10 beds
  4. 5.5 baths
Hosted by Jackie
  1. Superhost
  2. 5 years hosting

Listing highlights

Enjoy the pool and hot tub

Swim or soak at this home.

Self check-in

Check yourself in with the keypad.

Extra spacious

Guests love this home’s spaciousness for a comfortable stay.
Looking for a place to enjoy a water front estate on 16 acres of land? Look no further than Cherry Grove Manor. It is a traditional style home that sleeps 18 & features 6,000 sq. ft. on 3 levels of living. Enjoy your private 550 ft. sandy beach that overlooks the mouth of the Elk River with views into the Chesapeake Bay. There is a private dock that you can fish and crab from. The newly renovated Salt Water Pool (not heated) offers views of the water. (Pool available May-September. )

The space
This waterfront property has plenty of activities to keep an active family busy. Whether you prefer kayaking in the river, or if you prefer to lounge by the pool, Cherry Grove Manor surely has enough amenities to help you relax. The hot tub offers great views of the water year round. Rinse off on in the newly installed outdoor shower. There are private walking trails through the woods where you can see the local wildlife. You won't go a weekend without seeing a deer or bald eagle. The interior of the house won't disappoint either. The grand entry will take your breath away. Unwind while playing pool in the billiards room or have a cup of coffee in the newly remodeled kitchen that overlooks the water and sunsets. Enjoy the restaurant grade ice machine for drinks or coolers. There are two living rooms with 65' TV's (one on the first floor and one on the 3rd floor).

Explore the local attractions. Chesapeake City along with all of their shops and restaurants is 15 min down the road. Even closer is Bohemia River State Park with walking trails and Kayaking. Just around the river bend by boat (or a 10min car ride) is Bohemia Winery and Beach Bar. Boats and Jet Ski rentals available summer 2025 at the Beach Bar

Events allowed on case by case basis with approval from host.

Guest access
UPGRADE your STAY
• Kayaks (2) and Paddle Board with paid security deposit

Other things to note
The fireplaces are not available for guests to use during their stay. We have paired with a local wildlife management group to serve as a hosting site for Chimney Swifts. The dampers are closed so that the Chimney Swifts can nest in them.

We are excited to have Starlink Internet at this property which allows for high speed internet even in a rural location. Stream multiple devices at the same time.

Where you’ll sleep

1 of 4 pages

What this place offers

River view
Private beach access
Kitchen
Wifi
Dedicated workspace

Select check-in date

Add your travel dates for exact pricing

Rated 4.88 out of 5 from 59 reviews.

Guest favorite
This home is a guest favorite based on ratings, reviews, and reliability

Overall rating

  1. 5 stars, 90% of reviews
  2. 4 stars, 8% of reviews
  3. 3 stars, 2% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 4.7 out of 5 stars for cleanliness

Rated 4.9 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 4.9 out of 5 stars for location

Rated 4.8 out of 5 stars for value

Guest reviews mention

Where you’ll be

Earleville, Maryland, United States
This listing's location is verified and the exact location will be provided after booking.

Neighborhood highlights

This estate location is one of a kind. Drive down a 1/4 mile private driveway to access the home. No neighbors in sight.

Meet your host

Superhost
59 reviews
4.88 out of 5 average rating
5 years of hosting
Born in the 80s
Where I went to school: Shippensburg University
Married to my college sweetheart and raising 2 daughters—once an elementary teacher (16 years) now SAHM and managing our favorite place ~ Cherry Grove Manor

Jackie is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Co-hosts

  • Nate

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 4:00 PM
Checkout before 10:00 AM
No pets
Safety & property
Exterior security cameras on property
Pool/hot tub without a gate or lock
Nearby lake, river, other body of water