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Chesapeake Point
Elkton, Maryland

Wander Chesapeake Point

Wander Chesapeake Point

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20 guests
10 beds
4 bathrooms
1/63
Game Room•Boat dock•Lake Access
20 guests
7 bedrooms
10 beds
4 bathrooms
Wander Chesapeake Point is a luxurious waterfront retreat offering an unparalleled escape on the Chesapeake Bay.
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Flexible check-in & out
Check-in after 4:00pm • Check-out before 10:00am • No pets allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Chesapeake Point is a luxurious waterfront retreat offering an unparalleled escape on the Chesapeake Bay. Indulge in the ultimate relaxation with the soothing warmth of the hot tub after a day of enjoying the lake access and the convenience of your private boat dock. Gather around the fire pit for evenings of storytelling and stargazing, creating cherished memories with loved ones. For those seeking indoor entertainment, the game room provides endless hours of fun and amusement, ensuring that every moment of your stay is filled with luxury and delight.

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Game Room
Boat dock
Lake Access
Hot tub
Fire pit
Lake view
Wifi
Free parking
Hot water

Where you’ll sleep

Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 king bed
Bedroom 5
4 queen beds
Bedroom 6
1 queen bed
Bedroom 7
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 king bed
Bedroom 5
4 queen beds
Bedroom 6
1 queen bed
Bedroom 7
1 queen bed

Where you’ll be

Set on over 73 acres of pristine waterfront, this private estate offers unmatched tranquility along the Elk River. Guests can enjoy sweeping water views, a private dock for boating, and even a duck blind for seasonal recreation.
Restaurants
Pine Grove Market
Sonic Drive-In
The Nauti Goose
Attractions
North East Community Park
Woodlands Camping Resort
Charlestown Manor Beach And Campground

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Guests love this place

Guests love the Game Room, Boat dock, Lake Access and more.
As someone who values fitness and wellness, I've been impressed by how Wander caters to health-conscious travelers. Many of their properties feature well-equipped home gyms, and I've even stayed at a few with private yoga decks. The ability to maintain my workout routine while enjoying a luxurious vacation is fantastic.
Lauren from Atlanta, GA
Lauren from Atlanta, GA
Stayed in Aug 2025
I can't recommend it enough! The location was ideal for outdoor adventures, and the house itself was incredibly spacious and well-appointed. Our family had an unforgettable vacation.
David from Denver, CO
David from Denver, CO
Stayed in Aug 2025
My experience with Wander's luxury vacation rental was exceptional. The home I stayed in had stunning views that left me speechless. The attention to detail in terms of amenities and cleanliness was truly impressive. It felt like a home away from home, but with the added touch of luxury. Can't wait to book with Wander again!
John from Los Angeles, CA
John from Los Angeles, CA
Stayed in Aug 2025

Have a question?

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Things to know

Here are some things which you should know before booking Wander Chesapeake Point
HOUSE RULES
Check-in: after 4:00 pm
Check-out: before 10:00 am
20 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
CANCELLATION POLICY
Cancel within 24 hours for a full refund.

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