1,300’ of waterfront and a GRANDVIEW that will take your breath away.
Cottage 1A - King
Quaint comfort with an incredible view
Cottage 1B - Queen
Perfect for a getaway. Sleeps 2 comfortably, MAX 4.
Cottage 2 - Queen / Twins
Great for a small family looking for some time away.
Grandview at Pleasure Point
A Private Waterfront Retreat on Maryland’s Eastern Shore
Set on a rare private point with over 1,300 feet of shoreline, Grandview at Pleasure Point offers sweeping panoramic views of Ball’s Creek and Broad Creek—delivering a true Eastern Shore waterfront experience defined by privacy, space, and natural beauty.
Thoughtfully designed as a multi-residence estate, the property features a beautifully appointed Main House alongside three charming private cottages—creating the perfect balance of shared gathering spaces and personal retreat.
Flexible Accommodations for Every Stay
Whether you’re planning a quiet weekend escape, a family vacation, or a group retreat, Grandview offers unmatched flexibility. Rent an individual residence or reserve the entire estate for a fully private experience.
8 Bedrooms | 5.5 Bathrooms | Sleeps Up to 17 Guests
Multiple kitchens and inviting living spaces
Screened porches with waterfront views
Expansive indoor and outdoor gathering areas
Ideal for multi-generational stays, retreats, and celebrations
Waterfront Living, Elevated
From sunrise coffee to sunset gatherings, every moment at Grandview is centered around the water.
18’ x 36’ waterfront pool overlooking the creek
Two private piers for boating, fishing, and crabbing
Ideal for kayaking, paddleboarding, and wildlife viewing
Screened porch with panoramic water and pool views
Comfort Meets Coastal Character
Inside, the estate blends timeless charm with modern comfort—featuring a curated mix of antiques, coastal textures, and relaxed furnishings that create a warm, inviting atmosphere.
Fireplace for cozy evenings
Smart TVs and high-speed internet
Thoughtfully designed spaces for both gathering and quiet retreat
An Experience to Remember
This is more than a stay—it’s a destination.
Mornings begin with coffee overlooking the water.
Days unfold on the pool, the dock, or out on the creek.
Evenings end with golden sunsets and time well spent together.
Plan Your Stay at Grandview
Experience the rare combination of privacy, flexibility, and true waterfront living on Maryland’s Eastern Shore.
MAIN HOUSE
Waterfront comfort & space for your family.
