A rare find — challenge friends and family to endless matches.
5 bedrooms3+ bathroomsSleeps 10
Popular amenities
Private pool
Spa pool on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Easton, MD
Pickering Creek Audubon Center
Place, Pickering Creek Audubon Center
9 min drive
Avalon Theatre
Place, Avalon Theatre
26 min drive
St. Michaels Winery
Place, St. Michaels Winery
31 min drive
Easton, MD (ESN-Easton - Newnam)
Airport, Easton, MD (ESN-Easton - Newnam)
22 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Single Bed
Bedroom 5
1 Single Bed and 2 Single Bunk Beds
3 bathrooms, 1 half bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Powder Room
Spaces
Kitchen
About this property
Sail Cove | an ESVR property
Welcome to Sail Cove, a magnificent waterfront retreat nestled on Maryland's Eastern Shore near Easton, where the peaceful Chesapeake Bay region meets luxurious comfort and endless entertainment possibilities. This exceptional five-bedroom vacation home is your perfect escape for families and friends seeking an unforgettable getaway filled with water adventures, relaxation, and quality time together in a stunning natural setting.
A quintessential Eastern Shore farmhouse — freshly and extensively remodeled — perched high above one of the most unspoiled rivers on the eastern seaboard, with deep-water dockage and no development in sight.
Sleeps 10 · 5 Bedrooms · 3.5 Baths · Private Dock & Pool
Sail Cove sits adjacent to the storied Presquile mansion, reached by a spectacular sycamore-lined driveway that sets the tone the moment you arrive. The home perches high above the Wye River — widely regarded as one of the most beautiful waterways on the East Coast for its largely undeveloped, forested shorelines. Bald eagles, osprey, and great blue herons are regular companions on the water. Your view looks directly across to Wye Island — a 2,400-acre state wildlife preserve — where not a single structure breaks the tree line.
THE SETTING
Elevated riverfront position with sweeping views of Wye Island — a 2,400-acre state wildlife preserve Spectacular sycamore-lined driveway to the property From the deep-water dock (6.5 ft MLW), the river is yours from the moment you arrive Waterside screened porch — the ideal perch for morning coffee or rainy-evening drinks Zero development visible from the property — pure Eastern Shore landscape
BEDROOMS & BATHS
No arguments over who gets the best room — both primary suites are genuinely exceptional. King Primary Suite | Private bath · large river views King Primary Suite | Private bath · large river views Queen Bedroom | Shared hall bath beautiful river view Bunk Room | Twin-over-double + twin · sleeps 3-beautiful river view Single Bedroom | Shared hall bath beautiful river view Premium linens and plush towels provided. 3 full baths + powder room.
ON THE WATER
4 kayaks and 2 paddleboards ready to launch from your private dock Water toys for floating and playing on the river or in the pool Sparkling saltwater pool Luxurious saltwater hot tub — perfect under the stars and next to the pool
ENTERTAINMENT & GATHERING
Large-screen TV in an open-plan living room Pool table, foosball, ping pong, large screen TV, sitting area, cool lighting options and music in the pool house-excellent party area with the pool and hot tub adjacent Whole house music throughout the house and pool house, controlled by Alexa Outdoor patio with seating for the entire family Waterside screened porch with breakfast/dinner table— use it in rain or shine Gas grill with propane provided Fire pit for evening s’mores and conversation The lawn is set up for cornhole, badminton, volleyball, frisbee, Big Golf, and whatever else the group invents — there’s no shortage of room or equipment When the weather turns, the open-air pool house and screened-in porch are stocked with an extensive board game collection — the kind of rainy-night situation that ends up being everyone’s favorite part of the trip-also the private 2 person covered viewing area at the end of the pool house with exceptional views Ping pong, kids’ toys, and books Fully equipped kitchen with modern appliances
PRACTICAL AMENITIES
High-speed wifi Stay connected when you want to be In-unit laundry Washer and dryer on site Abundant parking Space for the whole group Central A/C Comfortable in any weather
NEARBY
5 minutes — Pickering Creek Audubon Center: 5 miles of hiking trails and bird-viewing platforms 15 minutes — Historic Easton: live music venues, James Beard–recognized restaurants, eclectic shops, and galleries 25 minutes Chesapeake Bay Maritime Museum and historic St. Michaels-15 minutes by boat Boat rentals and additional water activities throughout the region
Some places are just backdrops. Sail Cove is the kind of property that becomes the memory itself — the summer the cousins finally all made it, the morning your grandfather caught a rockfish off the dock before anyone else was awake, the night three generations sat around the fire pit long after the kids should have been in bed.
The Wye River has drawn families to its shores for centuries. Now it’s your turn. Book your unforgettable waterfront escape at Sail Cove today and create cherished memories with loved ones in one of Maryland's most sought-after vacation destinations. Whether you're seeking a tranquil family retreat, a friends' reunion with water sports and recreation, or a romantic getaway with all the comforts of home, Sail Cove delivers an exceptional experience that will have you returning year after year. Talbot County STR License STN-25-9
PROPERTY FEATURES:
Waterfront: Wye River Dock: Private dock with a MLW 6' is available for guest use. Accommodates a 60 foot sail boat. Pool: Private 18 x 32 saltwater pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Water Toys: 4 kayaks, 1 child kayak and 1 paddleboard are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Land Toys: Corn hole and badminton are available for guest use. Hot Tub: Hot tub is available for guest use. Grill: Propane grill. Propane is provided. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Easton
Located in Easton, this holiday home is on the waterfront. Avalon Theatre and Easton Rail Depot are local landmarks, and some of the area's activities can be experienced at Hog Neck Golf Course and Talbot Massage. Travelling with kids? Consider Easton Cycle and Sport and Rufus M and Loraine Hall Todd Performing Arts Center.
Pickering Creek Audubon Center - 9 min drive - 5.9 km
Hog Neck Golf Course - 22 min drive - 15.6 km
Avalon Theatre - 26 min drive - 21.3 km
Saint Michaels Village - 30 min drive - 30.5 km
St. Michaels Winery - 31 min drive - 31.9 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 50 min drive
Restaurants
Rabbit Hill - 22 min drive
The Duck Blind: Harbourtowne - 41 min drive
The Genrich Bungalow - 26 min drive
Fat Daddy's
Cactus Taverna
Frequently asked questions
Is Sail Cove | an ESVR property pet-friendly?
No, pets are not allowed at this property.
How much is parking at Sail Cove | an ESVR property?
On-site parking is available at the property.
What time is check-in at Sail Cove | an ESVR property?
Check-in begins at 4:00 PM.
What time is check-out at Sail Cove | an ESVR property?
Checkout is at 10:00 AM.
Where is Sail Cove | an ESVR property located?
Located on the waterfront, this family-friendly holiday home is within 9 mi (15 km) of Pickering Creek Audubon Center, Bruffs Island and Hog Neck Golf Course. Easton Cycle and Sport and Avalon Theatre are also within 12 miles (20 km).