House in Maryland
8 guests · 4 bedrooms · 4 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
Top-tier experienceA high end property in this area
About this house rental
Summary:
Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on the private dock to evening swims under pastel skies, this home blends Chesapeake Bay charm with resort-style amenities. Designed for families and friends, every space invites connection, comfort, and unforgettable memories.
Talbot County Licensure: STRN-26-33
The Space:
At the end of a quiet road, where trees give way to endless water, you’ll find Overlook Farm — a luxurious waterfront retreat made for connection and calm. The open-concept layout flows from a chef’s kitchen with an oversized island into inviting dining areas indoors and out. Multiple living spaces offer room to gather or spread out, while a game room sparks friendly competition and tucked-away nooks invite a good book. Four serene bedrooms each frame a private view of the water, bringing golden sunrises and gentle evening breezes to your stay. Outside, the private pool, sun loungers, and shaded seating create the perfect setting for long, lingering days on the shore.
What you’ll love:
- Unmatched waterfront views from every bedroom
- Chef’s kitchen with oversized island & premium appliances
- Multiple living rooms & cozy nooks for relaxation or play
- Game room for friendly competition & late-night laughter
- Private pool overlooking the bay with loungers & dining space
- Indoor & outdoor dining areas for memorable meals
- Quiet corners perfect for reading, journaling, or reflection
- Spacious lawn & gathering areas for sunrise coffee or sunset drinks
Overlook Farm is more than a home — it’s a place for reconnection, restoration, and creating lasting memories.
Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood:
Rural waterfront, peaceful and private.
Getting Around:
Centrally located between downtown Easton and historic St Michaels.
Other Things to Note:
We provide a starter supply of toilet paper and paper towels, although we recommend bringing extra for longer stays. Personal care items are not supplied and must be brought by guests. We can welcome your dog for a nonrefundable pet fee of $200.
The private pool is scheduled to open for the season by Memorial Day.
Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on the private dock to evening swims under pastel skies, this home blends Chesapeake Bay charm with resort-style amenities. Designed for families and friends, every space invites connection, comfort, and unforgettable memories.
Talbot County Licensure: STRN-26-33
The Space:
At the end of a quiet road, where trees give way to endless water, you’ll find Overlook Farm — a luxurious waterfront retreat made for connection and calm. The open-concept layout flows from a chef’s kitchen with an oversized island into inviting dining areas indoors and out. Multiple living spaces offer room to gather or spread out, while a game room sparks friendly competition and tucked-away nooks invite a good book. Four serene bedrooms each frame a private view of the water, bringing golden sunrises and gentle evening breezes to your stay. Outside, the private pool, sun loungers, and shaded seating create the perfect setting for long, lingering days on the shore.
What you’ll love:
- Unmatched waterfront views from every bedroom
- Chef’s kitchen with oversized island & premium appliances
- Multiple living rooms & cozy nooks for relaxation or play
- Game room for friendly competition & late-night laughter
- Private pool overlooking the bay with loungers & dining space
- Indoor & outdoor dining areas for memorable meals
- Quiet corners perfect for reading, journaling, or reflection
- Spacious lawn & gathering areas for sunrise coffee or sunset drinks
Overlook Farm is more than a home — it’s a place for reconnection, restoration, and creating lasting memories.
Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood:
Rural waterfront, peaceful and private.
Getting Around:
Centrally located between downtown Easton and historic St Michaels.
Other Things to Note:
We provide a starter supply of toilet paper and paper towels, although we recommend bringing extra for longer stays. Personal care items are not supplied and must be brought by guests. We can welcome your dog for a nonrefundable pet fee of $200.
The private pool is scheduled to open for the season by Memorial Day.
Amenities
Free Parking
Air conditioning
Pool
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
Balcony/Terrace
WiFi/Internet
Parking Available
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Kitchenware
Garden
Oven
Stove
Waterfront
Shower
Outdoor Cooking
Family friendly
Ironing facilities
Towels
Linens
Desk
Hairdryer
Fire extinguisher
Map of Maryland
Ratings and reviews
10 / 10Outstanding·Aug 2026
The home is stunning, as are the grounds. The house is meticulously maintained and very family friendly with lots of games and areas for the kids to play. The bay was not as accessible as we had hoped (no ladder from the dock), but the kids loved crabbing and fishing, and the boat lift was a great feature. The kids were also delighted with the pool, which has an electronic cover (so helpful!) and panoramic views. Morning coffee in the Adirondack chairs was divine, sunset watching and star gazing from the dock was incredible — never have I seen so many stars, including shooting stars! It was a true retreat, and I highly recommend taking the Tred Avon Ferry (oldest privately operating ferry in the country, only 5 min away) across the River to Oxford for a meal at Docs Sunset Grille. Great time!
10 / 10Outstanding·Jul 2026
Beautiful property…very spacious and decorated very chicly and warm. We hadplenty of room for each of us to enjoy our own space and to come together inmany communal areas. The game room was a nice bonus. We loved the pool, the deck and the gorgeous sunsets. An oasis away from home.
$$$$
Top rated by guests
10Outstanding
(4 Ratings)
"The home is stunning, as are the grounds. The house is meticulously maintained and very family friendly with lots of games and areas for the kids to play. The bay was not as accessible as we had hoped..."
Brian C.Don't miss out! Price and availability may change
