Entire home
Waterfront Paradise | Pool, Views & Serenity
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Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Pool
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
Explore the area

Royal Oak, MD
- Saint Michaels VillagePlace, Saint Michaels Village18 min drive
- St. Michaels WineryPlace, St. Michaels Winery19 min drive
- Chesapeake Bay Maritime MuseumPlace, Chesapeake Bay Maritime Museum21 min drive
- Easton, MD (ESN-Easton - Newnam)Airport, Easton, MD (ESN-Easton - Newnam)28 min drive
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About the neighborhood
Royal Oak
With a stay at this vacation home in Royal Oak, you'll be on the waterfront, and 7.6 mi (12.3 km) from Saint Michaels Village and 8.3 mi (13.4 km) from St. Michaels Winery. .This family-friendly vacation home is 8.3 mi (13.4 km) from Windon Distilling and 8.4 mi (13.5 km) from Classic Motor Museum.
What's nearby
- Saint Michaels Village - 18 min drive - 8.9 miles
- St. Michaels Winery - 19 min drive - 9.7 miles
- St. Michaels Marina - 20 min drive - 10.2 miles
- Chesapeake Bay Maritime Museum - 21 min drive - 10.6 miles
- 1879 Hooper Straight Lighthouse - 21 min drive - 10.6 miles
Getting around
- Cambridge Station - 48 min drive
- Easton, MD (ESN-Easton - Newnam) - 22 min drive
Restaurants
- t at The General Store - 11 min drive
- Doc's Sunset Grille - 38 min drive
- Rise Up Coffee - 16 min drive
- Blue Heron Coffee - 18 min drive
- Sam's Pizza Restaurant - 16 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Waterfront Paradise | Pool, Views & Serenity
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: STN-25-10
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. We can welcome your furry friend for a nonrefundable pet fee of $200.
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: STN-25-10
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. We can welcome your furry friend for a nonrefundable pet fee of $200.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a desk and a microwave.
Take in the views from a garden and make use of amenities such as an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Pool/Spa
- Communal pool
- Private pool
Internet
- Available in the house: WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 3.5 bathrooms
- Hair dryer
- Shower
- Towels provided
Entertainment
- Games
- TV
Outdoor areas
- Balcony
- Barbecue grill
- Firepit
- Garden
Laundry
- Washing machine
Work spaces
- Desk
- Office
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Location highlights
- On the waterfront
Things to do
- Arcade/game room
- Billiards/pool table
- Boat
- Foosball table
- Optional golf privileges
- Cycling nearby
- Fishing nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
General
- Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
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