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Waterfront Paradise | Pool, Views & Serenity

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A modern kitchen with white cabinetry, a stainless steel range, and a large island with bar stools.
A dining room with a large table, chairs, and a chandelier. There is a view of the outdoors through large windows.
A spacious living room with a large window overlooking a grassy area and a body of water. There is a brown sofa, a round coffee table, and a dining table with chairs.
A bedroom with a bed, bedside tables, a bench, a chair, a sofa, a ceiling fan, and large windows.
A modern kitchen with white cabinetry, a granite countertop, and a large island. There is a dining area with white chairs and a table, and a fireplace in the background.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms5 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Royal Oak, MD
  • Place, Saint Michaels Village
    ‪18 min drive‬
  • Place, St. Michaels Winery
    ‪20 min drive‬
  • Place, St. Michaels Marina
    ‪21 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪31 min drive‬

Room options

About the neighborhood

Royal Oak

This vacation home is located 7.6 mi (12.3 km) from Saint Michaels Village and 8.3 mi (13.4 km) from St. Michaels Winery. The vacation home includes a private pool, a kitchen, and a balcony.
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What's nearby

  • Saint Michaels Village - 18 min drive - 9.1 miles
  • St. Michaels Winery - 20 min drive - 10.0 miles
  • St. Michaels Marina - 21 min drive - 10.4 miles
  • Saint Michaels Town Hall - 21 min drive - 10.6 miles
  • Chesapeake Bay Maritime Museum - 21 min drive - 10.8 miles

Getting around

  • Cambridge Station - 48 min drive
  • Easton, MD (ESN-Easton - Newnam) - 22 min drive

Restaurants

  • ‪Doc's Sunset Grille - ‬38 min drive
  • ‪Rise Up Coffee - ‬16 min drive
  • ‪Blue Heron Coffee - ‬18 min drive
  • ‪Dragon Express - ‬17 min drive
  • ‪Subway - ‬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: 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.
The vacation home is air-conditioned and features a kitchen, 4.5 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool, a washing machine, and a coffee maker.

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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
  • Bed sheets provided

Bathroom

  • 4.5 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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

6878241cf182dc0012de5a47

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Royal Oak, close to Oxford Museum, Saint Michaels Village, and St. Michaels Winery. You'll also find St. Michaels Museum and Royston Island nearby.

Will I be able to park at Waterfront Paradise | Pool, Views & Serenity?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

Is Waterfront Paradise | Pool, Views & Serenity good for couples?

Amenities that appeal to couples at this waterfront vacation home include a private pool and a kitchen along with a firepit.

Are there hot tubs at Waterfront Paradise | Pool, Views & Serenity?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Waterfront Paradise | Pool, Views & Serenity?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Easton, MD (ESN-Easton - Newnam), which is 13.3 mi away (22 minutes by car).

Can I book a room with a balcony at Waterfront Paradise | Pool, Views & Serenity?

Yes, every house at Waterfront Paradise | Pool, Views & Serenity comes with a balcony and some offer water views.

Waterfront Paradise | Pool, Views & Serenity Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had such a wonderful time at this beautiful house! It was a great family house with lots of books and games. The screened in porch was so lovely and the pool was so fun and perfect for the hot afternoons!
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
The house is beautiful. It is very well maintained and very clean. The kitchen is well equipped for cooking, though be advised that the cupboards will be bare with no spices or herbs on hand. The view of the water from all the large windows is exceptional and we especially enjoyed the screened porch. It is a very quiet and peaceful location. Overall, five stars!
Stayed 8 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 7 nights in Aug 2026

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