Entire home

Waterfront Paradise | Pool, Views & Serenity

Photo gallery for Waterfront Paradise | Pool, Views & Serenity

Living area
Pool
Room
Games room
Dining
4 bedrooms3+ bathroomsSleeps 8

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill
  • Pool
  • Parking available

Explore the area

View map
Royal Oak, MD
  • St. Michaels Winery
    ‪23 min drive‬
  • Chesapeake Bay Maritime Museum
    ‪25 min drive‬
  • Oxford Museum
    ‪27 min drive‬
  • Easton, MD (ESN-Easton - Newnam)

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Bunk Beds

Bedroom 4

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

About this property

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Royal Oak

Royal Oak is home to this holiday home. St. Michaels Museum and Avalon Theatre are local landmarks, and some of the area's activities can be experienced at St. Michaels Winery and Windon Distilling. Chesapeake Bay Maritime Museum and Easton Cycle and Sport are also worth visiting.
Map
Royal Oak, MD

What's nearby

  • Saint Michaels Village - 21 min drive - 14.3 km
  • St. Michaels Winery - 23 min drive - 15.6 km
  • St. Michaels Marina - 24 min drive - 16.3 km
  • Chesapeake Bay Maritime Museum - 25 min drive - 17.0 km
  • Oxford Museum - 27 min drive - 6.4 km

Getting around

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

Restaurants

  • Doc's Sunset Grille
  • ‪Rise Up Coffee - ‬16 min drive
  • ‪t at The General Store - ‬11 min drive
  • ‪Rusticana (St. Michael's) - ‬17 min drive
  • ‪Capsize - ‬39 min drive

Frequently asked questions

Does Waterfront Paradise | Pool, Views & Serenity have a pool?

Yes, this property has a pool.

Is Waterfront Paradise | Pool, Views & Serenity pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Waterfront Paradise | Pool, Views & Serenity?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Paradise | Pool, Views & Serenity?

Checkout is at 10:00 AM.

Where is Waterfront Paradise | Pool, Views & Serenity located?

Situated in Royal Oak, this holiday home is within 9 miles (15 km) of Saint Michaels Village, St. Michaels Winery and Windon Distilling. Classic Motor Museum and St. Michaels Museum are also within 9 miles (15 km).

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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