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Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views

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Living area
Exterior
Living area
Living area
Property grounds

Entire home

4 bedrooms3 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

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Saint Leonard, MD
  • Place, Matoaka Beach
    ‪6 min walk‬
  • Place, Flag Harbor Marina
    ‪9 min walk‬
  • Place, Flag Ponds Nature Park
    ‪18 min walk‬

Room options

Similar properties

About the neighborhood

St. Leonard

With a stay at this vacation home in St. Leonard, you'll be steps from Chesapeake Bay and Northern Chesapeake Bay. .This vacation home is 0.1 mi (0.2 km) from Matoaka Beach and 0.7 mi (1.2 km) from Long Beach.

What's nearby

  • Matoaka Beach - 6 min walk - 0.4 miles
  • Flag Harbor Marina - 9 min walk - 0.5 miles
  • Flag Ponds Nature Park - 18 min walk - 1.0 mile
  • Calvert Cliffs State Park - 15 min drive - 10.5 miles
  • Patuxent River Naval Air Station - 44 min drive - 27.0 miles

Restaurants

  • ‪Linda's Produce Stand - ‬9 min drive
  • ‪Vera's White Sands Beach Club - ‬16 min drive
  • ‪Frying Pan - ‬13 min drive
  • ‪Adam's The Place For Ribs - ‬10 min drive
  • ‪The Tavern - ‬4 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.

Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views

No Bay Bridge traffic, no MD/DE beach crowds. Just a private 1-mile beach, panoramic Chesapeake Bay views, and a cliffside home built for unplugging — with fast WiFi when you need it. Close enough to DC to be spontaneous — far enough to feel like a world away. Calvert County’s best kept secret.
The water here is shallow and usually calm — perfect for wading, exploring, and letting kids play without worrying about big waves. The private community beach is reserved for residents only, never gets crowded, and is one of the Chesapeake’s best-known stretches for shark tooth and fossil hunting. Walk the full mile of shoreline, launch kayaks or paddleboards from the shore, fish, swim, or simply stroll in the quiet.
The natural world here is genuinely remarkable. Daily visitors include osprey diving for fish, bald eagles soaring overhead, great blue herons stalking the shoreline, and bay birds throughout the property. Discover horseshoe crabs and blue crabs along the shore. In summer, you might even spot dolphins or sea turtles out in the bay. It’s the kind of place that turns non-nature people into nature people.
This recently renovated 4BR/3BA home sleeps 8 and is thoughtfully designed for multi-family or multigenerational groups — two fully separate living spaces mean everyone has room to spread out.
The upper level features bay views from the living rooms, dining room, kitchen, two sunrooms, and covered deck balcony. One living room has a deep-seated sofa and 42” smart TV; the other is floor-to-ceiling windows facing the water. The primary suite has a king bed, oversized shower, and air jet soaking tub. A second bedroom has a queen with its own private sunroom. A third has two bunk beds sleeping 4. Dining for 6, bar seating for 3.
The lower level is a destination in itself — sectional sofa, two spinning barrel chairs, 70” smart TV, foosball, pop-a-shot basketball, dining table for 4, kitchenette with full-sized fridge and wet bar, kids play area, and a private king bedroom and full bath with direct walk-out access to the covered patio and outdoor dining for 6.
Throughout the home: ambient cove ceiling lighting and dimmer switches in every room, ceiling fans in all bedrooms, and floor heaters in all 3 bathrooms. The kind of details you notice and appreciate.
Fully stocked kitchen. Fast WiFi. 5 parking spaces across 2 driveways. Come unplug.
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. There's a private balcony. A kitchenette makes it easy to prepare your meals. A Smart television is provided for your entertainment. The bathroom has a jetted bathtub and a hair dryer.
Take in the views from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Kitchenette

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 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 not allowed

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
Long-term renters welcome
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, a first aid kit, and a deadbolt lock
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

We should mention

This property does not have elevators

Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views Reviews