Entire home

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

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Smart TV - Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views (Saint Leonard)
Private kitchen - Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views (Saint Leonard)
Exterior - Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views (Saint Leonard)
Property grounds - Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views (Saint Leonard)
Dining - Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views (Saint Leonard)
Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views provides amenities like a garden and laundry facilities. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms357 sq m

Popular amenities

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

Add dates for prices

About this property

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.

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
  • Unit size: 3,840 square feet

Similar properties

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

About the neighborhood

St. Leonard is home to this vacation home. The area's natural beauty can be seen at Chesapeake Bay and Battle Creek Cypress Swamp Sanctuary, while calvART Gallery and Calvert Marine Museum are cultural highlights. R&J's PlayPark and Kocen Arts Center are also worth visiting. Visit our St. Leonard travel guide
View more Vacation Homes in St. Leonard
Map
Saint Leonard, MD

What's nearby

  • Breezy Point New York Aerial View beach and houses
    Breezy Point Beach
    30 min drive - 32.8 km
  • Matoaka Beach
    6 min walk - 0.6 km
  • Flag Harbor Marina
    9 min walk - 0.8 km
  • Flag Ponds Nature Park
    18 min walk - 1.6 km
  • Patuxent River Naval Air Station
    44 min drive - 43.4 km

Restaurants

  • Linda's Produce Stand
    9 min drive
  • Vera's White Sands Beach Club
    16 min drive
  • Adam's The Place For Ribs
    10 min drive
  • Frying Pan
    13 min drive
  • Gateway Restaurant & Lounge
    11 min drive

Frequently asked questions

Is Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views?

Check-in begins at 3:00 PM.

What time is check-out at Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views?

Check-out is at 11:00 AM.

Where is Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views located?

Situated in St. Leonard, this vacation home is steps from Northern Chesapeake Bay and Chesapeake Bay. Matoaka Beach and Long Beach are also within 15 minutes.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

William N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing weekend stay at this Vrbo! The location and view near the water was beautiful and so relaxing. The house was clean, comfortable, and had plenty of space for our family to gather together while still feeling cozy. Everything we needed was provided, and the host was friendly and responsive throughout our stay. It was the perfect place to make memories, relax, and celebrate time together. We would absolutely stay here again and highly recommend!!
Beach below house.
View from inside house.
Sunset taken from house.
Stayed 2 nights in May 2026