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Cottage on the Bay

Photo gallery for Cottage on the Bay

A wooden pathway leading to a beach, surrounded by lush greenery and flowering plants.
A two-story house with a front porch, a small garden, and a clear blue sky.
A kitchen with white cabinets, a dishwasher, a refrigerator, and a window with curtains.
A bunk bed with a blue and white ocean-themed bedding.
A two-story house with a patio area, a small garden, and a large tree in the background.

Reviews

8.8 out of 10
Excellent

Highlights

  • Paddleboard available
    A rare find — hit the water on a paddleboard right here.
Sleeps 4•2 bedrooms•2 beds

Popular amenities

  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Saint Leonard, MD
  • Place, Flag Ponds Nature Park
    ‪6 min walk‬
  • Place, Flag Harbor Marina
    ‪8 min walk‬
  • Place, Matoaka Beach
    ‪2 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Single Bunk Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden

About this property

Cottage on the Bay

Relax with the whole family at this peaceful place to stay. This beach cottage is in walking distance or a short drive to three private beaches in our community. We provide a parking pass to two of the beaches (one has no parking available).

1 hour from DC/Joint Base Andrews /Annapolis. 45 minutes from Waldorf. 15 minutes from Solomons Island and Prince Frederick

Updated pictures 7/3/2023.

The cottage sits on a hill (there are steps and a grassy hill to access the front or back doors). It has 2 bedrooms with one with queen size bed 43 inch smart TV, and one with bunk beds (twin and full size bed) with a 43 inch smart TV and a spacious bathroom with tub. The living room has a 55 inch smart TV, couch, two chairs, pellet stove. The fully stocked kitchen has spices, cookware, fiesta-ware dishes, dishwasher and offers a 4 chair seating dining table. There is a washer/dryer combo (all in one- it washes and dries in the same machine) available, please note: a wash/dry cycle will take 3-4 hours total. Laundry detergent is not provided. For more space information: click each picture.

Coffee, teas, spices and olive oil are provided.

Shared spaces and items: parking pad (this is a tight fit…two large vehicles will not fit best suited for mid size to compact additional parking can be provided a block away from the property) , fire pit area/back yard, two kayaks and two paddle boards are available for use and are shared with Studio on the Bay guests.

Also, if you need more room we can arrange to combine Studio on the Bay with the Cottage for a discounted rate (if not currently booked/rented).

Please see our other locations: “Studio on the Bay” in Saint Leonard Md or “Cabin in the Woods” in Oakland Md.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Upon checking out please place all sheets and towels in the hamper and have any dishes washed.
Return HVAC to 76 in summer (AC) and 68 in winter (heat).
Trash receptacle is a BLUE Amber’s can on the left side of the parking pad.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3317855vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

St. Leonard

St. Leonard is home to this cottage. Fox Run Center and First Colony Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Chesapeake Bay and Battle Creek Cypress Swamp Sanctuary. R&J's PlayPark and Kocen Arts Center are also worth visiting.
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Map
Saint Leonard, MD

What's nearby

  • Flag Ponds Nature Park - 6 min walk - 0.5 km
  • Flag Harbor Marina - 8 min walk - 0.7 km
  • Matoaka Beach - 2 min drive - 1.4 km
  • Calvert Cliffs State Park - 16 min drive - 17.5 km
  • Patuxent River Naval Air Station - 45 min drive - 44.1 km

Restaurants

  • ‪Adam's The Place For Ribs - ‬12 min drive
  • ‪Frying Pan - ‬15 min drive
  • ‪Gateway Restaurant & Lounge - ‬13 min drive
  • ‪The Tavern - ‬6 min drive
  • ‪DriftInn - ‬16 min drive

Frequently asked questions

Is Cottage on the Bay pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Cottage on the Bay?

As of 21 Aug, 2026, prices found for a 1-night stay for 2 adults at Cottage on the Bay on 26 Jan, 2027 start from S$664, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Cottage on the Bay?

On-site parking is available at the property.

What time is check-in at Cottage on the Bay?

Check-in begins at 4:00 PM.

What time is check-out at Cottage on the Bay?

Checkout is at 11:00 AM.

Where is Cottage on the Bay located?

Situated in St. Leonard, this cottage is within a 10-minute walk of Chesapeake Bay, Flag Ponds Nature Park and Flag Harbor Marina. Northern Chesapeake Bay and Long Beach are also within 1 mile (2 km).

About the host

Hosted by Joe Tompkins

Host profile image

Languages:

English
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