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Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach

Photo gallery for Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach

Deck with awning and a Harbor View
Boats and Autumn Leaves - thanks to guest Laura Friend, Photographer
Fun for kids as the water is shallow.
Living room opens onto deck; sofa unfolds to full size bed.
Dining area, opens onto deck; table expands for seating for 10!

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 592.9 sq m

Popular amenities

  • Parking available
  • Kitchen
  • Barbecue grill
  • Pet-friendly
  • Outdoor space
  • Air conditioning

Explore the area

Map
St Leonard, MD
  • Matoaka Beach
    ‪14 min walk‬
  • Jefferson Patterson Park and Museum
    ‪16 min drive‬
  • Calvert Cliffs State Park
    ‪17 min drive‬
  • Leonardtown, MD (LTW-St. Marys County)
    ‪29 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Convertible bed(s)

1 Double Futon

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach

Harbor Cottage. Relax on the deck overlooking the fishing and sailboats of Flag Harbor opening onto the Chesapeake Bay. Only a three minute walk to the big sand beach famous for fossils from the Miocene period. Very quiet and not crowded. Great fishing from the beach or charter a boat. Shallow water makes for great swimming for kids. Bring your well behaved dog to enjoy the beach and swimming with you.
Due to the pandemic we have kept a vacant day between renters as a courtesy to our cleaners and our arriving guests. These dates are blocked on our calendar.

Washington DC or Annapolis is only one hour away, and the entire Chesapeake Bay area is steeped in American history. Just 15 minutes from the shops and restaurants of Solomons Island, and the terrific Marine Museum there. Many state parks for hiking and birdwatching.
PLEASE CONTACT ME BEFORE CLICKING "BOOK IT NOW"
Keywords: Vacation Rental Cottage, Beach House, dog

Property manager

Katherine Nelson
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Pet-friendly
Air conditioning
Outdoor space
Parking available
Water view

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Parents are responsible for toddler-proofing
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Events

No events allowed
Seating for 10 at the dining table. Ask me.
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Pets

Pets allowed: dogs (limit 2 total)
Well behaved dogs are welcome. Add $35. per dog.
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Smoking

Smoking is not permitted
Well behaved dogs only - please pad the floor under the crate to protect the hardwood floor. Contact me if your dog as ever bitten man or beast.
Our beach is unguarded - swim, fish, and boat at your own risk. Clean-up after yourself and your dog on the beach and neighborhood. No fireworks.
Stay off the cliffs - they are a landslide danger and private property. Fossil hunt at the water line or in the surf for better results and safety.

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
Note from host: Seating for 10 at the dining table. Ask me.
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

St. Leonard

Located in St. Leonard, this cottage is on the waterfront. Flag Harbor Marina and Perigeaux Vineyards and Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Battle Creek Cypress Swamp Sanctuary and Calvert Cliffs State Park. R&J's PlayPark and Annmarie Sculpture Garden and Arts Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
St Leonard, MD

What's nearby

  • Matoaka Beach - 14 min walk - 1.2 km
  • Jefferson Patterson Park and Museum - 16 min drive - 14.1 km
  • Calvert Cliffs State Park - 17 min drive - 16.3 km
  • Cove Point Lighthouse - 21 min drive - 21.4 km
  • Patuxent River Naval Air Station - 33 min drive - 37.0 km

Getting around

  • Ronald Reagan National Airport (DCA) - 73 min drive

Restaurants

  • ‪Adams Taphouse and Grille - ‬11 min drive
  • ‪Vera's White Sands Beach Club - ‬17 min drive
  • ‪Gateway Restaurant & Lounge - ‬12 min drive
  • ‪The Tavern - ‬5 min drive
  • ‪Frying Pan - ‬14 min drive

Frequently asked questions

Is Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach?

Check-in begins at 3:00 PM.

What time is check-out at Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach?

Checkout is at 11:00 AM.

Where is Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach located?

Situated on the waterfront, this cottage is within a 15-minute walk of Long Beach, Flag Harbor Marina and Matoaka Beach. Flag Ponds Nature Park is 0.7 mi (1.2 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 130 out of 151 reviews
Rating 8 - Good. 19 out of 151 reviews
Rating 6 - Okay. 1 out of 151 reviews
Rating 4 - Poor. 1 out of 151 reviews
Rating 2 - Terrible. 0 out of 151 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Steve M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Calvert Cliff's Refuel
Stayed here for about 3 weeks for a short term work assignment, very clean and pretty well stocked. No issues, I'd stay again.
Stayed 20 nights in Feb 2025

10/10 Excellent

Steve D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property we loved it
I will be back next year this location was great.
Stayed 5 nights in Oct 2024

10/10 Excellent

Nick G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
My mother loved the harbor and beach that was right there.
Stayed 7 nights in Oct 2024

10/10 Excellent

Gloria V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect beachside retreat
This house was the perfect fit for our stay in st Leonard. The kitchen was well appointed and the facility was very comfortable. We would definitely stay here again.
Stayed 4 nights in Nov 2024

10/10 Excellent

Suzi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely
I really enjoyed the area and property
Stayed 7 nights in Aug 2024

10/10 Excellent

AMJ v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you!
We really enjoyed our stay at this charming cottage. Thank you for hospitality!
Stayed 9 nights in Jul 2024

10/10 Excellent

JoAnne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing stay
This is a lovely home that is well equipped for all your needs. The kitchen has everything and there are many beach chairs to use at the beach a short walk away. You will have a parking pass if you would rather not walk.wouldrathernot not walk.
Stayed 5 nights in Oct 2024

10/10 Excellent

eileen m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Always a Delight
We've had the pleasure of staying at Harbor Cottage multiple times. It's charm and location can't be beat. It is always spotlessly clean and has a cozy beachy feel. In a quiet neighborhood, right across a private lane from picturesque Flag Harbor, it's peaceful and feels out of the way, but is only a few minutes drive to area attractions like Calvert Cliffs and Solomons. The dog friendly community beach is 1/2 block walk (or drive) down the lane. We have spent hours there searching for fossil shark teeth, or just watching the bald eagles and ospreys fly. If you are visiting the area do yourself a favor and stay at Harbor Cottage!
Stayed 4 nights in Dec 2024

10/10 Excellent

Amy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Home Near the Beach
House had everything we could have asked for, well stocked kitchen and lots of great information on local attractions available! Very nice location, great value!
Stayed 4 nights in Jun 2023

10/10 Excellent

Ellen R., New Market, Maryland (USA)

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Get-Away
This was our 3rd summer visit to this home. We love it and will visit again!
Stayed 6 nights in Aug 2023

10/10 Excellent

eileen m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love Staying at Harbor Cottage
Another great stay. The location and charm of Harbor Cottage can't be beat if you are going to the Calvert Cliffs area! Katherine is a wonderful host.
Stayed 4 nights in Sep 2023

10/10 Excellent

jason s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect
been staying at this perfect setting for years. ownership always gracious hosts. couldn't find a rental with better neighbors and accessibility to beach. look forward to next year.
Stayed 14 nights in Sep 2024

10/10 Excellent

Brian N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great visit
This is our 3rd time staying at the property. We had a great time, the house was great and the location can’t be beat. Thanks!
Stayed 4 nights in May 2024

10/10 Excellent

eileen m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Always Delightful
Another wonderful stay at Harbor Cottage! The location, the neighborhood and access to the beach and activities can't be beat. The host is very thoughtful and a great communicator.
Stayed 6 nights in Apr 2024

10/10 Excellent

susan d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beach heaven
This was an amazing trip. The cottage is just perfect. The beach is wonderful. I wouldn’t change a thing. Thank you.
Stayed 21 nights in Jun 2024

10/10 Excellent

eileen m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another Wonderful Stay at Harbor Cottage!
Had a great time. Many thanks to our hosts.
Stayed 4 nights in Apr 2023

10/10 Excellent

Allison H., canton, mi

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely
We really enjoyed our stay!the home had everything we needed! Such a memorable stay, Thank you 😊
Stayed 4 nights in Jul 2023

10/10 Excellent

Cathy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Recharge and Tranquility
This is our third year staying at this serene and peaceful property. Although the weather was dismal it did not deter us from enjoying a recharging and tranquil week. We will definitely be back next year and many more years to follow. Thanks for the memories!
Stayed 4 nights in Sep 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little cottage!
We had a wonderful stay at harbor cottage! It was very clean and comfortable. The area is fantastic if you’re looking for someplace to chill and relax. Very dog friendly!
Stayed 4 nights in Apr 2023

10/10 Excellent

Brian N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Return trip, great location and property.
This is our second stay, and had a great time on the beach! The house is fully equipped with everything you need and is comfortable. We had a great time and will be back next year!
Stayed 4 nights in May 2023

10/10 Excellent

Janice K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Scenic views and close to hiking
This cute cottage was fully stocked and located convent to beautiful hiking areas and preserves. When not hiking I could take a stroll to the dog friendly beach just a 3minute walk. Owner was easy to communicate with.
Stayed 6 nights in Mar 2024

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay!
Wonderful place for a family get away. The house is perfect to spend time with family… it has a great open layout and a full bathroom for each of the bedrooms. The house is also clean, and the heat and air conditioning worked great. There is a nice view of boats out the front windows, and the beach was a very short walk away. I highly recommend this properly.
Stayed 4 nights in May 2024

10/10 Excellent

Mark J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place
Very clean, very quiet. Fantastic location. Pretty easy for elderly aunt to navigate deck and beach.
Stayed 7 nights in Jul 2023

10/10 Excellent

Simon R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cottage, beautiful location for enjoying the Chesapeake
The house was very clean and comfortable and 2 minutes walk from a private beach. We really enjoyed staying there and strolling along the seashore looking for fossils. Katherine was very easy to communicate with and we'd happily recommend staying at this property, if you're looking for a quiet, relaxing place to stay to explore this beautiful area.
Stayed 4 nights in Aug 2023

10/10 Excellent

Diane L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this place!
2nd time staying here. Great beach - long, uncrowded, & clean w/ soft sand. Quiet neighborhood w/ nice neighbors. Clean & comfortable house. Very dog-friendly.
Stayed 4 nights in Jun 2023

About the host

Hosted by Katherine Nelson

Host profile image
We love this area for a quick get-a-way: our neighbors are friendly and helpful, and the beach is peaceful and beautiful! We enjoy watching the eagles and ospreys fish, and the large schools of fish that can be seen in the (usually) clear water.

Why they chose this property

We found this peaceful and friendly spot by chance - it's so close to the Washington DC area. The community is very dog-friendly, and when we are alone on the beach, they can romp in the waves off the leash. There aren't dangerous tides, and seldom rough water.

What makes this property unique

We have discovered the fun of fossil hunting, or just sitting at the beach and reading and re-charging our energies. The light, wind, and water are constantly changing. You can walk the beach for hours.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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