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Cottages in Leonardtown

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (137)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

9.8 out of 10, Exceptional, (6)
Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (73)
"Absolutely perfect location to get away for the weekend. It was so peaceful and we saw osprey and deer in the back yard. You have access to a dock which is fantastic at night to see the stars. The house has everything you could need. They have 2 kayaks we intended to use but ran out of time. The best part was sitting outside at night with a fire. Would absolutely stay again! "
Waterfront Cottage in Beautiful Hoopers Island

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (53)
"All around very clean, quiet and enjoyable place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"A gorgeous property perfect for a quiet getaway from the city noise. The cottage is very charming, and perfect for two people. Very clean, accommodating, private and peaceful. The private beach is beyond charming and the local spots are amazing. We recommend the frying pan and highly HIGHLY recommend the spider hall farm stand (get the apple cobbler). Nonetheless the cottage is truly amazing and a perfect get away. "
The price is SAR 1,131
SAR 1,370 total
includes taxes & fees
26 Jul - 27 Jul
Cottage Located on the Patuxent River!

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (116)
"It was a great stay!"
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (70)
"If you want to relax by the water and getaway from the hustle and bustle, this is the place. The cottage is updated and cozy with amazing views. Just step off the patio onto the sand. Cottage was stocked with essentials and extra goodies to make it feel like home."
Private Beach Front Getaway at The Sunshine Beach Cottage.

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is SAR 563
SAR 1,264 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

10.0 out of 10, Exceptional, (67)
"We had a great time, cottage adorable and updated."
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

Hays Beach House - Hot Tub - Private Beach

9.6 out of 10, Exceptional, (8)
"Stayed with two other families for the State Swim Championships. Property is spacious, clean and well appointed. Even the kitchen knives were sharp!"
Hays Beach House - Hot Tub - Private Beach

Cozy Cottage with access to and partially obstructed views of the bay.

9.2 out of 10, Wonderful, (25)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is SAR 675
SAR 1,123 total
includes taxes & fees
26 Jul - 27 Jul
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

10.0 out of 10, Exceptional, (48)
"It’s a wonderful house with everything you need. The views are amazing - perfection! "
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Waterfront Cottage w/ Private Beach + Deck!

9.8 out of 10, Exceptional, (19)
"Beautiful place and very peaceful stay!"
Waterfront Cottage w/ Private Beach + Deck!

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (49)
"Very clean and in a great location. Would love to stay there again. "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (30)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is SAR 563
SAR 1,177 total
includes taxes & fees
27 Jul - 28 Jul
Soul Oasis - home on the Chesapeake Bay

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (11)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

2 Bedroom Cozy Beach Cottage with Beach Access

9.8 out of 10, Exceptional, (16)
"Great place to stay"
2 Bedroom Cozy Beach Cottage with Beach Access

Chic Cottage w/ Private Yard: Steps to Beach!

10.0 out of 10, Exceptional, (21)
"We loved our stay in Colonial Beach! The cottage was fantastic— we appreciated the fully stocked kitchen and the screened-in porches!"
Chic Cottage w/ Private Yard: Steps to Beach!

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10.0 out of 10, Exceptional, (48)
"The views of the bay are magnificent, sunrise and sunset. The property is spotless. Toby and Kim, the hosts, could not be more accommodating. "
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Leonardtown Hotel Reviews

Frequently asked questions

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