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Compare 69 Cottages in St. Leonard with updated reviews, rates, and availability.

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

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (19)
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"
The price is SAR 484
SAR 1,065 total
includes taxes & fees
24 Feb - 25 Feb
Soul Oasis - home on the Chesapeake Bay

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

9.8 out of 10, Exceptional, (127)
"This was our mid-Winter get away from the city. The home is cute, quiet, and well appointed. The host is welcoming and responsive. We had a lovely, restful stay. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

10.0 out of 10, Exceptional, (7)
"“Point of View” waterfront cottage did not disappoint. In fact, it was beyond expectations. Maria’s (the host) personal touches made the cottage feel like home. We used “Point of View” as overflow for a family reunion we were having. It is perfectly situated for easy walking to anything you need or want to do on Tilghman Island. The views from the cottage are amazing. Being on the entrance to Dogwood Harbor provides you with a real time experience of what a waterman’s life is truly all...
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb

9.6 out of 10, Exceptional, (91)
"Great location for a wedding stay. Beautiful home, professionally managed!"
Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb

Waterfront Cottage in Piney Point w/ Kayaks!

7.6 out of 10, Good, (4)
"First, this was a last minute booking, due to our inability to stay at our original rental. Becky was responsive to our needs so we could vacate our previous rental without delay. Next, what I loved about this property, and something you do not get very often is the amount of living, relaxing space there is in this rental. Several areas for groups of people to spread out, watch TV, look at the water, play games, often times while there are several bedrooms, there are precious few places for...
Waterfront Cottage in Piney Point w/ Kayaks!

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (66)
"the Hoopers Island area is amazingly wild and beautiful. we loved the Harriet Tubman visitors center just a short trip away, and the Blackwater Refuge just incredibly beautiful. the winter birds! we learned so much about the history and culture of the lower islands.the house is more cabin style, smaller than we anticipated, but we got used to that. it was full-on winter weather and wind, so we couldn't kayak as we'd hoped, and the coast was mostly rocks so hard to walk along. it's a place for...
Waterfront Cottage in Beautiful Hoopers Island

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (12)
"This was a great little cottage and was perfect for our stay. We wanted to be close to Valey Lee and the location was great. We will definitely consider staying again."
2 Bedroom Cozy Beach Cottage with Beach Access

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (41)
"Nice place to stay for work trip. "
The price is SAR 600
SAR 1,161 total
includes taxes & fees
24 Feb - 25 Feb
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Delightful Waterfront Cottage on Hoopers Island. 🏝️🦀🎣

10.0 out of 10, Exceptional, (47)
"The views of the bay are magnificent, sunrise and sunset. The property is spotless. Toby and Kim, the hosts, could not be more accommodating. "
Delightful Waterfront Cottage on Hoopers Island. 🏝️🦀🎣

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"This is a nice little cottage, tucked away from everything right on the river. I was looking for some peace and quiet, and that’s exactly what I got. Even though the weather wasn’t great, the sunroom still let me enjoy the views. "
Cozy Virginia Potomac Riverfront Cottage

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

9.0 out of 10, Wonderful, (2)
"The owner was very nice "
The price is SAR 750
SAR 1,210 total
includes taxes & fees
24 Feb - 25 Feb
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

9.8 out of 10, Exceptional, (7)
"Great place.. quiet neighborhood.. our only regret is that the weather was to cold to enjoy it to its fullest. The sunsets are gorgeous. The host was great as well."
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Adorable cottage with updated amenities. A great retreat for friends or a family!! "
Updated North Beach Cottage: Pet Friendly!

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

10.0 out of 10, Exceptional, (14)
"It was very clean and not cluttered. I felt it had all the essentials, however, lacked closet space in the bed-rooms. Definitely would stay there again."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

North Beach Cottage - Walk to Chesapeake Bay

10.0 out of 10, Exceptional, (30)
"Our family was in town to attend the promotion in the air force of a nephew at Ft. McNair. Close to everything. Beautiful house prefect for us. Enjoyed walking the boardwalk. Would highly recommend this property. Excellent communication with the host. "
North Beach Cottage - Walk to Chesapeake Bay

Chesapeake Bay Vacation Rental w/ Boat Dock!

8.0 out of 10, Very Good, (12)
"We spent a long weekend at this house to escape the hustle and bustle of our busy lives for our wedding anniversary. My favorite parts were watching the sunrise against the Potomac River and relaxing in the hammock. It was so quiet, save for the occasional motor boat cruising by on the far side of the river. The house had all the basic necessities, and met all of our expectations. If you’re looking for a peaceful waterfront getaway, give this house a try. "
Chesapeake Bay Vacation Rental w/ Boat Dock!

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (38)
"Nice and quiet beautiful cottage. A+ communication and a gem. 10/10 will stay again."
The price is SAR 1,106
SAR 1,336 total
includes taxes & fees
24 Feb - 25 Feb
Cottage Located on the Patuxent River!

Waterfront property with private boat ramp and new dock!

9.6 out of 10, Exceptional, (8)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10.0 out of 10, Exceptional, (2)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
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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Other property types in St. Leonard

5 bedroom, 8 bed, 3 story house a block from beach

9.6 out of 10, Exceptional, (13)
"Everything went extremely smooth. Check in was easy. House was nice and clean. Had a lot of fun with the gaming stuff they had set up! The house had everything you could imagine and more! Owners were extremely nice and informative. Recommended good places to go and eat. Overall great experience and would definitely go again."
5 bedroom, 8 bed, 3 story house a block from beach

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (18)
"This house is absolutely fabulous! Very spacious, stocked with necessary supplies and many amenities. Beautiful property and views of the water, sunrises and sunsets. We especially liked all the wonderful decks, kitchen on the bottom level, many bathrooms, and comfortable furnishings. John and Christina were excellent host. They responded immediately to any concerns or questions. They were easy to communicate with during the check-in and check-out process. I would definitely love to...
WATERFRONT!!! The River's Roost on The Patuxent River

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (5)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!
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.

Frequently asked questions

How much do cottages in St. Leonard cost?
Cottages in St. Leonard range between SAR 484 and SAR 1,163 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in St. Leonard with Expedia?
Booking a cottage in St. Leonard is as easy as clicking on your travel dates and picking an ideal place for outdoor recreation and relaxation. From upmarket retreats to budget-friendly stays and cottages that offer amenities like a kitchenette, Expedia has something for all tastes. As for epic deals? We have them too!
How can I find cheap cottages in St. Leonard?
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