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Browse Select St. Leonard Cottages

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (108)
"What a nice spot to unplug and relax! Waterfront property in a super quiet neighborhood. Hosts live next door; friendly and helpful, excellent communication. House was spotless, bed and furniture was comfortable, kitchen was all set up, spacious bathroom. There is a great screened porch that we spent most of our time on. Lots of wildlife to watch. Dog friendly with a big lot to enjoy. They have a nice grill and a fire pit. We also enjoyed a great dinner at Captain Billy's Crab House. Will be...
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (54)
"We have stayed at this property twice and love it. Very peaceful, clean, and comfortable."
Waterfront Cottage in Beautiful Hoopers Island
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (76)
"We are so grateful to have had some time in this wonderful home. It was amazing to have the water at our back door. Every member of the family loved our stay here. Thank you so much!"
Piney Point, private , Beach Front Cottage
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Chesapeake Bay Vacation Rental w/ Boat Dock!
8.8 out of 10, Excellent, (5)
"It was not as clean as it should have been. When i pay to stay somewhere, i expect clean."
Chesapeake Bay Vacation Rental w/ Boat Dock!
Waterfront property with private boat ramp and new dock!
10.0 out of 10, Exceptional, (2)
"Fun stay in an older refurbished home. All of the amenities one could need with a great water front area"
Waterfront property with private boat ramp and new dock!
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
10.0 out of 10, Exceptional, (7)
"We loved this property! Walk to the little local beach and a short drive to parks, larger beaches and museums. Kelsey is a great host and the house was perfect for us and the kids. Would book again."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (8)
"we really, really like the retro look and really enjoyed the space. It was quiet and we were able to relax."
The price is CA $178
CA $396 total
includes taxes & fees
Jun 25 - Jun 26
Soul Oasis - home on the Chesapeake Bay
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (12)
"This was a great little getaway! The property was very accurate to the listing, and everything was very clean and tidy. We cooked a bit at the house and it had all the pots/pans/utensils we needed. The beach across the street is quite nice, and it's a short drive to Calvert Cliffs State Park. Would definitely recommend this VRBO!"
Cozy Cottage with access to and partially obstructed views of the bay.
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
10.0 out of 10, Exceptional, (54)
"This is a wonderful house with a terrific location for enjoying the wildlife on the water. The hosts go above and beyond to make their guests feel welcome. We always enjoy our visits to this charming place."
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Riverfront Newburg Cottage w/ Deck & Gas Grill!
10.0 out of 10, Exceptional, (1)
"Secluded cottage on the water. The host were fantastic. The view from the cottage is beautiful looking at the water and the birds. My sons brought their kayaking gear and kayak on the water. Just a great place to relax and get away from the hustle and bustle."
Riverfront Newburg Cottage w/ Deck & Gas Grill!
Artist, writer & creative minds stay where inspiration is free & serenity lives
Artist, writer & creative minds stay where inspiration is free & serenity lives
Cozy Virginia Potomac Riverfront Cottage
9.6 out of 10, Exceptional, (24)
"We had a wonderful stay. The house was just as described, a cozy cottage perfect for relaxing with beautiful riverfront views. The kitchen was stocked with everything we needed, the living room and main bedroom we used were comfortable, and the sun porch had great views where you could relax in the AC. The patio had a great dining table/umbrella, and the dock was perfect for fishing. Thank you for a lovely getaway cottage!"
Cozy Virginia Potomac Riverfront Cottage
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, (34)
"Picked this property due to the location outside of the “city” and loved the rural location. The cottage fit our needs perfectly. Diana was very friendly and a wonderful host. The location was very peaceful."
The price is CA $192
CA $312 total
includes taxes & fees
Jun 23 - Jun 24
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
2 Bedroom Cozy Beach Cottage with Beach Access
10.0 out of 10, Exceptional, (7)
"Cute cottage that had all necessary features for our stay. Host was incredibly prompt with communication and would recommend to family and friends."
2 Bedroom Cozy Beach Cottage with Beach Access
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
10.0 out of 10, Exceptional, (1)
"This was an amazing property. Very clean and very cute and cozy. Beautiful property. The owners were fantastic. Very responsive and caring. Loved it! Would definitely return."
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (3)
"Beautiful location, great views, beautiful sun rises, view of working watermen Dogwood Harbour. Owner met us at the property with a bottle of wine — very friendly. Tilghman Island is a quaint and beautiful gem."
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (9)
"This location was perfect for our trip for a wedding. Being only a three minute walk from the rehearsal, ceremony, and reception was absolutely perfect. Being close to the deli/market as well came in handy. The house was clean and welcoming. Overall I would absolutely stay here again."
Updated North Beach Cottage: Pet Friendly!
Sunrise Cottage on Hoopers Island. Fish, crab, boat, relax! Pet friendly.
10.0 out of 10, Exceptional, (42)
"My husband and I loved our visit to Sunrise Cottage! Everything was perfect and we can't wait to return."
Sunrise Cottage on Hoopers Island. Fish, crab, boat, relax! Pet friendly.
Scenic Sunsets star lite sky between Pax River and Wash DC
10.0 out of 10, Exceptional, (3)
"Your property was clean, organized and well kept. Would definitely come back again on the next opportunity."
Scenic Sunsets star lite sky between Pax River and Wash DC
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
8.4 out of 10, Very good, (8)
"The property had everything we needed. It was clean and in a nice quiet area. Will go back again."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
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See all available properties in St. Leonard
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.

Other property types in St. Leonard

Waterfront house with private beach and pier
9.8 out of 10, Exceptional, (12)
"An amazing, secluded property that is perfect for a family or friends getaway. The rooms are clean, comfortable, and there were plenty of bathrooms. The property could improve by having additional toilet paper, shower toiletries, and towels, but the kitchen was very well stocked and there was plenty of seating. It really is a great house."
Waterfront house with private beach and pier
Welcome to Hickory House on the Chesapeake Bay!
9.6 out of 10, Exceptional, (19)
"Had a great week! Cottage is adorable, clean and cozy. Host very welcoming with treats and bowls for our dogs. House is a couple weeks from the beach and a beach parking pass is included. The beach is private and very relaxing. It was very hot that week that we visited abd tge AC was excellent. Lots of extras in the house - games, hand soaps and even ballth salts! Very enjoyable visit!"
Welcome to Hickory House on the Chesapeake Bay!
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (108)
"What a nice spot to unplug and relax! Waterfront property in a super quiet neighborhood. Hosts live next door; friendly and helpful, excellent communication. House was spotless, bed and furniture was comfortable, kitchen was all set up, spacious bathroom. There is a great screened porch that we spent most of our time on. Lots of wildlife to watch. Dog friendly with a big lot to enjoy. They have a nice grill and a fire pit. We also enjoyed a great dinner at Captain Billy's Crab House. Will be...
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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.

St. Leonard Cottages information

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