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Compare 178 Vacation Homes in St. Leonard with updated reviews, rates, and availability.

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (5)
"We had a great time. Children and their parents spent a lot of time in the surprisingly large pool. Some adults chose the hot tub and the most active members of our group were paddleboarding and kayaking in the river. Severl people went hiking at Blackwater, and a few of us just sat on the screened in porch."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, (35)
"Great place for a short moms getaway. Walking distances to many things. Heard live music from the porch. House is spacious and extremely clean"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Shewell's A-Frame on Mill Creek
10.0 out of 10, Exceptional, (1)
"Beautiful home overlooking the water. Excellent communication with the owners who answered all of my questions quickly. No complaints at all and im Looking forward to returning soon."
Shewell's A-Frame on Mill Creek
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Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (18)
"This house is incredible! Probably the cleanest rental house I have ever stayed in! The house was well stocked and very comfortable. However, we didn’t spend much time in the house because the outside is the real winner! The Crab House has everything to entertain kids and adults for hours! We spent all day in the yard, taking in the beautiful sights! If you are an early riser, like myself and one son, don’t miss the sunrise. So peaceful! If you are looking for crabs while there, Soft & Salty...
The price is AED 1,175
AED 2,091 total
includes taxes & fees
21 Jul - 22 Jul
Beautiful Waterfront Retreat in Cambridge!
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
10.0 out of 10, Exceptional, (102)
"Loved the house!"
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
10.0 out of 10, Exceptional, (5)
"We actually came by boat and had a great time. The waterfront restaurants were great, the museum was awesome and we didn't realize they had aquariums with a lot of the bay fish which made it even better. There are a lot of steps to get to the dock but that just helped us burn off all the great food we ate. The house was well equipped with any kitchen items ect.. but we didn't use them. We did use the kayaks to go around the creek one morning and saw turtles, birds, a water snake, and plenty of...
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Spacious River Front Home - 90 minutes from DC with Dock, Kayaks & Paddleboards
9.8 out of 10, Exceptional, (15)
"The house was incredible. My husband loved the master shower! The kids enjoyed the beach and swimming. Our youngest son (39) paddled the creek in the kayak. Our oldest son was able to dock his boat. The house had so many amenities. The kitchen was well stocked. There were games and books for all ages. We hope this home is available whenever we go back to visit family. Thank you, Victoria, for being so gracious!"
Spacious River Front Home - 90 minutes from DC with Dock, Kayaks & Paddleboards
WATERFRONT!!! The River's Roost on The Patuxent River
10.0 out of 10, Exceptional, (12)
"Stayed here with a large family group that included grandparents and infants. The trip was a huge success. Peaceful, yet loaded with fun activities for the kids. Would highly recommend!"
WATERFRONT!!! The River's Roost on The Patuxent River
Shewell’s Rambler in the Chesapeake Ranch Estates
9.2 out of 10, Wonderful, (19)
"Nice and super clean. Nice location. We will stay again next time we visit family. "
Shewell’s Rambler in the Chesapeake Ranch Estates
Waterfront - renovated 3 bedrooms 2 full baths cottage
9.8 out of 10, Exceptional, (40)
"Wonderful view from the livingroom & the master bedroom. Clean house with hardwood floors. Great time for kids crabbing & a great place to fish -- one slot red, a few puppy drums, croakers, and even a couple of cownose rays that gave maybe the best fight I've had fishing! Michelle was very communicative & helpful. Thank you for a wonderful stay!"
Waterfront - renovated 3 bedrooms 2 full baths cottage
Mills House on Patuxent River
Mills House on Patuxent River
Blue Heron Retreat on the Water
10.0 out of 10, Exceptional, (4)
"Very pleased. Didn't get to use everything offered with my stay. Didn't matter. Definitely would recommend."
Blue Heron Retreat on the Water
The SPOT In the Gleneagle community of Waldorf Maryland near St. Charles Mall
10.0 out of 10, Exceptional, (4)
"Great Hospitality "
The SPOT In the Gleneagle community of Waldorf Maryland near St. Charles Mall
2 blocks from Bay! Private beach! Boat launch! Kayak! Hike! No cleaning fee!
2 blocks from Bay! Private beach! Boat launch! Kayak! Hike! No cleaning fee!
Private Getaway at Four Waters Estate!
Private Getaway at Four Waters Estate!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (25)
"I chose to stay at this property for the duration of my wedding weekend. It was really great to be able to spend that extra time with family all together! Getting ready at the house, rather than a hotel was also really nice because we had much more room to space out. The make up artist and hair stylist also complimented the ample natural light and space to work. The pool and hot tub were beautiful! The only downside was a lack of curtains in the master bedroom. The sunrise is beautiful but...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, (11)
"I was looking for a nice, quiet, and relaxing, vacation. This property did not disappoint. The house was comfortable, cozy, well stocked, and so clean. The view is incredible. Just sitting outside watching the river was so "Zen". I had one of the most restful vacations ever. I was there for a little over two weeks and I would have stayed longer if I could have, Kim, the host, was very friendly and helpful. I look forward to staying at this beautiful property again."
The price is AED 680
AED 1,545 total
includes taxes & fees
26 Jun - 27 Jun
Waterfront Relaxing Getaway
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (31)
"I liked everything about the house and got to see the wild life out side"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, (53)
"We enjoyed this vacation home. It offer a wonderful location and lots of quality family time."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
The Lazy Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (26)
"This wonderful property is a short walk to both the beach and restaurants. The check in and checkout process was smooth, the property was clean and stocked with necessary amenities (toiletries/kitchen products/ beach chairs and umbrella), and communication with the host was stellar. We will definitely be back!"
The Lazy Crab Beach House - Free beach passes
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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.

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