St. Leonard Holiday Rentals

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Holiday Rentals in St. Leonard

Waterfront house with private beach and pier
9.8 out of 10, Exceptional, 12 reviews
"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 reviews
"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, 107 reviews
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is HK$1,290
HK$2,022 total
includes taxes & fees
5 Jun - 6 Jun
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, 54 reviews
"We have stayed at this property twice and love it. Very peaceful, clean, and comfortable."
Waterfront Cottage in Beautiful Hoopers Island
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
10.0 out of 10, Exceptional, 102 reviews
"Loved the house!"
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
The Schultz Estate
10.0 out of 10, Exceptional, 4 reviews
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, 25 reviews
"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 Lusby Retreat w/ Deep-Water Dock & Slip
10.0 out of 10, Exceptional, 4 reviews
"We were in town for a friends wedding. This was the perfect location as it was right in between the Catholic Church for the nuptial mass and the reception site. This place certainly did not disappoint. There was plenty of space for our large family, the home was well equipped and stocked with the necessary items. It was a relatively short stay, but I wish we had a bit more time and better weather to enjoy the use of kayaks - our one free morning was a bit chilly for us Florida folks, and we had...
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, 51 reviews
"What a fantastic property! We loved staying here and our family had such a great time exploring. Sadly it was a drizzly, dreary weekend but we had one nice day to go down to the beach and the kids enjoyed playing in the water. We loved the variety of porches to sit on and have different views and there was plenty of room for the kids to play indoors when it was raining. Overall a great experience. Thank you!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, 4 reviews
"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Waterfront House with Dock, Kayaks, & Sailboat!
9.4 out of 10, Exceptional, 23 reviews
"The house was nice and the property is spacious. Great views from the dining room table. A little steep heading down to the dock but not terrible. Very private setting, but also only 5 mins away from pretty much anything you could need. Some nice restaurants just across the bridge in Solomons Island. Would love to return in warmer weather to take advantage of the kayaks and water."
Waterfront House with Dock, Kayaks, & Sailboat!
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, 6 reviews
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is HK$1,017
HK$2,263 total
includes taxes & fees
11 Jun - 12 Jun
Soul Oasis - home on the Chesapeake Bay
The Lazy Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, 25 reviews
"My husband and I moved from the area two years ago and so are in town frequently to visit friends and family. Weve stayed at the Lazy Crab and the owner's other property next door at the Blue Crab multiple times. The properties are located in a quiet neighborhood within easy walking distance of restaurants and shopping, and plenty of parking is provided. The houses are well appointed and provisioned, nicely decorated and comfortable, and always beautifully clean. Danielle is very easy to work...
The Lazy Crab Beach House - Free beach passes
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, 4 reviews
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, 11 reviews
"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 HK$1,447
HK$3,289 total
includes taxes & fees
5 Jun - 6 Jun
Waterfront Relaxing Getaway
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
9.2 out of 10, Wonderful, 9 reviews
"Very warm welcoming home, the environment surrounding the property is mesmerizing! Host was very friendly and understanding. Thank you for allowing me to have a good bday weekend!"
The price is HK$1,556
HK$3,755 total
includes taxes & fees
8 Jun - 9 Jun
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, 35 reviews
"Clean! Great location. Easy check in"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
9.8 out of 10, Exceptional, 14 reviews
"We booked a long weekend for our daughter’s graduation from St Mary’s. The house was beautiful and so spacious for our adult children and grandchildren to all be in one location without feeling cramped. We loved having the fire pit and room to throw a football around. Thank you for sharing your home Victoria!"
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, 29 reviews
"👍👍"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, 16 reviews
"We had a very enjoyable and relaxing stay here for Mother's Day weekend, coming in from DC. The property is in a great spot on the water and is a short ride into town. The house itself is cozy, clean, and welcoming with everything you need (including the crab house out back, which our four year old loved!) Rebecca is a thoughtful and accommodating host, too. She gave us several recommendations for food in the area and we really enjoyed her suggested restaurants in Cambridge and in Easton on the...
The price is HK$2,283
HK$3,954 total
includes taxes & fees
16 Jun - 17 Jun
Beautiful Waterfront Retreat in Cambridge!
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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 types of properties in St. Leonard you may be interested in

Welcome to Hickory House on the Chesapeake Bay!
9.6 out of 10, Exceptional, 19 reviews
"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!
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
2.5 star property
7.6 out of 10, Good, 1,004 reviews
"Great "
The price is HK$725
HK$804 total
includes taxes & fees
16 Jun - 17 Jun
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Rod 'N' Reel Resort
3.0 star property
8.2 out of 10, Very good, 1,010 reviews
"The property is right on the water with good dining options. The accommodations were comfortable and clean."
The price is HK$1,478
HK$1,797 total
includes taxes & fees
5 Jun - 6 Jun
Rod 'N' Reel Resort
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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Frequently asked questions

Can I find a holiday rental in St. Leonard?

Yes, there are holiday rentals close to the most popular sights in St. Leonard, or you can select a more secluded option if you're looking for a relaxing stay. St. Leonard is known for its shopping and sporting events. Make sure you have time to check out the restaurants and wineries during your trip.

What are some of the best holiday rentals that St. Leonard has to offer?

Welcome to Hickory House on the Chesapeake Bay!: This highly rated holiday home rental in St. Leonard is located near the beach, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in St. Leonard?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your St. Leonard stay.

What’s there to see and do in St. Leonard?

Jefferson Patterson Park and Museum and Patuxent River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Perigeaux Vineyards and Winery and Calvert Cliffs State Park.

What’s a holiday rental in St. Leonard like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Leonard. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.

Recent reviews of St. Leonard properties
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