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Top hotels and accommodation in St. Leonard

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WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (8)
"We had a wonderful time! The house was super cute and clean. The views off the water in the morning and the evening were beautiful! All of the blackout shades came in very handy for our baby and little ones who sleep better in darker rooms. The hot tub was magical and taking the kayaks out onto the water was so fun! Only recommendation would be to bring bug spray! Thanks for a wonderful stay. We would love to come back."
The price is NZ$979
per night
22 May - 23 May
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Interior
Indoor pool and spa in contemporary French home secluded in surrounding woods
10.0 out of 10, Exceptional, (9)
"Highly recommend this home. All the amenities you’ll ever need in a peaceful and private setting yet still so close to the beach and much more. The indoor pool and spa are even better than the pictures. Also have to note the owners take excellent care of the property and it shows. If you’re on the fence about booking do not hesitate."
Indoor pool and spa in contemporary French home secluded in surrounding woods
1 bedroom, iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 102
10.0 out of 10, Exceptional, (15)
"Really enjoyed the location of this property, and how quiet it was at all hours. WiFi was fast enough for video calls and streaming. Comfy beds, too."
Guest Quarters at the Inn - 102
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Beach nearby, sun-loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Fridge, microwave, oven, stovetop
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
10.0 out of 10, Exceptional, (30)
"Great place to recharge for a few days as a family! Beautiful and peaceful in the fall — though my kids are ready to come back and use the pool in warmer weather!!!"
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
Property grounds
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, (3)
"Loved the house and kids loved the pool. We also managed to catch a half dozen crabs (August trip). House is on the smaller side, but with four bedrooms everyone had privacy and just what they needed. We'll be back!"
Maryland Vacation Rental w/ Private Pool & Dock
Property grounds
Sunset Breezes - quiet waterfront retreat
10.0 out of 10, Exceptional, (32)
"We had two families get away for my wife’s birthday. Four adults and three kids. The rooms were perfect sizes for our group. The kitchen was very well stocked for the various meals we prepared. The grounds were just perfect especially if you want a peaceful water setting to look at each day. The only possible complaint we had was the fact that the listing claimed there was a hot tub present, which was not the case. Otherwise, we’d definitely come back again!"
The price is NZ$450
per night
21 May - 22 May
Sunset Breezes - quiet waterfront retreat
Property grounds
Mid-Century Modern and Marvelous on the Bay
10.0 out of 10, Exceptional, (60)
"Beautiful view!!! Lovely home!! We so thoroughly enjoyed our stay and hope that this is just one of many visits. Thank you!"
Mid-Century Modern and Marvelous on the Bay
Garden View Double Queen First Level - Not Dog Friendly | View from room
The Tilghman Island Inn
3.5 star property
9.8 out of 10, Exceptional, (49)
"This hotel/inn was perfect. Our stay was amazing. I proposed to my now fiancé and the hotel helped me plan and helped with the room to celebrate. The staff is super sweet and very hospitable. We had a lovely time and will come back in the near future!"
The price is NZ$484
per night
19 May - 20 May
The Tilghman Island Inn
Iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 103
9.8 out of 10, Exceptional, (21)
"Quaint, quiet, clean, and close to restaurants and our wedding venue we attended. Would return and recommend! Thank you!"
Guest Quarters at the Inn - 103
Property grounds
Harbor Breezes at Herrington Harbor
9.8 out of 10, Exceptional, (28)
"Rented the house to attend my daughter’s wedding. House was to be for, wife and I, in-laws, my mother and my son. House was great, clean, well kept, bed’s comfortable, great location. Only issue, it is not a four bedroom, it is three and a sofa bed in the living room. Post said common area. I had to get a hotel room to accommodate my adult son at the last minute."
Harbor Breezes at Herrington Harbor
Fridge, microwave, oven, stovetop
The Middle Point Cabin in Saint Michaels
9.8 out of 10, Exceptional, (47)
"Looked just like the pictures. Everything was new clean and comfortable. Enclosed patio was a hit with our cat."
The Middle Point Cabin in Saint Michaels
Fridge, microwave, stovetop, dishwasher
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (8)
"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!
Beach nearby
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, (34)
"Clean! Great location. Easy check in"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 101
9.6 out of 10, Exceptional, (10)
"The location of this room is perfect for your stay in North Beach! Walking distance to the beach/boardwalk, several stores, restaurants, coffee shop, and beer garden. The included beach pass was so helpful! The check-in, check-out process was so easy. Our only complaint was the noise from the guests in the room above us and you could hear the live music from the nearby beer garden until 10:30 pm - however, the positives FAR outweighed the noise."
Guest Quarters at the Inn - 101
Beach nearby, sun-loungers, beach towels
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!
Exterior
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (305)
"Very cute."
The price is NZ$384
per night
15 May - 16 May
Knapps Narrows Marina & Inn
Fridge, microwave, oven, stovetop
Cute Bay Home/Fantastic View and Sandy Beach
9.4 out of 10, Exceptional, (23)
"Wonderful experience at this amazing house. Love this little community and the beach is right there! Would definitely stay again!!! Thank you!"
Cute Bay Home/Fantastic View and Sandy Beach
Property grounds
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
9.2 out of 10, Wonderful, (11)
"Home has a great feel to it, and the owner is incredibly responsive; we struck up a genuine friendship. I would definitely rent again."
The price is NZ$685
per night
31 May - 1 Jun
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
Outdoor pool
Black Walnut Point Inn
3.5 star property
9.0 out of 10, Wonderful, (53)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
The price is NZ$326
per night
15 May - 16 May
Black Walnut Point Inn
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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

Where is the best place to stay in St. Leonard?

Based on Expedia's traveller preferences, Welcome to Hickory House on the Chesapeake Bay! is a top place to stay in St. Leonard. Other good options for your trip to the area are La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent and Rod 'N' Reel Resort. See all available top hotels, or vacation rentals in St. Leonard.

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. See all vacation rentals in St. Leonard.

If I need to cancel my hotel reservation in St. Leonard, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in St. Leonard.

What are some hotels with pools in St. Leonard?

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent: Hotel located near Patuxent River Naval Air Station. Provides continental, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Rod 'N' Reel Resort and Springhill Suites by Marriott Prince Frederick are a couple of other choices that feature an on-site pool. View all hotels with pools in St. Leonard.

What is staying in St. Leonard like?

Visitors can enjoy all that St. Leonard has to offer, including the shopping, sporting events and restaurants. Tourists can also enjoy the city's wineries, parks and museums. In St. Leonard, there are 23 hotels and other accommodation options to choose from. Find out more about St. Leonard.

What is there to see in St. Leonard?

The picturesque setting of Jefferson Patterson Park and Museum and Patuxent River exemplify the area's natural beauty. Additionally, you might want to add Perigeaux Vineyards and Winery to your itinerary. Take a look at what more there is to see and do in Expedia's St. Leonard guide.

What's the weather like in St. Leonard?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Leonard is 1351 mm.