Vacation rentals with beach access in Saint Leonard

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Top-rated beach-access accommodations in Saint Leonard

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Guest favourite

Cabin in Lusby

4.94 out of 5 average rating, 144 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a two bed, one bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish and catch crab --

Jul. 17 – 24

$502 CAD per night

Guest favourite

Home in Lusby

4.99 out of 5 average rating, 114 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Coastal Oasis On The Chesapeake (PARTY & 4•20 FREE zone) is where you come to: RELAX, DECOMPRESS and RE-CHARGE! You'll experience all the tranquility & majestic beauty of PEACEFUL living on the Chesapeake Bay. You'll awaken to breathtaking & alluring sunrises while also being surrounded by nature's wooded bliss of starry nights. Located 4 miles from Solomon's Island. Contact host for pre-approval of pets, pet fee applies. Unregistered: guests/pets & smoking including marijuana will incur fines!

Aug. 28 – Sep. 4

$849 CAD per night

Guest favourite

Cottage in Saint Leonard

4.99 out of 5 average rating, 102 reviews

Captain Jack's Bay Hideaway

This beach cottage sits just across the street from the Chesapeake Bay on the Western Shore. You'll have access to two private community beaches where you can sit, relax, and just enjoy the scenery. If you are an early riser, you can enjoy beautiful sun rises over the bay. If you search the sand, you might even find fossils, including shark teeth! Close proximity to Washington DC, Annapolis, and Baltimore. There are a lot of local restaurants and shopping. You will not be disappointed.

May 30 – Jun. 6

$236 CAD per night

Guest favourite

Apartment in Port Republic

4.93 out of 5 average rating, 111 reviews

Bayview Apartment with a private entrance.

Full Private Apt. Cleaning Protocol used for your protection. Peaceful location, Pleasant 1/2 mile walk to private community beach. Private entrance, bright walkout basement with forest view, open floor plan, comfortable 1 queen bed, full kitchen. Bayview from driveway. Close to Calvert Cliffs for fossil hunting, Chestnut Land Trust for hiking. Annmarie Sculpture Gardens, Calvert Marine Museum. Great place for vacation or work trips. For more information on things to do (ChooseCalvert.com)

Oct. 12 – 19

$176 CAD per night

Guest favourite

Cottage in Leonardtown

4.97 out of 5 average rating, 126 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Jan. 24 – 31

$302 CAD per night

Guest favourite

Cabin in Lusby

4.91 out of 5 average rating, 210 reviews

Peaceful Waterfront Retreat on The Bay

This is a serene, waterside cabin with a private dock, nestled on quiet St. Leonard Creek about one hour outside of Washington, DC. You will enjoy a close quarters stay in this rustic studio cabin, and it is the perfect getaway for anyone looking for some peace and quiet. Come on your own to finally get some work done, or bring your family to enjoy the outdoors! We have two kayaks and two canoes. The house is great for up to two couples looking to catch up and explore the surrounding area.

Sep. 16 – 23

$273 CAD per night

Guest favourite

Apartment in Lexington Park

4.97 out of 5 average rating, 511 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Mar. 20 – 27

$178 CAD per night

Guest favourite

Loft in Lusby

5.0 out of 5 average rating, 314 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

Sep. 20 – 27

$222 CAD per night

Guest favourite

Home in St. Leonard

4.91 out of 5 average rating, 162 reviews

Cozy Cottage on the Chesapeake Bay

Tranquility supreme. Sit on the terrace and gaze at the Chesapeake Bay. Sandy beach -- just 50 steps from front door; quiet residential area; nearby antiquing & fishing; Only 75 min. from DC. Finish your book or just replenish your spirit. Enjoy. Oh, one more thing — looking for the perfect place for a retreat for your small DC team? Strategic planning will be even more creative and enjoyable when you have the Chesapeake Bay as your muse. Note: This property is for non-smokers.

Oct. 21 – 28

$371 CAD per night

Guest favourite

Apartment in Lexington Park

5.0 out of 5 average rating, 316 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Nov. 18 – 25

$139 CAD per night

Guest favourite

Home in Lusby

5.0 out of 5 average rating, 135 reviews

Cove Point Beach Home 1 &1/2 blocks to Beach

"Welcome to our Beach House, located in the unique peaceful private beach community of Cove Point. You'll enjoy the tranquility and the beauty of living less than a 2 min walk to the sandy beach and just a few away from Solomon's Island, MD. Our home was just renovated and is ready for your family to enjoy, offering beach necessities (wagon, chairs, umbrella, & toys) and recreational equipment (bikes & kayaks). This will be your home away from home.

Oct. 4 – 11

$349 CAD per night

Guest favourite

Home in Lusby

4.99 out of 5 average rating, 175 reviews

Cove Point Cottage with Chesapeake Bay views

Cozy beach house just one block from the sandy Cove Point Beach on the Chesapeake Bay. Grab the beach wagon from the shed, load up with beach chairs, towels and your cooler and take a short stroll to enjoy a day at the beach searching for sharks teeth, shells and swimming in the bay. Rinse off in our outdoor shower and enjoy a relaxing evening by the fireplace, reading in the sunroom overlooking the bay or on the outdoor shady patio

Nov. 7 – 14

$400 CAD per night