Vacation rentals in Saint Leonard

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Top-rated vacation rentals in Saint Leonard

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Lusby
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 --
Apr 4 – 11
$231 per night
4.93 out of 5 average rating, 136 reviews
Guest favorite
Guest suite in Lusby
Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!
Oct 6 – 13
$121 per night
4.99 out of 5 average rating, 297 reviews
Guest favorite
Home in Lusby
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!
Jul 31 – Aug 7
$460 per night
4.99 out of 5 average rating, 111 reviews

Popular amenities for Saint Leonard vacation rentals

Stay near Saint Leonard's top sights

Matoaka Beach Cabins4 locals recommend
The Tavern6 locals recommend
Happy Buddha4 locals recommend
Chesapeake Market Place11 locals recommend
St Leonard Volunteer Fire Co3 locals recommend
ATM Machine at The Tavern4 locals recommend

Other great vacation rentals in Saint Leonard

Guest favorite
Guesthouse in Saint Leonard
Studio on the Bay.
Sep 30 – Oct 7
$115 per night
4.97 out of 5 average rating, 75 reviews
Guest favorite
Home in Saint Leonard
Blue Pearl-Luxury estate with private dock/jacuzzi
Nov 13 – 20
$370 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Cottage in Saint Leonard
Spacious Beachfront Retreat w/Dock
May 2 – 9
$361 per night
4.92 out of 5 average rating, 84 reviews
Superhost
Home in Saint Leonard
Waterfront house with private beach and pier
Apr 14 – 21
$414 per night
4.86 out of 5 average rating, 36 reviews
Superhost
Home in Saint Leonard
Cozy Beach House Spring Getaway
Sep 30 – Oct 7
$173 per night
4.83 out of 5 average rating, 53 reviews
Guest favorite
Cottage in Saint Leonard
Hot Tub, Block to Beach, Fire Pit, Screened deck
Jul 10 – 17
$327 per night
4.98 out of 5 average rating, 89 reviews
Guest favorite
Home in Saint Leonard
Large renovated home w/ 6 bedrooms and 2 kitchens!
Sep 27 – Oct 4
$511 per night
4.96 out of 5 average rating, 82 reviews
Guest favorite
Home in Saint Leonard
Hickory House on the Chesapeake Bay!
Jun 27 – Jul 4
$167 per night
4.93 out of 5 average rating, 41 reviews
Guest favorite
Home in Saint Leonard
J.K.'s by the Bay
Feb 12 – 19
$220 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Port Republic
"HighTideTranquility" Beach wBBQ
May 20 – 27
$220 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Port Republic
Chesapeake Bay beach community
Dec 29 – Jan 5
$146 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Lusby
Soul Oasis - home on the Chesapeake Bay
Oct 6 – 13
$135 per night
4.94 out of 5 average rating, 32 reviews

Destinations to explore

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