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Vacation rentals in Saint Leonard

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Top-rated vacation rentals in Saint Leonard

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Cabin in Lusby

4.93 out of 5 average rating, 180 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 --

Guesthouse in Saint Leonard

4.98 out of 5 average rating, 100 reviews

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, cooler, fishing poles and tackle are provided. Being on the western shore provides amazing sunrises and lots of hiking nearby. Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Cottage in Lusby

4.98 out of 5 average rating, 265 reviews

Gettin to the point. ( Cove Point Beach)

Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Rental unit in Port Republic

4.93 out of 5 average rating, 115 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)

Home in Saint Leonard

4.9 out of 5 average rating, 129 reviews

Perfect Bay and Beach Getaway one hour from DC!

Our waterfront home with sweeping views of the Chesapeake Bay is close to beaches, the Flag Harbor Marina, Solomon's Island, Flag Pond Nature Preserve and Calvert Cliffs State Park. You’ll love the spectacular sunrises/sunsets over the Bay, diving ospreys and eagles, and exploring the bay by kayak, canoe, or paddle board. Our house is great for families (with kids), groups, and well-mannered dogs. New in 2023: we will be replaced the upstairs HVAC system, baby proofing, and fall 2023 paint

Guest suite in Lusby

4.98 out of 5 average rating, 332 reviews

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 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 Solomon’s island. This is a safe space for all🥰

Cabin in Lusby

4.9 out of 5 average rating, 242 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.

Home in Lusby

5 out of 5 average rating, 166 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.

Cottage in California

4.97 out of 5 average rating, 219 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Home in Lusby

5 out of 5 average rating, 133 reviews

Historic Rousby Hall, Waterfront, Patuxent River

*Heated pool open to 11/11/24* Rousby Hall is located on the Patuxent River, outside of Solomons Island with a view of the river's opening to the Chesapeake Bay. The 16-acre property is adjacent to our very private conservation area that borders our 300-foot private beach. The year-round property has a pier, and in-ground pool (May-November 11th) with amazing river views.

Cottage in Saint Leonard

4.88 out of 5 average rating, 108 reviews

Spacious Beachfront Retreat w/Dock

Relax with the whole family at this peaceful place to stay. This charming home features 5 bedrooms and 3 full bathrooms. All bedrooms have a waterfront view. Enjoy watersports - kayaking, fishing, paddle boarding; or relax on the beach by a fire and enjoy the sunset. Bring your jet skis or fishing boat, the marina is 5 miles away.

Guesthouse in Lusby

4.96 out of 5 average rating, 170 reviews

Cozy Lakeside Studio Retreat.

Cozy basement studio that provides a perfect get away. From the pizza oven, kayaking, fishing, beach, dock, fire pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children

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Popular amenities for Saint Leonard vacation rentals

Free parking on premises

Air conditioning

Stay near Saint Leonard's top sights

Flag Ponds Nature Park55 locals recommend

Chesapeake Market Place11 locals recommend

The Tavern6 locals recommend

Matoaka Beach Cabins4 locals recommend

Happy Buddha4 locals recommend

ATM Machine at The Tavern4 locals recommend

Other great vacation rentals in Saint Leonard

Home in Lusby

4.95 out of 5 average rating, 73 reviews

Soul Oasis - home on the Chesapeake Bay

Home in Saint Leonard

4.96 out of 5 average rating, 90 reviews

Large home w/ 6 bedrooms, 2 kitchens, and hot tub!

Home in Huntingtown

4.95 out of 5 average rating, 43 reviews

House near Patuxent River

Home in Saint Leonard

4.96 out of 5 average rating, 26 reviews

Family Luxury: 5BR, GameRm, MovieRm, Beach, Kayaks

Home in Saint Leonard

4.95 out of 5 average rating, 56 reviews

Block to beach! Relax, enjoy views & game room.

Guest suite in Lusby

4.97 out of 5 average rating, 64 reviews

Waterfront on St. Leonard Creek at Fort Hill

Home in Saint Leonard

4.79 out of 5 average rating, 29 reviews

Charming Cottage by the Chesapeake Bay

Home in Port Republic

4.94 out of 5 average rating, 17 reviews

Mar&Velas

Quick stats about vacation rentals in Saint Leonard

Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Saint Leonard have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Saint Leonard. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Saint Leonard have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Saint Leonard. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Saint Leonard?
Four-legged friends are welcome in Saint Leonard. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Saint Leonard have free parking?
Absolutely! We offer over 20 house rentals with free parking in Saint Leonard. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Saint Leonard?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Saint Leonard?
Experience the best of Saint Leonard with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Saint Leonard have wifi?
Absolutely! We offer over 20 house rentals with wifi in Saint Leonard. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Saint Leonard?
Yes! Work meets play with ease at over 10 vacation rentals in Saint Leonard featuring dedicated workspaces. Stay connected and productive in your home away from home.

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