Top Vacation Rentals in Saint Leonard, MD

Chesapeake Holiday House
House
3641 Poplar Court, Port Republic, MD, MD 20676, USA

Featuring a garden, Chesapeake Holiday House provides accommodations in Port Republic. This beachfront property offers access to free Wifi and free private parking. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax. Opening onto a patio with quiet street views, the spacious air-conditioned vacation home consists of 3 bedrooms. Providing a terrace with garden views, this vacation home also offers a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. This vacation home is allergy-free and non-smoking. There is an on-site bar. A car rental service and a private beach area are provided at the vacation home, and guests can go canoeing in the surrounding area. New Carrollton is 11 miles from Chesapeake Holiday House, while Annmarie Garden is 13 miles from the property. Ronald Reagan Washington National Airport is 51 miles away, and the property offers a paid airport shuttle service.

Guest Reviews:

- "My boys have been fossil hunting for years and staying at this property was the perfect location for them. They have eve" - "Home near Calvert Cliffs" - "Great place. Really fun area to explore."

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Cabin
Port Republic, Maryland, USA

LENGTH-OF-STAY CHANGE: Hi everyone! In the past, shorter stays were pretty common here, and I loved hosting all kinds of visits. These days, reservations have a 30-day minimum. If you’re curious about why the change and were hoping for something a bit shorter, feel free to reach out to the owner. Always happy to chat!

You don't have to go far to feel far away from it all. The water view is stunning, described as breathtaking and exquisite. A rustic and cozy log cabin, in the woods, with a fire place, on a cliff, on the water. A great place to relax, walk the beach or nearby hiking trails. Come walk the beach and enjoy the expansive view from the deck, admire the fall foliage, or stay inside during cozy fall or crisp winter weather with a fire going. Look for fossilized sharks teeth on the community's private beach, or watch lightly falling snow on the water and trees, while you're warm and toasty inside with a fire going. Relax, enjoy the view and be at peace in every season.

NOTE 1: Hi everyone who's been looking at my property but not yet booked a stay, please just send me a message here letting me know that you're considering staying some time. I let people know of special opportunities to stay or events in the area that they may not know about but really like. If you've reached out to me here, then I can let you know when something's coming up. Sound good?

Note 2: This property, located about 15 minutes from Exelon's Calvert Cliffs, offers a cozy home with a beautiful view and fireplace. Multi-week winter stay discounts are available, making it a great spot to stay while working nearby.

This listing contains terrific information about my cabin and what you should know to have a most enjoyable stay. I hope you'll read to the end.

On clear nights, the cabin offers a stunning stargazing experience, away from city lights, where you can marvel at the brightness of stars and possibly see the Milky Way. Sitting on the deck, you can enjoy the peacefulness of the waves and the beauty of the night sky. A full moon adds an extra touch with shimmering moonlight on the water, making for a memorable experience.

This charming log cabin, originally built in the 1930s and carefully updated over time, combines rustic appeal with modern comforts, including central air, a La-Z-Boy sofa, Smart TV, Wi-Fi, and a fully-equipped kitchen. It sleeps 5 with a king bed, twin bed, and queen sofa bed. Located just an hour from Washington DC and Annapolis, it's the perfect cozy getaway.

I value diversity. LGBTQIA travelers welcome!

Relax surrounded by nature and stunning waterfront views, or be active and walk the beach looking for shark's tooth fossils, or hike nearby nature trails. The large windows and full deck let you enjoy the view in comfort. The perfect weekend or holiday getaway place, especially with the cozy fireplace going. Located on a 65-foot cliff, it's just a short walk to a beach and a 5-minute drive to a private community beach. Stroll the beach and enjoy the excitement of searching for fossilized shark's teeth that have washed up from the Chesapeake Bay. Walk the paths in the community or the trails in the nearby American Chestnut Land Trust and enjoy the scenic natural beauty. Visit local museums and historical sites. Eat at local restaurants or prepare your own food and dine on the deck while enjoying the waterfront view.

I love my neighbors. They are the best! Together we all enjoy a very quiet and relaxed neighborhood surrounded by nature's beauty. I'm committed to finding guests who will maintain the tranquility, respect community rules, and avoid parties or events. If you enjoy nature and a calm, relaxing atmosphere, you're welcome to request a stay at the cabin.

Internet Service is generally quite reliable and speedy. Neither I nor guests have had any trouble using Zoom or doing other online video conferencing.

The main bedroom downstairs contains a king bed. There is a small, rustic, attached full bathroom, closets, and five windows offering direct views of the Chesapeake Bay.

The second bedroom upstairs is an alcove off of the dining room, so it has only 3 walls but is private from the living room. It has a twin bed surrounded by book shelves and from that bed you can see the Chesapeake Bay and have great views of the sunrise while staying cozy under the covers. There is a full bathroom upstairs and a closet for clothes.

The living room couch folds out into a queen-sized bed with an inflatable pillow top. Positioned in front of the fireplace, it offers great views of the Chesapeake Bay through the dining room.

The path from the parking area to the main floor of the cabin is step-free, making for an easy walk.

Some Terrifically-Important-But-Not-Terribly-Exciting Details About Cleaning, Linens, Pets and Babies - Please Please Read This! Babies who cannot walk or crawl are welcome, but otherwise there is a minimum age of 5 for all guests. Some pets are allowed for a pet fee, 50 lbs maximum per pet (if larger, discuss with owner for a possible waiver). Most dogs under 2 years of age or who bark frequently are not allowed. If the total weight for 1 or more pets is more than 50 lbs, then at minimum an additional (and potentially more) pet fee will be charged. At the time you book your stay, please send a message and let the owner know your pet's age, breed, weight, barking habits & degree of housebrokeness. The cabin's pet guidelines can be sent in advance to you if you'd like, and if you book a stay they'll be sent to you to confirm that you and your much loved furry pal can follow them. After you schedule a stay we'll talk live over the phone, then a customized contract (the same one VRBO makes available to you to download and read before scheduling your stay) will be sent to you for signature. Now, wasn't that all very interesting?

No events, parties, disturbing of neighbors, boats on a trailer, or double-cab pickup trucks with a long bed allowed (too long for the parking area). Instead, come for quiet relaxation, stargazing, and nature at this cozy waterfront log cabin on the Chesapeake Bay.

Guest Reviews:

- "Brett is the best host we have ever had! He makes sure to speak to you personally, know the details of the type of experience you seek, and is readily available to answer any questions! The view from the cabin is breathtaking! We experienced the best bird-watching ever, starting with a pair of eagles that would come to rest at a tree next to this cabin. Bring your binoculars to watch the eagles, osprey, seagulls, hummingbirds, pelicans, and so many more species of birds! You will also enjoy colorful butterflies going from one beautiful flower to another. We had our 8 and 10-year-old boys and went down to the private beach to walk, look for shark teeth, collect shells, and learn about jellyfish. Generally, it is swimmable, but this year, jellyfish were everywhere, including Point Look Out, St Mary's, and Solomon's Island. The neighbors told us every several years, there are a lot of jellies, and this happened to be the year. It was okay, though, because the boys were curious to learn about them and the blue crabs we saw. The cabin is close to many amazing landmarks and offers great hiking trails. If you are looking to relax or looking for an adventure, you can find both here. Oh, and the stargazing is phenomenal! We saw shooting stars every night we were there. This trip allowed us to not only have fun as a family, but to learn about so many aspects of nature! Brett provides everything you need and more. We will be back!!!"

The Rivers Roost Home on Patuxent River!
House
MD, USA

Boasting river views, The Rivers Roost Home on Patuxent River! features accommodation with a balcony and a coffee machine, around 24 km from New Carrollton. It has a garden, a bar, sea views and free WiFithroughout the property. The holiday home features 3 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are available in the holiday home. At the holiday home guests are welcome to take advantage of a fitness room. Annmarie Garden is 26 km from The Rivers Roost Home on Patuxent River!, while Calvert Marine Museum is 27 km from the property. The nearest airport is Ronald Reagan Washington National Airport, 89 km from the accommodation.

Amenities:

View • Ocean View • Parking • Oceanfront • Child Friendly • Wheelchair Accessible • Breakfast • Internet

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
House
Port Republic, Maryland, USA

Free WiFi, kayak rentals. Our HOA precludes wedding or large gatherings. We are located on the Chesapeak's Bay Eastern shore, 14 miles north of Solomons Isld ,Calvert Cnty, Md

Beautiful sunrises and panoramic bay views make this 3 bedroom, 2 full bath, vacation beach house (sleeps eight). Located in Southern Maryland’s Western shore, only 45 min from Washington, D.C, in a charming 15 home community. Fossils galore, walk 5 miles on the bay's sandy shores. 450 pier, kayaks available.

If

Yes, please call or e-mail me at anytime at 703-623-0463 or aliciayo@comcast

.See video of the house: https://youtu.be/hDuRBLZR03c

Step into a world of enchantment at our Magical Bayfront Home, nestled along the picturesque Western shore in a historic 15-home community. Immerse yourself in a captivating blend of history, modern luxury, and breathtaking views that will make your stay truly unforgettable.

My home has yesteryear charm as it was contracted in the early 1940's but totally renovated adding even more charm to this 3 bedroom home that sleeps 8,

My home is located in a one of the kind community on the Chesapeake, we offer more amenities than any other community on the Bay. We have a 450’ pier, great for crabbing and fishing, a boat ramp, 350’ of private community beach with picnic tables, beach chairs, fire pit, a oversized charcoal grill and fossils from the Miocene era everywhere on the beach. You can walk north for miles on a sandy beach, and there is a private entrance to miles of the American Chestnut Land Preservation Old Bay Forest from our land.

Embark on a stay where your well-being is top priority. Our recent installation of an air purification system ensures 99% germ free environment, both in the air and on the surfaces. Breathe in the freshness as you relax in a home that not only delights the senses but also cares for your health.

Bay Adventure Awaits:

For the adventurer in you, explore the Chesapeake with our kayaks available for rent at just $75.00 each for your entire stay. As you paddle through the shimmering waters, marvel at the stunning sunrises and panoramic bay views that paint the sky with hues of magic. Parkers Creek Bird Sanctuary awaits you just 5 miles north. Enjoy the abundance of wildlife and array of native Chesapeake Bay plants and flowers as you paddle up the creek.

Enjoy walking for miles on winding trails thru our old bay forest, located just adjacent to our property. There are eagles’ nests along the trail and abundance of other birds that will sing you a symphony to delight your senses. The sounds of frogs add to the chorus.

Nature’s Playground:

Beyond the bay, our 450-foot pier, miles of nature trails, we have an open recreation field offering endless possibilities. Weather fishing /crabbing off the pier,
searching for sea glass, sharks’ teeth and other fossils from the Miocene era or having a fire on the beach at night cooking marshmallows over our fire pit, this is a haven where memories are born.

Pet Friendly Paradise:

Bring up to two furry friends along to share in the joy of this coastal escape. With a pet friendly policy and a nominal fee of $75.00 per dog, your four-legged companions can enjoy the sandy shoreline and join you in creating everlasting memories. Dogs must be on a leash. Sorry, cats are not allowed as too many people are allergic.

Charm Meets Modernity:

Step into a world where “yesteryear charm meets contemporary convenience. Marvel at the newly installed picture windows that offer post -card views from every window. Our gourmet kitchen, wrapped in a panoramic setting, invites you to create culinary delights with top-of-the-line appliances. I provide spices, flour, and sugar for your ease in packing. We love to cook so we have top of the line cookware.

Spectacular Spaces for Every Mood: I

Indulge in the warmth of two stunning stone fireplaces, hardwood floors, a mixture of beautiful antiques with comfortable sofas and reclining chairs, oriental carpets, and spacious gathering areas with breathtaking views.

The lower level is open with walls of glass surrounding two sides …. the views are breathtaking from every room. We have two separate family gathering areas on the lower level, one on the porch and the other by the stone fireplace with a 50” Roku smart screen T.V. This floor plan allows for everyone to have their space yet not feel separated from the group.

The upper level is conveniently designed as third sitting/sleeping area with another smart.TV over the fireplace. The sofa serves as a queen size bed. There is a trundle bed in this room that serves as two twin beds. This sleeping room is not private as you must walk thru this room to access the private master bedroom. Please review the pictures and make sure this is acceptable with your guests prior to booking.

The master bedroom boats a cathedral ceiling and a wall of glass, providing an uninterrupted view of the sun rising over the bay each morning.

You will love the desk in this sitting/sleeping room, perfect for your computer, if you can stop looking at the bay as it has a 6’ picture window.

The master bath is spectacular. It has an oversized floor to ceiling shower with two shower nozzles. There is a 6’ picture window in the shower with a stunning panoramic view of the Bay. Enjoy watching the sea gulls or the crab, cruise boats or shipping vessels while showering.

Enjoy an enclosed outdoor shower that has wonderful views of the bay. The front deck spans the entire length of the house. Imagine sipping wine or your morning coffee and watching the blue herons -- our local eagles -- and an assortment of other birds diving into the bay in search of their next feast. Or watching the large variety of boats traveling the bay for commerce or pleasure. This is truly the place where special memories are made.

We also have a back deck which is wonderful for morning coffee. The deck is surrounded by beautiful gardens offering an assortment of color for your enjoyment. There is a 20-year-old Crape Myrtle that graces our walkway. It starts blooming in mid-July thru August and sometimes into September. You will really enjoy the beauty of its deep blossoms as you sip your coffee. There is another tree that sits close to our deck, offering you lots of privacy, which is a favorite sanctuary for an assortment of birds. Expect to be serenade by various songs as birds chat with each other. Download a bird app and listen to the excitement of the birds around you.

This is a magical place. I'm not sure there are words to describe the charm of our warm and inviting home on the bay. The views from every room are simply breathtaking! You'll truly feel like you are on a ship overlooking a vast body of water. And the view is constantly changing.

As all our guests affirm, this is a vacation you will never forget – a magical escape that leaves an indelible mark on your heart. Book now and let the charm of our Bayfront home be the backdrop for your most cherished memories.

We provide free WIFI and linens, gas grill with a oversized charcoal grill on the beach.

I believe in the personal touch. Expect a friendly call from us after booking to address any questions or preferences. Your comfort and satisfaction my top priority.

Beach activities aside, if you wish you adventure off the shore, there are so many fun activities to do in our area. One of the more special spots located just 14 miles south from our home is Solomons Island. It is a charming village full of shops, great restaurants and fun activities for the entire family at the Calvert Marine Museum. The museum is a public, non-profit, educational, regionally oriented museum dedicated to the collection, preservation, research, and interpretation of the culture and natural history of Southern Maryland. They offer concerts and historical tours. Explore the history, culture, and lighthouses of the Chesapeake Bay and Patuxent River all in one place.

If you would like more information, please review both the state of Maryland and Calvert County office of tourism sites to get the latest activities:

Official State of Maryland Office of Tourism

Calvert County Office of Tourism

Don't forget, both Annapolis, Maryland home of the Naval Academy and Washington D.C. are only 45 minutes away!

The entire house and beach, community pier and beach, miles of Old Bay forest trails, dedicated as a wildlife preserve.

I call clients after booking, if you do not want me to call, please state this before booking.

We are only 45 minutes from Washington D.C. You can either drive in or take the metro which is close to the D.C. boundary line. Annapolis is just 40 minutes away. Charming Village of Solomons Island is 14 miles south of us, filled with historic homes, great seafood restaurants and a boardwalk.

Guest Reviews:

- "Beautiful location, huge views. We didn’t want to leave." - "My wife, daughter, and I enjoyed this beautiful home with an absolutely stunning view of the bay! The house as well, appointed, convenient and comfortable, and we had everything we needed for a relaxing weekend getaway" - "Peaceful stay with beautiful views and a very responsive host. We enjoyed the property and put it on our list of places that we wouldn’t hesitate to rent again."

Magical Bayfrnt Home, Pier, Beach, Fossils, Trails
House
3010 Governor Run Road, Port Republic, MD, MD 20676, USA

Magical Bayfrnt Home, Pier, Beach, Fossils, Trails is located in Port Republic, just 11 miles from New Carrollton and 14 miles from Annmarie Garden. This beachfront property offers access to free Wifi and free private parking. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax. Featuring a patio and sea views, the spacious vacation home includes 3 bedrooms, 2 living rooms, cable flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a bidet. Towels and bed linen are offered in the vacation home. This vacation home is allergy-free and non-smoking. For those times when you'd rather not eat out, you can cook on the barbecue. Guests at the vacation home will be able to enjoy activities in and around Port Republic, like fishing, canoeing, and hiking. Magical Bayfrnt Home, Pier, Beach, Fossils, Trails has both a sun terrace and garden where you can relax, along with a private beach area. Calvert Marine Museum is 15 miles from the accommodation, while Rod N Reel Charter Fishing is 19 miles from the property. Ronald Reagan Washington National Airport is 52 miles away.

Amenities:

Ocean View • Other • Child Friendly • Balcony/Terrace • Guest Services • Fireplace/Heating • Internet • Pet Friendly • Private Beach • Wheelchair Accessible • Oceanfront • Accessibility

Waterfront riverhouse on a beautiful farm only 50 minutes from DC
House
St Leonard, Maryland, USA

Great house on the Patuxent river with new kitchen, paint, outdoor deck and 2 full bathrooms. Access to kayaks and paddleboards if needed. House also has its own beach (see photos) and has a convenience store for all sundries only 2 miles away. A great year round house with unique views and experiences throughout the entire year. Also a great place to view all of the wildlife that the Patuxent River has to offer.

Guest Reviews:

- "Home and amenities are exactly as described and pictured, but the actual views are even better. Per was a super responsive host on questions. Great place to enjoy all the Patuxent River has to offer!" - "This was a perfect home with plenty of room. The views were amazing. Did not want to leave." - "This was our second stay at this lovely river house. Nicely laid out, very cozy and relaxing ! We will definitely return!" - "It was our second time there. We've created some fantastic memories while there."

Hickory House on the Chesapeake Bay!
House
5863 Hickory Road, Saint Leonard, MD, MD 20685, USA

Offering a garden, Hickory House on the Chesapeake Bay! provides accommodations in Saint Leonard. Private parking is available on site at this recently renovated property. New Carrollton is 15 miles from the vacation home and Annmarie Garden is 14 miles away. With free Wifi, this 2-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The vacation home offers bed linen, towels, and laundry service. A private beach area is available on-site and cycling can be enjoyed close to the vacation home. Calvert Marine Museum is 15 miles from Hickory House on the Chesapeake Bay!, while Rod N Reel Charter Fishing is 23 miles from the property. Ronald Reagan Washington National Airport is 55 miles away.

Amenities:

Private Beach • Air Conditioner • Guest Services • Internet • Oceanfront • Pet Friendly • Security/Safety • Sports/Activities • Ocean View • Parking • Laundry • Balcony/Terrace

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
Apartment
Lusby, Maryland, USA

Summary:
Beautiful 1 bed, 1 bath private flat near beaches, marinas, fishing and boating!

The Space:
Experience a piece of Southern Maryland history. Bancroft Manor was among the first homes along St Leonard's creek. Every square foot of this house was renovated in 2019 - but the unique Tidewater Maryland architecture remains.

The Manor resides on 3 secluded acres. Close to everything Southern Maryland has to offer, yet feels a million miles away.

The Terrace Suite has a private patio with gas grill and and it's own private entrance. There are no spaces (other than the 3 acres of property grounds) that are shared with other guests or the owners.

Your suite is appointed in absolute luxury! Not a detail has been missed in making this your new favorite get away spot.

The fully equipped kitchen has a full sized fridge, cooktop and large single basin sink. As well as everything you need to prepare and enjoy a meal. The kitchen also has a microwave, coffee maker and dishwasher.

You'll find a starter supply of coffee pods, sugar packets, toilet paper (3), and paper towels (1).

Your living room is appointed with a 32 inch smart TV. Login to your Netflix, Hulu or Prime TV account and watch your favorite movie or show.

High Speed WIFI is available.

Your bedroom has a comfortable plush queen bed that you may never want to leave. But the idea of sitting out on your terrace with a cup of coffee listening to the birds and taking in the view may just be what you need to get you up in the morning. You'll have an nightstand and lamp on your bedside table and easy reach for device charging.

The bathroom has a tiled stand up shower and large pedestal sink. You'll also find premium shampoo, conditioner and body wash should you need it. Space in the bathroom has been maximized and designed with clean lines and ease-of-use in mind, so everything you need is within reach.

Enjoy your evenings on the terrace with a glass of wine. Grab some local meat/produce just up the road at The Chesapeake's Bounty and fire up the grill. Or take a 5 minute stroll just down the road for a drink and dinner on the water at Vera's Beach Club.

The Neighborhood:
While this property is not directly on the water, the water is all around us and our property has seasonal views. You can take a 5 minute walk down the road to Vera's and be right on the water for lunch/dinner and water fun.

Whatever you're looking for in a relaxing get away - you'll find it here in Solomons/Lusby! Launch a kayak, stand up paddle board, ride a jet ski, take a hike...or bring a book and just relax and enjoy a picnic on the property.

Solomons boardwalk is a 10 minute drive down the road with the best seafood this area has to offer. Drive (or take an Uber if you want throw back a couple cocktails) to Solomons and enjoy the best sunset you've seen in a long time.

We are incredibly grateful to be your hosts. Please reach out with any questions.

Getting Around:
Everything SOMD has to offer is within a 10 minute drive -
Solomon's Island Boardwalk and restaurants, Calvert Cliffs State Park beaches and hiking, Fishing, boating and marinas are all within a short drive.

Interaction with Guests:
We are available via text or email.

Guest Reviews:

- "My husband and I needed a break and have a tight budget. Our only objective was to be able to relieve some stress by looking at a large body of water. We picked Julie's place because of the rate and the photos, and we weren't disappointed. It is a lovely suite, quiet, comfortable, and very conveniently located to all the state parks, Solomons, and historical areas. We got to experience the Bay, the Potomac and the Patuxent and felt refreshed. We greatly enjoyed our visit and hope we can return! Thank you, Julie and Jason!"

Walk to Beach Charming Maryland Home with Yard!
House
MD, USA

Walk to Beach Charming Maryland Home with Yard! is located in Flag Harbor, just 14 miles from New Carrollton and 13 miles from Annmarie Garden. Complimentary Wifi is offered throughout the property and private parking is available on site. Calvert Marine Museum is 14 miles away and Rod N Reel Charter Fishing is 22 miles from the vacation home. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with free toiletries. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. The accommodation has a fireplace. St. Mary's College of Maryland is 29 miles from Walk to Beach Charming Maryland Home with Yard!, while Cape Saint Marys Marina is 30 miles from the property. Ronald Reagan Washington National Airport is 55 miles away.

Amenities:

Parking • View • Other • Oceanfront • Guest Services • Child Friendly • Internet • Fireplace/Heating • Accessibility • Ocean View • Security/Safety

WATERFRONT! The River's Roost on The Patuxent River
House
Saint Leonard, Maryland, USA

Situated right on the Patuxent River and offering endless opportunities for fun, this house is the most idyllic place to escape on your next coastal Maryland getaway. Complete with 3 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,000 square feet of updated and stylish interior, this vacation rental is brimming with everything you need on your St. Leonard stay. Don't forget to take advantage of the outdoor spaces like the 2 wraparound decks, the boat dock, and the peaceful backyard tiki bar!

Guest Reviews:

- "Great place with lots of room. Very relaxing and a great host" - "I wish we had more time to spend at the house and I wish the weather would have been more cooperative. I would highly recommend this location. The owner’s were very quick to respond to any questions. Definitely would stay again. " - "Place is as described and shown in pictures. It will accommodate your group easily with lots of amenities to keep you busy. Host was helpful, communicated through out the stay, and had frosty mugs in the freezer ready for your fav beverage. A+ recommendation."

Maryland Vacation Rental with Private Pool and Dock
House
Dowell, MD, USA

Maryland Vacation Rental with Private Pool and Dock is located in Dowell, just 8 miles from Annmarie Garden and 8.9 miles from Calvert Marine Museum. The property is around 24 miles from St. Mary's College of Maryland, 24 miles from Cape Saint Marys Marina, and 26 miles from Rod N Reel Charter Fishing. Free Wifi is available throughout the property and New Carrollton is 18 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with an a bath or shower and free toiletries. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at the vacation home. Ronald Reagan Washington National Airport is 58 miles away.

Amenities:

Parking • Guest Services • Pet Friendly • Other • Pool • Security/Safety • Accessibility • Internet • Child Friendly

Luxury estate with jacuzzi and private pier
House
Saint Leonard, Maryland, USA

Welcome to the Blue Pearl - a luxurious river front estate with a private pier to catch crabs, fish, kayak, soak in the outdoor jacuzzi and enjoy the river life.

Four bedrooms with three full bath ensuites and over 2800 square feet of luxury accommodations await you. Pull up to your private boat dock, catch Maryland blue crabs with the provided crab traps, toast s’mores in the firepit while sitting in your Adirondack chairs. Enjoy two decks to view the sunrises and sunsets.

Master Bedroom has king bed, gas fireplace and full floor to ceiling windows to enjoy the water views. Master bath has jacuzzi tub, double rain shower, heated tile floors.

Second and third bedrooms are ensuite and include queen beds with luxury appointments. Fourth bedroom (Queen sofa sleeper) is attached to one of the bedrooms via a hallway.

Kitchen comes equipped with stainless steel appliances, 6 burner gas stove with grill and double ovens, beverage fridge, and Thor undercounter fridges, coffee maker, air fryer, microwave, fully equipped kitchen/supplies. Enjoy the full river views and calm serenity of the water while spending family meals together.

Living room has HDTV with cable and board games.

Decks include Blackstone grill, shade umbrella and outdoor furniture.

House comes with cable, WiFi, board games, linens/towels, washer/dryer, paper products, cleaning supplies, detergents, and complimentary toiletries. Driveway for three cars. Stair access for main level and decks.

POLICYS: No smoking or pets. No events, parties or large gatherings. Must be 30 years of age to book. This house is not offered as a party/event venue.

Please--this house is limited to eight (8) people on the premises. It is not available as a venue for hosting weddings, parties, celebrations, graduations, etc. (unless you are limiting your celebration to 8 people). Thank you for your help in respecting our property.

THINGS TO DO:
VINEYARDS: Running Hare Vineyard (11.4 miles), Cove Point Winery (14.3 miles)

DESTINATIONS: Wander historic Solomons Island seaport village (18 miles), go hunting for Miocene era fossils and shark teeth at Calvert Cliffs State Park (13.5 miles), sign up for sailing lessons at a nearby sailing school, go berry picking at Swann Farms.

BOAT RENTALS: Spring Cove Marina (18.2 miles), Solomons Boat Rental (18.5 miles), Bunky's Charter Boats (18.6 miles), Schooner Heron Charters (19.7 miles)

Guest Reviews:

- "Took my mom (84), aunt (85), and cousin (77) for a 80) Girls’ week by the water. The house, location, and amenities far exceeded our expectations. Great thought was put into the design and flow. Well stocked kitchen and two decks for everyone to enjoy together or for some quiet time. This week was perfect, from checkin to departure. This is the best rental I’ve used to date. We will definitely be back. Thanks so much for sharing this gem with others!!!"

Waterfront Lusby Escape with Fire Pit and Kayaks!
House
Dowell, MD, USA

Waterfront Lusby Escape with Fire Pit and Kayaks! is located in Dowell, just 24 miles from Cape Saint Marys Marina and 26 miles from Rod N Reel Charter Fishing. The property is around 8.1 miles from Annmarie Garden, 9 miles from Calvert Marine Museum, and 24 miles from St. Mary's College of Maryland. Free Wifi is available throughout the property and New Carrollton is 18 miles away. The air-conditioned vacation home consists of 4 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. There is an on-site bar. Ronald Reagan Washington National Airport is 58 miles from the property.

Amenities:

Other • Fireplace/Heating • Sports/Activities • Guest Services • Security/Safety • Parking • Bar • Child Friendly • Accessibility • Internet

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches
House
Lusby, Maryland, USA

Summary:
Spacious Cottage near beaches, marinas, fishing, boating.
Warm Up around your own secluded propane fire pit!

Near Calvert Cliffs Power Plant and Dominion. Happily hosting longer term stays for transient employees. Please message me for details.

The Space:
Experience a piece of Southern Maryland history. Bancroft Manor was among the first homes along St Leonard's creek. Every square foot of this house was renovated in 2019 - but the unique Tidewater Maryland architecture remains.

The Manor resides on 3 secluded acres. Close to everything Southern Maryland has to offer, yet feels a million miles away.

The Garden Cottage has a private yard with gas grill and and it's own private entrance. There are no spaces (other than the 3 acres of property grounds) that are shared with other guests or the owners.

Your suite is appointed in absolute luxury! Not a detail has been missed in making this your new favorite get away spot.

The kitchen has a full fridge, electric range/oven and large single basin sink. As well as everything you need to prepare and enjoy a meal. The kitchen also has a microwave, keurig coffee maker and dishwasher.

You'll find a starter supply of coffee pods, sugar packets, toilet paper (3), and paper towels (1).

Your living room is appointed with a 32 inch smart TV. Login to your Netflix, Hulu or Prime TV account and watch your favorite movie or show.

WIFI is available.

Your bedroom has a comfortable plush queen bed with nightstands and a lamp as well as easy reach for wireless device charging.

The bathroom has a shower/tub combo, and a good sized single sink vanity. You'll also find premium shampoo, conditioner and body wash should you need it. This bathroom is equipped with all the luxuries of home - including the size.

Enjoy your evenings in the garden with a glass of wine. Grab some local meat/produce just up the road at The Chesapeake's Bounty and fire up the grill. Or take a 5 minute stroll just down the road for a drink and dinner on the water at Vera's Beach Club.

The Neighborhood:
While this property is not directly on the water, the water is all around us and our property has seasonal water views. You can take a 5 minute walk down the road to Vera's and be right on the water for lunch/dinner and water fun.

Whatever you're looking for in a relaxing get away - you'll find it here in Solomons/Lusby! Launch a kayak, stand up paddle board, ride a jet ski, take a hike...or bring a book and just relax and enjoy a picnic on the property.

Solomons boardwalk is a 10 minute drive down the road with the best seafood this area has to offer. Drive (or take an Uber if you want throw back a couple cocktails) to Solomons and enjoy the best sunset you've seen in a long time.

We are incredibly grateful to be your hosts. Please reach out with any questions.

Getting Around:
Everything SOMD has to offer is within a 10 minute drive -
Solomon's Island Boardwalk and restaurants, Calvert Cliffs State Park beaches and hiking, Fishing, boating and marinas are all within a short drive.

Other Things to Note:
** Parking will be in the lower driveway on the side of the house. You will walk the gravel path along the side of the house and across the length of the back of the property to find the Garden Cottage. Please see pictures in the listing showing the walk. It's about 250 feet of gravel path from the parking area to the Cottage. **

Interaction with Guests:
We are available via text or email.

Guest Reviews:

- "This property was spotless and well-appointed. It had all of the typical starter things and much more - great soaps, plenty of Keurig cups, sugar, creamer, etc. The cottage isn't huge but the space is used well. Also all of the furniture was in very good shape - we couldn't be happier with our 4 night stay! Thank you." - "This is a lovely cottage that is perfect for a couple and/or a single person looking to getaway from a busy city lifestyle. Especially if you're in need of r&r. Julie is a great host. She emailed excellent recommendations of things to do in the area and even emailed us to make sure we had everything we needed. We definitely recommend staying here."

Cozy Cedar Cottage-Autumn Beach Getaway
House
St Leonard, Maryland, USA

Warm days and cool nights are perfect for a romantic Autumn getaway or family fun weekend touring pumpkin farms, mazes, wineries, indulging in local pastries and of course sourdough bread and fresh seafood. Oyster season has begun!
Come enjoy our private community beach with one mile of shoreline, sandy beach and the Chesapeake Bay. Walk or drive to this hidden gem for sun and sand.
This single level house is comfy and cozy with everything you need to relax and take in the fresh air. Breathtaking morning sunrises to start your day off and stroll the quiet beach to get your morning cardio in. Relax in the evening with a glass of wine, cozy fire pit and star gazing on a clear evening sky.

This relaxing cottage is very well stocked for your beach retreat includes a patio and deck with two grills, beach chairs, cooler, beach wagon, towels, toys, corn hole, umbrella, sun shade, hammock and more. We provide coffee for the 12 cup coffee maker, coffee filters, teas, cooking spices, oil, children's utensils and dishes, linens and toiletries to get you started on a fabulous vacay!

The local area has great hiking trails, wineries, breweries, antique shops and more! A great place to stay for work vacationers, small family or romantic getaway. St. Leonard is an hour south of Washington DC, Annapolis, Virginia and a few hours from PA. Enjoy the quiet beach and avoid the stress of Eastern Shore traffic! Come visit and check out the beautiful Chesapeake Bay. 1 mile of beach is hard to come by. Guests are to obey all posted beach rules and must display beach parking pass we provide.

Guest Reviews:

- "This was our second time staying. We absolutely love the area. It's perfect for a young family and not having the hustle and bustle of Ocean City. Kris is a wonderful host and gave us many recommendations of things to do in the area with kids. The Calvert Marine Museum has become one of our favorite things to explore." - "We had fun on the beach and the surrounding area." - "We had a wonderful time! The property was beautiful, and Chris was a great host. Definitely recommend staying here."

Stunning Water Front Home with Private Dock and Beach and Sunsets
House
Lusby, Maryland, USA

Welcome to Martin's Landing, a stunning waterfront retreat, a very large and spacious 4-bedroom home designed for the ultimate getaway. While offering a peaceful retreat, the home is also conveniently located near local attractions, dining, and outdoor options.

Come enjoy the beauty and bounty of Southern Maryland including the Chesapeake Bay, beaches, rivers, golf courses, wineries, marine museums and more.

The house is appointed with space, luxury and comfort in mind. This spacious and elegantly decorated property is perfect for families, groups, or anyone looking for a memorable stay. Enjoy modern amenities, beautiful decor, and an ideal location for exploring the best that Southern Maryland has to offer. A fully equipped gourmet kitchen features all the cookware and utensils you need to prepare delicious meals. The adjacent dining area seats twelve, making it perfect for family meals. Offering multiple sitting areas to suit every need. The main living area is perfect for gathering with family and friends. The game table is a fun and entertaining space with a view of the river --perfect for both kids and adults to enjoy. Step outside to enjoy morning coffee, alfresco dining, or simply relax in the serene surroundings.

Please note that we provide a starter supply of coffee, toilet paper and paper towels to start your vacation.

Located on historic St. Leonard's Creek, Martin’s Landing, offers stunning sunsets and relaxing and quiet mornings. It is an easy 70-90 minute drive from Washington, DC and Annapolis areas. It is a 20 minute drive to Solomon’s Island -- where you can explore the Calvert Marine Museum, the boardwalk, the Tiki Bar, the sculpture garden and much more.

Recently listed and fully remodeled, this beautiful waterfront offers 4 bedrooms and 4.5 bathrooms. The kitchen, breakfast table, counter and living area are open concept. With several seating areas, guests can spend time all together or spread out and enjoy smaller groupings of seating, Two large smart-TVs are in the house for movie-nights. This airy, bright house has lots of natural light throughout! There is free high-speed WiFi in the house.

The gourmet kitchen is fully stocked and offers Thermador appliances and spacious counters, making Martin's Landing the ideal location to cook and relax with friends and family.

Two queen beds are in the spacious main-level bedroom. A main-level 1/2 bath is near the kitchen. Three more large bedrooms are upstairs so the house offers guests privacy during their stay. Every bedroom has its own bathroom ensuite as well as plenty of closet and storage space

The upstairs primary bedroom has a river view, a private den area with a television to lounge or to work.

Martin's Landing faces west and offers fabulous sunset views across the Saint Leonard Creek. The spacious private dock is the perfect place to launch your water toys, sip on your morning coffee and evening beverage, or read a book lounging in the breeze -- all while listening to the sounds of nature. Osprey, Bald Eagles and Great Blue Heron are regulars on the Creek.

For the times you don't feel like cooking, Martin's Landing is a 5-minute walk to Vera's Restaurant and Marina. Or hop in your car and enjoy the local restaurants in Lusby and Solomon's Island.

Books and games are in the house for you to use. Additionally, 4 kayaks, 2 bicycles and a paddle board are provided for guests to enjoy. Very Important note: There is no lifeguard. You swim, kayak, paddle board at your own risk. Please properly stow away water toys after use. Lifejackets are provided and required when on the water!

A complete picnic basket is in the kitchen pantry for you to use and enjoy at the local beaches, parks or on the dock. Please be sure to clean, dry and return all the items to the basket for the next guests to use.

Guest Reviews:

- "The area was beautiful and quiet. The house was very nice and well maintained." - "This house was perfect for our extended family of 12 to stay for my dads birthday weekend. Super clean, very roomy, amazing kitchen, and gorgeous view! We walked up the street to Vera’s and drove to town for ice cream and groceries. Victoria was in touch and we had everything we needed. We caught lots of fish and enjoyed s’mores around the campfire. We even saw Eagles, hawks, a duck family and a stingray. We used the kayaks. Plenty of parking. Thank you very much!"

Courtyard Studio at Bancroft Manor. Cozy Retreat!
Apartment
Lusby, Maryland, USA

Summary:
Beaches, Marinas, Fishing, Boating nearby! Studio Suite on 3 Acre Estate.
Private Courtyard Entrance with Gas Grill.

The Space:
The Manor resides on 3 secluded acres. Close to everything Southern Maryland has to offer, yet feels a million miles away.

The Courtyard Studio suite is tiny living at it's finest! Perfect for one person, but will accommodate two people who enjoy a minimalist footprint. Every inch of this suite is maximized to ensure you're not missing any luxuries in your cozy space.

The studio suite has a private courtyard with a fountain and sitting area and it's own private entrance. There are no spaces (other than the 3 acres of property grounds) that are shared with other guests or the owners.

The Courtyard Studio has a well equipped kitchenette with a mini fridge, microwave and small sink as well as cutlery, dishes and a Keurig coffee maker.

You'll find a starter supply of coffee pods, sugar packets, toilet paper (3), and paper towels (1).

Your room is appointed with a 32 inch smart TV. BYOP to login to your Netflix, Hulu or Prime TV account and watch your favorite movie or show.

High Speed WIFI is available.

Your room has a comfortable, plush full size bed, as well as a sitting chair and side table for working or eating.

Everything in the studio - from the fixtures to the tile, to the furniture - is brand new.

Whether you're passing through for work or pleasure, this will become your favorite little getaway spot. You'll enjoy sitting in your own private brick courtyard with a cup of coffee in the morning or unwinding with glass of wine at sunset. Bring a book or a journal because there's something about this place that will inspire your inner creative.

The bathroom has a tiled stand up shower and pedestal sink. You'll also find premium shampoo, conditioner and body wash should you need it.

Enjoy your evenings in the courtyard while listening to your favorite podcast or reading a book. Grab some local meat/produce just up the road at The Chesapeake's Bounty and let us know if you'd like us to provide you a small charcoal grill to make a meal on. Or take a 5 minute stroll just down the road for a drink and dinner on the water at Vera's Beach Club.

Experience a piece of Southern Maryland history. Bancroft Manor was among the first homes along St Leonard's creek. Every square foot of this house has been renovated - but the unique Tidewater Maryland architecture remains.

Guest Access:
You have access to the Courtyard Studio Suite which is a one room accommodation (which is completely separate from the Main House) consisting of a bedroom/living room with a full size bed, a chair and side table and a small kitchenette with a mini fridge and microwave and Keurig coffee maker. Guests will enjoy a small private courtyard with a fountain and a separate, private entrance.

Getting Around:
Everything SOMD has to offer is within a 10-15 minute drive -
Solomon's Island Boardwalk and restaurants, Calvert Cliffs State Park beaches and hiking, Fishing, boating and marinas are all within a short drive.

Interaction with Guests:
We are available via text or email.

Guest Reviews:

- "The place was perfect, very clean and comfortable. Would definitely book again if ever back in the area." - "Nice room- quiet, clean, comfortable in a residential neighborhood. The host was helpful and answered any questions we had quickly." - "Needed a place to stay before I move to SC and this place/location was perfect! Great all around and great communication." - "Stayed with Julie for a quick get away weekend late in October. The leaves were just beginning to turn, so we missed it by about a week or two. Regardless, the area had lot of other thing to offer including a nice hike down to the Calvert Cliffs Beach. Upon our arrival, we found the unit to be very clean, but a bit on the small side. The decorum more then made up for it though by giving off a very cozy comforting, peaceful feeling. Not ideal for a long term stay, but certainly functional for a nice quiet weekend get away or a few days. We truly enjoyed our short stay and our host Julie was very responsive and available at all times if you needed her. This is a place I can see us going back to in the future."

Studio on the Bay.
Apartment
Saint Leonard, Maryland, USA

A studio apartment sits on a hill. You will have to walk up stairs from the parking oad and a grassy hill (can be considered a mildly steep incline). Its also within a short walking or driving distance of 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. Guests have access to the above garage apartment ( not the garage /basement),
Shared spaces and items:
Parking pad (each Cottage on the Bay & Studio on the Bay get ONE space EACH) this is a tight fit…two large vehicles will not fit comfortably, best suited for mid size to compact vehicles, additional parking can be provided ONE block away from the property, fire pit area/back yard, two kayaks and two paddle boards are available for use and are shared with Studio on the Bay guests.

Updated 8/28/2023: to include a 3 person Hot Springs Jacuzzi, this is a shared amenity. Sits on the back of the property behind the fire pit.

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.

Guest Reviews:

- "We had a super comfortable stay and can't wait to come back next year! The owners thought of everything. Such a nice base for fossil-hunting at the community beach, Calvert Cliffs and Matoaka beach. We found a 17 million year old prehistoric White shark tooth!" - "Beautiful spot for a relaxing trip. Went with my best friend and we spent lots of time walking and exploring. House is fully stocked so we were able to cook at home several times but we also found some great restaurants. Property owners lived nearby so they were quick to help which was nice. Highly recommend visiting!"

The Little Blue Cottage on the Crick.
House
Hollywood, Maryland, USA

About this space
Escape to this peaceful waterfront cottage and enjoy everything the crick life has to offer. You can start your day drinking coffee on the porch rockers watching the birds do their morning routine and finish your day drinking a cold beverage down by the water in the Adirondack chairs watching the sunset over the creek. Bring the home office and work while enjoying the view!
The space
Beautifully updated 2-bedroom 2 full bath waterfront cottage. You will enjoy gorgeous views from the sunroom / living room.

There are 2 separate dining / eating areas (1 inside and 1 outside).

Both bedrooms have Queen size beds.
Another full bath in the basement along with a laundry room.

Clothes hangers provided in all closets

Standard drip coffee maker and a Keurig.

High speed internet

Also, a community boat ramp located a few miles away by car but just down the Crick by boat.

Guest access
The entire space is yours to enjoy and accessible through keyless entry.

Guest Reviews:

- "The property is clean and smart, the host is friendly and helpful, the area is lovely and quiet. What more could one ask?" - "We have never stayed in a more beautiful and scenic cottage before. We loved all the amenities it offered. Our host was there and greeted us after we were unpacked any sitting outside on the deck. She was super sweet and answered any and all our questions. As we were driving away after our stay, we were making plans to return to the Blue Cottage."

Coastal Haven- Beach w/BBQ
House
Port Republic, Maryland, USA

Welcome to "Coastal Haven" , newly renovated and decorated luxury 4 bedroom 2 bath. The property is only a short walk to the Chesapeake Bay. Guests will have access to the beach, pavilion, playground, basketball, and BBQ .

2 KING Bedrooms, 1 Queen Bedroom, and 1 Bedroom with Bunk Beds (twins). The couch converts to a sleep sofa.

The style of the home is coastal. The vibe is peaceful with soft colors and textures. The Kitchen is well-equipped, so you have the option to entertain.

Guest Reviews:

- "We had a great vacation staying at this lovely property. Our host’s communication was perfect. We knew the where, when and how. The home was comfortable and very clean. Much thought has gone into making sure it’s ready to go! The kitchen is well appointed for folks that cook. 2nd fridge is handy too! We all slept well after active days on the water. The mattresses are divine and the neighborhood is quiet and safe! For a decent sized group of various ages this house has an ideal layout. The deck/patio is lovely for hanging out. Birds at the feeder for coffee time outside and great outdoor seating to kick back with a good book! Central location too!!!!! It’s a winner all around!! We would love to return."

Private Beachfront Home with Beautiful Bay View
House
Port Republic, Maryland, USA

Enjoy spectacular 180 degree views of the Chesapeake Bay on this 4 bedroom waterfront home situated on a private treed lot with trees atop a 75 ft. cliff overlooking Southern Maryland's Western Shore. The private neighborhood, called Scientists Cliffs, is surrounded by a nature preserve that is ideal for hiking and mountain biking. Kitchen features granite countertops and stainless steel appliances. Located about 1 hour from Washington, DC, 45 minutes from Annapolis, 25 minutes from Solomon's Island.

Bedroom 1 - Upstairs Corner Room - Queen - Bayfront
Bedroom 2 - Upstairs - 2 Twin Beds - Bayfront
Bedroom 3 - Upstairs - 1 Double + 1 Bunkset
Bedroom 4 - Downstairs - Master Bedroom - King + Queen Sleeper Sofa - Bayfront with walkout door

PLEASE NOTE THAT THIS IS A NON-SMOKING HOUSE AND NO PETS ARE ALLOWED.

Additional activities include:
- collecting shark's teeth and other fossils on the beach
- fishing and crabbing
- swimming in the Bay (Sandy beaches)
- kayaking and boating

General: - Private beach in front of house with stairs to beach one house away
- 2 outdoor showers/foot wash/changing area
- 2 refrigerators
- Carport for 2 cars
- No pets

- Screened porch overlooking the bay
- Granite countertops in kitchen and bathrooms,
- New stainless steel appliances, convection oven

Vacation Amenities Included: - Cable TV - 1 TVs, 2 TVs with WIFI/Roku
- 50" LCD HD TV in Family Room
- DVD player and DVD library
- 50" TV in lower bedroom
- 30" TV in master bedroom
- Wireless broadband Internet access
- Stereo
- Linens and towels provided
- Books and Games

Guest Reviews:

- "Beautiful views of the Bay. We practically hung out on the screened porch the entire time watching eagles. House was very clean and quiet. Plenty of room. Appliances are new. This is our 2nd stay. We’ll be back again." - "My husband and my three sons and I spent a delightful autumn week at this bayside property in Scientists' Cliffs! The house was clean, spacious and well supplied with everything we needed. The view of the water was gorgeous! We enjoyed walking to the beach, bicycling through the neighborhood and hiking the nearby trails. We met several of the neighbors, who were all warmly welcoming. We highly recommend this pleasant, relaxing place to stay!"

Resort Style Country Living on the Patuxent River
House
Saint Leonard, Maryland, USA

This 6 bedroom/6.5 Bath, manor house has been completely renovated from its original 1782 historic state. It offers modern amenities while maintaining the charm of Southern Farmhouse living.

As you enter this house from the grand pillared front porch you immediately see nothing but land and water for as far as the eye can see. The "gun room" offers a library like seating room for a quiet reprieve, additionally, a small office with a half bath is hidden behind the main stairwell. This can also be converted into an additional nanny suite if needed. A great room with a 4 ft fireplace welcomes gatherings with two separate seating areas and a card table for games. A large dining room is centered on this floor with spectacular views and enough seating for 12. This can also be accessed off the butler's pantry for ease of entertaining. The heart of this house is the large, sun filled live-in kitchen which is where families gather around the island which seat 4, the additional lounge seating in the center or another grand 10 person table. The kitchen has a separate stairwell leading to the top floor. Also, off the kitchen is a media/playroom with a pull-out couch, toy box and a place for the younger generation to relax. A full bathroom is accessed right outside of this room making it another convertible queen bedroom.

As you make your way to the true front of the house facing the river you find a spectacular screened in porch with ample seating, ping pong, pool, and breathtaking views. This is where most people find themselves spending their time at the Farm. The sunsets on this porch compete with the best in the world.

On the top floor there are 2 master suites both with King beds and water views making it easy for 2 families to share time at this home. A queen en suite bedroom overlooks the barn and horses and a double en suit room overlooks the fields. There are 2 additional rooms with 2x twin beds that share full bathroom. A dressing room/linen room can also be converted into a nursery - pack n' play/crib are available.

Behind the owner's only studio house is a large outdoor living area with a huge pool, brick patio, tiki hut style bar, hammock, children's play structure, volleyball net and sports court. This is where you can spends hours of your day while everyone is fully entertained. Otherwise, go for a 3 mile walk and never leave the property and find yourself on your own private beach or at the barns ready for a horse back riding lesson which can be arranged separately.

This is home is the perfect setting for family gatherings, entertaining and the feeling of security on your private picturesque farmland.

Guest Reviews:

- "Well it rained ( poured) the whole week we were there. We couldn’t use the nice pool, which was a real bummer and we couldn’t go horseback riding. We still had a great time because of the pool table, the dart board and the ping pong table. In between the down pours the guys did some fishing in the pond. They caught a lot of fish (but threw them back) we did get to pet the horses and feed them carrots, which was fun. All in all, even with the bad weather , we enjoyed our stay very much. Harley, the property manager was very nice and accommodating. The whole family had a good time."

Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
House
Mechanicsville, Maryland, USA

A luxurious waterfront retreat with quality stainless appliances, pillowtop and double memory foam bed, cotton rich sheets, marble, quartz and hardwood floors throughout. Cul-de-sac house sits on a cliff and have steps leading down to a private dock. Enjoy panoramic views of the river and wildlife! 10ft soaring ceilings in main living area and expansive glass windows let you enjoy the views without any feelings of cabin fever. Relax in full marble tiled shower with oversized rainfall shower head. Wake up to the incredible sunrise view, enjoy a fire with smokeless solo stove, jump in the river, go fishing , kayaking, play pickleball and board games. Explore nearby historic sites, wineries, tiki bar, farms, farmer's market, Armish shops ...The ways to enjoy this place are endless!

About the property:
2 bedrooms each with queen beds, very comfortable pillowtop spring mattress in master and thick memory foam mattress in bedroom below, 1 queen sofa bed (crate and barrel pull out couch). We also have an extra twin air mattress for additional guests. House will sleep 4 comfortably, and up to 7 in total if you need with the extra mattresses. While we are newly listed here, our property has 100% 5 star reviews on another popular hosting website! Kids cutleries , high chair and crib available for rent on request. Host lives in adjoining building, none of the hosts interior space is connected to the guest's building for your maximum privacy.

Guest Reviews:

- "Our host was wonderful, and our stay was comfortable in this beautiful place with a great relaxing view of the water. My favorite time of the day was sitting on the balcony early mornings with coffee, watching the sunrise and hearing the sounds of life outdoors. The accommodations were very clean & uncluttered, kitchen stocked with all we needed to prepare meals, comfortable bedding and furnishings. This property is close enough to run out for groceries or forgotten items and not too far from many historic sites, parks or beach. This was our first time booking through VRBO and we were very pleased with our stay. We would love to return next summer or fall."

New! Cozy River Cottage with great views of the water!
House
Saint Leonard, Maryland, USA

Enjoy peaceful river views from the screened in porches of this cottage which is located in Broomes Island, Maryland. Close to Solomon's Island, Maryland, this home has all the amenities you need for a relaxing stay. There are two bedrooms and two bathrooms for use with a full working kitchen, two separate screened in porches with comfortable chairs and table for eating outside. Included on property is a private pier that stretches out into the river. Enjoy fishing or crabbing early in the morning or late into the evening. Or sit on the porches and enjoy a good book in a quiet setting!
Home is conveniently located close to other prominent areas such as Washington, D.C Solomons Island and Patuxent River, MD. Plenty of history as well as parks to explore in the surrounding area!

Guest Reviews:

- "This property was one of 5 the four of us considered renting for 3 nights while visiting with family in the area. We were a little cautious since it is so new on the rental market. We definitely made the right choice! Some of the best parts: Unwinding on the back porch looking out over the Patuxent River as the crabbing boats worked their lines. Watching the full moon rise over the water from the end of the dock. Laying in the hammock, listening to the waves lap at the bulkhead."

"High Tide Tranquility"- Beach w/BBQ
House
Port Republic, Maryland, USA

Welcome to "High Tide Tranquility" , newly decorated coastal inspired 3 bedroom 2 bath. The main level boosts a Queen Master Bedroom with en suite bathroom, Living room, Kitchen, and Sunroom (Den and Dining room). The spiral staircase leads the way to a game room with ping-pong, Queen Bedroom, Bunk room, Bathroom, and Laundry room. Take a stroll to the private community beach that is only a couple of blocks away with access to the beach, pavilion, playground, basketball, and BBQ.

If your heart is searching for adventure this is the perfect vacation hideaway. Take the kayak out to the Bay and disconnect from the daily grind and discover the local waterway. Bring your shovel and sieves to sift the sand. This is your opportunity to begin exploring for Fossils along the shoreline or just collect the beautiful shells. There are over 600 species of fossils that have been discovered from the Miocene era (10-20 million years ago) at the neighboring Calvert Cliffs State Park beach. Common finds include shark teeth.

2 Queen Bedrooms and1 Bedroom with Bunk Beds (twins).
The space

Community Beach Access (Approximately 5 min walk or 1 min Drive) | Free Wi-Fi | Kid Friendly (Pack and Play, High Chair, Cups, Plates, and Plastic Fork/Spoons) | Free Wi-Fi | Free Washer/Dryer includes starter supply of detergent and fabric softener.

OTHER: Central Heat and Air Conditioning (mini split units) and Ceiling Fans | Lines, Towels, and Beach Towels (no charge) | Starter supplies include coffee and/or tea pods, dish wash pods, dish soap, hand soap, toilet paper (4 rolls), paper towels (2 rolls), trash bags, and laundry detergent and fabric softener.

ROOMS: Bedroom 1: Queen Bedroom w/ smartTV | Bedroom 2: Queen Bedroom| Bedroom 3: Bunk Beds (twin) INDOOR SPACE: Fireplace (decorative only), Smart TV, Board Games, and Adult/Children Books.
OUTDOOR SPACE: Deck w/ adirondack chairs. Patio w/ picnic table.

KITCHEN SPACE: Stainless Appliances (Microwave, Stove/Oven, Dishwasher, and Fridge w/ ice maker). Small appliances include a Blender and Toaster. The island has two bar stools. The dining rm table has seating for 4 people. An additional table with two chairs in the common area.

Kayak (1) is available and on-site(free). Guests must complete the Waiver and Release of Liability form prior to use of kayak.

PARKING: Off Street Driveway (2-3 vehicles)

Other things to note

ATTRACTIONS: Calvert Marine Museum (14 miles) | Jefferson Patterson Park and Museum (9 miles) | Annmarie Sculpture Garden & Arts Center (13 miles) | Chesapeake Beach Railway Museum (20 miles) | Battle Creek Cypress Swamp (6 miles) | K & K Adventure Park (6 miles) | Imaginarium (13 miles)

OUTDOOR FUN: Flag Ponds Nature Park (6 miles) | Calvert Cliffs State Park (9 miles) | North Beach (21 miles) | American Chestnut Land Trust - Parkers Creek Preserve (3 miles)

WATER PARKS: Cove Point Park (10 miles) | Chesapeake Beach Water Park (20 miles)

Guest Reviews:

- "The host is super nice and helpful. We enjoyed having a clean and comfortable home to enjoy. We would stay again and highly reccomend." - "We had a great time at this property and were able to celebrate a family birthday in beach style. Dawn was an absolute pleasure to communicate with, and the home was exactly as anticipated. Be prepared to walk for your fossils, but the best things in life deserve a little effort. ;-)" - "Thank you Dawn!! She helped out after a double booking for another property. She was super accommodating to a last minute booking! The house is fantastic, it couldn’t have been more perfect for my husband and I, and a friend. It was located close to both Prince Frederick and Solomon’s Island. The beach access was great! We found a few teeth. Thank you for such a nice stay!! "

Newly Renovated River Retreat w/Dock and Pool
House
Lusby, Maryland, USA

Enjoy this newly renovated 4BR/3.5 bath home in a peaceful wooded setting on St. Leonard's Creek with an indoor pool and a large dock that's perfect for crabbing, fishing, canoeing, kayak, etc. Grill out and sit on the screened in porch, take a dip in the pool, or enjoy the game room that has two TVs, a bar, foosball, etc. Only 15 mins to Solomons Island's restaurants/boat tours & rentals, etc. and even closer Calvert Cliffs State Park for hiking & the beach. Enjoy nearby wineries and more!

Guest Reviews:

- "Large house with indoor pool and game room. It is in a neighborhood, but it's private. Lots of space upstairs and down. About a three mile drive to Calvert Cliffs State Park. Very fun stay. Host is communicative but not intrusive. Loved it!" - "The house is very specious, and we really enjoyed it. The playroom was a perfect place for the kids to play, and for us to watch movies. The pool was great especially during a heatwave, since it's indoor and airconditioned. The deck was fun, we struggled a bit with getting into and out of the water since we are not very skilled at it. Overall we had a great stay!"

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Apartment
Port Republic, Maryland, USA

Nestled in Port Republic just 10-30 minutes from beaches, rivers, hiking, local restaurants, museums, vineyards, and more, this delightful studio offers a fabulous stay for up to four guests. This private, walkout basement apartment features a cozy queen bed, a daybed and trundle to sleep up to four people. Connect remotely to work on your computer from the desk space. The lovely living room includes a TV and a bookcase full of books, games, and puzzles. The kitchenette includes all the basics to make breakfast and simple meals to enjoy at the dining room table, or out on your patio. Enjoy the convenience of amenities like WiFi, a washing machine, and AC during your stay. The full bathroom comes equipped with a hairdryer, shower, and plenty of towels and toiletries for your convenience. A great place to call home base while you're exploring our Calvert County, and we hope you enjoy your stay with us.

Guest Reviews:

- "Great place to stay"

Vintage Waterfront A Frame- Hideaway On The Bay
Cabin
Lusby, Maryland, USA

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.

Guest Reviews:

- "Very peaceful. Responsive owner. Only minor issues with remotes and internet. Cleaners did accuse of bringing pets due to fur on my son’s blanket that must have come with us, but resolved through several texts. Great location" - "Well designed house with amazing views. Great for water sports and great outdoor space." - "This property is just lovely and in a great spot! It was a quick and easy drive from DC, was private and quiet, and had beautiful waterfront views and access. The house has great character and it is clear the the owners refurbished and decorated it with great love and attention to detail which just enhances the feeling that you are really on a getaway from the doldrums of everyday life. The space is very comfortable top to bottom-the beds and couches are nice and there are lots of blankets to wrap up in. The outdoor spaces are purposeful and comfortable. The kitchen was well-equipped and had all we needed to make a few meals. All communication was promptly and kindly answered. I highly recommend this listing and hope to return myself! "

Charming water view 2-bedroom apartment with beach access in Saint Leonard
Apartment
Saint Leonard, Maryland, USA

Escape to a tranquil 2-bedroom apartment in Saint Leonard. This welcoming space features 1 king bed, 1 queen bed, and 1 twin bed, perfect for a relaxing getaway. Enjoy the amazing amenities like heating, AC, and WiFi during your stay. With a cozy atmosphere and a convenient walk to the beach to search for shark teeth, this apartment is the ideal retreat for guests looking to unwind. We hope you enjoy what our place and Saint Leonard has to offer.

Guest Reviews:

- "This unit was very clean and spacious. The property manager communicated with me very well. I highly recommend this unit!"

Stylish, Panoramic River Views , Waterfront Modern Home 1 Hr to D.C.
House
Mechanicsville, Maryland, USA

A luxurious waterfront retreat with quality stainless appliances, pillowtop and double memory foam bed, cotton rich sheets, marble, quartz and hardwood floors throughout. Cul-de-sac house sits on a cliff and have steps leading down to a private dock. Enjoy panoramic views of the river and wildlife! 10ft soaring ceilings in main living area and expansive glass windows let you enjoy the views without any feelings of cabin fever. Relax in full marble tiled shower with oversized rainfall shower head. Wake up to the incredible sunrise view, enjoy a fire with smokeless solo stove, jump in the river, go fishing , kayaking, play pickleball and board games. Explore nearby historic sites, wineries, tiki bar, farms, farmer's market, Armish shops ...The ways to enjoy this place are endless!

About the property:
2 bedrooms each with queen beds, very comfortable pillowtop spring mattress in master and thick memory foam mattress in bedroom below, 1 queen sofa bed (crate and barrel pull out couch). We also have an extra twin air mattress for additional guests. House will sleep 4 comfortably, and up to 7 in total if you need with the extra mattresses. While we are newly listed here, our property has 100% 5 star reviews on another popular hosting website! Kids cutleries , high chair and crib available for rent on request. Host lives in adjoining building, none of the interior space is connected to the guest's building for your maximum privacy.

Amenities:

Balcony/Terrace • Tv • Child Friendly • Other • Parking • Air Conditioner • Laundry • View • Kitchen • Internet • Wellness Facilities • Security/Safety

3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK
House
Hollywood, Maryland, USA

Welcome to our peaceful getaway on Saint Thomas Creek and the Patuxent River. A place to be, feel & experience relaxation while enjoying the water and surrounding woods.

*Our home offers healing...a sanctuary for individuals & couples.

A getaway from the city while enjoying serenity with family & friends. Evenings by a fire, meditate on the dock, kayaking, canoeing & fishing for stress relief.

Reiki & Soul Healing sessions are available by Sandrine & Ken. Inquire for more details on these modalities for physical and emotional healing.

Professional photography services available by Ken.
*Owners reside on the property and dwell in the basement. There's a separate entrance and will not require access to the main house while accommodating guests. Your privacy is important to us during your stay.
To learn more about Sandrine & Ken, please click next to our picture on Sandrine Daubord.

Amenities:

Barbecue/Outdoor Cooking • Wellness Facilities • Kitchen • Balcony/Terrace • Child Friendly • Air Conditioner • Bedding/Linens • Other • Guest Services • Internet • Security/Safety

St-Leonard Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in St-Leonard – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Chesapeake Holiday House 3641 Poplar Court, Port Republic, MD, MD 20676, USA 235 4.0 9.8 7 Click here
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay Port Republic, Maryland, USA 132 10.0 180 Click here
The Rivers Roost Home on Patuxent River! MD, USA 271 4.0 1 Click here
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier Port Republic, Maryland, USA 468 10.0 123 Click here
Magical Bayfrnt Home, Pier, Beach, Fossils, Trails 3010 Governor Run Road, Port Republic, MD, MD 20676, USA 543 4.0 1 Click here
Waterfront riverhouse on a beautiful farm only 50 minutes from DC St Leonard, Maryland, USA 335 10.0 104 Click here
Hickory House on the Chesapeake Bay! 5863 Hickory Road, Saint Leonard, MD, MD 20685, USA 176 3.0 9.0 1 Click here
Terrace Suite · Terrace Suite - Private Flat in Historic Manor. Lusby, Maryland, USA 154 9.8 34 Click here
Walk to Beach Charming Maryland Home with Yard! MD, USA 257 3.0 10.0 1 Click here
WATERFRONT! The River's Roost on The Patuxent River Saint Leonard, Maryland, USA 307 10.0 32 Click here
Maryland Vacation Rental with Private Pool and Dock Dowell, MD, USA 493 3.0 8.0 1 Click here
Luxury estate with jacuzzi and private pier Saint Leonard, Maryland, USA 450 10.0 31 Click here
Waterfront Lusby Escape with Fire Pit and Kayaks! Dowell, MD, USA 314 3.0 1 Click here
Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches Lusby, Maryland, USA 159 10.0 30 Click here
Cozy Cedar Cottage-Autumn Beach Getaway St Leonard, Maryland, USA 161 10.0 27 Click here
Stunning Water Front Home with Private Dock and Beach and Sunsets Lusby, Maryland, USA 699 10.0 26 Click here
Courtyard Studio at Bancroft Manor. Cozy Retreat! Lusby, Maryland, USA 143 10.0 23 Click here
Studio on the Bay. Saint Leonard, Maryland, USA 160 10.0 23 Click here
The Little Blue Cottage on the Crick. Hollywood, Maryland, USA 284 10.0 19 Click here
Coastal Haven- Beach w/BBQ Port Republic, Maryland, USA 317 10.0 16 Click here
Private Beachfront Home with Beautiful Bay View Port Republic, Maryland, USA 672 10.0 14 Click here
Resort Style Country Living on the Patuxent River Saint Leonard, Maryland, USA 1777 10.0 14 Click here
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC Mechanicsville, Maryland, USA 264 10.0 11 Click here
New! Cozy River Cottage with great views of the water! Saint Leonard, Maryland, USA 266 9.6 11 Click here
"High Tide Tranquility"- Beach w/BBQ Port Republic, Maryland, USA 276 10.0 9 Click here
Newly Renovated River Retreat w/Dock and Pool Lusby, Maryland, USA 947 10.0 8 Click here
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD Port Republic, Maryland, USA 102 9.4 6 Click here
Vintage Waterfront A Frame- Hideaway On The Bay Lusby, Maryland, USA 312 10.0 5 Click here
Charming water view 2-bedroom apartment with beach access in Saint Leonard Saint Leonard, Maryland, USA 233 10.0 4 Click here
Stylish, Panoramic River Views , Waterfront Modern Home 1 Hr to D.C. Mechanicsville, Maryland, USA 335 10.0 3 Click here
3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK Hollywood, Maryland, USA 412 1 Click here

Note: The prices for each Vacation-Rentals in St-Leonard do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in St-Leonard that include a pool include:

  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay.- Review Count: 180, Rating: 10.0
  • Maryland Vacation Rental with Private Pool and Dock.- Review Count: 1, Rating: 8.0
  • Private Beachfront Home with Beautiful Bay View.- Review Count: 14, Rating: 10.0

Vacation rentals in St-Leonard offering shuttle or transport options include:

  • Chesapeake Holiday House.- Review Count: 7, Rating: 9.8

Family-friendly vacation rentals in St-Leonard include:

  • Chesapeake Holiday House.- Review Count: 7, Rating: 9.8
  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay.- Review Count: 180, Rating: 10.0
  • The Rivers Roost Home on Patuxent River!.- Review Count: 0, Rating: 0.0

Pet-friendly vacation rentals in St-Leonard include:

  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay.- Review Count: 180, Rating: 10.0
  • Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier.- Review Count: 123, Rating: 10.0
  • Magical Bayfrnt Home, Pier, Beach, Fossils, Trails.- Review Count: 0, Rating: 0.0

Vacation rentals in St-Leonard that include breakfast options include:

  • Chesapeake Holiday House.- Review Count: 7, Rating: 9.8
  • The Rivers Roost Home on Patuxent River!.- Review Count: 0, Rating: 0.0
  • Magical Bayfrnt Home, Pier, Beach, Fossils, Trails.- Review Count: 0, Rating: 0.0

Vacation rentals in St-Leonard with private or on-site parking include:

  • Chesapeake Holiday House.- Review Count: 7, Rating: 9.8
  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay.- Review Count: 180, Rating: 10.0
  • The Rivers Roost Home on Patuxent River!.- Review Count: 0, Rating: 0.0

Some of the best Vacation Rentals in St-Leonard are:

  • Chesapeake Holiday House.- Review Count: 7, Rating: 9.8
  • The Rivers Roost Home on Patuxent River!.- Review Count: 0, Rating: 0.0
  • Magical Bayfrnt Home, Pier, Beach, Fossils, Trails.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in St-Leonard are:

  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay.- Review Count: 180, Rating: 10.0
  • Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier.- Review Count: 123, Rating: 10.0
  • Waterfront riverhouse on a beautiful farm only 50 minutes from DC.- Review Count: 104, Rating: 10.0