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Latest Vacation Rentals in Saint Marys County, MD

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Abell (2)

3 Br Cottage Vacation Rental In Abell, Maryland

The Little Red Oyster House on St. Clements Bay is a 3 bedroom , 2 bathroom cottage that sleeps 6 guests. This picturesque, waterfront cottage is the perfect place for you and your family to unplug...

Created on Feb 25, 2024
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Avenue (1)

4 Br Cottage Vacation Rental In Avenue, Maryland

Welcome to Serenity, newly renovated and decorated luxury 4 bedroom 3.5 bath. This property is located directly on St. Patrick Creek with a private pier. Bring your fishing rodEnjoy entertaining...

Created on Feb 21, 2024
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Bushwood (3)

3 Br Private Vacation Home Vacation Rental In Bushwood, Maryland

Located in beautiful Bushwood, MD, this charming 3-bedroom, 1-bath vacation rental house is the perfect getaway for exploring all the top attractions in the area. Relax in the cozy living area,...

Created on Feb 25, 2024
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California (4)

5 Br Private Vacation Home Vacation Rental In California, Maryland

Fall in love with The Seafarer. This 5-bed, 2.5-bath colonial home has beautiful views from every room! The vacation rental is located on 300 feet of private waterfront in California, MD, and...

Created on Feb 25, 2024
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Chaptico (1)

2 Br Cottage Vacation Rental In Maddox, Maryland

Blue Crab Cottage welcomes you to the scenic Wicomico River with the best sunsets' in the county. Wake up to wonder water views. Sip you coffee on the front porch relaxing to the sights and sounds...

Created on Feb 25, 2024
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Charlotte Hall (2)

6 Br Private Vacation Home Vacation Rental In Charlotte Hall, Maryland

This beautiful country home offers the perfect sanctuary for your next retreat, nestled near the Wicomico River just one hour from the D.C. metro area. It is spacious enough for any large family...

Created on Feb 21, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Coltons Point, Maryland

Coltons Point (2)

2 Br Private Vacation Home Vacation Rental In Coltons Point, Maryland

Gorgeous wooded property on the Potomac River. Overlooking St. Clement's Island - the birthplace of Maryland. Space includes: kitchenette (small fridge, microwave, coffee maker), living room,...

Created on Feb 25, 2024
Photo for 7 Br Private Vacation Home Vacation Rental In Dameron, Maryland

Dameron (6)

7 Br Private Vacation Home Vacation Rental In Dameron, Maryland

This is a buyout of two listings (Bay House and Bay Cottage) for a total of 7 bedrooms.Introducing Bay Estate, a pinnacle of luxury nestled in Dameron, Maryland, offering an exclusive waterfront...

Created on Feb 25, 2024
Photo for 3 Br Private Vacation Home Vacation Rental In Drayden, Maryland

Drayden (2)

3 Br Private Vacation Home Vacation Rental In Drayden, Maryland

Create your own adventure when staying at the Cove House in Southern Maryland. Located on St. George Creek (convenient to the St. Mary's River, Potomac River and Chesapeake Bay); the property is...

Created on Feb 25, 2024
Photo for 1 Br Private Vacation Home Vacation Rental In Hollywood, Maryland

Hollywood (3)

1 Br Private Vacation Home Vacation Rental In Hollywood, Maryland

Welcome to the Boathouse!! By offering kayaks, swimming, crabbing, fishing, a beautiful ambiance for drinks and dinner straight on the water and having almost any water adventure right at your...

Created on Feb 21, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Leonardtown, Maryland

Leonardtown (16)

2 Br Private Vacation Home Vacation Rental In Leonardtown, Maryland

Your stay at Toney's Landing begins each day at sunrise when an endless array of fowl and fish swoop onto your lines, sweep down from the sky, and gather to be your visual joy and even your...

Created on Feb 25, 2024
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Lexington Park (5)

4 Br Private Vacation Home Vacation Rental In Lexington Park, Maryland

Nestled next to historic St Mary's City and a lovely state park, your Lucas Cove Beach home awaits you with your own private sandy beach and pier with vast views of the water, a brand new 4 person...

Created on Feb 25, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Mechanicsville, Maryland

Mechanicsville (8)

2 Br Private Vacation Home Vacation Rental In Mechanicsville, Maryland

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...

Created on Feb 25, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Piney Point, Maryland

Piney Point (13)

2 Br Private Vacation Home Vacation Rental In Piney Point, Maryland

Newly renovated fishing retreat on the shores of St Georges Isl on the lower Potomac. Brilliant sunsets across the wider part of the Potomac (approximately 6 miles wide at that point). Firepit....

Created on Feb 25, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Ridge, Maryland

Ridge (12)

2 Br Private Vacation Home Vacation Rental In Ridge, Maryland

Watch the sunrise over Chesapeake Bay as you sip your morning coffee from the deck of this 2-bedroom + loft, 2-bathroom vacation rental house in Ridge, Maryland. Boasting 1,200 square feet of...

Created on Feb 25, 2024
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Saint Marys City (1)

Private Vacation Home Vacation Rental In Saint Marys City, Maryland

Magical. Thats the most often used descriptor of Rosecroft by visitors for the past 400 years. Dating back to 1639, 20+ acres including horses and chickens, Rosecroft is the site of a former...

Created on Feb 21, 2024
Photo for 3 Br Cottage Vacation Rental In Scotland, Maryland

Scotland (20)

3 Br Cottage Vacation Rental In Scotland, Maryland

I INVITE YOU TO COME RELAX ON OUR PRIVATE BEACH PARADISE! expansive views of the Chesapeake Bay, wildlife, sandy beach, crabs, Bay Side Retreat won't disappoint! SUMMER IS FILLING FAST FOR 2024,...

Created on Feb 25, 2024
Photo for 3 Br Private Vacation Home Vacation Rental In St. Mary&Apos;S County, Maryland

Tall Timbers (3)

3 Br Private Vacation Home Vacation Rental In St.
Mary&Apos;S County, Maryland

Nestled on the Potomac River is the vintage cottage Pine Needle Nest. This 100-year-old pristinely redesigned cottage is the epitome of a nostalgic getaway for relaxation and waterfront living....

Created on Feb 25, 2024
Photo for 1 Br Cottage Vacation Rental In Valley Lee, Maryland

Valley Lee (1)

1 Br Cottage Vacation Rental In Valley Lee, Maryland

Kick back and relax in this calm and stylish space. This month-to-month furnished rental includes water, electric, sewer, cable, laundry facilities, and trash disposal onsite. Enjoy the waterfront...

Created on Feb 21, 2024
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