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Cottage vacation rentals in Southern Maryland

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Southern Maryland

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

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Top guest favorite
A sandy beach borders calm waters, reflecting sunlight under a bright blue sky filled with clouds. Dark rocks and a grassy area play a role in the natural landscape, while distant structures along the shore suggest waterfront access.
Cottage in Reedville
4.92 out of 5 average rating, 224 reviews

Chesapeake Bay Beach Cottage

This cozy coastal cottage offers the ability to enjoy everything the Northern Neck has to offer including the reason we own it - Beach Days! No high rise hustle and bustle, just old school Northern Neck relaxation at the beautiful Chesapeake Bay. Unwind with books, games & toys or get out and do it all... Boating, (we have a brand new double boat ramp 1/4 ml from the house) Beach , Water Activities, History, Dining and more. Fully stocked kitchen & outdoor shower. We also have the fastest. WiFi.

Top guest favorite
Cottage in Heathsville
4.92 out of 5 average rating, 139 reviews

Waterfront Cottage w Water Access, Sauna, Hot Tub

Come relax in our delightful waterfront home decorated with classic cottage décor. Sit out on one of the two big screened-in porches, go for a swim in the shallow brackish (mostly fresh) water, relax in our hot tub, sweat in the sauna, or throw one of our crab pots in the water and enjoy the spoils of the waters off the Potomac River. Our house is situated off the Potomac on Hull Creek, which means the water is nice and shallow for little ones to play, and there are plenty of crabs to be caught!

Top guest favorite
A serene private dock overlooks a calm cove, with vibrant kayaks stacked nearby. A simple bench provides seating, surrounded by lush greenery and mist rising from the water's surface, inviting relaxation and peaceful reflections.
Cottage in Montross
4.93 out of 5 average rating, 118 reviews

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Welcome to the Butterfly Effect! Recharge at this tranquil getaway. 2.5 wooded acres with a private dock and cove, a short paddle away from the lake beach with a swimming dock and sandy beach! Fishing, swimming, and floating all on the protected freshwater lake. We have boats for your use, theater space & hot tub to wind down at night after dining on our deck. Picnic at our private Shark Tooth Beach, watch Osprey & Eagles fish the Potomac, and collect 15-million-year-old fossilized shark teeth!

Top guest favorite
Cottage in Leonardtown
4.96 out of 5 average rating, 255 reviews

Beach Front and 'Perfectly Placed'

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

Guest favorite
A screened-in porch features a light-colored door and multiple large windows, providing an unobstructed view of the outdoors. The adjacent landscaping includes colorful flower beds with a mix of vibrant marigolds and greenery, complemented by a wooden staircase leading up to the entrance.
Cottage in Reedville
4.94 out of 5 average rating, 154 reviews

Bull Neck Cottage

The cottage is located near "downtown" Reedville and provides a clean, comfortable and economical getaway. Come and enjoy water related activities and beautiful sights of Virginia's Northern Neck and the Chesapeake Bay. Tour the Watermen's Museum; cruise across the Chesapeake Bay to Tangier Island; walk, bike or kayak around Reedville, take a fishing charter or launch your boat nearby; enjoy great waterfront seafood restaurants; or just relax with a book.

Top guest favorite
A serene view of a shared pier extending into calm waters, showcasing several boats docked. The still water reflects the cloudy sky and surrounding greenery, creating a tranquil atmosphere. Vertical posts line the pier, enhancing the waterfront experience.
Cottage in Colonial Beach
4.93 out of 5 average rating, 102 reviews

Sunset Point-Waterfront home&shared pier for boat!

Perfect escape with waterfront views and pier. Calling all water and boat lovers! The house is fully outfitted with all amenities you will need. Located on the point and only a quick walk to Dockside restaurant, Colonial Beach Yacht center, town boat ramp, beach and more! Pier access for fishing, swimming or you can bring your boat! Rent a golf cart to travel around town. You will fall in love with the welcoming, fun, quiet little town!

Top guest favorite
Cottage in Hague
4.99 out of 5 average rating, 201 reviews

Waterfront Cottage on the Potomac River

Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.

Top guest favorite
A welcoming cottage exterior features a covered porch with seating, light fixtures, and colorful plantings. A walkway made of stone leads to the entrance, and the surrounding landscape is highlighted by well-maintained grass and nearby neighboring homes.
Cottage in California
4.97 out of 5 average rating, 271 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.

Top guest favorite
A wooden dock extends over the water, offering expansive views of the river. Adirondack chairs are arranged for relaxation, and a large table provides dining space. The calm water reflects the clear blue sky, enhancing the serene atmosphere of the waterfront setting.
Cottage in Leonardtown
4.97 out of 5 average rating, 123 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Welcome to Sunset View Cottage. A spacious and bright two-level waterfront home with a private dock and beach access in Leonardtown, MD. Enjoy swimming off the dock and beach in the Potomac River. Full western views across the widest part of the river make for unbelievable sunsets. Your ideal family vacation, couples getaway, or work-from-home retreat just 90 minutes outside DC. Visit us on IG @sunsetviewcottage

Guest favorite
A charming cottage exterior showcases a combination of beige siding with blue accents. Large windows provide ample natural light, while a small porch is visible to the left. The green lawn surrounds the home, enhancing the inviting outdoor space.
Cottage in North Beach
4.87 out of 5 average rating, 192 reviews

Full house rental in Twin Beach. 1 bk from the Bay

A block from the Chesapeake Bay and North Beach boardwalk, this charming beach cottage is the perfect place for a weekend away by the water but still close to the activities of the DMV. Great location for groups who have booked fishing excursions on the bay or families in town for a wedding celebration. During the week, enjoy easy access to commuter busses to DC, with pickup only steps away.

Top guest favorite
An outdoor deck features comfortable seating with two rocking chairs and an outdoor sofa, arranged around a propane fire pit. A vibrant orange umbrella provides shade, overlooking the tranquil water of Nomini Creek, with lush greenery and a private dock in the background.
Cottage in Montross
4.99 out of 5 average rating, 208 reviews

Waterfront Escape w/ Private Dock & Fire Pit

Escape to Mallard Cottage, our renovated home nestled along the picturesque Nomini Creek. Step onto the private dock for direct water access, where you can launch one of our paddleboards or kayaks for a day of exploration. Highlights include: ✔ 4 Outdoor Decks ✔ High-Speed Wi-Fi ✔ Central Heating & Air Conditioning ✔ Game Room ✔ Free Parking ✔ No Cleaning Fee!

Guest favorite
The cottage is shown from a side angle, featuring a covered porch with a white railing. Adjacent to the porch, a well-manicured lawn leads towards a serene waterfront. Tall trees provide shade, while a clear sky and distant shoreline enhance the peaceful rural setting.
Cottage in Lottsburg
4.91 out of 5 average rating, 113 reviews

Charming Waterfront Home with Expansive Views

Mom and Pop's Honest Point Home has been in our family for almost 70 years. It has been and continues to be a haven for anyone seeking a relaxing rural property. The cottage is situated on many acres surrounded by water, farmland and wildlife. Your only neighbor is the owner's home which is next door. Make sure you read the details below

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