Cabin holiday rentals in Southern Maryland

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Top-rated cabin rentals in Southern Maryland

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Superhost

Cabin in Lusby

4.92 out of 5 average rating, 218 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 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 crabs --

Top guest favourite

Cabin in Lusby

4.98 out of 5 average rating, 101 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Welcome to The Lake House - our freshly updated 3 bedroom, 3 bath cabin on Lake Vista with views of the Patuxent River/Chesapeake Bay from the private pier. Enjoy everything Southern Maryland has to offer all within a 10 minute drive - Calvert Cliffs, Flag Ponds, Solomons Island - hiking, fishing, boating and beaches. Located just 90 minutes outside DC, The Lake House will become your new go-to retreat from the hustle. Come relax and make memories on the water with your family and friends.

Top guest favourite

Cabin in Manquin

5 out of 5 average rating, 52 reviews

Luxury cabin - Pond - 16 acres

Come enjoy world class fishing and the most luxury log cabin minutes from Richmond! We have done an entire renovation inside and out keeping luxury at the heart of everything we have done. 10 minutes from Kings Dominion will make our home the perfect weekend get away from some rides balanced with fishing and nature walks. Finish the evening sitting around our gas fire pit telling stories about the fish that did not get away! feel free to send me a message with any questions you have!

Guest favourite

Cabin in Colonial Beach

4.95 out of 5 average rating, 162 reviews

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Top guest favourite

Cabin in Montross

4.97 out of 5 average rating, 32 reviews

Camp Heron : Waterfront Cabin on the Potomac

Come visit Camp Heron! This charming 3 bedroom, 2 bath getaway is located in Virginia's beautiful Northern Neck region. Enjoy waterfront views from the screen porch, canoeing and crabbing off the dock, and swimming and searching for sharks teeth at our one of our neighborhood's private beaches. In the winter, snuggle up and enjoy our roaring fireplace or enjoy our our beautiful new outdoor fire pit area. Restaurants, shops, hiking, and historical sites are all within a short drive:

Guest favourite

Cabin in Lusby

4.84 out of 5 average rating, 45 reviews

Covenant Cove (Cove Point Beach)

Nestled at the edge of the Chesapeake Bay, next to the iconic Cove Point Lighthouse, this charming cabin offers a peaceful and rustic escape from the everyday hustle and bustle. Situated in the serene surroundings of Cove Point, the cabin provides a perfect blend of comfort and simplicity, ideal for those seeking a quiet retreat amidst nature. One of the main highlights of staying at this cabin is its proximity to the private community beach, located just a short walk away.

Guest favourite

Cabin in Reedville

4.81 out of 5 average rating, 31 reviews

"Elderberries" Chesapeake Bayfront Cottage

Waterfront? Kayak out to dolphins and secluded beaches? Yes, please! Relaxation and fun await at 'The Elderberries', a gorgeous cottage right on the Chesapeake Bay with views from every room. Nestled on a wooded waterfront property for all the swimming, kayaking and fishing you can manage. Bring your water shoes and sense of adventure and we'll take care of the rest! The rental comes with exclusive use of 2 kayaks. Guests are welcome to bring more water toys!

Guest favourite

Cabin in Lusby

4.99 out of 5 average rating, 96 reviews

Beachfront Escape with Horizon Views of the Bay

Modern beachfront Panabode log cabin with sweeping Chesapeake Bay views. Relax on the deck, in the hot tub, swing, beach, or by the fire pit. Enjoy kayaks, paddleboards, shallow water, landscaping, and wildlife sightings. Main bedroom has king bed and ensuite bath. No pets, visitors, or street parking. Guests must bring linens, towels, and remove trash. Peaceful beachfront escape with modern, rustic charm, and unforgettable views.

Guest favourite

Cabin in Saint Leonard

4.95 out of 5 average rating, 92 reviews

Beach Access Cozy Cedar Cottage

An inviting vintage cozy cottage for all seasons. Beach access to the private community beach just a short walk/drive .25 of a mile. Beautiful sandy beach for beach combing, swimming, getting some outdoor cardio, incredible sunrises, fossils and fresh air. Come enjoy one mile of sandy beach along the Chesapeake Bay and surrounding towns. This house is well stocked with all you need for the perfect getaway and fun on the beach.

Guest favourite

Cabin in Reedville

4.96 out of 5 average rating, 277 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Welcome to “Dinna Fash,” our cozy waterfront cabin on the Little Wicomico River. Whether you need a change of scenery while working virtually with our high speed internet and fully equipped kitchen, or just some R & R, “Dinna Fash” is it! Bring your kayaks and paddle boards to explore the beautiful waterway that opens up to the Chesapeake Bay. Watch the boats troll by from our natural rock fire pit and comfy Adirondack chairs.

Guest favourite

Cabin in Lusby

4.9 out of 5 average rating, 283 reviews

Peaceful Waterfront Retreat on The Bay

Escape to a serene waterside cabin with a private dock on quiet St. Leonard Creek, just an hour from Washington, DC. This rustic studio offers a cozy retreat for solo travelers, couples, or small families looking for peace and relaxation. Whether you're here to unwind, work remotely, or explore the outdoors, you'll find plenty to enjoy—including two kayaks, two canoes, and stunning waterfront views.

Superhost

Cabin in Bryans Road

4.86 out of 5 average rating, 7 reviews

Charming Private Cottage Retreat

Charming cottage nestled near the Potomac River—perfect for a peaceful escape from city life. Enjoy nearby water access, and a private forest ideal for birdwatching, camping, or quiet reflection. Just 40 minutes from D.C., this cozy retreat offers the simple pleasures of nature and vintage charm. Unplug, unwind, and soak in the beauty of this hidden gem in Bryans Road, Maryland.