Cabin holiday rentals in Southern Maryland

The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.

4.91 out of 5 average rating, 238 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 --

4.96 out of 5 average rating, 100 reviews

A rustic wooden cabin is showcased among lush greenery, featuring a spacious covered porch. Trees with budding leaves frame the structure, which includes a second-level deck accessible by wooden stairs. Natural light brightens the inviting exterior, offering a glimpse of serene surroundings.

Cabin in Reedville

Waterfront Cabin: beach, kayaks, hot tub & firepit

Welcome to Fox Point Cove! Whether you’re looking for a relaxing weekend with family/friends or a quiet and inspiring writer’s retreat, you can find it here. Located a few hours from DC and Richmond, this 2.5 acre waterfront property is a world away! Enjoy coffee on the porch, time on our private beach, sunsets from the dock, and evenings by the fire. Soak in the hot tub, or take the kayaks out! We offer comfy mattresses and cozy linens, as well as high speed wifi and a fully stocked kitchen.

A serene outdoor setting features a hot tub surrounded by trees, overlooking the lake. A wooden pathway leads from the hot tub to the pier, where boats can be launched. A fire pit with seating is nearby, inviting relaxation in nature.

4.97 out of 5 average rating, 118 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.

4.95 out of 5 average rating, 84 reviews

An aerial view showcases the property surrounded by tall trees, with a clear path leading to a waterfront area. The serene water reflects the sunlight, while the landscape features a mix of greenery and open space, highlighting the tranquility of the setting.

Cabin in Ridge

Pizza Friday

Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!

5 out of 5 average rating, 62 reviews

A charming log cabin is surrounded by trees, set against a serene landscape. The exterior features a mix of wood and stone finishes, with a circular stone patio visible in the foreground. A winding path leads toward the inviting entrance, enhancing the natural setting.

Cabin in Manquin

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!

4.96 out of 5 average rating, 179 reviews

The a-frame cabin is framed by lush green trees, set in a serene natural environment. Large windows are visible on the cabin's façade, enhancing the connection with the surrounding landscape. Sunlight filters through the foliage, casting gentle light on the cabin's exterior.

Cabin in Colonial Beach

Rest & Recharge, A-frame Cabin on Winery Grounds

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.

4.97 out of 5 average rating, 33 reviews

A charming black exterior cottage is surrounded by autumn foliage, featuring a welcoming front porch with steps leading to the entrance. Flower boxes adorn the windows, while a small deck is visible to one side, adding to the inviting outdoor space.

Cabin in Montross

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:

An open living area features a comfortable sofa paired with accent pillows, alongside a dining table set with white chairs. The light wooden ceiling is complemented by large windows allowing natural light, while the kitchen area showcases modern appliances and organized cabinetry.

4.82 out of 5 average rating, 67 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.

4.8 out of 5 average rating, 20 reviews

A serene coastal scene features a sandy beach lined with gentle waves. Overhanging branches with white flowers frame the view, while a distant pier is visible along the horizon. The sky is bright blue, accented with a few small clouds.

Cabin in Port Republic

Ocean Break

Your peaceful retreat by the beach. This cozy, private space offers the perfect setting to pause, breathe, and recharge away from the noise of everyday life. Surrounded by a quiet coastal atmosphere, it’s ideal for those seeking rest, reflection, or simply a relaxing getaway. While it feels like a hidden escape, you’re just 10 minutes from the shops and restaurants in Prince Frederick and only 20 minutes from the lively waterfront of Solomons Island, the iconic Tiki Bar.

4.81 out of 5 average rating, 32 reviews

A sunlit deck extends alongside the cottage, featuring smooth wooden planks. Two chairs and a small table are positioned invitingly near the edge, with tall trees providing shade and a view of the bay beyond.

Cabin in Reedville

"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!

4.97 out of 5 average rating, 297 reviews

A serene waterfront view showcases calm waters reflecting the sky, bordered by trees. A wooden dock extends into the water, framed by lush greenery. The soft colors of sunset illuminate the scene, creating a tranquil atmosphere in this natural setting.

Cabin in Reedville

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.

A sandy beachfront scene features a log cabin surrounded by lush greenery. A well-maintained lawn leads to a gently sloping beach, where the calm waters meet the shore. Multiple seating areas, including lounge chairs, are visible along the edge of the water.