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22 Dreamy Cabin Maryland Rentals


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WHERE TO STAY Maryland

We searched every Maryland neighborhood for the best vacation rentals in Maryland…so you don't have to! In this comprehensive Maryland vacation rentals guide, we only recommend the best Maryland Cabin deals.

The properties we show here were selected based on a combination of the following factors: the number of reviews of the property itself, the quality of the accommodations, amenities, the location, and its relative comparison to other Maryland Cabin rentals.


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We have found 22 DREAMY Maryland options for you. Organized in order of price, we're confident we've found a great option for your next trip.

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Why We Love It

WISP Mountain, at the summit. Community of Greenbriar Explore the adjacent Lodestone Golf Course or go to the ASCI Whitewater Center, which is only a few minutes away. Premier Vacation Home is located on a beautiful mountainside with all of the facilities and high quality that will please even the most discerning vacationer!

Whether you want to enjoy the outdoor fireplace and hot tub under the covered porch, or the interior's Nemith-built excellence. What our Mountaintop Retreat has to offer will not disappoint you! The soaring ceiling and quality finishes throughout the chalet amaze you as soon as you enter through the covered porch.

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Luxury Vacation Rentals Near Maryland

Stay a while and you'll see why this model cabin inspired a complete village! The living room is overlooked by a clean, open kitchen. WIFI, a roaring wood-burning fireplace, and a flat-screen TV On the main level, there are two bedrooms. Relax on the covered porch or in the huge yard while roasting marshmallows in the fire pit. Only minutes from the Resort's amenities, this cabin in the woods offers a true 'Cabin in the Woods' experience!

The Garrett Community Aquatic Resource Center, which has indoor heated swimming pools, a fitness center, and gathering rooms, is just minutes away.


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Take a break from the daily grind with a peaceful vacation at Sweet Retreat! This lovely chalet is just minutes from Deep Creek's excitement, but it's located in a peaceful, private community along the forest boundary. Enjoy full access to the private catch and release pond and a short drive to Deep Creek Lake's shoreline and the Wisp Resort's spectacular slopes. Take in the breathtaking sunsets and nightly views of the captivating mountainside and ski slope lights. This is the epitome of a "Sweet Retreat."


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Enjoy this beachfront private studio apartment with a lovely view of the Chesapeake Bay, which was recently refurbished. It's the ideal retreat for anyone seeking rest and relaxation in a serene, breathtaking setting. Swimming in a private pool, fishing off the pier, lounging around an evening gas fire, exploring any of the nearby sandy beaches, or simply viewing gorgeous sunsets from a private patio are all possibilities. There's plenty of parking, WiFi, TV, and a boat ramp. Pets weighing less than 30 pounds are welcome.


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From a centrally located 3 level condo, take in beautiful views of the lake! Trader's Coffee, Brenda's Pizza, and High Mountain Rentals are all within walking distance. Living/dining space on two levels with full kitchen, TV, and fireplace. Stay warm on the patio by sitting next to the gas fire pit or grilling on the large deck! 4 Seasons of pleasure in a central location! Skiing, tubing, kayaking, bicycling, ziplining, boats, horses, bars, beach & park, arcades, mini golf, and more are all available.


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On Deep Creek Lake in McHenry, Maryland, there is a lakefront two-story chalet with a dock and a reserved boat slip. WISP ski resort is across the lake. The lake is ideal for swimming and has easy access. Restaurants, amusements, stores, and other amenities are all within a 100-yard walk of the residence. Sleeps 9 people in 3 bedrooms and a loft. Fireplace, fully equipped kitchen, TV, WIFI, A/C (window units) in the summer, heat, and much more. During the summer and holiday weekends, a three-night minimum stay is required.

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Images: R & R Retreat


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Bring in the morning from the covered porch of this lovely seaside cottage's quaint breakfast table. Inside, the pleasant, peaceful tenor is evoked by the solid wood furnishings and maritime design. Gather by the water for a roaring fire (firewood provided) or go kayaking (Experience Required, Kayaks and PFDs provided). Do you enjoy fishing? Bring your fishing rod. On request, a gas grill is provided.


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This beautiful, restored two-story cabin is just minutes from the Wisp Ski Resort and other Deep Creek Lake attractions. This cabin, nestled in the woods, promises a relaxing and pleasant stay. The cabin's wood interiors are guaranteed to impress, and there are various windows that provide scenic views of nature.


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Comfort Vacation Rentals Near Maryland

Relax at a townhome, which is just 4 minutes from Wisp Resort, with views of the ski slopes and the lake! During big holidays, watch fireworks light up the sky! Look up the Sunplace community on the internet for more information.

This pet-free 4-level end-unit townhouse at Sunplace Condominiums is just a minute's walk from the lake, right across Deep Creek Drive; it's close to numerous stores, restaurants, and attractions; and it comes with two dedicated parking places.


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Our one-of-a-kind cottage has its own private porch with a fantastic view of the lake, which is only five minutes away. A full-size refrigerator, microwave, dishwasher, toaster, toaster oven, Keurig coffee maker, two-burner hot plate with all the necessary pots and pans, and a crockpot are all included in the kitchenette. The all-new gas grill comes with a side burner for added convenience. There is also a washer and dryer in the cottage for your convenience.


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One-bedroom guest house near the water. From your bedroom and enclosed 400 sq ft porch, you can enjoy breathtaking water views. Because the property is adjacent to woodland conservation land, it offers exceptional privacy.
It's 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor, and an hour from DC, and it's in the boating community of Stoney Creek.

Views of the water and access to the water! Feel free to relax by the sea, go kayaking or paddleboarding, build a fire on the beach, or simply enjoy the scenery. Make a meal in the fully equipped kitchen or order delivery from hundreds of local restaurants through Grubhub.


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In this three-level lake view townhouse, you can enjoy the lake lifestyle. This home on Deep Creek Lake is ideal for family vacations! Brenda's Pizza and Coffee House is about a two-minute walk away. Swallow Falls State Park offers skiing, kayaking, boat rentals, fishing, and hiking all within a short drive.


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A newly remodeled cabana sits on a pier in this modest property. Listen to the waves smashing beneath you while you sleep! The Solomons is a small island about an hour and a half from both Washington DC and Annapolis. Your own beach and pier, as well as kayaks and bicycles, are available for shared use. Crab or fish from the pier, then head to one of the local seafood restaurants, such as Island Hideaway or CD Cafe, for a wonderful meal. Prepare to be awestruck by the breathtaking sunsets!


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This is a peaceful, waterside cabin with a private dock, located approximately an hour outside of Washington, DC, on tranquil St. Leonard Creek. In this rustic studio cabin, you will experience a close quarters stay, and it is the ideal getaway for anyone seeking peace and quiet. Bring your family to enjoy the outdoors or come on your own to finally get some work done! The property is ideal for up to two couples who want to reconnect while also exploring the neighborhood.


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In a peaceful, water access community, a dog-friendly, beautiful cottage with a spacious enclosed yard is available. At the community beach, three kayaks are ready to go. A short kayak excursion to Pier Seven Marina and Whoof on the Wharf, a dog-friendly neighborhood location where you can land your kayaks, grab a dog snack at Whoof, and eat dinner alfresco at the Pier Oyster Bar. Downtown Annapolis is only 15 minutes away, while Washington DC and Baltimore are both 30 minutes away.


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Only a short distance from downtown Annapolis and the Naval Academy, as well as Mike's Crabhouse on the South River. Route 50 is 2 miles away, and it takes 30 minutes to get to both Washington DC and the Baltimore Harbor.

A private guest house with a view of the South River.


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Budget Vacation Rentals Near Maryland

From the big porch of this quaint condo in Oakland, take in the beautiful views of Deep Creek Lake! Relax around the gas campfire while grilling a wonderful meal and catching up with loved ones while taking in the beautiful views. This welcoming refuge features a full kitchen to help with meal preparation, two TVs for a range of viewing options, and a cozy fireplace for gatherings on chilly nights.


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Sam's Waterfront Retreat is a beautiful and attractive retreat from the rush and bustle of modern life. This charming retreat, located in the boating town of Pasadena, Maryland - just 35 minutes north of Annapolis, 30 minutes from Baltimore's Inner Harbor, and an hour from Washington, DC - offers all the comforts of home while providing stunning waterfront living. On one of the two outdoor decks, sip cocktails or eat al fresco, or wander along the dock to take in the spectacular views of Main Creek.

This traditional seaside house has a nautically themed design and a well-equipped kitchen with basic supplies for at-home meals. The outdoor area is quite spectacular.


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This custom-designed and built cabin is conveniently placed near the hustle and bustle of our nation's capital while remaining in pristine natural surroundings. Before being changed into the serenity and quiet of the Halls Woods, you pass through a little town of Hallmarkwoods. Slow down and roll down the windows to take it all in as you travel down this long, gorgeously treed driveway. Solid oak floors, exquisite woodwork, and a massive custom-made fireplace greet you as you enter the cabin. This fully equipped cabin includes a full kitchen with everything you'll need to prepare a dinner that can be enjoyed on the spacious deck. Stay at this unique, off-the-beaten-path location.


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The Hen House Cottage is a small home on a historic farm in central Maryland. Six acres of magnificent grassland and flowers surround it. The Cottage features abundant natural light, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large refrigerator, etc. ), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Towels and linens are included.


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On the banks of the St. Mary's River, this bright and cheerful one-bedroom waterfront apartment is tucked. Views that are breathtaking and wonderful. It's a wonderful place to unwind and enjoy a peaceful retreat, or to launch a kayak, go for a walk, and savor delicious cuisine. Right across the street from St. Mary's College and Historic St. Mary's City. College sailing events, crew teams rowing, and the historic Maryland Dove sailing down the river are all possibilities. It's beautiful here in the fall, winter, spring, and summer! SUNSETS!


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Sotterley Plantation is located near Saint Mary's historic city, Pt. Lookout State Park, and Pt. Lookout State Park. Great hiking trails, a rebuilt colonial village, and a copy of the Maryland Dove can all be found in Saint Marys City. Take a tour of a lighthouse. Great restaurants are within a few miles, or you may spend the day on Solomons Island. Peaceful locations for relaxing on the water or paddling down the river in a kayak. This is the place to go if you want to get away from it all. When you sit on the porch or deck, you are actually sitting right in front of the river.


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