The Best Vacation Rentals to Book in Maryland

These vacation rentals in Maryland offer up plenty of space for big groups
These vacation rentals in Maryland offer up plenty of space for big groups | Courtesy of Marsh-Mellow Manor 5 Bedroom House / Expedia
Charlie Bush

Maryland is one of the original 13 Colonies and the birthplace of the US national anthem. It is sometimes referred to as “America in miniature” because it has every kind of natural feature, except a desert, within its borders. Visitors to Maryland can explore its varied landscapes from the comfort of contemporary vacation homes, complete with open brick fireplaces and wood-paneled walls. Or, they can enjoy exclusive rooftop terraces and city view balconies a stone’s throw from Washington DC. Here’s our pick of the best, bookable on Culture Trip.

1. Cedar Shores Villa 4 Bedroom Townhome #18, for lakeside tranquility

Villa, Cottages

Cedar Shores Villa 4 Bedroom Townhome #18
Courtesy of Cedar Shores Villa 4 Bedroom Townhome #18 / Expedia

With waves gently lapping at the end of its short garden, this four-bedroom townhouse could not be closer to Deep Creek Lake. You can admire its crystalline waters and the verdant forests on the opposite shore while relaxing in the house’s outdoor hot tub or reclining on the balcony. As darkness descends on the lake, curl up on one of the deep plush couches in the lounge with a book. The open plan layout of the downstairs is ideal for socializing, whether you are busy in the kitchen, lounging in the living room or playing games around the dining room table.

2. Deep Creek Dream 4 Bedroom House, for spa tub soaks in Swanton


Deep Creek Dream 4 Bedroom House
Courtesy of Deep Creek Dream 4 Bedroom House / Expedia

This vacation rental in Swanton is nestled amongst the trees, giving guests the impression that they are living in a fairytale cottage. But, unlike Hansel and Gretel’s modest abode, this spacious property treats you to a luxury outdoor spa tub. Big enough to accommodate you and seven of your friends, this is an outdoor adventurer’s ideal destination, a short drive to both the largest lake in Maryland and the nearby Savage River State Forest.

3. Bluebird Daze 4 Bedroom House, for a mountain getaway in McHenry


Bluebird Daze 4 Bedroom House
Courtesy of Bluebird Daze 4 Bedroom House / Expedia

There is a reason to visit McHenry in every season of the year. On the northern shore of Deep Creek Lake, this home rental in Maryland is the ideal base for autumn hikes among the falling leaves, winter skiing at nearby Wisp Resort, crisp mountain walks in spring and watersports throughout the long summer months. Kids and adults alike will love the terrace hot tub, where you can glimpse the inviting waters of Deep Creek Lake through the trees.

4. Bluebird Suites near Chevy Chase, for urban vacations in Bethesda


Bluebird Suites near Chevy Chase
Courtesy of Bluebird Suites near Chevy Chase / Expedia

Decked out in sedate creams and soft pastels, with welcome splashes of contemporary art, Bluebird Suites are an excellent choice for an urban vacation in Maryland. In the suburbs north of Washington DC, this apartment is convenient for anyone on a city break in the US capital and a short drive from attractions such as the Smithsonian. The terraces of this multi-story building afford unrivaled views of the city skyline. It also boasts a fitness suite, a long, narrow lap pool and an arcade/games room for indoor recreation during your stay.

5. Trees, Breeze and Skis 3 Bedroom House, for outdoor adventures in McHenry


Trees, Breeze and Skis 3 Bedroom House
Courtesy of Trees, Breeze and Skis 3 Bedroom House / Expedia

As the name suggests, this Maryland vacation rental home is well situated for an escape to the countryside. The forested surrounds give you and your family ample privacy, while the massive windows of this wood-paneled lodge let you enjoy unobstructed views of the flora and fauna of this mountainous area. The location is a one-minute walk to the beach, providing easy access to Deep Creek Lake. Skiing and snowboarding are also available from December until spring at the nearby Wisp Resort.

6. Skydance 5 Bedroom House, for rustic splendor near Deep Creek Lake


Skydance 5 Bedroom House
Courtesy of Skydance 5 Bedroom House / Expedia

All rough-hewn stone and heavy wooden beams, this five-bedroom house is rustic ski lodge chic. It boasts a wrap-around veranda, a balcony with views of Deep Creek Lake and an outdoor hot tub for soaking with your sweetie, or nine of your buddies. The lounge, dominated by the massive fireplace, is ideal for curling up on a cold night. This vacation property sits in a peaceful valley amongst the mountains of western Maryland, with the lake visible through the trees.

7. Landing Modern Apartment With Amazing Amenities Id1896, for city breaks in Chevy Chase


Landing Modern Apartment With Amazing Amenities Id1896
Courtesy of Landing Modern Apartment With Amazing Amenities / Expedia

If you are looking to explore Washington DC and the surrounding area from the historic community of Chevy Chase, this two-bedroom apartment should meet all of your requirements. All clean lines and contemporary fixtures, it has access to a large rooftop pool and a glamorous terrace with all-encompassing views of the suburbs and the distant mountains. After a day of sightseeing, you can work out in the modern fitness suite or unwind in the sauna.

8. Marsh-Mellow Manor 5 Bedroom House, for firing up the barbecue by the lake


Marsh-Mellow Manor 5 Bedroom House
Courtesy of Marsh-Mellow Manor 5 Bedroom House / Expedia

A mere five-minute walk from the eastern shore of the idyllic Deep Creek Lake, this Maryland vacation rental is well-placed for excursions to the nearby Deep Creek Lake State Park and the Savage River State Forest. With five bedrooms and five bathrooms, there’s plenty of space for 10 people to spread out at this wood-paneled, chalet-style property. Fire up the barbecue on the patio to cook for your friends or family, then unwind in the hot tub after a day of watery adventures on the lake or skiing at the nearby Wisp Resort.

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