Holiday houses in Maryland
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Top-rated holiday rentals in Maryland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland holiday rentals
Other great holiday rentals in Maryland
Guest favourite
Guesthouse in Lusby
4.96 out of 5 average rating, 144 reviewsCozy Lakeside Studio Retreat.
Guest favourite
Cabin in Myersville
4.97 out of 5 average rating, 261 reviewsCabin on Middle Creek - Myersville MD - Middletown
Guest favourite
Tiny home in Cambridge
4.99 out of 5 average rating, 163 reviewsBlackwater Refuge House on The Farm, water access
Guest favourite
Tiny home in Hancock
4.95 out of 5 average rating, 155 reviewsRidge top tiny house - mountain side views
Guest favourite
Rental unit in Lexington Park
4.97 out of 5 average rating, 515 reviewsHistoric St. Mary's City, MD
Guest favourite
Cottage in North East
4.97 out of 5 average rating, 457 reviewsPersimmon Pastures
Guest favourite
Guesthouse in Stevensville
5 out of 5 average rating, 220 reviewsWaterfront Getaway - View of bay from your bed
Guest favourite
Guesthouse in Annapolis
4.91 out of 5 average rating, 216 reviewsCalico Cottage Guest House, king bed, free parking
Destinations to explore
- Rentals with beach access Maryland
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- Rentals with a hot tub Maryland
- Rentals with a sauna Maryland
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- Aparthotel rentals Maryland
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- Condo rentals Maryland
- Pet-friendly rentals Maryland
- Rentals with a patio Maryland
- Campsite rentals Maryland
- Rentals with a fireplace Maryland
- Rentals with an EV charger Maryland
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- Cottage rentals Maryland
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- Rentals with a home theatre Maryland
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- Rentals with a washing machine and dryer Maryland
- Chalet rentals Maryland
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- Smoking-friendly rentals Maryland
- Private suite rentals Maryland
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- Mansion rentals Maryland
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- Fitness-friendly rentals Maryland
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- Lakehouse rentals Maryland
- Rentals with a fire pit Maryland
- Wheelchair accessible rentals Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Ski-in/ski-out rentals Maryland
- Waterfront rentals Maryland
- Bed and breakfasts Maryland
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