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
Apartment in North Beach
4.96 out of 5 average rating, 106 reviewsBayside Oasis of Southern Maryland
Guest favourite
Cottage in California
4.97 out of 5 average rating, 196 reviewsCozy Little Cottage
Guest favourite
Cabin in Lusby
4.91 out of 5 average rating, 213 reviewsPeaceful Waterfront Retreat on The Bay
Guest favourite
Cottage in North East
4.97 out of 5 average rating, 451 reviewsPersimmon Pastures
Guest favourite
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Guest favourite
Guest suite in Chestertown
4.99 out of 5 average rating, 194 reviewsBeautiful Waterfront Chestertown Getaway
Guest favourite
Home in Myersville
4.97 out of 5 average rating, 155 reviewsThe Crooked Cottage: a Cozy, Curated Escape
Guest favourite
Guesthouse in Lusby
4.97 out of 5 average rating, 140 reviewsCozy Lakeside Studio Retreat.
Destinations to explore
- Rentals with beach access Maryland
- Rentals with a hot tub Maryland
- Rentals with breakfast Maryland
- Bed and breakfasts Maryland
- Pet-friendly rentals Maryland
- Mansion rentals Maryland
- Hotel rentals Maryland
- Rentals with an EV charger Maryland
- Bungalow rentals Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Aparthotel rentals Maryland
- Campsite rentals Maryland
- Cabin rentals Maryland
- Apartment rentals Maryland
- Cottage rentals Maryland
- Beach house rentals Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Family-friendly rentals Maryland
- Lakehouse rentals Maryland
- Rentals with an accessible height bed Maryland
- Rentals with outdoor seating Maryland
- Rentals with an accessible height toilet Maryland
- Ski-in/ski-out rentals Maryland
- Rentals with a sauna Maryland
- Chalet rentals Maryland
- Waterfront rentals Maryland
- Condo rentals Maryland
- Villa rentals Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Rentals with a washing machine and dryer Maryland
- Beachfront rentals Maryland
- Boutique hotel rentals Maryland
- Rentals with a home theatre Maryland
- Private suite rentals Maryland
- Rentals with a fire pit Maryland
- Wheelchair accessible rentals Maryland
- House rentals Maryland
- Fitness-friendly rentals Maryland
- Rentals with a patio Maryland
- Rentals with a fireplace Maryland
- Farmstay rentals Maryland
- Monthly Rentals Maryland
- Townhouse rentals Maryland
- Kid-friendly rentals Maryland
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