Guesthouse holiday rentals in Maryland
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Top-rated Guesthouses in Maryland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland guesthouses
Family-Friendly guesthouses
Guesthouse in Frederick
The Shady Bear Cabin
Guesthouse in Glenwood
The Caretaker's Cottage-Historic Roundabout Hills
Guesthouse in Middletown
Indulge, Fresh Flowers, Frederick County Haven
Guesthouse in Annapolis
Annapolis Guesthouse - Completely Separate Space
Guesthouse in Bethesda
Hidden Gem in Downtown Bethesda
Guesthouse in Galesville
Gorgeous water view studio!
Guesthouse in Chestertown
Cozy Carriage House
Guesthouse in Havre de Grace
Studio apartment with off street parking
Guesthouses with a patio
Guesthouse in Catonsville
Fox Cottage *Pet Friendly*
Guesthouse in Grantsville
“The Loft” Guest House w/wifi workspace, gym etc
Guesthouse in Towson
Sunny Guesthouse steps from Towson!
Guesthouse in Elk Mills
Private Country Guesthouse Getaway Minutes from UD
Guesthouse in Ridge
El Camino
Guesthouse in Clarksville
Unique guest house spa retreat
Guesthouse in Queenstown
Waterfront Getaway
Guesthouse in Brandywine
Quiet cottage in the woods. King-bed suite.
Guest house rentals with a washing machine and dryer
Guesthouse in Cambridge
Rosses Chance Guest House
Guesthouse in Baltimore
Woodberry Studio Retreat
Guesthouse in Rockville
Modern Farmhouse Apartment. Close to Metro
Guesthouse in Annapolis
Private Art-Filled Guesthouse near Naval Academy
Guesthouse in Baltimore
Cottage in beautiful Mount Washington
Guesthouse in Frederick
The Carriage House at Hessian Overlook, Downtown
Guesthouse in Pomfret
Adorable Large Efficiency Getaway Retreat
Guesthouse in Frederick
A Quiet Haven
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