Waterfront retreats, mountain escapes, and vacation properties across all of Maryland. Listed directly by owners.
Rentals of Maryland lists vacation properties across the state, directly from their owners. Maryland packs an unusual range of landscapes into a small area - tidal Chesapeake waterways, Atlantic beaches, Appalachian highlands, and rolling farm country.
Water defines a large part of Maryland's vacation rental landscape. The Chesapeake Bay and its tributaries offer waterfront cottages, boathouse apartments, and properties with private docks across multiple counties. Kayaking, sailing, and crabbing come with the territory.
Maryland's mountain regions in the west offer lakefront homes, ski-adjacent chalets, and forested retreats in a completely different setting from the coast. Year-round recreation includes skiing, hiking, and water sports on mountain lakes.
Owners list their Maryland property for free. Guests browse without an account and contact owners directly after a quick free registration. No booking fees, no percentage cuts - just a direct connection between Maryland property owners and the people who want to stay there.
Yes. Many Chesapeake Bay properties include private dock access. Search waterfront properties and check listing details for dock availability.
Summer (June-August) for the full beach and boardwalk experience. May and September offer lower rates and fewer crowds with most amenities still open. Ocean City has year-round visitors.
Yes. Wisp Resort at Deep Creek Lake is Maryland's ski area. We list properties within walking or short driving distance of the slopes.
Many of our Bay-area properties include dock access suitable for crabbing and fishing. The Chesapeake Bay is famous for blue crabs - Maryland's most celebrated export.
List your property for free and reach guests searching across all our regional sites.