Ridgely Holiday Rentals
Holiday Rentals in Ridgely
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Retreat Near Dover
Coastal Kent Narrows Home on Bay
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Cass-N-Reel Luxury Houseboat
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Cass-Away Luxury Houseboat
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
First Floor Studio Apartment in Historic Chestertown
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Grasonville Home w/ Private Pool on the Water
Other types of properties in Ridgely you may be interested in
St Michaels Inn
Hyatt Place Kent Narrows & Marina
Best Western Kent Narrows Inn
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ridgely holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Ridgely. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ridgely. Seeing all the best attractions is bound to make you fall in love with Ridgely. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ridgely short-term rentals, that won’t be hard to do.
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