Compare Shady Side Cottage Rentals
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Featured Shady Side Cottages
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
The Yellow Cottage on Harness Creek
North Beach Cottage - Walk to Chesapeake Bay
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Hotel Options in Shady Side
The Cottage
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Historic Inns of Annapolis
Cottages
Book a cottage in Shady Side
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Shady Side. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Shady Side better.
Cottage apartments in Shady Side range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Shady Side
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Shady Side and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Shady Side cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Shady Side. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Shady Side Cottages essential information
Accommodation | 73 Cottages |
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Popular accommodation | Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, The Yellow Cottage on Harness Creek, North Beach Cottage - Walk to Chesapeake Bay, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Relaxing, peaceful house in Calvert County, Md close to beach towns and DC., Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Cozy Cottage in Historic Downtown |