Shady Side Cottages

Name: Secluded Cozy Cottage in Historic Downtown
Price range: $814 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Shady Side

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Arnold MD

Located in Arnold, this cottage is within a 15-minute drive of Bay Hills Golf Club and Severna Park Golf Center.

Kitchen

Washer

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Annapolis MD

With a stay at this cottage in Annapolis, you'll be on the beach, within a 10-minute drive of Annapolis City Dock and Annapolis Sailing School.

Kitchen

Washer

Lovely 2-bedroom waterfront cottage in charming Wittman

Wittman MD

With a stay at this cottage in Wittman, you'll be within a 15-minute drive of Wittman Park and CL Open Field.

Kitchen

Washer

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Annapolis MD

With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of Chesapeake Bay and Annapolis City Dock.

Hot Tub

Breakfast included

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

Located in Wittman, this cottage is on the waterfront, within a 15-minute drive of Wittman Park and CL Open Field.

Pool

Kitchen

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD

When you stay at this cottage in Bozman, you'll be 14 minutes by car from Neavitt Park.

Kitchen

Washer

The Yellow Cottage on Harness Creek

Annapolis MD

With a stay at this cottage in Annapolis (Hillsmere), you'll be within a 15-minute drive of Annapolis City Dock and Chesapeake Bay.

Kitchen

Washer

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Higgins Yacht Yard and Marina and St. Michaels Marina.

Pool

Kitchen

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Secluded Cozy Cottage in Historic Downtown

Annapolis MD

$714 nightly

$814 total

Nov 8 - Nov 9

Total with taxes and fees

With a stay at this cottage in Annapolis (Historic District), you'll be steps from Annapolis City Dock and 11 minutes by foot from U.S. Naval Academy.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Shady Side

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.