Shady Side Vacation Rentals

Name: Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Price range: $483 total

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Vacation Rentals in Shady Side

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD

$463 nightly

$528 total

Oct 20 - Oct 21

Total with taxes and fees

With a stay at this vacation home in Annapolis (Arundel on the Bay), you'll be within a 15-minute drive of Chesapeake Bay and Annapolis City Dock.

Hot Tub

Kitchen

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

Annapolis MD

With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis City Dock.

Kitchen

Washer

Dollhouse in Central Historic St Michaels

St Michaels MD

With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.

Kitchen

Washer

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton MD

A stay at this vacation home places you in the heart of Crofton, within a 5-minute drive of Walden Golf Club and Regal Waugh Chapel.

Kitchen

Washer

Cute, Cozy 2-bedroom house near Annapolis with water access

Crownsville MD

$179 nightly

$204 total

Oct 6 - Oct 7

Total with taxes and fees

With a stay at this vacation home in Crownsville (Herald Harbor), you'll be a 4-minute drive from Joyces Marina and 9 minutes from Eisenhower Golf Course.

Kitchen

Washer

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis MD

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

Pool

Kitchen

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.

Kitchen

Washer

Grace Cottage, St Michaels Walk to everything!

Saint Michaels MD

A stay at this vacation home places you in the heart of St. Michaels, steps from Muskrat Park and Saint Marys Square.

Kitchen

Washer

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis MD

When you stay at this vacation home in Annapolis, you'll be on the beach, a 1-minute drive from Chesapeake Bay and 10 minutes from Annapolis City Dock.

Kitchen

Free WiFi

House on the Bay with Private Beach Access & Panoramic Bridge Views

Stevensville MD

When you stay at this vacation home in Stevensville, you'll be on the beach, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels

Saint Michaels MD

A stay at this vacation home places you in the heart of St. Michaels, within a 10-minute walk of Classic Motor Museum and Windon Distilling.

Kitchen

Washer

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!

Annapolis MD

$424 nightly

$483 total

Nov 2 - Nov 3

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of Annapolis City Dock and U.S. Naval Academy.

Hot Tub

Kitchen

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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.