St. Michaels Condo Rentals

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Condo Rentals in St. Michaels

Beautiful Condo - Water View Near City Dock

Annapolis MD

With a stay at this condo in Annapolis (Eastport), you'll be within a 5-minute drive of U.S. Naval Academy and Spa Creek.

Pool

Kitchen

Waterfront Suite with Views of Annapolis, Pool & Prime Eastport Location

Annapolis MD

With a stay at this condo in Annapolis (Eastport), you'll be within a 5-minute drive of U.S. Naval Academy and Annapolis Harbor.

Pool

Kitchen

Station House East: Upscale Loft in the Historic District Cambridge, MD

Cambridge MD

$337 nightly

$357 total

Dec 7 - Dec 8

Total with taxes and fees

A stay at this condo places you in the heart of Cambridge, steps from Harriet Tubman Museum and Educational Center and 3 minutes by foot from Richardson Maritime Museum.

Kitchen

Washer

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Cambridge MD

$280 nightly

$297 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

A stay at this condo places you in the heart of Cambridge, steps from Harriet Tubman Museum and Educational Center and 3 minutes by foot from Richardson Maritime Museum.

Kitchen

Washer

Waterfront 2-Bedroom Condo on Spa Creek

Annapolis MD

With a stay at this condo in Annapolis (Eastport), you'll be within a 5-minute drive of U.S. Naval Academy and Annapolis Harbor.

Kitchen

Washer

New Downtown Annapolis Condo With Free Parking

Annapolis MD

With a stay at this condo, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

Kitchen

Washer

Upscale Condo in Annapolis

Annapolis MD

$529 nightly

$603 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this condo in Annapolis (Historic District), you'll be within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

Washer

Dryer

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Cambridge MD

$327 nightly

$347 total

Dec 6 - Dec 7

Total with taxes and fees

A stay at this condo places you in the heart of Cambridge, steps from Richardson Maritime Museum and Christ Episcopal Church.

Kitchen

Washer

Unbelievable beach views for 6

North Beach MD

A stay at this condo places you in the heart of North Beach, steps from Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Annapolis Condominium in the heart of the historic center

Annapolis MD

A stay at this condo places you in the heart of Annapolis, within a 15-minute walk of U.S. Naval Academy and Maynard-Burgess House.

Kitchen

Washer

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Cambridge MD

$339 nightly

$359 total

Dec 9 - Dec 10

Total with taxes and fees

A stay at this condo places you in the heart of Cambridge, steps from Richardson Maritime Museum and Christ Episcopal Church.

Kitchen

Washer

Waterfront Condo with Rooftop Pool, Spa Creek Views & Prime Eastport Location with Parking

Annapolis MD

With a stay at this condo in Annapolis (Eastport), you'll be within a 5-minute drive of U.S. Naval Academy and Spa Creek.

Pool

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.