Compare St. Michaels Cottage Rentals

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Featured Cottages in St. Michaels

Relaxing Waterfront Cottage Near St Michaels, Maryland

Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. This smoke-free cottage also has barbecue grills.

Pool

Kitchen

Secluded Waterfront Cottage on 200 acre farm near Queenstown

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

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

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Pool

Kitchen

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.

Kitchen

Washer

Beachfront Home Minutes to Downtown Annapolis Dogs OK

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Washer

Dryer

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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.

Hotel Options in St. Michaels

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$126 nightly

$138 total

Jun 1 - Jun 2

Total with taxes and fees

8.2/10 Very Good! (1,001 reviews)

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$603 nightly

$663 total

May 31 - Jun 1

Total with taxes and fees

9.6/10 Exceptional! (387 reviews)

The Wildset

209 N Talbot St St. Michaels MD

$249 nightly

$274 total

Jun 1 - Jun 2

Total with taxes and fees

9.8/10 Exceptional! (451 reviews)

Cottages

Book a cottage in St. Michaels
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in St. Michaels. 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 St. Michaels better.

Cottage apartments in St. Michaels 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 St. Michaels
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 St. Michaels 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 St. Michaels 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 St. Michaels. 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.

St. Michaels Cottages essential information

Accommodation	97 Cottages
Lowest Price	$138
Highest Price	$663
Popular accommodation	Relaxing Waterfront Cottage Near St Michaels, Maryland, Secluded Waterfront Cottage on 200 acre farm near Queenstown, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.