Compare St. Michaels Cottage Rentals

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Featured Cottages in St. Michaels

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

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

Pool

Kitchen

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

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

Kitchen

Washer

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Pool

Kitchen

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

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, a garden, and barbecue grills.

Pool

Kitchen

Relaxing Waterfront Cottage Near St Michaels, Maryland

Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.

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

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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

Kitchen

Washer

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

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.

Hotel Options in St. Michaels

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$572 nightly

$629 total

Apr 19 - Apr 20

Total with taxes and fees

9.6/10 Exceptional! (379 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$126 nightly

$138 total

Apr 12 - Apr 13

Total with taxes and fees

8.2/10 Very Good! (1,002 reviews)

The Wildset

209 N Talbot St St. Michaels MD

$239 nightly

$263 total

Apr 14 - Apr 15

Total with taxes and fees

9.8/10 Exceptional! (431 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	98 Cottages
Lowest Price	$138
Highest Price	$629
Popular accommodation	Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Family and Pet-Friendly, Waterfront with Pier, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Relaxing Waterfront Cottage Near St Michaels, Maryland, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK