St. Michaels Cottages

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Cottages in St. Michaels

Don't see what you're looking for?
See all available properties in St. Michaels
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.

St. Michaels Cottage Accommodation

You’re on the go every day, working hard and making that cash. But if you haven’t taken a holiday in months, it’s time to rethink your life choices. It’s time for you to look into St. Michaels holiday cottages and take a day off—or ten days. Because once you’re all settled in, you won’t want to leave.

Words like charming, adorable, and delightful probably come to mind when you think of country cottages, set in lovely little towns the world over. The same applies to beach cottages—just replace the rolling hills with lapping waves. And while St. Michaels cottages can’t be in every setting at once, you’ll find that the stunning scenery here is better than all the others combined. Cottages are the perfect retreat from everyday life, with serene surroundings both inside and out and that relaxed vibe that can come only from knowing everything is taken care of. St. Michaels has an equally charming vibe, and that’s why so many travellers love it.

“Don’t worry, be happy” should be your motto on your next holiday. Well, friend, in St. Michaels, that’s not just the motto of visitors; the locals are living that theme every day. So take a break from that presentation you’re working on and make a different graph instead—of Wotif’s low prices on over St. Michaels cottage accommodation options. It’s about time you got to kick back, and we don’t mean putting your feet up at your desk.

St. Michaels Cottages essential information

Accommodation
101 Cottages
Lowest Price
NZ$205
Highest Price
NZ$1,394
Popular accommodation
Firefly Cottage at the Cape, Hot Tub, Community beach, summer fun, USNA visits., The Yellow Cottage on Harness Creek, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, Relaxing Waterfront Cottage Near St Michaels, Maryland, Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Top trending hotels in St. Michaels

More Destinations

^Eligibility requirements and conditions apply