Compare St. Michaels Cottage Rentals

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Featured St. Michaels Cottages

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

$278 nightly

$295 total

Jan 12 - Jan 13

Total with taxes and fees

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

Washer

Dryer

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

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

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

Pool

Kitchen

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

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

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

The Middle Point Cabin in Saint Michaels

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

Charming Waterfront Cottage Retreat near St. Michaels

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

Kitchen

Washer

Family and Pet-Friendly, Waterfront with Pier

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

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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

Kitchen

Washer

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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.

St. Michaels Beach Accommodation

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$513 nightly

$564 total

Jan 15 - Jan 16

Total with taxes and fees

9.4/10 Exceptional! (373 reviews)

Hotel Options in St. Michaels

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$96 nightly

$106 total

Jan 20 - Jan 21

Total with taxes and fees

8/10 Very Good! (1,001 reviews)

The Wildset

209 N Talbot St St. Michaels MD

$209 nightly

$230 total

Jan 12 - Jan 13

Total with taxes and fees

9.6/10 Exceptional! (413 reviews)

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$513 nightly

$564 total

Jan 15 - Jan 16

Total with taxes and fees

9.4/10 Exceptional! (373 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	$106
Highest Price	$564
Popular accommodation	Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Relaxing Waterfront Cottage Near St Michaels, Maryland, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, The Middle Point Cabin in Saint Michaels, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)