Compare St. Michaels Cottage Rentals

Featured St. Michaels Cottages

Relaxing Waterfront Cottage Near St Michaels, Maryland

At this cottage, guests have access to an outdoor pool, local meal delivery service, and a garden. This smoke-free cottage also has barbecue grills.

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

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

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

$948

includes taxes & fees

$859 per night

Nov 12 - Nov 13

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

Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets

This cottage features a spa tub and a garden. This smoke-free cottage also has barbecue grills.

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

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

Eastern Shore Waterside Cottage Near St. Michaels

Guests staying at this cottage can enjoy an outdoor pool, barbecue grills, and a garden.

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

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

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

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

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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

$339

includes taxes & fees

$308 per night

Nov 25 - Nov 26

9.4/10 Exceptional! (320 reviews)

Hotel Options in St. Michaels

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

$121

includes taxes & fees

$110 per night

Nov 28 - Nov 29

8/10 Very Good! (1,011 reviews)

Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD

$339

includes taxes & fees

$308 per night

Nov 25 - Nov 26

9.4/10 Exceptional! (320 reviews)

The Wildset

209 N Talbot St, St. Michaels, MD

$263

includes taxes & fees

$239 per night

Nov 5 - Nov 6

9.6/10 Exceptional! (279 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	71 Cottages
Lowest Price	$121
Highest Price	$948
Popular accommodation	Relaxing Waterfront Cottage Near St Michaels, Maryland, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi, Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets , Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Eastern Shore Waterside Cottage Near St. Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.