Hot St. Michaels Cottage Rates

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in St. Michaels

Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge
With a stay at this cottage in Cambridge, you'll be on the waterfront, and 6.3 mi (10.1 km) from Ragged Island and 7.6 mi (12.2 km) from Spocott Windmill.
Opens in a new windowFamily and Pet-Friendly, Waterfront with Pier
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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

Saint Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.
Opens in a new windowJohn Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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

St Michaels
With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.
Opens in a new windowLocation, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Save an average of 15% on thousands of hotels when you're signed in
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville
With a stay at this cottage in Centreville, you'll be on the waterfront, and 6.5 mi (10.5 km) from Queenstown Premium Outlets and 6.6 mi (10.6 km) from Hazel ...
Opens in a new windowSecluded Waterfront Cottage on 200 acre farm near Queenstown
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

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

Tilghman Island
With a stay at this cottage in Tilghman, you'll be within a 10-minute walk of Kronsberg Park and Talbot County Library Tilghman Branch.
Opens in a new window"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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

Cambridge
Located in Cambridge, this cottage is on the waterfront, within a 15-minute drive of Spocott Windmill and Ragged Island.
Opens in a new windowCozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Waterfront property with private boat ramp and new dock!

Waterfront property with private boat ramp and new dock!

Cambridge
Located in Cambridge, this cottage is within a 15-minute drive of Spocott Windmill and Ragged Island.
Opens in a new windowWaterfront property with private boat ramp and new dock!
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

Neavitt
When you stay at this cottage in Neavitt, you'll be steps from Neavitt Park.
Opens in a new windowThe Middle Point Cabin in Saint Michaels
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

Annapolis
When you stay at this cottage in Annapolis, you'll be on the beach, within a 10-minute walk of Annapolis Sailing School and Annapolis Landing Marina.
Opens in a new windowTake a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK
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 Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in St. Michaels will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to St. Michaels definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in St. Michaels, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

St. Michaels Cottages essential information

Accommodation
93 Cottages
Lowest Price
AU$157
Highest Price
AU$988
Popular accommodation
Family and Pet-Friendly, Waterfront with Pier, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Waterfront Cottage on 200 acre farm near Queenstown, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Waterfront property with private boat ramp and new dock! , The Middle Point Cabin in Saint Michaels, Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

Top trending hotels in St. Michaels

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is AU$157 per night from 1 Oct to 2 Oct
AU$157
1 Oct - 2 Oct
includes taxes & fees
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime ...
Opens in a new windowSt Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is AU$988 per night from 1 Oct to 2 Oct
AU$988
1 Oct - 2 Oct
includes taxes & fees
A stay at Inn at Perry Cabin places you in the heart of St. Michaels, steps from Perry Cabin Park and 8 minutes by foot from Higgins Yacht Yard and Marina.
Opens in a new windowInn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is AU$398 per night from 6 Oct to 7 Oct
AU$398
6 Oct - 7 Oct
includes taxes & fees
With a stay at The Wildset in St. Michaels, you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town Hall.
Opens in a new windowThe Wildset
Save an average of 15% on thousands of hotels when you're signed in
George Brooks House B&B

George Brooks House B&B

3 out of 5
24500 Rolles Range Road, St. Michaels, MD
The price is AU$344 per night from 22 Sept to 23 Sept
AU$344
22 Sept - 23 Sept
includes taxes & fees
When you stay at George Brooks House B&B in St. Michaels, you'll be within a 5-minute drive of Chesapeake Bay Maritime Museum.
Opens in a new windowGeorge Brooks House B&B
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.