Hot St. Michaels Cottage Rates
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

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

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

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Cottage downtown on a quiet street
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 | 98 Cottages |
|---|---|
Lowest Price | AU$176 |
Highest Price | AU$584 |
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, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Cottage downtown on a quiet street |
Top trending hotels in St. Michaels

St Michaels Inn

Inn at Perry Cabin

The Wildset

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
More ways to explore St. Michaels
Top Picks
- Boutique Hotels in Annapolis
- Luxury Hotels in Annapolis
- Annapolis Hotels
- Beverly Beach Hotels
- Cambridge Hotels
- Centreville Hotels
- Chesapeake Beach Hotels
- B&B in Chester
- Chester Hotels
- Churchton Hotels
- B&B in Crownsville
- Cottages in Crownsville
- Deale Hotels
- Cottages in Denton
- All Inclusive Hotels in Maryland
- Apartment Hotels in Maryland
- Boutique Hotels in Maryland
- Casino Hotels in Maryland
- Cheap Hotels in Maryland
- Hotels with Parking in Maryland
- Spa Hotels in Maryland
- Maryland Hotels
- Boutique Hotels in Eastern Shore
- Pet Friendly Hotels in Eastern Shore
- Winery Hotels in Eastern Shore
- Pet Friendly Hotels in Easton
- Spa Hotels in Easton
- Easton Hotels
- Holiday Homes in Edgewater
- Hotels with Parking in Edgewater
- Edgewater Hotels
- Motels in Edgewater
- Villas in Edgewater
- Friendship Hotels
- Guest Houses in Grasonville
- Spa Hotels in Grasonville
- Houseboats in Grasonville
- Historic District Hotels
- B&B in Hurlock
- Inns in Hurlock
- Kent Narrows Hotels
- Villas in Lothian
- Farmstay in Maryland
- B&B in Maryland
- Cabin Rentals in Maryland
- Caravan Parks in Maryland
- Condo Rentals in Maryland
- Cottages in Maryland
- Hostels in Maryland
- Resorts in Maryland
- Inns in Maryland
- Motels in Maryland
- Palaces in Maryland
- Pousadas in Maryland
- Ranches in Maryland
- Ryokans in Maryland
- Villas in Maryland
- Inns in McDaniel
- North Beach Hotels
- Oxford Hotels
- Queenstown Hotels
- Holiday Homes in Riva
- Romancoke Hotels
- Shady Side Hotels
- Cottages in Sherwood
- Sherwood Hotels
- Pet Friendly Hotels in St. Michaels
- St. Michaels Hotels
- Spa Hotels in Stevensville
- Stevensville Hotels
- Tanyard Hotels
- Tilghman Hotels
- Whitehall Hotels
- Car hire Annapolis
- Car hire Cambridge
- Car hire near Chesapeake Beach Water Park
- Car hire Cordova
- Car hire near Ellen O. Moyer Nature Park at Back Creek
- Car hire near Kunta Kinte–Alex Haley Memorial
- Car hire Queenstown
- Car hire Secretary
- Car hire near St. Michaels Museum
- Car hire near The Kunta Kinte Alex Haley Memorial
- Car hire Trappe
- Car hire near Wild Bird Center
- Car hire near William Paca House
- Car hire near Maryland
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
