St. Michaels Cottages

A waterfront street lined with trees and a white building with a balcony.

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Our top choices for St. Michaels cottages

1. Secluded Cozy Cottage in Historic Downtown

Historic District

Tim G.

includes taxes & fees

9 Aug - 10 Aug

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Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Nice stay. No complaints."

Rod 'N' Reel Resort

8/10 Good

"food was over priced we went during week very quiet no info was given on amenities at all very odd u had to explore to find out what was available its like they give u access to the place but your on your own rooms were beautiful clean they had no microwave in room room very spaciouse great view of bay"

Hyatt Regency Chesapeake Bay

10/10 Excellent

"⭐⭐⭐⭐⭐ First-Class in Every Way From the moment we arrived until the day we reluctantly checked out, the Hyatt Regency Chesapeake Bay exceeded every expectation. This isn’t just a hotel—it’s a destination. We made the most of everything the resort has to offer. We spent hours relaxing by the beautiful pool with attentive waitress service, rented bikes to explore the property, took Sea-Doos out on the bay for an unforgettable afternoon, enjoyed a round of mini golf, and then retreated to our luxurious suite to unwind in comfort. Every experience was seamless and first class. What truly sets this resort apart is the staff. Every employee we encountered was genuinely friendly, welcoming, and eager to help. Their attention to detail and commitment to making our stay special never went unnoticed. The grounds are immaculate, the amenities are outstanding, and the entire resort strikes the perfect balance between luxury and relaxation. Whether you’re looking for adventure, a romantic getaway, or simply a place to recharge, this property delivers. We’ve stayed at many resorts over the years, and this one ranks among the very best. We left already talking about when we can come back. Five stars without hesitation."

St. Michaels Escape | Pool, Hot Tub & Fire Pit

10/10 Excellent

"This property is stunning. Our family had a wonderful time. The pool and hot tub are great and the view of the water is so beautiful. The location is also so nice. You’re only a few minutes from downtown St Michaels which is so nice . Also, communication with the property manager was so great. She was extremely helpful. We would absolutely come back here."

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St. Michaels Cottages information

Number of reviews	22
Accommodation	94 Cottages
Lowest Price	NZ$1,251
Highest Price	NZ$1,251

Frequently asked questions

How much do cottages in St. Michaels cost?

Expect to pay between NZ$1,251 and NZ$1,251 per night for cottages in St. Michaels. No matter your budget, an excellent stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in St. Michaels?

Choose from 94 cottages in St. Michaels. No matter if you're holidaying with the family or organising a weekend escape with your besties, Expedia can help you find the right space to reconnect with nature.

What is there to do in St. Michaels near my cottage?

After you've unpacked your bags and settled in, venture out and discover the cool things St. Michaels has for you to experience. St. Michaels Winery is a top attraction to add to your to-do list.

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Queenstown Holiday Rentals

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Check prices for these dates

Our top choices for St. Michaels cottages

1. Secluded Cozy Cottage in Historic Downtown

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Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Rod 'N' Reel Resort

St Michaels Inn

Hyatt Regency Chesapeake Bay

The Wildset

Country Inn & Suites by Radisson, Annapolis, MD

St. Michaels Escape | Pool, Hot Tub & Fire Pit

Hyatt Place Kent Narrows & Marina

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Find out more about St. Michaels

St. Michaels Cottages information

Frequently asked questions

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Book a St. Michaels Cottage

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for St. Michaels cottages

1. Secluded Cozy Cottage in Historic Downtown

Find holiday rentals that suit your style

Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Find out more about St. Michaels

St. Michaels Cottages information

Frequently asked questions

Explore a world of travel with Expedia