Hot St. Michaels Cottage Rates

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Featured Cottages in St. Michaels

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wittman ...
Relaxing Waterfront Cottage Near St Michaels, Maryland
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge
Stay at this cottage in Cambridge. Enjoy free WiFi, a garden, and patios. Popular attractions Ragged Island and Spocott Windmill are located nearby.
Family and Pet-Friendly, Waterfront with Pier
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

Saint Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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Eastern Shore Waterside Cottage Near St. Michaels

Eastern Shore Waterside Cottage Near St. Michaels

Neavitt
Stay at this cottage in Neavitt. Enjoy free WiFi, private pools, and a garden. Popular attractions Neavitt Park and Phillips Wharf Environmental Center are located ...
Eastern Shore Waterside Cottage Near St. Michaels
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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

Edgewater
Book a stay at this family-friendly cottage in Edgewater. Enjoy free WiFi, a garden, and patios. Popular attractions Triton Beach and Sand Point Marsh are located ...
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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

St Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Annapolis
Book a stay at this beach cottage in Annapolis. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Annapolis Landing Marina and Annapolis ...
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town

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

St Michaels
Book a stay at this family-friendly cottage in St. Michaels. Enjoy free WiFi, a garden, and patios. Popular attractions Higgins Yacht Yard and Marina and St. ...
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

annapolis
Book a stay at this golf cottage in Annapolis. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Annapolis Bowl and Westfield Annapolis Mall ...
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
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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 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
96 Cottages
Lowest Price
NZ$238
Highest Price
NZ$1,021
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, Family and Pet-Friendly, Waterfront with Pier, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Eastern Shore Waterside Cottage Near St. Michaels, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Waterfront dog-friendly home with beach just mins to Downtown Annapolis, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Top trending hotels in St. Michaels

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is NZ$1,021 per night from 7 Apr to 8 Apr
NZ$1,021
includes taxes & fees
7 Apr - 8 Apr
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Inn at Perry Cabin
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 6 Apr to 7 Apr
NZ$238
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
St Michaels Inn
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 NZ$461 per night from 6 Apr to 7 Apr
NZ$461
includes taxes & fees
6 Apr - 7 Apr
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Wildset
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Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street, St. Michaels, MD
The price is NZ$337 per night from 6 Apr to 7 Apr
NZ$337
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3.5-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perry Cabin Park and Higgins Yacht Yard and ...
Parsonage Inn
Don't see what you're looking for?
See all available properties in St. Michaels
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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.

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