Hot St. Michaels Cottage Rates

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Featured Cottages in St. Michaels

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
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
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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
Amazing views, short walks to great dining!

Amazing views, short walks to great dining!

Annapolis
Book a stay at this family-friendly cottage in Annapolis. Enjoy free WiFi, a garden, and a picnic area. Popular attractions Helen Avalynne Tawes Garden and Navy-Marine ...
Amazing views, short walks to great dining!
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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
97 Cottages
Lowest Price
NZ$227
Highest Price
NZ$1,008
Popular accommodation
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, Amazing views, short walks to great dining!

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$1,008 per night from 4 May to 5 May
NZ$1,008
includes taxes & fees
4 May - 5 May
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$227 per night from 1 May to 2 May
NZ$227
includes taxes & fees
1 May - 2 May
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$439 per night from 28 Apr to 29 Apr
NZ$439
includes taxes & fees
28 Apr - 29 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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Waterfront Property, kayaks, private dock, near town

Waterfront Property, kayaks, private dock, near town

St. Michaels
Book a stay at this family-friendly vacation home in St. Michaels. Enjoy free WiFi, a water park, and a garden. Popular attractions Saint Michaels Village and ...
Waterfront Property, kayaks, private dock, near town
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.