Hot St. Michaels Cottage Rates

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Featured Cottages in St. Michaels

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!
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 St. ...
Relaxing Waterfront Cottage Near St Michaels, Maryland
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

Annapolis
Stay at this cottage in Annapolis. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Sandy Point State Park and Bay Hills Golf Club are located ...
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
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Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

West River
Stay at this cottage in Anne Arundel County. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Galesville Heritage Museum and Shadyside ...
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

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

Tilghman Island
Stay at this cottage in Tilghman. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attraction Tilghman Watermen’s Museum is located ...
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
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
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
Stay at this cottage in St. Michaels. Enjoy a garden, tennis courts, and cable/satellite TV service. Popular attractions St. Michaels Museum and Chesapeake Bay ...
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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 Chesapeake Bay Maritime Museum 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
71 Cottages
Lowest Price
NZ$166
Highest Price
NZ$781
Popular accommodation
Amazing views, short walks to great dining!, Relaxing Waterfront Cottage Near St Michaels, Maryland, Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays, , Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, 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$781 per night from 9 Jan to 10 Jan
NZ$781
includes taxes & fees
9 Jan - 10 Jan 2025
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$166 per night from 5 Jan to 6 Jan
NZ$166
includes taxes & fees
5 Jan - 6 Jan 2025
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$446 per night from 1 Jan to 2 Jan
NZ$446
includes taxes & fees
1 Jan - 2 Jan 2025
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$350 per night from 6 Jan to 7 Jan
NZ$350
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3.5-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels ...
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.

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^Subject to availability and chosen travel dates.