122+ Luxury Vacation Rentals & Cabins in St. Michaels |
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St. Michaels Cabin Rentals

About St. Michaels Vacation Rentals

There are more than 122 incredible getaway rentals that are available in St. Michaels. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in St. Michaels.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in St. Michaels, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in St. Michaels. Places to stay near St. Michaels are 1186.75 ft² on average, with prices averaging US $689 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in St. Michaels. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in St. Michaels

Type Count
Vacation Homes 75
Cottages 22
Holiday Apartments 9
B&B 3
Cabin Rentals 2
Others 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in St. Michaels

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in St. Michaels with Cabinns.com.

Weather in St. Michaels, MD

View the weather forecast for St. Michaels before booking your St. Michaels Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities St. Michaels Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near St. Michaels. Discover Top Attractions For Your Next Outdoor Adventure.


St. Michaels Winery
Chesapeake Bay Maritime Museum
St. Michaels Museum
U.S. Naval Academy
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Chesapeake Beach Water Park
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Rod n Reel Charter Fishing
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Queenstown Premium Outlets
Annapolis Maritime Museum
Great Marsh Park
Harriet Tubman Museum and Educational Center
Oxford Museum

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Claiborne 124 Properties
St. Michaels Winery 92 Properties
Bozman 90 Properties
St. Michaels Museum 90 Properties
Rio Vista 88 Properties
Chesapeake Bay Maritime Museum 87 Properties

Frequently Asked Questions About St. Michaels?

What are the top cabins, lake houses & summer homes in St. Michaels?

We provide an array of great vacation destinations in St. Michaels. If you are looking to stay in or around the St. Michaels area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in St. Michaels:

How many cabin rentals and resorts have private pools in St. Michaels?

We have 16 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near St. Michaels. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in St. Michaels is best for families?

Searching for a family-friendly cabin in St. Michaels? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in St. Michaels?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 122 in the St. Michaels area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in St. Michaels.

Nearby Neighborhood (1) 
Neighborhood Property Count
Rio Vista Rental Cabins and Private Getaways in St. Michaels, Maryland 88

People Also Ask

There are 8 hotels in St. Michaels and 87 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals St. Michaels