122+ Vacation Rentals in St. Michaels |
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St. Michaels Vacation Rentals, Hotels, & Places to Stay

About St. Michaels Vacation Rentals

There are more than 122 places to stay that are available in St. Michaels. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in St. Michaels.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in St. Michaels, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in St. Michaels. Places to stay near St. Michaels are 1186.75 ft² on average, with prices averaging US $687 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in St. Michaels. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in St. Michaels

Type Count
Vacation Homes 75
Cottages 22
Holiday Apartments 7
Villas 1

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

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in St. Michaels today.

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

Top Attractions Around St. Michaels, MD

Varoom offers a large selection of top attractions around St. Michaels . Research things to do on your vacation before you visit St. Michaels.


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

Other Places to Stay in St. Michaels, MD


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 vacation rentals in St. Michaels?

We have scoured the web to find you options in St. Michaels. If you plan on staying near or in the St. Michaels area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in St. Michaels:

How many vacation rentals have private pools in St. Michaels?

We have found 14 places to stay that feature a private swimming pool in or near St. Michaels. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in St. Michaels are best for families?

If you are looking for a place to stay that is family-friendly in St. Michaels, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in St. Michaels:

How many Varoom vacation rentals are available in St. Michaels?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 122 in the St. Michaels area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in St. Michaels. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Rio Vista Vacation Rentals in St. Michaels, Maryland 88

People Also Ask

There are 122 St. Michaels, MD Vacation Rentals

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