122+ Vacation Home Rentals in St. Michaels |
  1. USA
  2. Maryland
  3. St. Michaels

St. Michaels Vacation Rentals & Ski-in/Ski-out Homes

About St. Michaels Vacation Rentals

Explore over 122 vacation rentals in St. Michaels with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in St. Michaels for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in St. Michaels. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in St. Michaels tailored to your preferences. On average, these rentals offer 1186.75 ft² of space, and are priced at an average of US $689 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in St. Michaels at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Show more
Show less

Top Types of Ski Accommodations 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: Discover Your Ideal Vacation Rental in St. Michaels with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

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

Sunski 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?

When organizing your trip to St. Michaels, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in St. Michaels. Peruse our collection of highly-rated properties and secure your reservation today.

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

Uncover 13 vacation rentals boasting private pools near St. Michaels. Explore top-rated RBO homes offering access to a swimming pool:

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

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in St. Michaels. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in St. Michaels?

Discover the ideal vacation rental in St. Michaels with SunSki Resorts™. We provide an extensive selection of over 122 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to 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

Recently Booked Vacation Rentals in St. Michaels