124+ Hotel & Resort Deals in St. Michaels |
  1. USA
  2. Maryland
  3. St. Michaels

St. Michaels Hotels, Resorts, and Rentals

About St. Michaels Vacation Rentals

There are more than 124 places to stay in St. Michaels that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in St. Michaels.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala St. Michaels, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near St. Michaels. Places to stay near St. Michaels are 1193.13 ft² on average, with prices averaging US $687 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in St. Michaels with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Show more
Show less

Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in St. Michaels

Type Count
Vacation Homes 76
Cottages 22
Holiday Apartments 7
B&B 6
Cabin Rentals 2
Others 2
Villas 1

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

★ Pro Tip: Hotala.co.nz has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in St. Michaels.

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

Stay Near St. Michaels's Top Attractions

Hotala.co.nz can help you find hotels, resorts, and rentals near many of St. Michaels's top attractions, neighborhoods, and points of interest.


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 Hotels, Resorts, and Rentals Nearby 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 hotels or resorts in St. Michaels?

You have a lot of choices in or near St. Michaels. If you need a hotel in the St. Michaels area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in St. Michaels:

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

There are 28 accommodation options with private pools in or near St. Michaels. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 124 in the St. Michaels area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in St. Michaels.

Nearby Neighborhood (1) 
Neighborhood Property Count
Rio Vista Hotel & Resort Deals in St. Michaels, Maryland 88

People Also Ask

There are 8 hotels in St. Michaels and 86 rentals

  • Prices for a holiday home in St. Michaels start at US $109
  • Top rated vacation home in St. Michaels is The Wildset
  • Most popular short term in St. Michaels is St Michaels Inn
  • Cheapest place to stay in St. Michaels is St Michaels Inn
  • Most expensive holiday rental in St. Michaels is Inn at Perry Cabin

Recently Booked Hotels, Resorts, or Rentals in St. Michaels