Compare Villas, Resorts, & Rentals in St. Michaels, Maryland, USA
About Casai's Private Villas and Holiday Rentals in St. Michaels
Discover more than 124 vacation rentals available in St. Michaels. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in St. Michaels.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in St. Michaels, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near St. Michaels. On average, places to stay near St. Michaels offer 1193.13 ft², with nightly prices averaging CA $952.
With Casai, finding and comparing holiday rentals in St. Michaels is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in St. Michaels, MD
Frequently Asked Questions About St. Michaels?
What are the top holiday rentals in St. Michaels?
- Stay in the HEART of Saint Michaels!
- St. Michael's Premier In-Town Rental with heated pool.
- Baydream Believer
- Hurry, reserve your stay for nSummer & Fall of 2025nSTR #22-30
- Walk to Everything House
- TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
- Secluded Waterfront Property on 3 acres with swimming pool and dock.
- The heart of St Michaels awaits.
- ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms
- Downtown St. Michaels | Bikes | Kayaks | Private Pier
How many Casai.ca holiday rentals are available in St. Michaels?
As of 2025, Casai boasts over 124 properties listed in the St. Michaels area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in St. Michaels.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Rio Vista Vacation Rentals in St. Michaels, Maryland | 88 |
