Discover a selection of 132 holiday rentals in St. Michaels that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 255 per night, and houses and cottages are popular options for a stay in St. Michaels. Either way, you'll find a rental for everyone's needs.
Top rated rentals — St. Michaels
Destination guide

Historical St. Michaels will entice you

The area's museums and history are just some of the reasons to come on holiday to St. Michaels. Well known for its boating, seafood restaurants and shopping, this romantic city won't disappoint. William Paca House and Maryland State House are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.


Activities and attractions in St. Michaels

Do you want to find attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes St. Michaels a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (0.4 mi / 0.6 km)
  • Hog Neck Golf Course (9.4 mi / 15.1 km)
  • Queenstown Harbor Golf Club (14.4 mi / 23.1 km)
  • U.S. Naval Academy Golf Club (19.4 mi / 31.2 km)
Natural features

Exploring the natural landscape of St. Michaels

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, St. Michaels is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kent Island (12 mi / 19.4 km)
  • Great Marsh Park (16 mi / 25.7 km)
  • Shadyside Park (16.2 mi / 26.1 km)
  • Bill Burton Fishing Pier State Park (16.7 mi / 26.9 km)
  • Long Wharf Park (16.7 mi / 26.9 km)
  • Maryland Quiet Waters Park (18.2 mi / 29.3 km)
How to get there

Transport to and around St. Michaels

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 8.8 mi (14.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away.

Can I find a vacation rental around St. Michaels?

Yes, our 2021 property listings offer a large selection of 132 vacation rentals near St. Michaels. From 108 houses to 22 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near St. Michaels for a holiday or a weekend are on Vrbo.