We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Resorts and cottages in St. Michaels, MD and nearby

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 15 Rentals in the St. Michaels Area
loading...
From
$375
Per Night
St. Michaels
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details Reviews (1) Make Inquiry
From
$759
Per Night
St. Michaels
6 Bedrooms, 6 Bathrooms, Sleeps 12
Bookings
38 photos Details Make Inquiry
From
$450
Per Night
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
13 photos Details Reviews (5) Make Inquiry
From
$360
Per Night
St. Michaels
7 Bedrooms, 4 Bathrooms, Sleeps 11
12 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed September 27, 2014
Friends and family stayed at the home to watch my nephew get married on 9/20/14. I must say, the house was as much of the event as the wedding celebration. We went from 6 of us...
5 of 5 stars Reviewed July 23, 2014
Our daughter was married at the Tidewater Inn in Easton. We rented this lovely, large home the week before the wedding to have a place for the bride to relax while we spent time...
See all reviews
From
$190
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 18, 2014
Location location location! Walk to perhaps the cutest town ever! Friendly people ,dog loving community, sail boats, restaurants and such a lovely little town.. Perfection found!
See all reviews
From
$150
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details Reviews (12) Make Inquiry
5 of 5 stars Reviewed August 22, 2014
The pictures of this house do not lie. It is that nice. We parked our car and didn't need again until we left. Close to everything. Walk to the water , sit on the bench and...
5 of 5 stars Reviewed July 20, 2014
We fully enjoyed our relaxing stay in the sleepy little town of St. Michaels, and would definitely return when given the chance. The location is perfect - within a one block walk...
See all reviews
From
$5,500
Per Week
St. Michaels
5 Bedrooms, 5 Bathrooms, Sleeps 10
16 photos Details Make Inquiry
From
$280
Per Night
St. Michaels
3 Bedrooms, 4 Bathrooms, Sleeps 6
9 photos Details Make Inquiry
From
$1,429
Per Night
St. Michaels
6 Bedrooms, 8 Bathrooms, Sleeps 12
16 photos Details Make Inquiry
From
$1,143
Per Night
St. Michaels
6 Bedrooms, 6 Bathrooms, Sleeps 12
16 photos Details Make Inquiry
Get the List
From
$5,250
Per Week
St. Michaels
5 Bedrooms, 5 Bathrooms, Sleeps 10
16 photos Details Make Inquiry
From
$714
Per Night
St. Michaels
5 Bedrooms, 5 Bathrooms, Sleeps 8
10 photos Details Make Inquiry

The following rentals are within 5 miles of St. Michaels, Maryland.

From
$375
Per Night
Bozman
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details Reviews (1) Make Inquiry
From
$665
Per Night
Bozman
4 Bedrooms, 3 Bathrooms, Sleeps 13
7 photos Details Reviews (8) Make Inquiry
From
$250
Per Night
Claiborne
3 Bedrooms, 5 Bathrooms, Sleeps 8
11 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed October 10, 2014
Very new, very clean, very spacious, very comfortable. The family thoroughly enjoyed our stay here with plenty of room to spread out, a huge kitchen, meals on the deck and...
See all reviews
Go to map view
Book Online(3)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (3)
  • Suitable for children (6)
  • Pet friendly (7)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (15)
  • Internet (15)
  • Other outdoor space (15)
  • Grill (14)
  • Washer/Dryer (14)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities
Filter search results by:
Book Online(3)

Suitability

  • Wheelchair access (1)
  • Elder access (3)
  • Suitable for children (6)
  • Pet friendly (7)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (15)
  • Internet (15)
  • Other outdoor space (15)
  • Grill (14)
  • Washer/Dryer (14)
  • View all amenities