Search Vacation Homes in St. Michaels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for St. Michaels vacation homes
1. Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
Dawn G.
The price is AED 309
AED 1,008 total
includes taxes & fees
30 Aug - 31 Aug
2. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
Michelle P.
The price is AED 350
AED 1,015 total
includes taxes & fees
31 Aug - 1 Sep
3. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
Robin
The price is AED 918
AED 1,557 total
includes taxes & fees
1 Sep - 2 Sep
4. Beachside Oasis with Beach Passes & King Suite by A Haven Away
Beachside Oasis with Beach Passes & King Suite by A Haven AwayNorth Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
Ellen B.
The price is AED 393
AED 1,321 total
includes taxes & fees
30 Aug - 31 Aug
5. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach AccessShady Side
10.0 out of 10, Exceptional, (1 review)
"Jut as described. Easy in easy out. Great for a few days with the family."
Joshua T.
The price is AED 278
AED 936 total
includes taxes & fees
31 Aug - 1 Sep
6. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City MarinaCambridge
9.4 out of 10, Exceptional, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
Robert
The price is AED 624
AED 1,425 total
includes taxes & fees
1 Sep - 2 Sep
7. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, RestaurantsNorth Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
Stephanie V.
The price is AED 536
AED 1,734 total
includes taxes & fees
30 Aug - 31 Aug
8. Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
Marci M.
The price is AED 1,003
AED 1,964 total
includes taxes & fees
8 Sep - 9 Sep
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Apartments
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top St. Michaels Hotel Reviews
Annapolis Waterfront Hotel, Autograph Collection
8/10 Good
