Search Villas in St. Michaels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep
No exact matches found, but these alternatives could be just right

Recommended hotels in St. Michaels

Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is SAR 859
SAR 1,028 total
includes taxes & fees
26 May - 27 May
The Wildset
View from property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is SAR 432
SAR 475 total
includes taxes & fees
2 Jun - 3 Jun
St Michaels Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
"We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s. "
United States
Katie
The price is SAR 938
SAR 1,032 total
includes taxes & fees
13 May - 14 May
Parsonage Inn
Exterior

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (383 reviews)
"Room was clean, staff were so nice and welcoming. Couldn’t have asked for a nicer view from our room! "
United States
Callie
The price is SAR 2,262
SAR 2,489 total
includes taxes & fees
31 May - 1 Jun
Inn at Perry Cabin
Front of property

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (72 reviews)
"Mr Will very good Host and breakfast very delicious sure we will come back ❤️"
United States
MENBERE
The price is SAR 1,426
SAR 1,568 total
includes taxes & fees
22 May - 23 May
George Brooks House B&B
Exterior

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,010 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is SAR 409
SAR 450 total
includes taxes & fees
12 May - 13 May
Best Western Plus Easton Inn & Suites
Porch

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (162 reviews)
"Exceptional bed and breakfast. Would definitely recommend to family and friends. "
United States
Delores
The price is SAR 683
SAR 758 total
includes taxes & fees
12 May - 13 May
Marvel's on the Creek
Exterior

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (905 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is SAR 399
SAR 442 total
includes taxes & fees
25 May - 26 May
Quality Inn Grasonville near Kent Island
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is SAR 672
SAR 875 total
includes taxes & fees
19 May - 20 May
Kent Island Resort
Exterior

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, (12 reviews)
"Great overnight stay for a wedding nearby. Would highly recommend!"
United States
Kevin F.
The price is SAR 938
SAR 1,571 total
includes taxes & fees
12 May - 13 May
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (876 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is SAR 641
SAR 706 total
includes taxes & fees
13 May - 14 May
The Tidewater Inn
Exterior

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, (44 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is SAR 650
SAR 1,397 total
includes taxes & fees
1 Jun - 2 Jun
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Property grounds

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place in a great location. We would definitely stay there again "
United States
Traci C.
The price is SAR 844
SAR 1,706 total
includes taxes & fees
26 May - 27 May
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
View from property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (485 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is SAR 908
SAR 1,036 total
includes taxes & fees
12 May - 13 May
Anchored Inn at Hidden Harbour Marina
Exterior

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (776 reviews)
"Clean and spacious room. Liked that there were different pillow choices! Good location. "
United States
Rebecca
The price is SAR 492
SAR 546 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Cambridge by IHG
2 restaurants, breakfast, lunch, dinner served; soul food

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,008 reviews)
"Great place to stay with lovely views"
United States
David
The price is SAR 478
SAR 606 total
includes taxes & fees
25 May - 26 May
Rod 'N' Reel Resort
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (132 reviews)
"Spotless room! Well kept grounds. Would definitely stay here again."
United States
Bethany
The price is SAR 938
SAR 1,032 total
includes taxes & fees
19 May - 20 May
The Tilghman Island Inn
Exterior

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (834 reviews)
"The staff were very attentive and happy to help whenever we needed them."
United States
Amelia
The price is SAR 457
SAR 507 total
includes taxes & fees
14 May - 15 May
Comfort Inn & Suites Cambridge
Exterior

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (11 reviews)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is SAR 844
SAR 1,698 total
includes taxes & fees
19 May - 20 May
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Exterior

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (160 reviews)
"The rooms were so thoughtfully laid out. Coffee and a breakfast goodie bag was delivered in a thermos each morning. Great view of the water. Looking forward to staying here again!"
United States
Caitlin
The price is SAR 717
SAR 789 total
includes taxes & fees
28 May - 29 May
Sandaway Suites & Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Michaels Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Great hotel that's quiet and full of cool nautical art! The breakfast is basic but wonderful because you can simply wake up, eat, go back to the room and get ready for the day's activities in Annapolis. The pool hours could be longer however, because if you're working from the hotel and want to catch a swim after work it's not convenient."
Paul 12-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

Frequently asked questions

Why book your villa in St. Michaels with Expedia?
Reserving a villa in St. Michaels is as simple as clicking on your travel dates and selecting an option that meets your needs. In search of something affordable or luxurious, or a stay that also features a kitchen? Use Expedia's search filters to narrow your results and find your dream fit.
How can I find cheap villas in St. Michaels?
An excellent way to track down cheap villas in St. Michaels is with Expedia's convenient filter tool. Narrow down your search by amenities, budget and star rating to land awesome rates in only a few keystrokes.

Explore a world of travel with Expedia