Search Guest Houses in St. Michaels from CA $124

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select St. Michaels Guest Houses

Sandaway Suites & Beach
Situated near a serene lake or sea, this two-story house offers a tranquil beachfront setting with a dock and lush surroundings.

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (144)
"Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !"
The price is CA $337
CA $370 total
includes taxes & fees
Aug 5 - Aug 6
Sandaway Suites & Beach
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Enjoy a serene view of the surrounding landscape from the large window in this spacious room.

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10.0 out of 10, Exceptional, (194)
"Great location, clean and everything was just like it posted. Would 100% stay here again"
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Riverview Retreat on Warehouse Creek - sleeps 6
TV, fireplace, offices

Riverview Retreat on Warehouse Creek - sleeps 6

10.0 out of 10, Exceptional, (25)
"Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. "
The price is CA $241
CA $593 total
includes taxes & fees
Aug 26 - Aug 27
Riverview Retreat on Warehouse Creek - sleeps 6
Newly Renovated Guest House located in Oxford MD
Enjoy cooking in this kitchen with a sleek countertop, stainless steel appliances, and a window for natural light.

Newly Renovated Guest House located in Oxford MD

9.8 out of 10, Exceptional, (22)
"Clean and somewhat comfortable. "
Newly Renovated Guest House located in Oxford MD
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

10.0 out of 10, Exceptional, (18)
"Loved the stay here. Such a nice cute spot and so close to everything we needed."
The price is CA $124
CA $418 total
includes taxes & fees
Aug 5 - Aug 6
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Calico Cottage Guest House
Guest house with a deck and garden, offering a peaceful outdoor space for dining or relaxation.

Calico Cottage Guest House

10.0 out of 10, Exceptional, (8)
"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."
Calico Cottage Guest House
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.
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Top St. Michaels Hotel Reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Room is spacious, great for families"
Jennifer 1-night trip
Posted 1 day ago
SpringHill Suites by Marriott Annapolis