Search Condos Rentals in St. Michaels from CA $288

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Jun 27 - Jun 29
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Browse Select St. Michaels Condo Rentals

Annapolis Condominium in the heart of the historic center
Terrace/patio

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (273)
"The location and amenities are great. The host are very friendly, helpful and easy to make contact with. My family used this location for commission week and could not have asked for more. "
Annapolis Condominium in the heart of the historic center
Upscale Condo in Historic Downtown Cambridge, Maryland
Marina

Upscale Condo in Historic Downtown Cambridge, Maryland

9.4 out of 10, Exceptional, (3)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
The price is CA $288
CA $553 total
includes taxes & fees
Jul 1 - Jul 2
Upscale Condo in Historic Downtown Cambridge, Maryland
Beautiful Condo - Water View Near City Dock
Outdoor dining

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (145)
"This is our second time at this property and it is just perfect for us. Quiet, great location, comfortable, great host!!!!"
Beautiful Condo - Water View Near City Dock
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (8)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
The price is CA $329
CA $629 total
includes taxes & fees
Jun 24 - Jun 25
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Unbelievable beach views for 6
Property grounds

Unbelievable beach views for 6

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was unbelievable stay with fantastic sunrise and moon rise on the day of the eclipse"
Unbelievable beach views for 6
Modern condo in the heart of DTA with garage parking!
Smart TV, books

Modern condo in the heart of DTA with garage parking!

Modern condo in the heart of DTA with garage parking!
Kent Island Waterfront Cottage
Fridge, microwave, oven, stovetop

Kent Island Waterfront Cottage

9.4 out of 10, Exceptional, (8)
"Enjoyed fishing at the pier and sitting on the porch"
Kent Island Waterfront Cottage
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Marina

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

2.5 star property
10.0 out of 10, Exceptional, (9)
"The condo was very well appointed and super clean. Interior design was beautiful, we love the views from the second floor. Cambridge is a great town we enjoyed walks, beer at RAR and good food. We would definitely stay at this place again. "
The price is CA $398
CA $753 total
includes taxes & fees
Jul 7 - Jul 8
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (24)
"Very nice location and nice apartment!"
Downtown Annapolis Condo w/ Free Parking + Coffee
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior

Chic Condo w/ Balcony in the Heart of Annapolis!

9.8 out of 10, Exceptional, (57)
"This cute condo is as pictured; charming and clean. Nice bathrooms. Comfortable beds. Great location. Loved the parking ease as well. Host was very receptive and flexible with my arrival/departure times.Would highly recommend and would stay here again."
Chic Condo w/ Balcony in the Heart of Annapolis!
A Kozy Waterfront Condo
Dining

A Kozy Waterfront Condo

10.0 out of 10, Exceptional, (1)
"The property is stunning as is the decor in the condo. Truly a lovely place to stay! The owners provided detailed instructions and were in contact with us during our stay! We hope to be back next year! "
A Kozy Waterfront Condo
Water-view condo with rooftop pool & balcony - minutes from downtown
TV

Water-view condo with rooftop pool & balcony - minutes from downtown

9.2 out of 10, Wonderful, (10)
"We loved our stay and will definitely return! Close to USNA and lots of restaurants. We enjoyed the pool and the place was clean and comfortable . Can’t wait to return!"
Water-view condo with rooftop pool & balcony - minutes from downtown
Waterfront 2-Bedroom Condo on Spa Creek
Smart TV

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (8)
"This is a great location. Walking distance to everything. Near all the sailing clubs! Property manager was the best we have ever experienced."
Waterfront 2-Bedroom Condo on Spa Creek
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking
Pool

Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking

10.0 out of 10, Exceptional, (16)
"Absolutely perfect. Wonderful location. Beautiful property. Great staff made the weekend easy. "
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking
Unique 2-Bedroom Condo in Renovated Church Parish House
Marina

Unique 2-Bedroom Condo in Renovated Church Parish House

Unique 2-Bedroom Condo in Renovated Church Parish 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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Frequently asked questions

Why book your condo in St. Michaels with Expedia?
Vacationing should be a piece of cake, so if you're chasing condos at an affordable price, Expedia has you covered. Save those pennies and check in to something small and cozy, or splurge on a luxury condo and pamper your loved ones. Use our convenient search filters to secure a stay in St. Michaels that suits your needs.
How can I find cheap condos in St. Michaels?
With Expedia's handy filter tool, booking cheap condos in St. Michaels couldn't be simpler. To discover properties that are easy on your bank balance, fine-tune your search results by star rating, budget and amenities.
What is there to do in St. Michaels near my condo?
The ideal travel accessory is a well-planned to-do list. St. Michaels Winery is a wonderful place to kick off your sightseeing in St. Michaels.