A waterfront street lined with trees and a white building with a balcony.

Search and Rent St. Michaels Condos

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for St. Michaels condo rentals

Marina

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
7.8 out of 10, Good, (7 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
$375 nightly
The price is $398
Jul 20 - Jul 21
Total with taxes and fees
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Marina

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)
"Great space. Great location for exploring Cambridge on foot. Check-in easy. Everything clean. Everything works."
United States
Peter G.
$490 nightly
The price is $519
Jul 21 - Jul 22
Total with taxes and fees
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Marina

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (13 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$465 nightly
The price is $492
Jul 14 - Jul 15
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Dining

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
$498 nightly
The price is $568
Jul 1 - Jul 2
Total with taxes and fees
Historic Row Home in Downtown Annapolis
Interior

Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
$515 nightly
The price is $587
Jul 7 - Jul 8
Total with taxes and fees
Upscale Condo in Annapolis w/Private Parking
Fridge, microwave, oven, stovetop

Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
$549 nightly
The price is $626
Jul 1 - Jul 2
Total with taxes and fees
Luxe Row Home Steps to USNA Gate 3!
Interior

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
$607 nightly
The price is $664
Jun 28 - Jun 29
Total with taxes and fees
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
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

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

8/10 Good
"The house was at a great location, only minutes away from restaurants and shopping. We could walk almost everywhere. We had plenty of room for two couples. We also enjoyed the screened in porch. Check in process was fine except we had trouble with the key/lock on the patio door. The king sized bed upstairs was super comfortable. Overall our stay was wonderful."
beverly b. 3-night trip
Posted 14 hours ago
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Find out more about St. Michaels

St. Michaels Condo Rentals information

Number of reviews
39
Accommodation
19 Condo Rentals
Lowest Price
$398
Highest Price
$664

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.

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