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Find vacation rentals that suit your style

Cottages

Apartments
Our top choices for St. Michaels apartments

1. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all placesEaston
10.0 out of 10, Exceptional, (1 review)
$370 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees

2. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
10.0 out of 10, Exceptional, (1 review)
$291 nightly
The price is $323
Nov 14 - Nov 15
Total with taxes and fees

3. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to AnnapolisDeale
8.0 out of 10, Very good, (13 reviews)
$270 nightly
The price is $308
Nov 15 - Nov 16
Total with taxes and fees

4. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
8.0 out of 10, Very good, (4 reviews)
$276 nightly
The price is $306
Nov 14 - Nov 15
Total with taxes and fees

5. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.Cambridge
$237 nightly
The price is $251
Nov 10 - Nov 11
Total with taxes and fees

6. Sailwinds Loft at Cambridge Creek
Sailwinds Loft at Cambridge CreekCambridge
10.0 out of 10, Exceptional, (40 reviews)
$222 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees

7. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bay Ridge unit by Downtown Annapolis and Quiet Waters ParkAnnapolis
9.0 out of 10, Wonderful, (4 reviews)
$449 nightly
The price is $512
Nov 10 - Nov 11
Total with taxes and fees

8. Pool Loft Suite | Bay Access & Beach Passes
Pool Loft Suite | Bay Access & Beach PassesCape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
$393 nightly
The price is $448
Nov 10 - Nov 11
Total with taxes and fees

9. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!Rock Hall
10.0 out of 10, Exceptional, (33 reviews)
$256 nightly
The price is $283
Nov 12 - Nov 13
Total with taxes and fees

10. 18th Cent. Charm in Historic Downtown Annapolis
18th Cent. Charm in Historic Downtown AnnapolisHistoric District
9.2 out of 10, Wonderful, (15 reviews)
$344 nightly
The price is $392
Nov 10 - Nov 11
Total with taxes and fees

11. Dean Street's Lower Deck House!
Dean Street's Lower Deck House!Historic District
10.0 out of 10, Exceptional, (4 reviews)
$402 nightly
The price is $458
Nov 10 - Nov 11
Total with taxes and fees

12. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kidsAdmiral Heights
10.0 out of 10, Exceptional, (56 reviews)
$401 nightly
The price is $457
Nov 10 - Nov 11
Total with taxes and fees
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.
Learn more about St. Michaels
Stroll down charming streets lined with boutiques and seafood restaurants in this quaint Chesapeake Bay town. Sail on a skipjack, visit the maritime museum, or bike to nearby wineries for a taste of Eastern Shore living.

Photo by Louise Johnson
Open Photo by Louise Johnson






































