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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)
$379 nightly
The price is $402
Nov 9 - Nov 10
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 5 - Nov 6
Total with taxes and fees

3. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
8.0 out of 10, Very good, (4 reviews)
$282 nightly
The price is $312
Nov 5 - Nov 6
Total with taxes and fees

4. 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)
$284 nightly
The price is $323
Nov 15 - Nov 16
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
$245 nightly
The price is $260
Nov 5 - Nov 6
Total with taxes and fees

6. Sailwinds Loft at Cambridge Creek
Sailwinds Loft at Cambridge CreekCambridge
10.0 out of 10, Exceptional, (40 reviews)
$228 nightly
The price is $242
Nov 5 - Nov 6
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)
$462 nightly
The price is $527
Nov 5 - Nov 6
Total with taxes and fees

8. 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)
$251 nightly
The price is $278
Nov 5 - Nov 6
Total with taxes and fees

9. Pool Loft Suite | Bay Access & Beach Passes
Pool Loft Suite | Bay Access & Beach PassesCape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
$404 nightly
The price is $460
Nov 5 - Nov 6
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)
$353 nightly
The price is $403
Nov 5 - Nov 6
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)
$398 nightly
The price is $453
Nov 8 - Nov 9
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)
$413 nightly
The price is $470
Nov 5 - Nov 6
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






































