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5 Best St. Michaels Vacation rentals on Holiday Lettings - Apartments

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59 Vacation rentals

St. Michaels Vacation home rental

St. Michaels house

1 bedroom • 1 bathroom • sleeps 6

from $205 / night

$1,203 / week

1 / 18

Vacation home in St. Michaels

St. Michaels house

7 bedrooms • 4 bathrooms • sleeps 9

from $722 / night

$3,607 / week

1 / 30

Vacation home in St. Michaels

St. Michaels house

2 bedrooms • 2 bathrooms • sleeps 5

from $332 / night

$2,004 / week

1 / 27

Vacation home in St. Michaels

St. Michaels house

2 bedrooms • 2 bathrooms • sleeps 5

from $367 / night

$2,073 / week

1 / 24

Vacation home in St. Michaels

St. Michaels house

3 bedrooms • 3 bathrooms • sleeps 6

from $859 / night

$5,153 / week

1 / 18

Cottage rental in St. Michaels

St. Michaels cottage

2 bedrooms • 3 bathrooms • sleeps 5

from $355 / night

$2,485 / week

1 / 25

St. Michaels Vacation cottage rental

St. Michaels cottage

2 bedrooms • 2 bathrooms • sleeps 5

from $378 / night

$2,645 / week

1 / 23

St. Michaels Vacation home rental

St. Michaels house

4 bedrooms • 3 bathrooms • sleeps 8

from $785 / night

$5,491 / week

1 / 22

St. Michaels Vacation home rental

St. Michaels house

6 bedrooms • 5 bathrooms • sleeps 12

from $2,290 / night

$13,740 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home rental

Kent Island house

3 bedrooms • 3 bathrooms • sleeps 12

from $344 / night

$2,863 - $4,065 / week

1 / 19

Bozman Vacation home rental

Bozman house

2 bedrooms • 1 bathroom • sleeps 6

from $304 / night

$1,082 - $2,084 / week

1 / 20

Vacation home with shared pool in Bozman

Bozman house

1 bedroom • 1 bathroom • sleeps 4

from $201 / night

$773 - $1,088 / week

1 / 12

Vacation cottage with shared pool in Bozman

Bozman cottage

1 bedroom • 1 bathroom • sleeps 2

from $201 / night

$773 - $1,088 / week

1 / 12

Vacation home in Neavitt

Neavitt house

2 bedrooms • 2 bathrooms • sleeps 4

from $323 / night

$2,261 / week

1 / 28

Vacation cottage in North Beach

North Beach cottage

3 bedrooms • 1 bathroom • sleeps 6

from $106 / night

$738 / week

1 / 25

Vacation home in Annapolis

Annapolis house

5 bedrooms • 3 bathrooms • sleeps 10

from $1,145 / night

$13,740 / week

1 / 12

Vacation home rental

Bethlehem house

3 bedrooms • 2 bathrooms • sleeps 8

from $229 / night

$1,260 - $2,061 / week

1 / 14

Vacation home in Edgewater

Edgewater house

2 bedrooms • 2 bathrooms • sleeps 6

from $373 / night

$1,374 / week

1 / 13

Vacation home with swimming pool in Bozman

Bozman house

5 bedrooms • 3 bathrooms • sleeps 13

from $651 / night

$2,577 - $3,693 / week

1 / 27

Vacation home in Chester

Chester house

4 bedrooms • 3 bathrooms • sleeps 12

from $458 / night

$3,206 / week

1 / 12

Annapolis Vacation home rental

Annapolis house

3 bedrooms • 1 bathroom • sleeps 6

from $287 / night

$1,144 - $1,345 / week

1 / 52

Vacation home in Chester

Chester house

4 bedrooms • 2 bathrooms • sleeps 8

from $338 / night

$2,365 / week

1 / 21

Vacation home in Annapolis

Annapolis house

3 bedrooms • 5 bathrooms • sleeps 11

from $796 / night

$6,183 / week

1 / 18

Vacation apartment in Grasonville

Grasonville apartment

1 bedroom • 1 bathroom • sleeps 5

from $189 / night

$1,125 / week

1 / 9

Vacation apartment rental

Chesapeake Beach apartment

1 bedroom • 1 bathroom • sleeps 2

from $84 / night

$585 / week

1 / 26

Home rental in Cape Saint Claire

Cape Saint Claire house

3 bedrooms • 1 bathroom • sleeps 6

from $275 / night

$1,924 / week

1 / 30

Vacation cottage in Mayo

Mayo cottage

4 bedrooms • 1 bathroom • sleeps 8

from $480 / night

$3,359 / week

1 / 29

Cape Saint Claire Vacation home rental

Cape Saint Claire house

4 bedrooms • 2 bathrooms • sleeps 8

from $235 / night

$1,643 / week

1 / 24

Vacation home in Annapolis

Annapolis house

3 bedrooms • 4 bathrooms • sleeps 6

from $666 / night

$4,657 / week

1 / 30

Vacation home in Chesapeake Beach

Chesapeake Beach house

2 bedrooms • 2 bathrooms • sleeps 4

from $289 / night

$2,020 / week

1 / 35

Vacation condo in Annapolis

Annapolis condo

3 bedrooms • 2 bathrooms • sleeps 6

from $251 / night

$1,756 / week

1 / 33

Home rental in Cambridge

Cambridge house

3 bedrooms • 3 bathrooms • sleeps 12

from $315 / night

$2,205 / week

1 / 41

Cambridge Vacation cottage rental

Cambridge cottage

4 bedrooms • 2 bathrooms • sleeps 13

from $280 / night

$1,956 / week

1 / 32

Stevensville Vacation apartment rental

Stevensville apartment

1 bedroom • 1 bathroom • sleeps 2

from $184 / night

$916 / week

1 / 17

Vacation home with shared pool in Chesapeake Beach

Chesapeake Beach house

3 bedrooms • 3 bathrooms • sleeps 8

from $1,105 / night

$7,735 / week

1 / 11

Vacation home in Annapolis

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 10

from $801 / night

$4,466 - $4,867 / week

1 / 28

Vacation tented camp in Grasonville

Grasonville tented camp

1 bedroom • 1 bathroom • sleeps 6

from $287 / night

$2,269 - $2,541 / week

1 / 15

Vacation home in Shady Side

Shady Side house

3 bedrooms • 2 bathrooms • sleeps 6

from $399 / night

$2,790 / week

1 / 31

Vacation home in Edgewater

Edgewater house

2 bedrooms • 1 bathroom • sleeps 8

from $573 / night

$4,008 / week

1 / 13

Vacation log cabin with swimming pool in Wittman

Wittman log cabin

5 bedrooms • 5 bathrooms • sleeps 10

from $1,117 / night

$7,157 / week

1 / 36