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Best Vacation Rentals in Annapolis - Holiday Lettings - Cabins

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17 Vacation rentals

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Annapolis Vacation home rental

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $178 / night

$1,246 / week

1 / 30

Home accommodation in Annapolis

Annapolis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $215 / night

$1,505 / week

1 / 6

Vacation home in Annapolis

Annapolis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $215 / night

$1,505 / week

1 / 9

Vacation home in Annapolis

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $229 / night

$1,603 / week

1 / 15

Annapolis Vacation home rental

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $125 / night

$875 / week

1 / 30

Vacation home in Annapolis

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $274 / night

$1,918 / week

1 / 19

Vacation home in Annapolis

Annapolis house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $244 / night

$1,708 / week

1 / 11

Vacation home in Annapolis

Annapolis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $197 / night

$1,379 / week

1 / 7

Vacation cottage in Annapolis

Annapolis cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 8

from $152 / night

$1,064 / week

1 / 20

Vacation home rental

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $191 / night

$1,337 / week

1 / 8

Ski home to rent in Annapolis

Annapolis house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

from $209 / night

$1,463 / week

1 / 21

Vacation home rental

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $203 / night

$1,421 / week

1 / 17

Vacation home in Annapolis

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $198 / night

$1,386 / week

1 / 13

Annapolis Vacation home accommodation

Annapolis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $384 / night

$2,688 / week

1 / 23

Annapolis Vacation home rental

Annapolis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

from $246 / night

$1,722 / week

1 / 15

Home rental in Annapolis

Annapolis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $124 / night

$868 / week

1 / 15

Vacation home rental

Annapolis house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $104 / night

$728 / week

1 / 11

Great rentals within 20 miles that match your search

Black Vacation home rental

Black house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $264 / night

$1,848 / week

1 / 20

Vacation home in Ironton

Ironton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $173 / night

$1,211 / week

1 / 25

Vacation home in Arcadia

Arcadia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $275 / night

$1,925 / week

1 / 21

Piedmont ski home to rent.

Piedmont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $165 / night

$1,155 / week

1 / 30

Vacation home in Des Arc

Des Arc house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $154 / night

$1,078 / week

1 / 23

Ironton Vacation home rental

Ironton house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

from $268 / night

$1,876 / week

1 / 19

Home rental in Arcadia

Arcadia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $154 / night

$1,078 / week

1 / 28

Arcadia Vacation cottage rental

Arcadia cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $153 / night

$1,071 / week

1 / 19

Cottage rental in Arcadia

Arcadia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $157 / night

$1,099 / week

1 / 22

Home rental in Piedmont

Piedmont house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $139 / night

$973 / week

1 / 11

Home rental in Piedmont

Piedmont house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $175 / night

$1,225 / week

1 / 24

Home rental in Ironton

Ironton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $232 / night

$1,624 / week

1 / 30

Ironton Vacation home rental

Ironton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $186 / night

$1,302 / week

1 / 30

Vacation home in Ironton

Ironton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $157 / night

$1,099 / week

1 / 26

Ironton Vacation home rental

Ironton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $179 / night

$1,253 / week

1 / 14

Home rental in Ironton

Ironton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $128 / night

$896 / week

1 / 24

Vacation home in Ellington

Ellington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 15

Ellington Vacation home rental

Ellington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 7

Lesterville Vacation home rental

Lesterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $508 / night

$3,556 / week

1 / 30

Cottage rental in Ironton

Ironton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $130 / night

$910 / week

1 / 14

Vacation home in Ironton

Ironton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $221 / night

$1,547 / week

1 / 30

Vacation studio rental

Piedmont studio

  • Studio
  • 1 bathroom
  • sleeps 6

from $180 / night

$1,260 / week

1 / 30

Piedmont Vacation studio rental

Piedmont studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $140 / night

$980 / week

1 / 30