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> North America
> United States
> Maryland
> Annapolis

Vacation homes - vacation rentals

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (1)
  • Cottage (1)
  • House (4)

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6 Vacation rentals

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Great rentals within 20 miles that match your search

Vacation home in Sherwood

Sherwood house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 12

from $2,863 / night

$20,038 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Gwynn Oak

Gwynn Oak apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from $115 / night

$802 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in St. Michaels

St. Michaels house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $2,290 / night

$16,030 / week

1 / 41

Great rentals within 20 miles that match your search

Cottage rental in St. Michaels

St. Michaels cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5
6 reviews

from $382 / night

$2,668 / week

1 / 25

Great rentals within 20 miles that match your search

St. Michaels Vacation home rental

St. Michaels house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $2,290 / night

$16,030 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation home in Baltimore

Baltimore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
2 reviews

from $114 / night

$794 / week

1 / 29