Vacation Rentals

Cape Ann Vacation Rentals

Welcome to Cape Ann, the other cape of Massachusetts, where scenic beauty meets New England charm. Whether you’re seeking a cozy retreat in Gloucester, an artistic escape in Rockport, or a beachside getaway, our Cape Ann vacation rentals offer something for everyone.

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Pet Friendly
Afternoon Delight

Afternoon Delight

3 2 6 Beverly
Annisquam River Sunsets

Annisquam River Sunsets

2 1 4 Gloucester
Annisquam Singing Pines

Annisquam Singing Pines

5 2 10 Gloucester
Beach Bungalow

Beach Bungalow

2 1 5 Rockport
Bell View

Bell View

6 5 16 Gloucester
Booth Cottage

Booth Cottage

4 3.5 8 Manchester-by-the-Sea
Cape Hedge House

Cape Hedge House

3 3 6 Rockport
Pet Friendly
Captain John Butman House

Captain John Butman House

3 2 6 Rockport
Pet Friendly
Changes In Latitude

Changes In Latitude

3 2 6 Gloucester
Dot's Place

Dot's Place

1 1 2 Rockport
Pet Friendly
First Light

First Light

3 1 7 Rockport
Folly Cove Cottage

Folly Cove Cottage

1 1.5 4 Rockport