Waterfront Vacation Rentals

Planning your summer beach vacation on Cape Ann and want to stay on the water? Browse our current selection of oceanfront and riverfront vacation rentals in Gloucester, Rockport and across Boston’s North Shore. Find a variety of waterfront vacation rentals, from charming beach cottages to luxury rentals with private beach access.

16 results
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
Chester Square

Chester Square

4 3 8 Gloucester
Magnolia Tides

Magnolia Tides

2 3 6 Gloucester
Pet Friendly
Perrywinkle

Perrywinkle

4 2 7 Gloucester
Pet Friendly
Popplehouse

Popplehouse

6 3.5 10 Rockport
Pet Friendly
River Watch

River Watch

3 2 6 Gloucester
River's Edge

River's Edge

2 1.5 4 Gloucester
Sandy Bay

Sandy Bay

1 1.5 4 Rockport
Pet Friendly
Straitsmouth Cove

Straitsmouth Cove

5 2 9 Rockport
Pet Friendly
Sunrise on the Cove

Sunrise on the Cove

4 2.5 12 Rockport